Available Listings
$10,950,000 (USD)
Westport Area Single Family Home
Active
5 Fraser Road Westport, CT 06880
6 Bed
10 Baths
8639 sqft
MLS# 122508
Embodying modern minimalist architecture by famous intl. architects and European sophistication, 5 Fraser Road is unlike anything you have seen before. 21st-century net-zero insulated concrete technology, floor-to-ceiling TRIPLE glazed European windows, all on a desirable cul-de-sac close to downtown. High-end, handmade, and hand-picked top-of-the-line materials. Walls of sliding glass doors, cathedral ceilings, floating stairs, radiant heat throughout the house (inc. w/o lower level and 3-car attached garage). Oversized patio with integrated gunite pool, spa, cabana area for relaxation and entertainment. The first floor welcomes you with multiple living and entertaining spaces. Modern kitchen with Miele appliances. Have a personal chef? check out a prep kitchen. 2nd floor is balanced between 5 large private bedrooms all ensuite, and a 2nd-floor family room and office. The lux primary suite features expansive his hers walk-in closets and a lavish bathroom. The finished attic offers a 6th bedroom, bathroom, and a bonus room with built-in bunk beds - for play, work, and enjoyment. The lower level brings a spa experience, a world-class gym, a bathroom, and a playroom. Multiple balconies overlooking the mature trees and professionally landscaped grounds yielding an interflowing harmony between home and nature. This house is all about design, comfort, and precise execution. If you can dream it, we can build it! Live your dream in this state-of-the-art property for generations!
Listing Courtesy of GREENWICH MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$6,999,999 (USD)
Compo Beach Area Single Family Home
Active
32 Narrow Rocks Road Westport, CT 06880
6 Bed
9 Baths
1883 sqft
MLS# 24145296
NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels and blends timeless elegance with modern living. The main level offers light-filled, open living spaces ideal for both everyday living and entertaining, featuring a custom chef's kitchen with breakfast area, expansive family room, formal living and dining rooms, private office, mudroom, and thoughtfully placed powder rooms. The second level showcases a luxurious primary suite with two generous walk-in closets and a spa-inspired bath, along with four additional ensuite bedrooms and a dedicated laundry room. The walk-out lower level includes a spacious recreation room, gym, guest bedroom with full bath, and flexible space for today's lifestyles. A finished third floor provides additional living space-perfect for a playroom, media room, or home office-with a half bath. Designed with Mattera Construction's signature attention to detail, craftsmanship, and integrity, this home offers the ultimate Westport lifestyle-coastal, convenient, and effortlessly elegant. New construction. Premier beach-area location. A home that rarely comes to market.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$6,895,000 (USD)
Greens Farms Area Single Family Home
Active
8 Loretta Court Westport, CT 06880
6 Bed
9 Baths
9576 sqft
MLS# 24156057
Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning three and a half levels, this six-bedroom home features an airy layout with refined finishes throughout. The open-concept kitchen flows seamlessly into the main living spaces, highlighted by a statement fireplace. A glass-enclosed office offers privacy, while additional living and dining areas, a stylish scullery, and an oversized mudroom add everyday functionality. A dramatic pivot door opens to a gallery-style entry. Upstairs, the primary suite is a serene retreat with its own fireplace, dual walk-in closets, a dressing area, and a spa-like bath. Four en-suite bedrooms and a laundry room complete the second floor, while the top level offers a private sixth suite, office, and flexible open spaces. The walk-out lower level expands the home with walls of glass, a terrace, gym, bar, wine cellar, media/playroom, and additional office. Outside, a 16'x32' pool, multiple terraces, and a grilling area create effortless summer living, complemented by a three-car garage with EV charging. Taxes to be finalized after CO issued.
Listing Courtesy of SMART MLS / Listed By: Lianne Owen, Coldwell Banker Realty
$6,495,000 (USD)
Long Lots Area Single Family Home
Active
5 Baldwin Place Westport, CT 06880
6 Bed
8 Baths
9062 sqft
MLS# 24172743
New Construction by Westport Family Homes - Elevator, July Completion. Privately set at the end of a quiet cul-de-sac in the coveted Long Lots neighborhood, this 2.3-acre, flat, tree-lined property offers a rare combination of privacy and endless possibilities for creating a luxury compound. Introducing a truly exceptional estate by award-winning Builder, Westport Family Homes. The residence spans 9,062 sq. ft. with 6 bedrooms and 8 bathrooms, showcasing exceptional craftsmanship, thoughtful design, and high-end finishes throughout. A private elevator in the home enhances both convenience and long-term livability. At the heart of the home, a designer kitchen is complemented by a fully equipped scullery, offering a discreet secondary workspace for catering, entertaining and daily organization-an increasingly sought after feature in today's luxury homes. Outdoor living is equally impressive, with a resort-style saltwater pool and integrated spa, automatic safety cover, expansive covered and open-air patios, and an outdoor kitchen, designed for sophisticated entertaining. The property also offers ample space for a tennis court and guest house, further elevating its estate-like appeal. Additional highlights include a full-house generator, EV charging outlet, and the signature craftsmanship and attention to detail that define a Westport Family Homes build. A masterfully built home - designed to impress, built to last, and created for an exceptional lifestyle.
Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty
$5,999,999 (USD)
Greens Farms Area Single Family Home
Coming Soon
13 Edgemarth Hill Road Westport, CT 06880
7 Bed
8 Baths
8700 sqft
Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and resort-caliber outdoor living. Offering 8,800+/- sq ft, this exceptional residence features 7 bedrooms, 8 bathrooms, and thoughtfully designed living spaces crafted with an emphasis on enduring design rather than passing trends. The chef's kitchen serves as the heart of the home with an 11-foot waterfall island, Wolf and Sub-Zero appliances, custom cabinetry and millwork, and full scullery kitchen. Designed with both functionality and flexibility in mind, the home features a first-floor guest suite, expansive bonus room over the three-car garage, dual laundry stations, two wet bars, secondary staircase, 4 fireplaces, walkout basement, and ensuite bedroom accommodations on all four finished levels. Outdoor amenities include a heated 20' x 40' pool, covered outdoor living room with vaulted ceiling and wood-burning fireplace, sunken fire pit, expansive lawn areas, and professional landscaping with mature trees and multiple activity zones. Approximately one mile from Old Mill Beach and minutes to both train stations and town. ***Interior photos coming 7/2***
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$5,980,000 (USD)
Hunt Club Area Single Family Home
Active
21 Sturges Commons Westport, CT 06880
6 Bed
9 Baths
3158 sqft
MLS# 24063050
NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet private cul-de-sac with an inground pool. The first floor features open living spaces throughout including an oversized custom kitchen with breakfast area, family room, office, living room, dining room, mudroom & two half baths. The second floor offers a luxurious expansive primary suite with 2 large walk-in closets & a spalike bath, plus 4 additional ensuite bedrooms and a laundry room. The lower walk out level includes an additional family room, gym, bedroom with a full bath. The finished third floor contains an additional playroom or office plus a half bath. This is an exceptional residence by the most sought after craftsman who consistently builds each masterpiece with ingenuity and integrity. Minutes to the train, beach, shops, schools & more.
Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty
$5,925,000 (USD)
Saugatuck Area Single Family Home
Active
3 Stony Point West Westport, CT 06880
6 Bed
9 Baths
6561 sqft
MLS# 24163899
Located within the highly desirable Stony Point association, this exceptional home offers a rare combination of privacy, water views, and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over 6,500sf of thoughtfully designed living space, including 6 bedrooms and 9 baths. Expansive panoramic windows capture serene water views and fill the home with natural light. A dramatic two-story entry foyer and soaring ceilings create an impressive sense of space. The open-concept kitchen/living room is a true centerpiece, featuring a massive 12-foot island with seating for 6, high-end appliances, dual dishwashers, a wine fridge, an ice maker - ideal for both everyday living and entertaining. Designed for effortless indoor-outdoor living, the home seamlessly connects its interior to exceptional outdoor entertaining areas. The spacious family room features sliders that open directly to the expansive covered patio with retractable screens, an outdoor kitchen, and a relaxing pool and spa. The 3rd floor great room has amazing water views, and features a 1/2 bath and wet bar. Additional highlights include a private office, whole house generator, 2 laundry rooms, sauna, a mudroom, and a charming 'hidden' playroom. A truly turnkey offering, this home embodies the very best of the Stony Point
Listing Courtesy of SMART MLS / Listed By: Debra Shaughnessy, Coldwell Banker Realty
$5,650,000 (USD)
Long Lots Area Single Family Home
Active
8 Pleasant Valley Lane Westport, CT 06880
7 Bed
9 Baths
1462 sqft
MLS# 24172635
Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft ceilings, custom paneling, character grade oak floors, refined millwork, and expansive windows. Sun-filled living and dining rooms complement the great room with a sleek 60inch fireplace and reclaimed beams. The chef's kitchen includes full size SubZero refrigerator and freezer, Wolf cooktop and double ovens, quartzite waterfall island, custom cabinetry, and walk-in pantry. A private office with built ins enhances work from home convenience. Outdoor living shines with a covered porch, granite patio, outdoor kitchen, and direct access to the 20x40 saltwater pool. The luxurious primary suite offers vaulted ceilings with antique beams, oversized walk ins, and a spa bath with custom vanities and textured tile. All five second floor bedrooms are ensuite. The finished third floor adds a full bath, office/craft room, and playroom. The walkout lower level includes a bedroom and bath, gym, wet bar, media room with raised platform, and large recreation area. **Images with exterior are AI Altered. House is complete inside. Exteriors complete 6/15/26.** **See Addendum**
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$5,599,000 (USD)
Coleytown Area Single Family Home
Active
5 West Branch Road Westport, CT 06880
6 Bed
9 Baths
6455 sqft
MLS# 24178890
Carefully crafted Connecticut modern farmhouse by award-winning Heine Development, this exceptional 6-bedroom residence blends timeless architecture with refined contemporary living amongst 4 finished levels on 2 private, level acres in one of Westport's most convenient luxury locations. Designed with perfection in symmetry, detail, and craftsmanship, the home pairs classic farmhouse inspiration with sophisticated modern finishes, including wide-plank white oak floors, curated lighting, and elegant interiors by renowned House of Clement. The stunning chef's kitchen features Sub-Zero and Wolf appliances, seamlessly connecting to beautifully scaled living and entertaining spaces filled with natural light with Southern exposure and beautiful sunsets. Outdoors, enjoy a resort-style ozone maintained 20'x 50'pool with automatic safety cover, sun shelf, and expansive flat lawns enhanced by organic vegetable beds. The extraordinary lower level offers the ultimate lifestyle experience with a gym, sauna, full bath and a custom treehouse, playroom, and second laundry room, creating flexible spaces for wellness, recreation, and everyday convenience. Additional highlights include natural gas heat, a generator, and exceptional indoor-outdoor flow designed for effortless living and entertaining. A rare offering that combines privacy, luxury, and modern farmhouse elegance just moments from town, train, beaches, and all that Westport has to offer.
Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty
$5,499,000 (USD)
Greens Farms Area Single Family Home
Active
359 Greens Farms Road Westport, CT 06880
6 Bed
8 Baths
7748 sqft
MLS# 24184039
Tucked behind elegant wrought-iron gates at the end of a long private driveway, this exceptional Greens Farms estate offers the perfect blend of privacy, luxury, and convenience in one of Westport's most coveted neighborhoods. Surrounded by mature landscaping, this meticulously maintained residence feels like a private retreat while remaining steps from the Greens Farms train station, Burying Hill Beach, Greens Farms Elementary School, and minutes from downtown Westport's shopping and dining. Filled with natural light, the sophisticated floor plan is designed for everyday living and entertaining. The gourmet chef's kitchen features premium appliances, two dishwashers, a walk-in pantry, and butler's pantry, seamlessly connecting to elegant gathering spaces. Enjoy indoor-outdoor living from the screened porch overlooking the sparkling pool with automatic cover, spa, and landscaped grounds. The luxurious primary suite features a sitting room, spa-inspired bath with soaking tub and steam shower, and custom closets. Upstairs, a spacious playroom and gym overlook the pool. A first-floor executive office accommodates dual workstations for remote work. The walk-out lower level offers high ceilings, natural light, and potential for a media room, sixth bedroom, home theater, or golf simulator. Offering unparalleled estate privacy, walkability, and proximity to NYC transportation, beaches, top-rated schools, and downtown Westport, 359 Greens Farms Road is luxury living at its finest.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$5,000,000 (USD)
Long Lots Area Single Family Home
Pending
6 Twin Circle Drive Westport, CT 06880
6 Bed
7 Baths
6166 sqft
MLS# 24168601
Nestled on a quiet cul-de-sac in one of Westport's most convenient locations, 6 Twin Circle Drive offers luxury living with exceptional indoor and outdoor spaces. Just moments to Bedford Middle School, Staples High School, downtown Westport, trains, shopping, restaurants, Longshore, and Compo Beach, this property combines privacy, recreation, and convenience. The resort-style backyard features a pool with spa, expansive lounging areas, full outdoor kitchen, and a rare post-tension concrete tennis court - the premier surface used at elite clubs and college facilities. A truly extraordinary amenity rarely found in residential homes. The home offers an open floor plan filled with natural light and thoughtfully designed spaces. The gourmet chef's kitchen features high-end appliances, abundant workspace, and two dishwashers. Main-level highlights include elegant entertaining spaces, a private meditation room, and seamless indoor-outdoor flow. The primary suite is a retreat with a spa-inspired bath, steam shower, and dressing room with abundant closets. Upstairs, an incredible playroom with six built-in beds creates the perfect sleepover space or playroom. The walk-out lower level offers versatility with a media room, gym, office, and guest suite ideal for extended family, au pair, or guests. Rarely does a Westport luxury home offer resort-style amenities, premier tennis facilities, flexible living space, and walk-to-school convenience in such a private setting.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$4,495,000 (USD)
Coleytown Area Single Family Home
Active
21 Lockwood Circle Westport, CT 06880
6 Bed
7 Baths
6611 sqft
MLS# 24158946
Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of glass, and exquisite lighting. The great room, anchored by a marble fireplace and French doors to the pool and patio, flows into the designer kitchen with a striking island, stone counters, custom cabinetry, Thermador appliances, and a beautiful and functional pantry. The dining room is a jewel, offering an elegant setting with illuminated shelving and views of the grounds. A quiet office and superb mudroom add daily convenience. A glasslined stair tower leads to sunfilled bedroom suites, beginning with the sublime primary suite set beyond double doors. An arched entry reveals a kingsized bedroom with balcony, two custom walkin closets, and a spalike bath with glass shower and distinctive vanity. The upper level also offers a laundry room with double washer and dryers and access to the finished thirdfloor bonus space. The lower level includes a fifth bedroom suite, recreation room, gym and media areas, and generous storage. Outside, the pool becomes the centerpiece for entertaining and relaxing at this designcentric showplace of style.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$4,100,000 (USD)
Old Hill Area Single Family Home
Active
48 Woodside Avenue Westport, CT 06880
6 Bed
6 Baths
1853 sqft
MLS# 24164137
A rare opportunity to own new construction in Westport's coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road and downtown. Tucked within one of Westport's most sought-after enclaves, this newly constructed 6-bedroom, 5.5-bath home blends architectural sophistication with modern livability. Natural light, clean lines, and well-proportioned spaces create an environment that feels both elevated and effortlessly comfortable. At the center of the home, a beautifully designed kitchen opens to expansive living and dining areas, creating a seamless flow for both everyday living and entertaining. The layout flows easily with ample room for work-from-home, multi-generational living, and evolving lifestyle needs. A main-level suite with a full bath provides privacy and versatility-ideal for guests, a dedicated office, or an extended family. Every detail accentuates comfort, function, and understated luxury. A back yard patio with pool abutting a nature preserve offers privacy with open space and the ease of in-town living. Positioned near Nash Pond and close to local nature trails and amenities, the home also offers exceptional convenience-walkable to the Post Road and just minutes to downtown Westport, shopping, dining, and Metro-North train service to New York City. Luxury new construction in Old Hill, Westport, CT-where location, design, and lifestyle align in one of the town's most desirable settings.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$3,975,000 (USD)
Lower Weston Area Single Family Home
Active
48 Kettle Creek Road Weston, CT 06883
5 Bed
8 Baths
1427 sqft
MLS# 24169304
NEW...Stunning transitional 5-bedroom estate blending classic curb appeal with a clean, modern interior - beautifully sited on 2.35 private acres. This immaculate five-bedroom home offers five ensuite bedrooms (including a luxurious primary suite), exceptional finishes and thoughtful details throughout:Thermador appliances, high-end fixtures, and gorgeous White Oak floors and handrails that run through the main living spaces. The primary suite is a true retreat with a spa-like bath and generous individual closet space for him and her. The chef's kitchen features premium materials, Thermador appliances and designer finishes that flow into bright, open living areas with contemporary millwork and an elegant nod to tradition. Downstairs, the finished basement adds a dedicated gym plus a flexible media/rec room or home office - perfect for work, play, and wellness. Outside, enjoy resort-style living: a 20 x 40 Pool with Spa and a modern-style patio (pool and patio to be completed the first week of June), expansive grounds for recreation or gardens, and a three-car garage. Practical comforts include a whole-house generator, House is wired for cameras, full security system and ample storage. This home artfully balances traditional detail with a fresh, contemporary aesthetic for today's lifestyle and there is a special surprise in the finished basement.
Listing Courtesy of SMART MLS / Listed By: Thomas "Tom" Kelley, Coldwell Banker Realty
$3,900,000 (USD)
In-Town Area Single Family Home
Active
36 Otter Trail Westport, CT 06880
5 Bed
5 Baths
3444 sqft
MLS# 24184154
Welcome to riverfront living in the heart of Westport. Set along the beautiful Saugatuck River, this five-bedroom, five-bath Colonial offers a breathtaking setting with the perfect blend of privacy, charm, and convenience. The flat, fully fenced yard is ideal for playing, entertaining, or simply relaxing by the water, while the patio features a built-in barbecue and outdoor fireplace - the perfect spot to take it all in. Start your mornings with coffee overlooking the river as rowers glide by. With its own private boat dock, the property also offers easy access to Long Island Sound, creating a truly special waterfront lifestyle. Inside, natural light pours through the many windows, highlighting hardwood floors throughout, stainless steel appliances, and an open-concept kitchen and living space designed for everyday comfort and easy entertaining. The walk-out lower level opens directly to the yard, creating a bright, airy extension of the home and seamless indoor-outdoor living. This level also features a full walk-in, temperature-controlled wine cellar with storage for approximately 500 bottles. Just a short walk to downtown Westport, the home offers easy access to shops, restaurants, and everything that makes the town so special. Even better, the home's elevation is above the flood zone, so no flood insurance is required.
Listing Courtesy of SMART MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty
$3,795,000 (USD)
East Norwalk Area Single Family Home
Active
3 Shorehaven Road Norwalk, CT 06855
5 Bed
6 Baths
5481 sqft
MLS# 24163499
Welcome home to the Gold Coast of Norwalk. Location, space and timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set on one acre in Norwalk's coveted Shorehaven neighborhood, with just a short walk to Sandy Beach, Sprite Island Yacht Club and the Shorehaven Country Club. Custom features and 9-foot ceilings elevate the main level and make it ideal for both everyday living and entertaining. The family room flows seamlessly into the eat-in kitchen. A first floor private office with full bath also serves as a guest bedroom. Upstairs, the primary bedroom features a fireplace and a sumptuous bath with an outdoor deck. The third floor offers an entertainment center with full bath and an additional office space. A generous deck overlooking the backyard is perfect for relaxing or hosting friends. All this within minutes of Norwalk's famous SoNo district for great restaurants and entertainment. Within one hour to NYC.
Listing Courtesy of SMART MLS / Listed By: Darlene Letersky, Coldwell Banker Realty
$3,795,000 (USD)
Norwalk Area Single Family Home
Active
3 Shorehaven Road Norwalk, CT 06855
5 Bed
6 Baths
5481 sqft
MLS# 124602
Public open houses 12-3pm on Sat. 4/11 and Sun. 4/12. Welcome home to the Gold Coast of Norwalk. Location, space & timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set in Norwalk's coveted Shorehaven neighborhood, with just a short distance to Sandy Beach and the Sprite Island boat launch. Custom features and 10+foot ceilings elevate the main level and make it ideal for both everyday living and entertaining. The family room flows seamlessly into the eat-in kitchen. A generous deck overlooking the backyard is perfect for relaxing or hosting friends. The first floor private office with full bath also serves as a guest bedroom. Upstairs, the primary bedroom features a fireplace and a sumptuous bath that opens to an outdoor deck. The third floor offers an entertainment center with full bath and an additional office space. Full house generator in place. Nearby is the Shorehaven Country Club as well as The Shore and Country Club, a private club on Long Island Sound offering members a 25 yard pool, a wading pool, 10 tennis courts, beach areas on the Sound, a marina with boat slips as well as dining and social areas. 3 Shorehaven is just minutes to Norwalk's famous SoNo district for great restaurants and entertainment. Within one hour to NYC.
Listing Courtesy of GREENWICH MLS / Listed By: Darlene Letersky, Coldwell Banker Realty
$3,499,000 (USD)
Coleytown Area Single Family Home
Active
240 North Avenue Westport, CT 06880
4 Bed
5 Baths
3049 sqft
MLS# 24181944
"MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house & the barn, and the stunning setting makes an enduring impression. The glamorous echoes of a Hollywood-style estate combine w/incredible updates throughout the transformed interiors. The front-to-back LR has a distinctive bay window & dual doors to a serene porch that gazes across the expansive grounds. The incredible great room is the focal point of this expertly-designed floorplan, combining a Chef's kitchen w/expansive island, endless storage, Thermador appliances, breakfast/casual dining area, all leading to the incredible DR & fam rm which has a wall of folding glass doors creating an effortless flow between the gorgeous interior & exterior spaces while preserving open views across the property. A BR suite w/private access, large laundry rm, mudrm, garage & powder rm complete this level. Upstairs, well-appointed BRs w/designer baths await. The primary suite is an exquisite space w/tray ceiling, fpl, plush bth, walk-in dressing rm & an amazing balcony that spans much of the rear of the home. An elegant patio lines the heated pool. The barn is a dream for auto enthusiasts.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$3,450,000 (USD)
N/A Area Single Family Home
Active
76 Lords Highway Weston, CT 06883
6 Bed
11 Baths
9974 sqft
MLS# 24151746
In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every turn, including a coffered ceiling living room, a banquet sized dining room with a curved wall of windows, and an octagonal office. French doors create a natural flow to two stone patios and sweeping lawns. The gourmet kitchen, appointed with four Wolf ovens, dual Sub Zeros and dishwashers, and extensive custom cabinetry, is designed for both comfortable daily living and memorable entertaining. The serene primary suite offers a private sitting room, balcony, barrel-ceiling dressing room, and an inspiring octagonal bathroom, while additional en-suite bedrooms and a full in-law suite provide exceptional comfort. The finished lower level includes a custom cherry wet bar, gym, and flexible space for a media room or wine cellar. Two full-size laundry rooms and a pool bath w/exterior access offer flexibility. Outdoors, a heated Gunite pool with auto cover and spa create a private resort experience. Convenient to the Merritt Parkway and Westport, this rare offering blends timeless sophistication with modern livability in one of Fairfield County's most sought-after settings.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$3,275,000 (USD)
Greenfield Hill Area Single Family Home
Active
111 Golden Pond Lane Fairfield, CT 06824
5 Bed
8 Baths
8279 sqft
MLS# 24175561
111 Golden Pond Lane is the rare luxury home that feels as welcoming as it is impressive. Tucked at the end of a quiet, tree-lined cul-de-sac, the home opens with an undeniable scale - soaring 19-foot ceilings, a dramatic two-story entry, sweeping staircases, and natural light that moves effortlessly throughout the day. Yet what makes the home memorable is not its grandeur alone, but the warmth and ease with which it lives. Over the past six years, the residence has been completely transformed by its current owner and designer, blending refined architecture with interiors that feel both elevated and deeply comfortable. At the center of the home, the vaulted family room with stone fireplace and whitewashed beams creates a true gathering space - equally suited for large celebrations or quiet evenings at home. The south-facing kitchen is filled with sunlight and custom detail, designed not simply to impress, but to be used and enjoyed every day. Rarely found, the home offers luxurious primary suite options on both the main and second levels, creating remarkable flexibility for guests, multigenerational living, or evolving needs over time. Outside, an oversized patio overlooks mature trees and complete privacy, with ample room for a future pool and sport court. Peaceful and secluded, yet just seven minutes to Metro-North, the property offers a lifestyle that feels worlds away from the city without sacrificing convenience. Grand in scale. Warm in spirit. Exceptionally livabl
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$3,149,000 (USD)
Lower Weston Area Single Family Home
Active
214 Good Hill Road Weston, CT 06883
7 Bed
8 Baths
11075 sqft
MLS# 24168594
Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with apartment, and converted barn, largely by architect Jack Franzen. The main residence offers over 11,000 square feet with 7 bedrooms, 6 full and 2 half baths. The two-story media wing includes a home theater, library, office, and billiard room. The conservatory overlooks stone terraces, a waterfall and pond, and gardens. The primary suite and office have private balconies. The estate is further distinguished by multiple auxiliary structures: a carriage house with guest accommodations, a separate guest residence, and a heated party barn dating to circa 1850. A pool with spa, pergola, and outdoor kitchen complete the grounds. Original architectural details such as leaded glass windows, rich hardwood paneling and window seats and doors, five stone and brick fireplaces, and other features have been preserved. Modern additions introduce light-filled living spaces. New appliances and updated mechanicals service the buildings. Rock Ledge offers luxury and privacy rare in this area, and promises a lifetime of enjoyment for a buyer who appreciates its beauty.
Listing Courtesy of SMART MLS / Listed By: John Schiaroli, Coldwell Banker Realty
$2,995,000 (USD)
Greens Farms Area Single Family Home
Active
221 Greens Farms Road Westport, CT 06880
5 Bed
6 Baths
5789 sqft
MLS# 24171950
THE BEDFORD HOUSE - Architecturally and historically significant estate in coveted Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's most superb homes. Set on 2.33 acres with a gunite pool/spa, court and a 2400 sq ft barn featuring a 3-car garage, loft & more, the estate blends timeless elegance with modern comfort. Originally built in 1904 and designed by noted architects Visscher and Burley, this Colonial Revival home has undergone thoughtful renovations over the years to preserve and enhance its character. The main residence features 5 Bedrooms and 6.5 Baths with a well-planned layout for today's lifestyle. High ceilings, oversized windows, finely detailed millwork and sun-filled rooms create a sense of warmth and sophistication. Recent improvements include a new cedar wood roof on both the house & barn, a like-new pool, spa & mechanicals, refinished hardwood floors, updated HVAC and new appliances. A unique highlight of this estate is its location across from Nyala Farms, offering scenic views of over 50 acres of protected meadows and fields with a deed that prevents further development. A rare opportunity to continue the legacy of this historic property. Enjoy the ultimate lifestyle, minutes to the train, beaches, schools, shops and fine dining.
Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty
$2,950,000 (USD)
Compo South Area Single Family Home
Active
169 Compo Road South Westport, CT 06880
4 Bed
5 Baths
1284 sqft
MLS# 24183242
Stunning New Construction in highly desirable Compo South neighborhood! Introducing 169 Compo Rd.S. a tucked away hidden gem, superbly designed and presently being impeccably built by local HOME Design & Build. Set in an incredible natural and private setting amid woods, ledge and open space, this home offers three levels of sun-filled open-concept living. Timeless architectural details blend seamlessly w/ refined modern aesthetics creating warmth and sophistication throughout. Designed with the premise of bringing the outdoors in, oversized Marvin windows and a thoughtful, inviting floor plan allow natural light to stream throughout the home while capturing views of nature from every angle. The main level is ideal for entertaining, with beautifully scaled rooms, circular flow and a spacious, secluded outdoor patio off the Kitchen and Dining room. A separate Family room offers its own private retreat, perfect for cozy movie nights or rainy day reading. The 2nd floor features 4 ensuite bedrooms allowing family and guests to each enjoy their own private space. The 3rd floor offers wonderful flexibility and can serve as a gym, office, studio or quiet retreat. Completion is anticipated between mid-Dec. and mid-Jan., and there is still time to add your personal touch to select finishes. A very special offering for those who want to be in the center of everything while feeling miles away. 169 Compo S. shares a portion of driveway with 171 Compo S.,
Listing Courtesy of SMART MLS / Listed By: Jacqueline Tanya "Tanya" Sprague, Coldwell Banker Realty
$2,790,000 (USD)
Coleytown Area Single Family Home
Active
56 Charcoal Hill Road Westport, CT 06880
5 Bed
3 Baths
2552 sqft
MLS# 24161256
A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail, creating a home that feels both enduring and deeply inviting. More recent expansion and remodeling have sensitively enhanced the home. Sunfilled rooms with vaulted ceilings and handhewn finishes offer a balance of scale, with multiple living spaces that transition seamlessly to the outdoors. The grounds unfold in a series of thoughtfully designed moments including lush perennial gardens, winding paths, quiet terraces, and vibrant seasonal color. At the center is a sparkling, oversized pool with a waterfall spa and a fully outfitted stone pool house, which is an ideal retreat for summer living. A heated 4car stone garage with a finished upper level provides flexible space for a studio, office, or possible guest space. Every corner of the property reveals another place to gather, from sunny patios to shaded areas beneath large awnings, all wrapped in exceptional privacy yet minutes to the energy and amenities of downtown Westport. A home where history, beauty, and modern comfort come together with uncommon harmony.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$2,695,000 (USD)
Valley Forge Area Single Family Home
Active
52 Valley Forge Road Weston, CT 06883
2 Bed
3 Baths
2254 sqft
MLS# 24167448
Set on three private acres of serene woodland along the banks of the Saugatuck River, this extraordinary Riverfront Retreat offers a rare opportunity to live immersed in nature in a modern masterpiece. Creating a seamless connection between the stunning interiors and the tranquil beauty of the surrounding landscape, experience breathtaking river views from the rooftop deck with succulent gardens, from the heated gunite pool surrounded by an oversized terrace and through the walls of glass throughout the home. From the moment you enter, prepared to be wowed by this concrete, glass and bamboo structure, as you flow through the stunning open living spaces into the private first floor Primary Bedroom, then up to the well thought out second floor. Rare and remarkable, this noteworthy home was designed by Specht Harpman and artfully built in 2010 by Michael Greenberg in the bucolic setting of Weston, CT. Enjoy best of both worlds- living in secluded waterfront serenity with effortless access to the areas shopping, restaurants and beaches in Westport and neighboring communities.
Listing Courtesy of SMART MLS / Listed By: Laurie Crouse, Coldwell Banker Realty
$2,650,000 (USD)
Downtown North Area Single Family Home
Active
53 Clinton Avenue Westport, CT 06880
5 Bed
6 Baths
5319 sqft
MLS# 24079819
Incredibly located moments from town and convenient to schools, shopping, commuting options and more, this sparkling home showcases pride of ownership. A new 2026 driveway leads to the landscaped setting, where this gracious home with an in-ground Wagner pool is set amid .74+/- acre. The two-story foyer introduces crisp, timeless spaces, and a home that has been impeccably maintained. The living rm w/ the first of 3 fireplaces and a beautiful dining rm w/lit tray ceiling are ready for entertaining. The large gourmet kitchen w/ marble counters, La Cornue range plus wall ovens, Sub Zero, island & pantry has a sun-filled breakfast rm that leads to the lrg fam rm w/ custom built-ins, stone fpl w/ gas log set & two sets of doors to the newer deck. The mudrm has a casual entrance, door to pool, half bath & access to the 3-car garage. Upstairs, a hall w/ window seats leads to the primary suite w/ fpl, dual walk-in clsts & luxe bth. Each remaining BR is spacious & well-appointed. A flexible area w/ the 5th BR & study/play rm could become an in-law suite. The finished 3rd flr is a wonderful space for a play rm or hobbies. The vast lower level includes a great rm, a den/lib w/ custom built-ins & a full bath. The usable backyard leads to a fenced-in Wagner gunite pool w/ a "pool house." This entire home and property is in outstanding, mint condition. There is nothing for you to do but move in and enjoy this fine luxury residence.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$2,450,000 (USD)
Greenfield Hill Area Single Family Home
Active
3808 Redding Road Fairfield, CT 06824
4 Bed
5 Baths
5376 sqft
MLS# 24171406
3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$2,400,000 (USD)
Long Lots Area Single Family Home
Active
28 Bulkley Avenue North Westport, CT 06880
5 Bed
5 Baths
3917 sqft
MLS# 24168651
Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of today's lifestyle. Thoughtfully renovated, it blends original character, architectural detail, warmth, and six fireplaces with the amenities today's buyers expect. Set on a flat property with room for a potential pool, the home offers inviting indoor and outdoor spaces ideal for entertaining and everyday living. At the center is a chef's kitchen with a Sub-Zero refrigerator, a Wolf range, custom cabinetry, and generous prep space, opening to a sun-filled family room. Formal rooms, antique details, and multiple fireplaces create a space that feels both elegant and welcoming. The primary suite offers an oversized dressing room with abundant closet space, and a spa-like bath with a soaking tub and steam shower. The finished lower level includes a game room, wine cellar, and flexible recreation space. Outside, the expansive lawn offers space for sports, gatherings, gardens, or a future pool. Ideally located with one light to Greens Farms train, and minutes to Long Lots Elementary, Post Road shopping, and Main Street dining. A rare blend of antique charm and modern living.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$2,395,000 (USD)
Easton Center Area Single Family Home
Active
224 Wilson Road Easton, CT 06612
4 Bed
5 Baths
4168 sqft
MLS# 24180803
Many buyers today are searching for something remarkably difficult to find: the ability to simplify life without sacrificing beauty, privacy, or prestige. Welshmoor delivers exactly that. Set behind stone pillars and a winding tree-lined drive on five extraordinary acres, this private estate offers something rarely found today: the ability to live beautifully and entirely on one level. Rolling lawns, mature specimen trees, tranquil water features, and complete privacy create an atmosphere more reminiscent of a luxury retreat than a residence. Yet the location remains remarkably connected, just five minutes to the Westport town line and within easy reach of downtown Westport, Fairfield, Wilton, beaches, shopping, dining, and Metro-North. Thoughtfully renovated to preserve its character while embracing modern comfort, the home balances grand architecture with remarkable ease. Vaulted ceilings, original hickory floors, rich stonework, and walls of glass fill the home with warmth, light, and a constant connection to the landscape. A stunning four-season room brings the outdoors in, while gracious entertaining spaces flow effortlessly throughout. The primary suite serves as a sanctuary with a fireplace, spa-inspired bath, and a serene outdoor patio where the landscape becomes part of everyday living. With ample room for a pool or court the possibilities are endless. Private. Peaceful. Effortless. Welshmoor is the luxury of simplifying life without compromising it.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$2,150,000 (USD)
In-Town Area Condo
Coming Soon
41 Richmondville Avenue 102 Westport, CT 06880
2 Bed
3 Baths
1665 sqft
Welcome to Residence 102 at The Mill Westport, offering high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport's many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property was undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$1,900,000 (USD)
South Wilton Area Single Family Home
Active
39 Powder Horn Hill Road Wilton, CT 06897
5 Bed
6 Baths
5657 sqft
MLS# 24181977
Set on a private, serene two-acre lot surrounded by mature trees and lush landscaping, this spacious home offers a rare combination of comfortable living, flexibility, and additional income potential. Just steps from the main residence, a detached, self-contained legal cottage features one bedroom, one full bath, a kitchen, and a private deck-ideal for guests, extended family, a home office, or rental income. The main home features formal living and dining rooms, a family room, breakfast area, study, mudroom, powder room, and a guest bedroom with an en-suite bath and French doors opening to the rear deck. The well-appointed kitchen includes two sinks, two dishwashers, two ovens, a warming drawer, ice maker, wine refrigerator, and an additional refrigerator in the walk-in pantry. Upstairs, the primary suite offers two walk-in closets, a full en-suite bath, and doors opening to a private balcony with beautiful backyard views. A separate study, two additional bedrooms, and two full baths complete the second floor. The lower level provides a versatile bonus room. Additional highlights include an expansive deck, new roof, updated mechanicals, three-car garage, whole-house generator, and built-in speakers. Just steps from the Norwalk River Valley Trail and five minutes to town, train, and commuter routes.
Listing Courtesy of SMART MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty
$1,779,000 (USD)
N/A Area Single Family Home
Active
28 Old Orchard Drive Weston, CT 06883
5 Bed
6 Baths
4079 sqft
MLS# 24079433
Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer. Large windows that fill the rooms w/sunlight are a defining characteristic of the home, including the cathedral-ceil LR w/stone fpl & wide plank floors, holiday-sized DR w/bay window, fam rm w/wet bar and wall of glass to deck. The dine-in kitchen w/ center island, updated stainless steel appls incl gas cooktop & Sub Zero, also opens out to the large deck. A main flr office & 1.5 bths complete the main lvl. Front & rear staircases lead up to the spacious 2nd level where you will find a grand primary suite w/lrg walk-in clst & en-suite bth plus 3 addl BRs & 2 full baths. The incredible finished, walk-out lower level is a highlight, with sun-drenched spaces that add spacious comfort, flexibility and can meet any need - while still offering great storage. The rec rm w/fpl and a pair of offices or bonus rms each have doors to the rear property. The gym has an adjacent full bth, making it an ideal cabana for swimming guests using the pool when entertaining in these splendid surroundings. Enjoy gorgeous views & tranquil privacy, just minutes to the town Center & school campus plus commuting.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$1,775,000 (USD)
Lower Weston Area Single Family Home
Active
129 Davis Hill Road Weston, CT 06883
4 Bed
4 Baths
2512 sqft
MLS# 24171415
Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary suite offers its own stone fireplace and a luxurious bath with radiant heated floors. The kitchen is equipped with Wolf, Bosch, and Liebherr appliances. The dining room features a hidden dry bar and a glassware cabinet, with sliders to the top deck for outdoor dining if desired. Upstairs, there are three additional bedroom suites with updated baths, plus a smaller third-floor bedroom ideal for an office or flex space. The finished walk-out lower level includes radiant heat, a bedroom, a full bath, an office, a gym, laundry, and a kitchenette. Outdoors, enjoy a heated Gunite pool and spa with a bluestone patio, surrounded by serene woodland views. Additional features include the Sonos system, whole-house generator, and air purification. Minutes to town and top-rated schools, this move-in-ready retreat is ideal for weekend or year-round living.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$1,699,000 (USD)
Greens Farms Area Single Family Home
Active
7 High Gate Road Westport, CT 06880
4 Bed
3 Baths
1704 sqft
MLS# 24184506
Hamptons sophistication meets timeless Westport charm in this exquisitely renovated 4-bedroom, 3-bath Colonial nestled at the end of a peaceful cul-de-sac on a double lot in the highly coveted Greens Farms neighborhood. Reimagined by acclaimed fashion designer Christian Siriano, this one-of-a-kind residence blends elevated design with exceptional craftsmanship throughout. The stunning new chef's kitchen features Calacatta Belgia marble countertops and farmhouse sink, premium Grohe fixtures, and a sleek induction stove. Luxurious Carrera marble bathrooms have been completely redesigned with timeless elegance and impeccable attention to detail. Every room is enhanced by Farrow & Ball paint, creating a refined and cohesive aesthetic throughout the home. Sun-filled living spaces offer effortless flow for both everyday living and entertaining, leading to the newly oversized exterior patio. Thoughtfully renovated from top to bottom, this turnkey home delivers designer finishes in every corner. 7 High Gate Road is just moments from beaches, train, shopping, dining, and top-rated schools. A truly rare opportunity to own a fully renovated designer home in Westport, CT.
Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty
$1,475,000 (USD)
Old Hill Area Land
Active
50 Sylvan Road North Westport, CT 06880
Bed
0 Baths
0 sqft
MLS# 24151295
ATTENTION BUYERS : FLAT DRY, ONE -OF-A-KIND LAND OPPORTUNITY NOW HUGELY IMPROVED WITH WELL DEFINED SITE PLAN. Do you hope for new custom construction no bigger than "about" 4500sf, yet continue to see 7000sf and larger get the edge? Stop wishing for it and take action! Bring your architect or builder to consider a new home that meets your dream to be practically-sized for every life stage. No other land offers this package in sought-after Westport: -Prestigious Old Hill location convenient to the town hub. -Minutes to trains both in Westport and Norwalk, Interstate-95 and Merrit Parkway. -Deed Restrictions that prevent an ordinary spec-construction. -Pristine, dry flat 1+ acre without wetlands or noise pollution of highways and trains. -Connection to Town history. This park-like acre is is behind the stone walls and just inside the original gates to the 1928 Arthur Whiteside Estate at 50 Sylvan North, and was once the welcoming gateway into the 25-acre estate owned by the business titan . He founded the Dun & Bradstreet commercial credit rating system that responded to client requests with a business's accurate credit rating report within an astonishing 2 minutes of a call. :) Whiteside's original 1920's Tudor home remains visible in the distance on Lot #2 where the Sellers of Lot #1 will continue in residence as your next-door neighbor. New England's reputation for understated elegance leaves a wide palette for the creative mind.
Listing Courtesy of SMART MLS / Listed By: Martha Eidman, Coldwell Banker Realty
$1,475,000 (USD)
High Ridge Area Single Family Home
Active
28 Walnut Ridge Lane Stamford, CT 06905
4 Bed
5 Baths
4164 sqft
MLS# 24178549
Welcome to 28 Walnut Ridge Lane, nestled within a desirable enclave of newer homes on a private cul-de-sac, just minutes to vibrant downtown Stamford. Built in 2005 and spanning 4,164 square feet, this exceptional 4 bedroom, 3 full bath, 2 half bath home impresses with soaring ceilings, rich hardwood floors, and floor-to-ceiling windows that flood the main level with natural light. Elegant fixtures, freshly painted interiors, and an open, airy layout create an effortlessly polished feel throughout. The classic center hall Colonial welcomes you with a formal living room and elegant dining room. The recently renovated chef's kitchen features quartz countertops, a glazed tile backsplash, professional appliances, and a seated breakfast bar island, opening seamlessly to a breakfast area and family room. Step out to the deck for effortless outdoor entertaining. Upstairs, the primary suite offers a walk-in closet and spa-like en suite. Additional bedrooms are generously sized, one with its own en suite and two sharing a Jack and Jill bath, plus a custom cabinetry laundry room. The finished lower level offers over 1,000 square feet of living space including a rec room, gym, office, and possible fifth bedroom. Outside, one of the largest and most private backyards in the enclave awaits, beautifully proportioned for entertaining and play, and complete with a fire pit. New York City is just 48 minutes by train, with effortless access to Stamford's finest dining, shopping, and everything
Listing Courtesy of SMART MLS / Listed By: Tara Chlupsa, Coldwell Banker Realty
$1,449,000 (USD)
Greenfield Hill Area Single Family Home
Active
4041 Redding Road Fairfield, CT 06824
5 Bed
4 Baths
4202 sqft
MLS# 24180399
Compelling Value in Greenfield Hill! Nestled amid mature trees and natural surroundings, this 5-bedroom, 4-bath home offers an exceptional combination of space, privacy, and functionality. The open living room and family room provide flexible living spaces with seamless access to the covered porch and expansive deck overlooking the peaceful setting and side yard. The spacious eat-in kitchen features abundant workspace, generous cabinetry, and room for casual dining. Adjacent to the kitchen, the dining room is equally suited for everyday meals and special occasions. A mudroom located just off the kitchen provides its own entrance and access to the oversized three-car garage. A unique spiral staircase offers secondary access to the primary suite. A dedicated main-level office and full bath add convenience and versatility. Upstairs, the spacious primary suite is complemented by four additional bedrooms and two full baths. The finished lower level provides generous bonus space for a playroom, media room, fitness area, or recreation room beyond the reported square footage. In addition to the attached three-car garage, a detached two-car garage offers valuable extra space for vehicles, bikes, equipment, hobbies, or creative use. Enjoy a private setting approximately 15 minutes from Fairfield Center, Westport, Easton, and Weston, with convenient access to shopping, dining, recreation, and transportation.Greenfield Hill living at an exceptional value!
Listing Courtesy of SMART MLS / Listed By: Lori Auerbach, Coldwell Banker Realty
$1,399,000 (USD)
North Madison Area Single Family Home
Active
420 Summer Hill Road Madison, CT 06443
4 Bed
3 Baths
4022 sqft
MLS# 24172058
Privately positioned on nearly two acres in one of Madison's most desirable areas, this expansive Colonial offers a rare combination of privacy, scale, and convenience. Surrounded by natural beauty, the property feels secluded while remaining just minutes from the shoreline and Madison's charming town center, known for its dining, boutique shops, and coastal New England character. A true highlight of the location is its close proximity to Chatfield Hollow State Park-just minutes away-offering scenic trails, a picturesque pond, and year-round outdoor enjoyment. Inside, the home features over 4,000 square feet of living space with generous room sizes, a functional layout, and abundant natural light. Multiple living and entertaining areas provide flexibility for today's lifestyle. The unfinished walk-out basement with high ceilings presents an exceptional opportunity to expand-ideal for a home gym, media room, or additional living space tailored to your needs. The expansive grounds offer endless potential for outdoor living, creating the opportunity for a true private retreat in a sought-after shoreline community. Experience the scale, light, and setting for yourself -schedule your private showing today!
Listing Courtesy of SMART MLS / Listed By: Adriana Radu, Coldwell Banker Realty
$1,375,000 (USD)
Downtown North Area Single Family Home
Pending
17 Loren Lane Westport, CT 06880
4 Bed
3 Baths
1560 sqft
MLS# 24168495
Move right into this beautifully updated 4-bedroom, 2.5-bath home ideally set on a fabulous flat property in one of Westport, CT's most desirable walk-to-town neighborhoods. Located on sought-after Loren Lane, this inviting residence offers the perfect blend of comfort, function, and everyday lifestyle just minutes from Main Street, top-rated schools, Metro North train, Compo Beach, and Longshore Club Park. Inside, sun-filled living spaces are anchored by a charming wood-burning fireplace, while the updated kitchen opens seamlessly for daily living and entertaining. A fabulous oversized den provides exceptional living space for relaxing, gathering, or play, and the mudroom with direct garage access adds the practical convenience today's buyers love. The finished lower level delivers outstanding flexibility with dedicated gym space, private home office, and additional room for recreation, media, or storage. Upstairs, four spacious bedrooms offer comfortable accommodations, while the thoughtful floor plan creates an easy flow for modern living. Outside, the level yard is ideal for entertaining, play, and outdoor enjoyment. Rarely does a move-in ready home offer this combination of updated interiors, flexible living space, flat property, and true walk-to-town convenience close to Westport's vibrant downtown shopping, dining, library, parks, beaches, and all this exceptional coastal town has to offer.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$1,329,000 (USD)
In-Town Area Single Family Home
Active
310 Main Street Westport, CT 06880
3 Bed
3 Baths
1437 sqft
MLS# 24158630
Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare blend of comfort, flexibility, and location. The inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows seamlessly into the dining area, with French doors leading to a private stone patio - ideal for morning coffee or alfresco entertaining. The main level includes a spacious primary suite with en-suite bath, along with two additional BRs. Downstairs, the finished lower level offers additional space with two more bedrooms and a full bath, offering flexible space for guests, rec/playroom, or multi-generational living. For those seeking a professional setup, the town-approved home occupation designation allows for a separate entrance, two offices, and a waiting room - a turnkey solution for small business owners or remote professionals. With quick access to the Westport Library, Levitt Pavilion, and the town's vibrant dining & shopping scene, this property delivers both lifestyle and convenience. Nearby commuting options include the Metro North Railroad to NYC, Merritt Parkway, I-95. A rare opportunity to live and work in one of Fairfield County's most sought-after communities, or to find a home that offers private space for visitors or extended family. AVAILABLE FOR RENT AT $6,700/mo.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$1,275,000 (USD)
Long Lots Area Single Family Home
Active
32 Morningside Drive North Westport, CT 06880
4 Bed
3 Baths
2270 sqft
MLS# 24181290
4 Bedroom 3 Bath Farmhouse in the heart of Westport set on a picturesque level .5 acre. Full of potential, this home awaits your creative vision. Flat, pretty property with city water and sewer available nearby. Detached one car garage. Ideally located in the coveted Long Lots neighborhood, minutes to the train, restaurants, schools, shops, Burying Hill Beach, Sherwood Island Park, Compo Beach, Longshore Park and Golf Course, the Westport Farmers' Market, The Levitt Pavilion, Westport Library, The Westport Country Playhouse, and downtown Westport. Home is being sold "as-is". Amazing opportunity for a builder, designer, investor or buyer who understands the great potential in this most sought-after neighborhood.
Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty
$1,275,000 (USD)
Long Lots Area Land
Active
32 Morningside Drive North Westport, CT 06880
Bed
0 Baths
0 sqft
MLS# 24181487
4 Bedroom 3 Bath Farmhouse in the heart of Westport set on a picturesque level .5 acre. Full of potential, this home awaits your creative vision. Flat, pretty property with city water and sewer available nearby. Detached one car garage. Ideally located in the coveted Long Lots neighborhood, minutes to the train, restaurants, schools, shops, Burying Hill Beach, Sherwood Island Park, Compo Beach, Longshore Park and golf course, the Westport Farmers' Market, Salmon Park, The Levitt Pavilion, Westport Library, The Westport Country Playhouse, and downtown Westport. Home is being sold "as-is". Amazing opportunity for a builder, designer, investor or buyer who understands the great potential in this most sought-after neighborhood.
Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty
$1,250,000 (USD)
Lower Weston Area Single Family Home
Active
195 Steep Hill Road Weston, CT 06883
5 Bed
4 Baths
3082 sqft
MLS# 24172499
Surrounded by nature and complete privacy, this unique home offers a peaceful retreat with exceptional indoor-outdoor living. A large, welcoming entry foyer features tile flooring and a skylight that fills the space with abundant natural light. Hardwood floors and custom windows are found throughout the home.The main level showcases a spacious living room with a wood-burning fireplace and walls of glass sliders that open to the pool & cabana. The eat-in kitchen with new marble countertops is open to the sunken den...creating the perfect setting for entertaining. The dining room is filled with natural light from solarium windows and features built-in window seating. The impressive two-story primary suite serves as a true sanctuary, complete with its own staircase leading up to a private loft with a wood-burning fireplace, perfect for a den or office. Dramatic floor-to-ceiling two-story windows and direct access to the pool and stone patio further elevate the space. Two additional bedrooms share a recently updated Jack & Jill bathroom. The lower level offers two more bedrooms, a full bath, and laundry area. An attached two-car garage adds convenience. Outside, enjoy your own private oasis in the fully fenced backyard featuring a gunite pool, expansive stone patio, and a cabana equipped with a kitchenette, second laundry, and full bath - ideal for entertaining or relaxing all summer long. Conveniently located to town, award-winning schools, dog park, Westport, Merritt Parkway.
Listing Courtesy of SMART MLS / Listed By: Jenny Walsh, Coldwell Banker Realty
$1,150,000 (USD)
Beach Area Single Family Home
Pending
120 South Pine Creek Road Fairfield, CT 06824
3 Bed
3 Baths
1694 sqft
MLS# 24169350
This partially renovated Colonial-style Cape is ideally situated on a level, fully fenced lot just shy of a quarter acre in Fairfield's highly desirable Sasco neighborhood. Offering a perfect blend of charm, space, & modern updates, this move-in ready home is designed for both comfortable living and easy entertaining. The main level features a spacious eat-in kitchen w/ sliders that open to a wraparound deck-perfect for indoor-outdoor gatherings. A welcoming living room w/ gas fireplace creates a cozy centerpiece, while a private office provides flexibility for remote work or quiet retreat. The original fourth bedroom has been thoughtfully opened up to create an inviting den & expanded entertaining space. Upstairs, the primary suite is a standout, boasting soaring 12-foot ceilings, a private balcony, a dressing area, and an ensuite full bath. Two additional bedrooms share a second full bathroom, offering ample space for family or guests. Added highlights include an oversized 2-car garage via a breezeway-large enough to accommodate several vehicles-plus a full, dry basement and large storage shed. Recent updates such as a new roof and hot water heater add peace of mind, while energy-efficient zoned mini-split systems provide year-round comfort.Enjoy an unbeatable location just a short walk or bike ride to South Pine Creek's parks, playground, par-3 golf, tennis, town center, and train station-make this home a rare opportunity to experience the best of Fairfield living
Listing Courtesy of SMART MLS / Listed By: Robert "Bob" Travers, Coldwell Banker Realty
$1,095,000 (USD)
Marvin Beach Area Single Family Home
Active
7 Elliott Street Norwalk, CT 06855
4 Bed
2 Baths
1685 sqft
MLS# 24172092
Welcome to Magical Marvin Beach-where waterfront living is a year-round lifestyle! Spend summers swimming, kayaking, and paddle boarding across three private neighborhood beaches, or take advantage of the members-only marina just steps away for effortless boating access. The community truly comes alive with sunset beach gatherings, movie nights, and a full calendar of seasonal events including an Easter Egg Hunt, Fourth of July parade and BBQ, Steak & Lobster dinners, Ice Cream Socials, Halloween festivities, and holiday celebrations with Santa and caroling. This charming circa 1923 Colonial has been thoughtfully expanded to offer both character and modern comfort. Set on an oversized lot, the property features a private backyard with lush gardens and deck overlooking the grounds. The two car garage has an attached shed. Inside, on the main level there is a living room, dining room, den or home office, eat in kitchen and mudroom. The home offers four bedrooms and a full bath on the second level. A partially finished basement provides excellent storage and flexible space. Ideally located with easy access to the Metro-North train, I-95, and the vibrant dining and shopping scenes of East Norwalk and SoNo. Nearby recreational amenities include Ludlow Park with a pickleball court, basketball courts, ball fields, and playground. A short walk to Calf Pasture Beach and Taylor Farm Dog Park. A rare opportunity to enjoy coastal living in one of Norwalk's most desirable communities.
Listing Courtesy of SMART MLS / Listed By: Susan Hawley, Coldwell Banker Realty
$1,027,800 (USD)
South Wilton Area Single Family Home
Pending
270 Old Grumman Hill Road Wilton, CT 06897
2 Bed
4 Baths
1838 sqft
MLS# 24180489
ALL OFFERS MUST BE SUBMITTED BY 11AM 6/9/2026. THANK YOU! A Rare Gem in a Serene Setting... This thoughtfully renovated South Wilton home is nestled in a quiet neighborhood on a private, sunlit lot. The beautifully landscaped yard creates a peaceful retreat while conveniently close to local amenities. This turn-key home boasts hardwood floors, high ceilings, large windows and natural light throughout. On the main level, the chef-inspired kitchen features an oversized stone island, perfect for gathering and entertaining. The impressive stone fireplace adds warmth and character to the living space. Down the hall is your ensuite primary bedroom and a second bedroom as well as a full bath. The large and light-filled den, currently used as an office, has a 1/2 bath adjacent. Step outside to enjoy the screened-in porch and oversized deck overlooking breathtaking scenery and a large, fenced-in wooded area. Or step onto the back yard patio to relax in nature. The lower level is a fabulous living space, including an expansive mudroom entry, large family room with wood burning fireplace, full bath and additional room with ample closet space. With generous storage, an oversized garage, and numerous updates, this exceptional home combines comfort, privacy, and convenience in a highly desirable location. Minutes away are wonderful restaurants, shopping, theatre, entertainment, train station and schools.
Listing Courtesy of SMART MLS / Listed By: Jessica Batista, Coldwell Banker Realty
$1,025,000 (USD)
Brookside Area Single Family Home
Active
3 Pheasant Court Norwalk, CT 06854
3 Bed
4 Baths
2358 sqft
MLS# 24180478
Welcome to 3 Pheasant Court, nestled at the end of a coveted cul-de-sac in one of Norwalk's most beloved neighborhoods, where the warmth of a close knit neighborhood meets the serenity of a private retreat. This beautifully updated 3 bedroom, 2 full bath & 2 1/2 bath ranch offers 2,790 sq ft of single level living on .60 acres. Step inside to a bright foyer that flows into a living room anchored by a wood burning fireplace and elegant dining room beyond. The updated kitchen features granite countertops and new appliances, opening seamlessly to the family room where floor-to-ceiling windows frame sweeping river views and natural light pours in. Step out to the freshly painted oversized deck, an entertainer's paradise with multiple lounging areas and a beautifully integrated heated pool. Enjoy summer days poolside in your own private backyard oasis, with an outdoor half bath and pool storage just steps away. The primary suite offers vaulted ceilings, a double walk-in closet, private en suite bath, and deck access, perfect for morning coffee outdoors. The grounds overlook the river, with the Darien Land Trust preserve bordering the rear, ensuring the natural beauty and privacy of this property is preserved forever. Brand new roof. Partially finished lower level with home office, playroom, gym potential, and abundant storage. Full upgrade list in supplements. Minutes to Rowayton and Darien, with easy access to train, highways, shops, and restaurants.
Listing Courtesy of SMART MLS / Listed By: Tara Chlupsa, Coldwell Banker Realty
$999,000 (USD)
Coleytown Area Single Family Home
Pending
22 Fillow Street Westport, CT 06880
3 Bed
2 Baths
1266 sqft
MLS# 24176711
For the first time since it was built in 1956, 22 Fillow Street is ready for its next chapter. Set on a beautiful .40-acre property in Westport's cherished Flower Estates neighborhood, this solid, well-built home offers a rare opportunity to become part of one of the town's most established and beloved in-town communities. Flower Estates is one of those increasingly rare Westport neighborhoods where the setting still feels personal, connected, and timeless - a true neighborhood close to town, schools, the train, and the beach. From here, you are just minutes to downtown Westport, approximately 10 minutes to the Westport train station, about 10 minutes to Compo Beach, and only minutes to Coleytown Elementary School. The home has been lovingly owned by one family since new and features hardwood floors throughout, wonderful natural light, and quality construction that has stood the test of time. Mechanicals recently updated. The .40-acre property is spacious, pretty, and full of possibility. Whether you envision updating the existing home, designing a larger residence, or adding outdoor entertaining spaces, this property offers flexibility in a location that is hard to duplicate. 22 Fillow Street is more than a house - it is a chance to continue a Westport tradition and enjoy a lifestyle defined by neighborhood, convenience, beach, town, train, and community.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$950,000 (USD)
Beach Area Single Family Home
Active
102 Geneva Terrace Fairfield, CT 06824
3 Bed
2 Baths
1400 sqft
MLS# 24182336
Rare opportunity in Fairfield's sought-after Beach Area! This special 3-bedroom ranch offers a combination that is exceptionally difficult to find. According to MLS history, 3 bedroom ranches with an attached 2 car garage in BOTH the Beach area and Fairfield Center area have been virtually nonexistent over the past DECADE, making this a truly unique offering. Ideally located within walking distance to the beach as well as Fairfield's vibrant town center, train, restaurants and shops, this home offers the lifestyle buyers dream about. Inside, you'll find a versatile floor plan designed for both everyday living and entertaining. The formal dining room, currently used as a home office, flows beautifully into a sunken family room highlighted by a dramatic floor to ceiling stone fireplace that creates warmth and architectural character. The remodeled full bath adds a fresh, updated touch, while an additional half bath provides extra convenience. The partially finished lower level offers flexible space for recreation, hobbies, storage, or future expansion possibilities. Outside, enjoy a private fenced yard perfect for pets, gardening, or relaxing outdoors. Thoughtful construction includes a steel I-beam. Also to note is the property's strong performance during recent significant coastal storms, with no reported storm-related issues. ...................This 1400 SF ranch at 102 Geneva is ready for you to personalize and/or expand to make it your own. Come see it today
Listing Courtesy of SMART MLS / Listed By: Judy Szablak, Coldwell Banker Realty
$950,000 (USD)
East Village Area Single Family Home
Active
25 Block Farm Road Monroe, CT 06468
4 Bed
4 Baths
3387 sqft
MLS# 24180908
Experience elevated living & breathtaking sunsets at this exceptional Custom Colonial perfectly positioned on .75-acres in sought-after Block Farm Estates. Pristine 4 BR architecturally detailed home offers sophisticated living on a quiet cul-de-sac in one of the area's most desirable neighborhoods served by award-winning schools. Thoughtfully designed with an ideal floor plan, its coveted features include 10-foot ceilings, abundant natural light, gleaming hardwood floors & high-end finishes. The dramatic Great room showcases a cathedral ceiling, fireplace, oversized windows & French doors that seamlessly connect indoor & outdoor living spaces. An open-concept kitchen is beautifully appointed with custom floor-to-ceiling cabinetry, blending luxury & functionality. The expansive primary suite serves as a private retreat, complete with a luxurious spa bath, oversized walk-in shower, soaking tub, dual walk-in closets & a versatile adjoining room ideal for a home office, nursery or fitness studio. 3 additional generously sized bedrooms are all en-suite. Car enthusiasts/hobbyists will appreciate a 3-car garage with lift plus a newly constructed 2-car garage with custom cabinetry & premium flooring. Energy-efficient solar panels provide substantial utility savings/potential income through excess power generation. Well-designed outdoor oasis shines with stunning landscaped grounds, screened covered pavilion, patio, deck, multiple firepits & romantic bistro lighting. Move-in & enjoy!
Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty
$949,000 (USD)
Stepney Area Single Family Home
Pending
104 Cutlers Farm Road Monroe, CT 06468
4 Bed
4 Baths
3296 sqft
MLS# 24175102
Thoughtfully maintained and move-in ready, this 4-bedroom Colonial features newly refinished hardwood floors, fresh interior paint, and over 3,200 square feet of living space designed for both comfortable daily living and entertaining. The sun-filled interior includes an eat-in kitchen, formal dining room, private den, spacious family room with fireplace, and flexible upper-level bonus/media space. Outside, the property feels like a private retreat. Mature landscaping, expansive lawn space, and a swimming pool create an ideal setting for summer entertaining, quiet mornings, or evenings spent outdoors. Located just minutes from Wolfe Park, Great Hollow Lake, Monroe's Rail Trail system, shopping, dining, and commuter routes, the home offers rare access to both nature and convenience. Enjoy nearby hiking trails, pickleball, kayaking, biking, and some of Monroe's most loved outdoor recreation amenities-all while coming home to privacy and space. A rare opportunity to enjoy move-in ready living in one of Fairfield County's most nature-connected communities.
Listing Courtesy of SMART MLS / Listed By: John Schiaroli, Coldwell Banker Realty
$949,000 (USD)
Westport Area Single Family Home
Pending
7 Lincoln Street Westport, CT 06880
4 Bed
3 Baths
1443 sqft
MLS# 24170020
Nestled in one of Westport's most sought-after in-town neighborhoods, 7 Lincoln Street offers a rare opportunity to own a home that has been lovingly maintained and quietly cherished for more than five decades. Just moments from the Saugatuck River, vibrant Main Street, Saugatuck Village, train to NYC, Compo Beach. Easy access to local schools without a car or bus. This property delivers a lifestyle defined by convenience, connectivity, & coastal charm. The home showcases enduring pride of ownership, w/beautiful landscaping that creates a sense of calm and welcome from the moment you arrive. Inside with natural light filled windows, wood floors, exposed brick, stainless appliances. A finished loft 3rd floor with large skylights opening to fresh air and view of the sparkling river. One car garage, driveway with space for two cars. Inviting natural wood front porch and a fenced in yard with private spaces for entertaining and relaxing under a gazebo for casual living. A versatile floor plan supports today's living needs as a single family home with the opportunity of a top two-floor legal accessory apartment - perfect for extended living, guests, or income-producing potential. Whether you envision moving right in, updating to make it your own, creating something entirely new, or just investing, the possibilities here are undeniable. Opportunities like this - a valuable combination of charm, ideal location, well cared for, with multiple use potential- rarely come to market.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$925,000 (USD)
East Norwalk Area Condo
Active
100 Seaview Avenue 4F Norwalk, CT 06855
2 Bed
2 Baths
1448 sqft
MLS# 24122289
PENTHOUSE LEVEL DIRECT WATERFRONT VIEWS in one of East Norwalk's most coveted waterfront enclaves, this residence offers an exceptional frontrow vantage point over Long Island Sound and the harbor. An expansive balcony becomes your private perch for sweeping water views, glowing sunsets, and cooling summer breezes. Inside, an open kitchen leads to the dining area and through to the incredible living room with a wall of glass to the terrace. An office/den area also has inspiring views. The primary BR suite also has glass doors to the balcony and signature views. A large dressing rm w/ abundant closet space plus en-suite bath adds to the appeal. The 2nd BR has built-ins, good closet space and an accompanying full bath. The lifestyle is enhanced by a waterfront heated pool, marina, promenade, and a gathering room ideal for hosting friends and neighbors. From this location, you can stroll or bike to beaches, train stations, local shops, highly-rated restaurants, the dog park, the SoNo Collection anchored by Bloomingdale's and Nordstrom, and the Maritime Aquarium. Quick access to I95 and the Merritt makes commuting effortless-NYC is just 50 miles away. The secured building includes elevators, a storage room, and a reserved carport space. A rare opportunity to enjoy the best of Fairfield County's coastal lifestyle. This is an exceptional opportunity to enjoy multi-million dollar views and amenities at a popular price point.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$899,900 (USD)
Nichols Area Single Family Home
Pending
22 Round Ridge Trail Trumbull, CT 06611
4 Bed
3 Baths
2837 sqft
MLS# 24174589
Welcome home to 22 Round Ridge Trail - an inviting retreat nestled on a gorgeous, flat acre lot in the desirable Nichols neighborhood of Trumbull. Meticulously cared for by its second owners, this home features over 3,100 square feet of living space, 4/5 bedrooms and 2.5 baths, this Energy Star certified home truly has it all. Step inside to soaring 9-foot ceilings on the first floor, hardwood floors throughout & freshly painted interiors that feel bright & move-in ready. The beautifully remodeled kitchen features refinished cabinets with a professional lacquer finish, abundant storage, a new cooktop, wall oven & convection oven/microwave - a dream for any home chef. The spacious primary bedroom offers a peaceful sanctuary & just across the hall is a large, versatile room perfect as an office - or easily converted into a 5th bedroom or nursery. With 2 full & a half bath, morning routines are a breeze. Cozy up by the pellet stove on chilly evenings or step outside through the brand-new patio door (2026) to your own private backyard. The flat, expansive yard is a rare find - ideal for play, gardening or relaxing. The charming screened-in garden area features cedar raised garden beds perfect for growing fresh vegetables season after season. Perfectly situated in Nichols, enjoy a leisurely stroll to Pinewood Lake while top-rated schools, shopping & major commuter routes are all just minutes away. This is the one you've been waiting for - welcome home to 22 Round Ridge Trail.
Listing Courtesy of SMART MLS / Listed By: Kristin Corsello-Egmont, Coldwell Banker Realty
$899,000 (USD)
Saugatuck Shore Area Single Family Home
Active
3 Madeline Avenue Westport, CT 06880
2 Bed
2 Baths
1047 sqft
MLS# 24177450
Water views, natural light, and endless possibilities await at 3 Madeline Avenue. This charming 2-3 bedroom cottage offers an open and inviting floor plan featuring refinished hardwood floors, expansive windows, and a sun-filled living space one house from the waterfront. The kitchen is equipped with granite countertops and ample cabinetry, providing abundant storage and functionality. The lower level includes a mudroom, full bath, and a versatile bonus room with a skylight and window-ideal for a home office, guest space, gym, or creative studio. Upstairs, soaring vaulted ceilings, skylights, and oversized windows create a bright and airy retreat. Recent improvements include new flooring and a beautifully updated bath with a new vanity and tub. Step outside to a spacious patio, perfect for outdoor dining, entertaining, or simply enjoying the coastal setting. Whether you're looking for a turnkey weekend escape, year-round residence, investment opportunity, or the perfect site to renovate, expand, or build new, this property offers exceptional flexibility in a sought-after location. A rare opportunity to secure water views and exceptional potential in one of the area's most desirable coastal neighborhoods.
Listing Courtesy of SMART MLS / Listed By: Karen Liss-Uomoleale, Coldwell Banker Realty
$897,000 (USD)
Cranbury Area Single Family Home
Active
5 Caddy Road Norwalk, CT 06851
4 Bed
2 Baths
1771 sqft
MLS# 24177723
Nestled on a level, park-like half-acre in the desirable Cranbury neighborhood, this beautifully updated contemporary ranch offers 4 bedrooms, 1.5 baths, and the perfect blend of modern updates, warmth, and exceptional indoor-outdoor living. Filled with natural light from skylights in the living room, dining room, and primary bedroom, the home features open living and dining spaces with handcrafted wood flooring, ideal for everyday living and entertaining. The updated kitchen is the heart of the home, showcasing Carrara marble countertops, white cabinetry, bluestone floors, stainless steel appliances, and an oversized center island with ample seating. The primary bedroom provides a peaceful retreat with bamboo flooring, a walk-in closet, and skylights overhead. Three additional generously sized bedrooms offer flexibility for family, guests, or a home office. Step outside to your own backyard oasis. Enjoy summer days by the sparkling pool, entertain on the expansive decking and stone patio, or unwind in the gazebo complete with a TV and sound system. The level yard provides plenty of space for recreation, gatherings, and relaxation. Additional updates include newer windows and doors, an updated heating system, and a cozy wood-burning stove. Conveniently located near shopping, dining, parks, and everyday amenities, this move-in-ready home offers comfort, style, and a lifestyle buyers will love. Don't miss the opportunity to make this special property your next home.
Listing Courtesy of SMART MLS / Listed By: Ninfa Valella, Coldwell Banker Realty
$895,000 (USD)
South Ridgefield Area Single Family Home
Active
73 Nod Road Ridgefield, CT 06877
2 Bed
3 Baths
2252 sqft
MLS# 24166008
ALL OFFERS MUST BE SUBMITTED BY 5PM, TUESDAY, 6/23. This Contemporary Modernist home, built in 1979, sits high above the cul-de-sac of a private road, just off Nod Rd, one of the most desirable drives in Ridgefield. A Modern classic light-filled open living room and dining area with a preferred separate "French kitchen" from heritage, access to rear deck overlooking the expansive property and surrounding stonewalls. The light-filled open stairway leads to a loft styled primary bedroom suite, newly designed full bathroom and reading area that wraps around an overview of the main floor with light from 2 story windows embracing a "treehouse" view. Lower level offers a second bedroom, a newly designed full bathroom and home office/study with private entrance or 3rd bedroom possibility. Front deck leads to the courtyard gardens and a private interior entrance to an additional building, total 2150sqft, 2-story storage area and Artist Studio with skylights and separate entrance. A recently expanded septic system supporting up to 5-6 bedrooms has been added and presents a rare opportunity for expanding the home's living space for a beautifully integrated residence while preserving privacy. The rear property presents two well-constructed, fenced gardens-the savory garden has unique vegetables and herbs with sorrel! The cutting garden, presents fragrant, stunning florals. This modern home, studio, gardens, and fireside seating-the overall property is to be toured and enjoyed.
Listing Courtesy of SMART MLS / Listed By: Cynthia Melchiorri, Coldwell Banker Realty
$874,900 (USD)
Nichols Area Single Family Home
Active
244 Strobel Road Trumbull, CT 06611
3 Bed
4 Baths
2875 sqft
MLS# 24186126
Welcome to 244 Strobel Road-a private sanctuary set on 0.82 wooded acres with deeded Pinewood Lake rights, offering the perfect blend of nature, privacy, and everyday luxury. This 4,075 sq. ft. expanded Colonial is tucked away in one of Trumbull's most desirable neighborhoods, just minutes from top-rated schools, parks, shopping, and major commuting routes. Sun-filled living spaces, hardwood floors, and a thoughtfully designed layout create an inviting setting for everyday living and entertaining. The main level features a first-floor en-suite with radiant heated floors, while the radiant-heated kitchen flows seamlessly into the dining area. Step outside to a new composite deck, screened porch, and patio overlooking a peaceful wooded backdrop. The walk-out lower level boasts vaulted ceilings, a second kitchen, and bar area, offering ideal space for entertaining, extended family, or an in-law suite. A home office, cedar closet, abundant storage, and a rare five-car garage add exceptional versatility. Enjoy deeded access to Pinewood Lake for swimming, kayaking, paddleboarding, fishing, and year-round recreation, then return home to the serenity of your own wooded retreat. 244 Strobel Road is more than a home-it's a lifestyle.
Listing Courtesy of SMART MLS / Listed By: Christine Struble-Nirmaier, Coldwell Banker Realty
$849,000 (USD)
Lordship Area Single Family Home
Active
190 5th Avenue Stratford, CT 06615
6 Bed
4 Baths
4514 sqft
MLS# 24144678
Life at the beach is a year round vacation in the coveted community of Lordship. A charming yet spacious home has been part of one family's history for generations. This lovingly maintained & carefully updated home has almost 3200 SF & is considered to be 7 BRS by the town w/ 3.5 Baths. The perfect home for family & friends to gather! Upon entering this home you experience the best of beach living w/ the inviting LR w/ FP which leads into the DR both w/ bay windows flooding the rooms w/ natural sunlight. The kitchen w/ ample work areas, S/S appliances & granite countertops is adjacent to a sunroom which is perfect for enjoying casual dining w/ sliders overlooking the deck, gardens & inground pool. There is a spacious FR w/ sliders & direct access to the deck, pool & a conveniently located 1st floor laundry. An office/bedroom, full hall bath & a bedroom w/half bath completes the main level. The upper level has 4 spacious bedrooms & hall bath w/the 2nd laundry hook-up. An impressive primary bedroom w/ distant water views has a full bath w/ spa-like tub & separate shower. An inviting retreat w/ sitting areas & walk-in closet. There is even a full basement w/ a variety of uses. The owners have done significant improvements in recent years-exterior painting & wood repairs as well as front porch & back decks 10/25, Installation of HW floors between 3/25 and 10/25, new C/A and furnace 2nd floor 7/25, new roof 5/25, new windows '21-'23 &new pool liner 2021.Enjoy!
Listing Courtesy of SMART MLS / Listed By: Marilyn Heffers, Coldwell Banker Realty
$809,000 (USD)
Georgetown Area Single Family Home
Active
172 Mather Street Wilton, CT 06897
2 Bed
3 Baths
2994 sqft
MLS# 24181036
Welcome to 172 Mather Street spacious updated home offering over 3,000 square feet of flexible living. Upstairs there are two to five large rooms that can be bedrooms, guest rooms, or offices. Newer kitchen with stainless steel appliances and granite counters that flow into a sunny breakfast room with walls of windows. Living room and dining room have hardwood floors and french doors leading to your screened in porch, the ideal place for morning coffee or evening glass of wine. Family room with sliding doors out to the backyard. This turnkey home is freshly painted with many updates. The house is set back from the road with city water, close to shopping, restaurants, and trains. With its versatile space and updates, this home offers endless possibilities.
Listing Courtesy of SMART MLS / Listed By: Cindy Wein, Coldwell Banker Realty
$799,900 (USD)
Long Hill Area Single Family Home
Pending
26 Westwood Road Trumbull, CT 06611
5 Bed
4 Baths
2890 sqft
MLS# 24180351
Welcome to 26 Westwood Road, a beautifully renovated oversized ranch offering the perfect blend of one-level living with modern updates. Remodeled in 2021, this home features over 2,850 SF of updated main-level living space plus approximately 2,000 SF of a heated & cooled lower-level. The open floor plan features a spacious living room with a fireplace, dining room, & expansive family room, all enhanced by beautiful hardwood floors & abundant natural light. The stunning chef's kitchen was redesigned with quartz countertops, a center island, double sinks, stainless steel appliances, abundant cabinetry, with access to the outdoor deck. Just off the kitchen is an updated half bath, first-floor laundry closet, & multiple storage closets. For added comfort, all tiled surfaces in the mudroom & bathrooms feature radiant heated floors. The spacious primary suite offers a beautiful bath with a tiled walk-in shower. Three additional generously sized bedrooms & an updated full bath with double sinks complete the main level. The expansive lower level dramatically expands the home's living space. Heated/cooled year-round, it includes a bedroom, full bath, laundry area, walk-out access, a large, finished recreation space, & two storage rooms. Designed as an accessory apartment, the space offers potential & would require only finishing touches. Step outside to enjoy the spacious deck w/hot tub overlooking the level backyard, perfect for relaxing! Centrally located in Trumbull. Welcome Home!
Listing Courtesy of SMART MLS / Listed By: Kristin Corsello-Egmont, Coldwell Banker Realty
$795,000 (USD)
Southport Area Land
Active
844 Mill Hill Terrace Fairfield, CT 06890
Bed
0 Baths
0 sqft
MLS# 24167494
This 1.02 acre parcel offers the rare combination of privacy and premier location. Tucked away in a quiet Southport neighborhood, yet just minutes to the harbor, beaches, train, restaurants, and charming village shops - it's the best of both worlds. The possibilities are endless - City water, City sewer and Natural Gas are available in the street. Whether you envision a timeless New England colonial, a modern coastal farmhouse - this land gives you the freedom to create exactly what you want. Please see attachments - regarding upgrades etc. Half +/- of the lot has been cleared - potential purchaser can clear more if they desire at their expense. Lot has been staked.
Listing Courtesy of SMART MLS / Listed By: Barbara Sweeney, Coldwell Banker Realty
$775,000 (USD)
Easton Center Area Single Family Home
Pending
119 Staples Road Easton, CT 06612
3 Bed
2 Baths
2312 sqft
MLS# 24179895
Rare opportunity in the heart of Easton..... and we know paradise does exist, because it's right here at 119 Staples Road! Nestled 4+ private acres with stone walls and privacy, this special property abuts 158+ acres owned by Aquarion Water Company and stretching toward Black Rock Turnpike, creating an extraordinary backdrop of nature & tranquility. Freshly painted interior & exterior( 2026) and featuring a stunning eat-in designer kitchen with quartz countertops (2025), this light-filled home offers a flexible floor plan designed for today's lifestyle. The spacious layout is ideal for entertaining, with multiple gathering areas and seamless indoor-outdoor living. A private left wing features an extra large bedroom, additional bedroom or den, laundry area, and direct exterior access, making it ideal for guests, multigenerational living, or a home business. The right wing offers an additional bedroom plus a den or office, a beautifully remodeled and GORGEOUS bath, and sliders leading to a 40' fully resurfaced two-tier deck (2026) overlooking the picturesque grounds. Whether you need bedrooms, home offices, hobby space, or guest accommodations, this home adapts to your needs. Less than 1 mile from Greiser's Country Store and offering convenient access to the Merritt Parkway, this property combines the charm of country living with everyday convenience. A rare blend of privacy, flexibility, and natural beauty, this is your own private Easton retreat. HOME WARRANTY INCLUDED!
Listing Courtesy of SMART MLS / Listed By: Judy Szablak, Coldwell Banker Realty
$699,900 (USD)
Center District Area Single Family Home
Pending
109 Sterling Road Trumbull, CT 06611
4 Bed
3 Baths
1562 sqft
MLS# 24171766
Welcome to 109 Sterling Road, a 4-bedroom, 2.5-bath home offering over 2200 square feet of thoughtfully updated living space in a sought-after Trumbull neighborhood. From the inviting front porch to the private backyard retreat, every space is designed thoughtfully for a relaxed, at-home lifestyle and a great place to entertain. Inside, the heart of the home is the stunning open-concept kitchen, renovated in 2022 with a large quartz island and gas cooking-perfect for gathering with family and friends. Hardwood floors span the main and upper levels. Just beyond, the screened-in porch becomes a favorite spot for relaxing evenings, whether watching TV or enjoying a cocktail while taking in the warm spring, summer, and fall air. Upstairs, four well-sized bedrooms include a primary suite with a newly updated bathroom (2026), along with a renovated full bath. The lower level offers additional living space, including a comfortable family room, a combined laundry and half bath, and direct access to the garage.
Listing Courtesy of SMART MLS / Listed By: Kristin Corsello-Egmont, Coldwell Banker Realty
$699,000 (USD)
East Norwalk Area Condo
Active
26 Cove Avenue Apt 3B Norwalk, CT 06855
2 Bed
2 Baths
1628 sqft
MLS# 24099304
Welcome to your dream home-a beautifully appointed, direct waterfront ranch style condo with sweeping views of the picturesque Norwalk Harbor. Located in a serene neighborhood, this 2-bedroom, 2-bath gem offers a rare opportunity to enjoy waterfront living at its finest. Enjoy unbeatable views and open concept living. Step inside to a spacious, open floor plan that blends the kitchen, living room, and dining areas into a seamless living experience. The expansive wall of glass invites the outdoors in, offering panoramic views of the sparkling harbor and ever-changing water scenes. Step out onto your private balcony to enjoy the salty breeze, stunning sunsets, and a peaceful retreat right at your doorstep. A water lover's paradise! For those who love the water, the condo comes with a deeded deep water dock, perfect for boats up to 35 feet. Whether you're into sailing, cruising, or just enjoying a tranquil day on the water, your own dock awaits. Location, Location, Location! This condo isn't just about luxury-it's about lifestyle. Ideally located with a variety of nearby amenities, you'll have easy access to everything. Explore local shopping malls, enjoy fresh seafood and diverse cuisines at nearby restaurants, or spend your days lounging at one of the area's beautiful beaches. The golf course is nearby, and your furry friends will love the nearby dog park.
Listing Courtesy of SMART MLS / Listed By: Susan Hawley, Coldwell Banker Realty
$695,000 (USD)
Sono Area Condo
Active
33 North Water Street 604 Norwalk, CT 06854
2 Bed
2 Baths
1392 sqft
MLS# 24163011
Welcome to The Maritime, a modern luxury high-rise in the heart of SoNo. This bright, lightfilled 2 bedroom, 2 bath condo is movein ready. Enjoy the floortoceiling windows, open layout, spacious bedrooms including large walk in closets, a contemporary kitchen with stainless steel appliances, including a GE refrigerator with ice and water dispenser, in sink garbage disposal, a new Bosch dishwasher and GE microwave. Terrazzo tile bathroom floors with Kohler fixtures, programmable Nest thermostat, automatic black out window shades, and a pantry with a thoughtfully designed custom California Closet system to add space and convenience. The living and dining area open to your private balcony, where you can relax and look out over the harbor with unobstructed views of the harbor and Long Island Sound. The Maritime offers great amenities, including a gym, TV and rec room with a pool table and kitchenette, conference room, and garage parking. The petfriendly building sits on a treelined street just a short walk to the train for a quick commute to NYC, as well as, the vibrant shops and restaurants on Washington Street, the waterfront, the Maritime Aquarium, and the SoNo Collection mall, so everyday errands and nights out are incredibly easy and fun! The condo comes with two parking spots: one in the attached gated garage and one in the outdoor lot.
Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty
$690,000 (USD)
Brookfield Center Area Single Family Home
Active
169 Whisconier Road Brookfield, CT 06804
4 Bed
2 Baths
3360 sqft
MLS# 24176617
Historic Colonial home circa 1787, known as "The Chamberlain Inn," proudly listed on the National Historic Registry and located in the heart of Historic Brookfield Center. Set on over 2 picturesque acres, this timeless property is filled with character and charm featuring high ceilings, large rooms, wide plank flooring, original stone hearths and two wood burning stoves. Updated kitchen with island, large walk-in pantry and beautifully updated bathrooms blends modern convenience with historic appeal. In addition, the main level offers a library with built-ins and paneled walls, formal living room, formal dining room, family room with wood burning stove, office or primary en-suite bedroom. Upstairs features spacious bedrooms filled with warmth and charm. Enjoy the peaceful setting from the side porch or back patio overlooking the beautiful property with barn and seasonal pond. A rare opportunity to own a remarkable piece of history. Short walk to Brookfield library and Williams Park.
Listing Courtesy of SMART MLS / Listed By: Ninfa Valella, Coldwell Banker Realty
$680,000 (USD)
Monroe Area Single Family Home
Active
148 Cross Hill Road Monroe, CT 06468
3 Bed
2 Baths
2130 sqft
MLS# 24171474
Charming Colonial set on a private 1.2acre lot in the heart of Monroe. Step inside and immediately appreciate the spacious living room featuring vaulted ceilings, exposed wood beams, and gleaming hardwood floors. The kitchen offers newer stainless steel appliances and a peninsula with seating for two, seamlessly opening to the dining room, ideal for entertaining. Double doors off the kitchen lead to a large Trex deck overlooking the patio and private backyard. The main level also includes two additional generously sized rooms, perfect for use as an office, playroom or media room. Upstairs, you'll find three bedrooms with engineered wood flooring throughout and a full bathroom with convenient laundry. The spacious primary bedroom features board and batten wall trim, a walk-in closet, and an additional secondary closet. Outside, the spacious backyard with endless possibilities. Lush garden spaces create the perfect backdrop for outdoor entertaining-whether hosting gatherings on the patio, enjoying the shaded picnic area, relaxing by the custom brick fire pit, or on the deck sipping your morning coffee while listening to the birds. Additional highlights include ample parking in the expansive driveway and an oversized workshop with loft/attic space, ideal for tools, hobbies, and gardening equipment. Conveniently located close to Wolfe Park, Great Hollow Lake, shopping in Monroe Center, plus easy access to route 111 and 25
Listing Courtesy of SMART MLS / Listed By: Sarah Callands, Coldwell Banker Realty
$679,900 (USD)
North End Area Multi-Family Home
Active
150-152 Alexander Drive Bridgeport, CT 06606
6 Bed
3 Baths
2154 sqft
MLS# 24186038
Extensively renovated and move-in ready, this side-by-side two-family property offers an outstanding opportunity for both investors and owner-occupants. The interiors have been beautifully updated with hardwood floors throughout, brand-new kitchens featuring new appliances, and renovated bathrooms. One spacious unit offers 4 bedrooms and 2.5 baths, while the second unit features 2 bedrooms and 1 full bath, providing flexible living arrangements for rental income, multigenerational living, or an in-law setup. The property features updated mechanicals, separate utilities, and a clean unfinished basement ideal for storage. A brand-new roof installed just two months ago adds peace of mind for years to come. Outside, you'll find a private driveway with off-street parking and a level backyard that is perfect for relaxing, entertaining, or enjoying the outdoors. Conveniently located just 7 minutes from Sacred Heart University, with easy access to shopping, restaurants, major highways, public transportation, and local amenities. Whether you're looking to expand your investment portfolio or offset your mortgage with rental income, this turnkey property offers exceptional flexibility, value, and long-term potential.
Listing Courtesy of SMART MLS / Listed By: Kristin Corsello-Egmont, Coldwell Banker Realty
$660,000 (USD)
Stratford Area Multi-Family Home
Pending
1581 West Broad Street Stratford, CT 06615
6 Bed
3 Baths
2990 sqft
MLS# 24178794
Rare opportunity to own a true three-family home in Stratford, within walking distance to the train station and just minutes to I-95 corridor. The first floor features two bedrooms, a full bath, a kitchen, a dining room, and a living room. The second floor offers a similar layout with two bedrooms, a full bath, a kitchen, a dining room, and a living room. The third unit offers two bedrooms, a full bath, kitchen and living room. The property also includes a full basement with ample storage space and a shared washer/dryer area. Two-car detached garage. This is an estate sale being sold as-is and subject to probate approval.
Listing Courtesy of SMART MLS / Listed By: Katerina "Kat" Hendrickson, Coldwell Banker Realty
$599,900 (USD)
Long Hill Area Single Family Home
Active
240 Blackhouse Road Trumbull, CT 06611
3 Bed
2 Baths
1260 sqft
MLS# 24186599
A Rare Find at this price point featuring a primary suite with walk-in closet! Welcome home to this beautifully maintained 3-bedroom, 2-full-bath ranch, with no stairs to navigate & a thoughtfully updated interior, this home offers the ease of single-level living without sacrificing space or style. Step inside to find hardwood floors throughout the main level & a spacious eat-in kitchen outfitted with granite countertops, abundant cabinetry, stainless steel appliances, a peninsula with extra storage and counter space, and a built-in wine cooler. The kitchen has been further refreshed with a new refrigerator (2024) and a new microwave with exhaust hood (2024). The primary bedroom offers a private full bath, while the two additional bedrooms provide generous closet space. Downstairs, the finished basement adds approximately 360 square feet of flexible living space - ideal for a recreation room, home gym, or media space - complete w/a built-in home theater setup with projector, plus additional storage. A partially finished attic offers even more room to store seasonal items or hobbies out of sight.Outside, enjoy an attached 2-car garage, a private paved driveway, central air, and a level, usable backyard perfect for entertaining or relaxing. A new roof was installed in April 2026. All of this just minutes from commuter highways, shops, restaurants, and town amenities, with nearby access to a health club, library, medical facilities, parks. Move-in ready and thoughtfully updated.
Listing Courtesy of SMART MLS / Listed By: Kristin Corsello-Egmont, Coldwell Banker Realty
$599,000 (USD)
Cranbury Area Townhouse
Pending
3 Valley View Road 23 Norwalk, CT 06851
2 Bed
3 Baths
1440 sqft
MLS# 24175042
Tucked away in the sought-after Kingswood complex, this updated Georgian-style townhouse offers privacy, convenience, and exceptional commuter access just 0.25 miles from Merritt 7 train station. Set against a peaceful wooded backdrop, this move-in-ready home features cherry hardwood floors throughout and extensive owner updates, including the HVAC system, kitchen, and primary bath. The renovated kitchen boasts white cabinetry, textured quartz countertops, gas cooking, and a stylish coffee/wine bar. Sliding doors lead to a private deck perfect for outdoor dining and relaxation. The open main level features a dining area overlooking the spacious living room with a fireplace. Upstairs, the primary suite offers a beautifully updated bath with a glass-enclosed shower and a large walk-in closet, while a full hall bath serves a second bedroom. The lower level includes a built-in garage with interior access and flexible bonus space ideal for a home office, gym, or storage. Additional features include Ethernet wiring, smart thermostat, smart lighting, wireless security system, assigned parking, visitor parking, and access to the in-ground pool. Convenient to SoNo, the Norwalk River Valley Trail, Merritt Parkway, Route 7 Connector, and I-95.
Listing Courtesy of SMART MLS / Listed By: Katerina "Kat" Hendrickson, Coldwell Banker Realty
$440,000 (USD)
Mid City Area Condo
Pending
25 Forest Street 14D Stamford, CT 06901
1 Bed
1 Baths
864 sqft
MLS# 24182471
Life at The Classic begins on the 14th floor, where 864 square feet of bright, beautifully proportioned living space awaits. This 1-bedroom, 1-bath residence features a custom walk-in closet and flows effortlessly to a private balcony, delivering stunning views of the Downtown Stamford skyline. Head up to the rooftop sundeck for sweeping Long Island Sound views that truly take your breath away. Situated in the heart of downtown, you're steps from acclaimed restaurants, shopping, entertainment, and UConn with seamless access to public transportation and Metro North just 50 minutes to Grand Central. The Classic elevates the experience further with an impressive suite of amenities: 24-hour concierge and security, heated indoor pool, fitness center, rooftop sundeck, newly renovated dog park, and gas grills. Move-in ready, this is more than a home. It's a lifestyle.
Listing Courtesy of SMART MLS / Listed By: Brittany Strouse, Coldwell Banker Realty
$425,000 (USD)
Paradise Green Area Single Family Home
Pending
56 Parkway Drive Stratford, CT 06614
3 Bed
1 Baths
1352 sqft
MLS# 24181987
Don't let the exterior fool you! While the home presents an opportunity for cosmetic updates outside, step through the front door and you'll discover an exceptionally maintained home that has been lovingly cared for & is truly spotless from top to bottom! Located in Stratford's sought after Paradise Green neighborhood, this home offers beautifully manicured grounds, mature landscaping, colorful gardens, and a deep backyard that creates a peaceful setting, all while being close to restaurants, shopping, parks, and everyday conveniences. Inside, you'll immediately appreciate the welcoming foyer with a built in storage bench, the French door that leads to the living room w/fireplace, a separate dining room, and a cozy den that offers flexible living space. HW floors flow throughout, and every room reflects an extraordinary level of care and pride of ownership. Three comfortable bedrooms are upstairs, including a primary bedroom w/walk in closet & custom shelving. A walk up attic accessed from one of the bedrooms offers exciting possibilities for future expansion, either as a home office, playroom, or add'l finished living space. The lower level is equally impressive. Its immaculate condition is a testament to the meticulous way this home has been maintained over the years. For buyers who can appreciate substance over first impressions, this is an exceptional opportunity. A little exterior freshening allow the outside to reflect the pristine, move in ready home waiting inside
Listing Courtesy of SMART MLS / Listed By: Judy Szablak, Coldwell Banker Realty
$399,950 (USD)
Shelton Area Townhouse
Pending
21 L Hermitage Drive 21 Shelton, CT 06484
2 Bed
3 Baths
1600 sqft
MLS# 24170494
Wonderful 2 bedroom townhouse located in sought after L'Hermitage complex. This unit is larger than it appears with an abundance of natural light. Large family room with vaulted ceiling and fireplace has sliders to a deck. Eat in kitchen is light and bright. Lots of closet space throughout the unit. The upper level has 2 bedrooom en suites. Second bedroom has full bathroom. Pulled down attic has tons of storage. The lower level can be used as a third bedroom, office or additional den. Hot water heater and furnace were replaced in 2019 and central air compressor was replaced in 2023. Property is being sold in As Is Condition.
Listing Courtesy of SMART MLS / Listed By: Sophia Maragos, Coldwell Banker Realty
$379,000 (USD)
Sono Area Condo
Coming Soon
187 Flax Hill Road D11 Norwalk, CT 06854
2 Bed
1 Baths
1088 sqft
Sophisticated urban living in the heart of SoNo. This stunning 2 bedroom condo is as stylish as it is functional, featuring a bright, open layout designed for effortless modern living. Extensive recent updates throughout the unit deliver a truly turnkey experience. Simply move in and enjoy. Thoughtfully maintained and move-in ready, the home offers exceptional quality and peace of mind from day one. All of this, just steps from Metro-North, the waterfront, and Norwalk's best dining, shopping, and nightlife. With easy access to I-95, Route 7, and the Merritt Parkway for the ultimate commuter lifestyle. Whether you're downsizing in style or planting roots in one of Fairfield County's most vibrant neighborhoods, this is a rare opportunity not to be missed. Walk to everything. Commute with ease. Live beautifully.
Listing Courtesy of SMART MLS / Listed By: Demetrios "Demetri" Dassouras, Coldwell Banker Realty
$350,000 (USD)
West Norwalk Area Condo
Active
97 Richards Avenue F15 Norwalk, CT 06854
2 Bed
2 Baths
1196 sqft
MLS# 24179433
Welcome to Mallard's Landing, where exciting improvements are underway, including brand-new siding and new decks that will give the complex a fresh, updated look. This bright and spacious second-floor condominium has an peaceful view of landscaped grounds and trees from the deck. It offers convenient one-level living with two generously sized bedrooms and two full bathrooms. The primary bedroom features a walk-in closet and a private ensuite bath complete with both a tub and shower. The open-concept floor plan connects the living room, dining area, and eat-in kitchen. Sliding glass doors lead from the living area to a private deck, creating the perfect space for fresh air and to relax outdoors. Recent updates include fresh paint and recent carpeting throughout much of the home. The convenience of in-unit laundry adds to its appeal. Additional highlights include a dedicated storage unit, a carport plus an assigned parking space and access to the community's well-maintained in-ground pool. Ideally situated on the Norwalk/Darien border, this desirable location set back from the road offers exceptional convenience with easy access to Route 1, I-95, SoNo, the train station, and walking distance to a wide variety of shopping, dining, and everyday amenities.
Listing Courtesy of SMART MLS / Listed By: Michael Pavlicin, Coldwell Banker Realty
$299,500 (USD)
Mid City Area Condo
Active
104 North Street 401 Stamford, CT 06902
1 Bed
1 Baths
846 sqft
MLS# 24178815
Great Location & Move-In Ready! This spacious one-bedroom residence features an open-concept layout with a modern, updated bathroom and a seamless flow from the kitchen into the combined living/dining area. Both the living room and the bedroom offer access to a private balcony, providing sweeping city views and a relaxing outdoor retreat. Additional highlights include an in-unit washer/dryer, elevator access, and assigned parking (46). Ideally situated just minutes from UConn Stamford, top restaurants, shops, and all the vibrant amenities that downtown Stamford has to offer.
Listing Courtesy of SMART MLS / Listed By: Katerina "Kat" Hendrickson, Coldwell Banker Realty
$50,000 / mo (USD)
Saugatuck Area Rental Home
Active
3 Stony Point West Westport, CT 06880
6 Bed
9 Baths
6561 sqft
MLS# 24175448
Your Summer vacation, elevated. Walk to the train. Walk to dinner or coffee. Wake up to waterfront views. This isn't just a summer rental, it's the retreat you've been dreaming about. Sprawling across six bedrooms and nine baths, this gem was built for the art of summer living. Soaring 9ft+ ceilings, walls of natural light, and water views set the stage. The house was designed for entertaining with an open living room/kitchen/DR concept for mingling, with French doors opening to a beautiful covered wood patio. Not one, but two giant family rooms - one on the main level leads to the rear patio/yard, and one on the third floor complete with wet bar and bath. Outside, an elaborate covered patio spills into the lush landscaped backyard where a heated pool, spa, and slide await. The patio boasts an outdoor kitchen and a giant ceiling fan for cool summer cookouts. And for little ones...a secret playroom they'll never want to leave. Add a sauna and this is summer, perfected. Price is per month. Flexible dates available through labor day.
Listing Courtesy of SMART MLS / Listed By: Debra Shaughnessy, Coldwell Banker Realty
$48,000 / mo (USD)
Old Hill Area Rental Home
Active
17 Stonybrook Road Westport, CT 06880
5 Bed
6 Baths
5315 sqft
MLS# 24158601
This modern farmhouse was recently completed 2019 with highest level of craftsmanship, stunning interior and exceptional modern design. Covered front porch with seating area welcomes you and leads to grand front door entry with two-story foyer. Sun-filled open floor concept 9ft+ ceilings, white oak flooring and contemporary vibe. Fully furnished with essentials and many extras(bikes, scooters, and more). Custom kitchen/family room with marble counters, shiplap ceilings, a center island with breakfast bar, dining area, and a gas fireplace. Large barn doors from the family area lead to a formal living room that can be closed for quite time or opened for entertaining. The formal dining room, office, mudroom, and two half-baths are located on the first floor. A beautiful master suite with sitting area, x-large walk-in closet, and a luxurious marble bath is located on the second level. There are four additional bedrooms, one with en-suite bathroom and the other two sharing a Jack and Jill bathroom. Fifth bedroom are located on third level with full bath. Lower level is finished and offers over 1,800 square feet entertainment, pool, ping-pong, games, and fully equipped gym with bath. Backyard is fully fenced enjoy heated pool, covered porch with smart louvers that adjust with weather. Located right across "Earthplace," a nature preserve with lots of great walking trails, 62+ acres of open space, including a bird sanctuary, interpretive exhibits and nature inspired playground.
Listing Courtesy of SMART MLS / Listed By: Inna Agujen, Coldwell Banker Realty
$24,900 / mo (USD)
Compo Beach Area Rental Home
Active
19 Soundview Drive Westport, CT 06880
4 Bed
4 Baths
1692 sqft
MLS# 24125259
FABULOUS ON THE WATER RENTAL~Completely RENOVATED MOD CHiC !! Phenomenal WIDE WATER VIEWS. BIG covered front porch with outdoor fire pit in front yard and outdoor shower. Best Compo Beach views~Sunrise and Moonrise each day. Plenty of parking(8 cars, very rare) at this 4BD 3.1 Bath Compo Beach Bungalow. Won Westports prestigious "Preservation Award". Fabulous home ! **Yearly rental possible at additional cost to cover summer pricing**
Listing Courtesy of SMART MLS / Listed By: Robin Singer, Coldwell Banker Realty
$21,000 / mo (USD)
Coleytown Area Rental Home
Active
62 Weston Road Westport, CT 06880
4 Bed
7 Baths
6821 sqft
MLS# 24184547
NEWLY RENOVATED! Gorgeous spacious fully furnished home situated at the end of a long private driveway in a fully fenced professionally exquisite landscaped park like property on 2.14 level acres. This beautiful colonial with a dramatic two story foyer, high ceilings, custom millwork & beautiful details is finished on 4 levels. New light natural hardwood floors. 2 Home Offices with extensive built-ins is perfect to work remotely. Formal Living Room with fireplace flows into the banquet style formal Dining Room. Entertain with ease in the fully equipped modern E-I-K complete with high end appliances including a wolf range, subzero refrigerator, 2 dishwashers & an oversized marble island. Family Room with fireplace & french doors leading out to the patio. The Game Room is the perfect place to host with its stunning bar & pool table. Bluestone patio provides relaxed living & easy entertaining. Elegant Primary Bedroom with dual walk-in closets & 2 luxe spa Bathrooms & a steam shower. Second floor has 3 more ensuite Bedrooms. The 3rd floor has a media rm, work out area incl free weights & an elliptical as well as a full bath. The massive patio features a built-in grill, seating and eating areas, great for entertaining. Heated Pool House with Kitchenette, full bath and an extra Bedroom. In the LL, a recreational space offers additional options for play. Tons of storage space. Full house generator. Your own putting green. Fabulous opportunity to take advantage of Westport.
Listing Courtesy of SMART MLS / Listed By: Cindy Saul, Coldwell Banker Realty
$20,000 / mo (USD)
Saugatuck Shore Area Rental Home
Active
28 Surf Road Westport, CT 06880
5 Bed
4 Baths
1956 sqft
MLS# 24183687
Direct waterfront, with deep water dock! A spacious and comfortable 5 bedroom /4 bath home located in desirable Saugatuck Shores on Bermuda Lagoon. 28 Surf offers room for the entire family to gather, frolic and decompress all in a setting that feels worlds away from the hustle and bustle of everyday life. Breathtaking sunrises over Bermuda lagoon and stunning sunsets above the tidal inlet capture the essence of this hidden haven. Paddle, fish or swim off your very own dock or simply sit back and take in the beauty of the natural surroundings. A wonderful opportunity for a short term rental. Available for the term of July 10th- April 30th if less than 9 mos. term, July and August will be billed at $20,000 per mo. while shoulder mos. at $11,000 per mo.. (Inquire about furnishings. 3 out of the 5 bedrooms are available with beds). The home can come Partially Furnished or Unfurnished. (Furnishings may vary a from the photos. Available for the summer months of July and August at $20,000 per month and the shoulder months at $11,000 per mo., if the term is less than 9 months.
Listing Courtesy of SMART MLS / Listed By: Jacqueline Tanya "Tanya" Sprague, Coldwell Banker Realty
$17,000 / mo (USD)
Lower Weston Area Rental Home
Active
29 Rogues Ridge Weston, CT 06883
6 Bed
7 Baths
6149 sqft
MLS# 24182963
This exquisite custom estate on 4.7+/- acres is an incredible opportunity available for lease, and will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating waterfall to set the stage for the tranquility that awaits upon arrival. A seemingly endless list of amenities speak to a home that was constructed with no expense spared, everything from an elevator, natural gas utilities, 6 BRs with choice of main or upper level primary suites, incredible craftsmanship and highest-end materials. The stunning Great Room is at the heart of the home, with an impressive stone fpl, French doors to the terrace, adjacent wet bar/butler's pantry, incredible dining rm w/coffered ceil. The gourmet kitchen is a stunning showplace of sophisticated design and unparalleled quality w/ Sub Zero & wolf appls, marble counters, cathedral ceiling, skylights & three exposures capturing views. Two private offices for ultimate productivity. Each BR is accompanied by a luxe bath & fitted closets of outstanding quality. The finished, walk-out LL has an array of flex spaces and is an ideal future cabana for the pool site, or multi-generational suite w/full kitchen, fpl, BR, full bth, space for sauna & much more. 2 laundry rms, 3 car garage. Tremendous storage.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$15,000 / mo (USD)
Compo Beach Area Rental Home
Active
19 Bluewater Hill Westport, CT 06880
3 Bed
3 Baths
3066 sqft
MLS# 24088530
Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and property. Available after 10/15/26
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$15,000 / mo (USD)
Greens Farms Area Rental Home
Active
11 Guyer Road Westport, CT 06880
4 Bed
4 Baths
2005 sqft
MLS# 24171769
Nestled in the coveted Greens Farms neighborhood, this impeccably updated residence offers a refined rental experience with every detail considered. The chef's kitchen commands attention with a dramatic waterfall island and premium appliances, seamlessly transitioning from intimate dinners to sophisticated entertaining. Retreat to the generous primary suite, where a spa caliber bath, complete with soaking tub, rain shower, and bespoke double vanity, sets the tone for effortless relaxation. Outside, a resort-style pool and manicured grounds offer a private sanctuary. With coveted proximity to Compo Beach and Westport's finest dining and boutiques, this exceptional home is available for academic year, short-term, or winter occupancy.
Listing Courtesy of SMART MLS / Listed By: Demetrios "Demetri" Dassouras, Coldwell Banker Realty
$14,000 / mo (USD)
Roseville/North Ave Area Rental Home
Active
20 Joann Circle Westport, CT 06880
5 Bed
4 Baths
3392 sqft
MLS# 24176505
Enjoy Summer in Westport CT. Located on a quiet neighborhood street, this 5-bedroom home spans a full acre, offering a tranquil setting for your summer retreat. It's ideally positioned near all town amenities, perfect for enjoying Westport's lively summer scene. The home welcomes you with a spacious living room, large windows highlighting scenic views, and a dining area leading to a sunlit deck-great for relaxing summer evenings. The kitchen features custom cabinetry, stone countertops, a center island, and high-end Thermador appliances, complemented by a bay window that brings in abundant natural light. Next to the kitchen, the family room provides extra space for relaxation and entertainment. The lower level includes a versatile bedroom or office, a full bathroom, large pantry and substantial storage. This floor also has a large living room and playroom leading to a large stone patio, perfect for outdoor dining and activities. Upstairs boasts 3 additional bedrooms, including one with an en-suite. The primary suite is on a separate upper level, providing privacy and luxury with a vaulted ceiling, sitting area, large walk-in closet, and a deluxe bathroom featuring a hydro tub. Choose this home for your summer stay in Westport, where convenience meets quiet comfort! Available July and August 2026.
Listing Courtesy of SMART MLS / Listed By: Jessica Brookbanks, Coldwell Banker Realty
$13,000 / mo (USD)
Compo Beach Area Rental Home
Active
12 Danbury Avenue Westport, CT 06880
4 Bed
5 Baths
2274 sqft
MLS# 24165041
FABULOUS BEACH HOUSE! Winter/Academic/Summer rental start Sept.2026 AVAILABLE end of July through August 2026 (30K MONTH) Walk to BEACH. Exquisite architectural 3 story Nantucket Style beach home steps from the sands of Compo Beach. "The Seahorse" house was masterfully crafted by award winning Westport Architect Peter Cadoux and is featured on his website. It graced the cover of East Coast Magazine March/April 2012 as well. Stroll to the beach a few steps away then toast with friends on your rooftop deck facing the water! This impeccable home has outdoor porches, decks with water views , media room, fireplaces indoor and out allowing you to embrace the "Compo Beach Lifestyle" so highly coveted! Every detail is custom built. Gourmet kitchen , large leathered limestone counters, Wolf Range, hand built cabinets. Beautiful soft colors grace the walls of this beach house. Unique furnishings create a calm, interesting atmosphere, subtle seahorse images imbedded in staircases and starfish add a little whimsy. All bedrooms have historic paint, beautiful wood finishes and ensuite glass tile and marble bathrooms. Luxurious wood wraps walls and ceilings of 3rd level~ owners favorite . Finished like the cabin of a luxury yacht. Here you'll find desk area for working remotely ,wet bar, 4th bedroom, half bath and rooftop deck. Beach chairs available and outdoor shower. Owner would like their cleaning serv. to be used throughout lease at tenants expense.
Listing Courtesy of SMART MLS / Listed By: Robin Singer, Coldwell Banker Realty
$12,500 / mo (USD)
Westport Area Rental Home
Active
20 Grassy Plains Road 20 Westport, CT 06880
5 Bed
6 Baths
3888 sqft
MLS# 24172515
Beautifully designed for effortless living, this light-filled and airy home at 20 Grassy Plains blends luxury, comfort, and convenience in one exceptional offering. Featuring a highly sought-after first-floor primary suite, this residence is ideal for both everyday living and long-term flexibility. An elevator services multiple levels, providing ease and accessibility throughout the home. The open-concept floor plan is enhanced by abundant natural light, soaring ceilings, and seamless indoor-outdoor flow. The chef's kitchen is equipped with top-of-the-line appliances, custom cabinetry, and premium finishes, opening beautifully to the main living and entertaining spaces. Step outside to a spacious deck perfect for outdoor dining, relaxing, and entertaining guests. Thoughtfully designed with both elegance and practicality in mind, this home offers modern luxury, low-maintenance living, and exceptional comfort in a desirable location. Prefer lease terms of 2 years or longer. Perfect for those seeking a sophisticated lifestyle with a first-floor primary bedroom, elevator access, luxury finishes, open floor plan, and bright contemporary living.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$11,000 / mo (USD)
Saugatuck Shore Area Rental Home
Active
28 Surf Road Westport, CT 06880
5 Bed
4 Baths
1956 sqft
MLS# 24182407
Direct waterfront, with deep water dock! A spacious and comfortable 5 bedroom /4 bath home located in desirable Saugatuck Shores on Bermuda Lagoon. 28 Surf offers room for the entire family to gather, frolic and decompress all in a setting that feels worlds away from the hustle and bustle of everyday life. Breathtaking sunrises over Bermuda lagoon and stunning sunsets above the tidal inlet capture the essence of this hidden haven. Paddle, fish or swim off your very own dock or simply sit back and take in the beauty of the natural surroundings. A wonderful opportunity for a short term rental. Available for the term of July 10th- April 30th if less than 9 mos. term, July and August will be billed at $20,000 per mo. while shoulder mos. at $11,000 per mo.. (Inquire about furnishings. 3 out of the 5 bedrooms are available with beds). The home can come Partially Furnished or Unfurnished. (Furnishings may vary a from the photos. Available for the summer months of July and August at $20,000 per month and the shoulder months at $11,000 per mo., if the term is less than 9 months.
Listing Courtesy of SMART MLS / Listed By: Jacqueline Tanya "Tanya" Sprague, Coldwell Banker Realty
$11,000 / mo (USD)
Weston Area Rental Home
Active
112 Birch Hill Road Weston, CT 06883
5 Bed
4 Baths
3923 sqft
MLS# 24184585
A rare opportunity for lovers of contemporary design-the architect-designed Glass House of Weston is available for rent. This renovated home boasts an open floorplan flooded w/natural light from floor-to-ceiling windows and skylights, offering serene views of its well-maintained natural surroundings, lush foliage, and striking rock outcroppings. The LR features soaring ceilings, mahogany windows, and a stunning natural stone fpl, flowing seamlessly into the dining area, Kit, and FR. The Kit is a showpiece w/a domed skylight, custom Italian cabinetry, German appliances, carrera marble countertops, and a stainless steel peninsula. A Brazilian ipe wood terrace extends from the Kit and living area, floating in a canopy of trees w/a creek below. The ground floor master suite is newly renovated w/white oak flooring, expansive views through a new wall of windows w/electronic solar shades, and designer lighting. The ensuite features a free-standing tub and curbless walk-in shower for accessibility. Upstairs, you'll find four additional bedrooms, two w/floor-to-ceiling corner windows, plus two modern bathrooms w/skylights. A finished basement offers flexible space for recreation, while a 2-car garage provides direct home access. Meticulously upgraded over the last five years, the home includes new mechanicals, a security system, and enhanced exterior lighting. Offered for a minimum one-year lease, with preference for multi-year tenants. Furnishing options are flexible.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$9,500 / mo (USD)
Lower Weston Area Rental Home
Active
145 Lyons Plain Road Weston, CT 06883
4 Bed
5 Baths
3100 sqft
MLS# 24158367
Charming Restored Antique with River Frontage in Lower Weston. Available for Yearly Rental. 3100 SF of refined living space with 4 beds and 4 full 1 half baths. Enter thru the expansive Foyer with fireplace and half bath Powder Room. The large Living Room/Dining Room with fireplace offers ample space. Library/Den with fireplace, wet bar and built ins. Solarium with sky lights perfect for enjoying the outdoor natural setting. Sunny Eat in Kitchen with limestone floors, commercial grade Wolf Range and Traulsen refrigerator. Large Pantry. Upstairs features the Primary Suite with 2 full baths, an abundance of closet space and Dressing area and Sitting Room. There are 3 additional Bedrooms on this floor 2 of which are en suite. The park like grounds feature open space for play and exercise, there's a dock to access the River, perfect for launching a paddle boat, or just relaxing among the tranquil surroundings. There is a 2 car garage plus 2 additional parking spaces. Minutes to Schools, charming shops and Outdoor trails. Close to Metro North and Merritt Pkwy.
Listing Courtesy of SMART MLS / Listed By: Robert Appell, Coldwell Banker Realty
$9,000 / mo (USD)
Coleytown Area Rental Home
Active
208 Bayberry Lane Westport, CT 06880
3 Bed
4 Baths
3692 sqft
MLS# 24169643
Discover the charm of this mid-century modern home, bathed in natural sunlight thanks to large windows that frame stunning views of the lush landscaping and nature outside. The updated kitchen boasts ample storage, including an updated laundry room/mudroom. The dining room features a wall of closets, perfect for storing linens and fine china. As you enter, you're welcomed by an open living room with floor-to-ceiling windows and a striking stone fireplace. Behind the fireplace, a cozy nook offers an ideal space for a home office. The newly paved driveway provides easy access to the property, adding to the home's private setting. With everything conveniently located on one floor, this home embodies the timeless elegance and functionality of mid-century modern design.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$7,700 / mo (USD)
Greens Farms Area Rental Home
Active
24 Mills Street Westport, CT 06880
3 Bed
3 Baths
1634 sqft
MLS# 24178569
What makes this home truly unforgettable isn't just the thoughtful updates or timeless charm - it's the feeling of living here. Private, peaceful, and full of character, this special property offers the perfect balance of tranquility and convenience, just moments from everything that makes Westport one of Connecticut's most sought-after towns. Located in the heart of Greens Farms, the home features three finished levels with three bedrooms and three baths. Inviting living spaces include a living room with fireplace, formal dining room, and a sun-filled den. The bright kitchen offers a breakfast room, pantry, and sliding glass doors that open to the backyard, deck, and one-car garage - creating an easy indoor-outdoor flow ideal for everyday living and entertaining. The lower level adds exceptional flexibility with a playroom, home office, and laundry room. A private driveway provides ample parking, completing this centrally located and beautifully livable home. Minutes to Metro North Greens Farms Station.
Listing Courtesy of SMART MLS / Listed By: Sally Bohling, Coldwell Banker Realty
$7,500 / mo (USD)
Greens Farms Area Rental Home
Active
61 Hillandale Road Westport, CT 06880
3 Bed
2 Baths
1524 sqft
MLS# 24150954
AVAILABLE from 6/26/26-DALD (9/8/26) with possibility of extending to 9/30/26. Enjoy your summer at this wonderful Greens Farms Colonial. What a perfect spot to come home to, after a day at the beach! Spend your evenings on the screened porch & in the festive, private back yard with a great patio featuring multiple seating areas, fire pit, hot tub (with outdoor smart TV) and swing set. The main level offers a living room complete with a comfortable TV area, a spacious country Eat-in Kitchen plus a Home Office -no need to travel to work from here! 3 sweet Bedrooms upstairs share a bath. The Primary has a king sized bed. One Bedroom has a twin with a trundle bed that opens to a king. The other has two twins and one twin has a trundle. The lower level offers a Home Theater, complete with recliners, plus the laundry. Detached Garage has been converted to an Entertainment/Lounge/Game Room with smart TV, piano and more! Owners reserve walk-up attic for their belongings. Just over an hour by train service from NYC. Enjoy all that Westport has to offer including great dining, Compo Beach, Longshore Country Club, Westport Country Playhouse and concerts under the stars all summer long at the Levitt Pavillion. Owners prefer no pets.
Listing Courtesy of SMART MLS / Listed By: Laurie Crouse, Coldwell Banker Realty
$6,999 / mo (USD)
Shippan Area Rental Home
Pending
82 Rippowam Road Stamford, CT 06902
3 Bed
3 Baths
1855 sqft
MLS# 24184604
Welcome to 82 Rippowam Road, a charming and spacious 3-bedroom, 3-bath home located just steps from the beach in Stamford's sought-after Shippan neighborhood. This well-maintained residence offers over 2,500 sq ft of living space, featuring bright, open rooms and a versatile layout perfect for both everyday living and entertaining. Enjoy stunning views of Long Island Sound and Fourth of July fireworks from the top deck, creating unforgettable summer memories. With its unbeatable location near parks, marinas, restaurants, and just minutes from downtown and the train station, this home combines coastal living with commuter convenience
Listing Courtesy of SMART MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty
$6,700 / mo (USD)
In-Town Area Rental Home
Active
310 Main Street Westport, CT 06880
3 Bed
3 Baths
1437 sqft
MLS# 24186010
Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare blend of comfort, flexibility, and location. The inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows seamlessly into the dining area, with French doors leading to a private stone patio - ideal for morning coffee or alfresco entertaining. The main level includes a spacious primary suite with en-suite bath, along with two additional BRs. Downstairs, the finished lower level offers additional space with two more bedrooms and a full bath, offering flexible space for guests, rec/playroom, or multi-generational living. For those seeking a professional setup, the town-approved home occupation designation allows for a separate entrance, two offices, and a waiting room - a turnkey solution for small business owners or remote professionals. With quick access to the Westport Library, Levitt Pavilion, and the town's vibrant dining & shopping scene, this property delivers both lifestyle and convenience. Nearby commuting options include the Metro North Railroad to NYC, Merritt Parkway, I-95. A rare opportunity to live and work in one of Fairfield County's most sought-after communities, or to find a home that offers private space for visitors or extended family. AVAILABLE FOR SALE AT $1,329,000.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$6,500 / mo (USD)
Old Hill Area Rental Home
Active
63 Kings Highway North Westport, CT 06880
4 Bed
2 Baths
1494 sqft
MLS# 24184227
Welcome to 63 Kings Hwy North in Westport! An inviting front porch welcomes you home to this light-filled historic four bedroom cape within walking distance to the wonderful town of Westport. The front to back living room boasts a wood burning fireplace for cozy evenings and a large dining room is great for entertaining family and guests. The renovated kitchen will delight the cook in the family. Spend time on the back patio overlooking a large open garden area. Enjoy all that Westport has to offer its' residents, to include exceptional public and private schools. Enjoy the Longshore Golf Course, the Longshore Club Park with three pools and tennis courts. Compo Beach for summer fun. The Westport Playhouse. And a walking riverfront downtown featuring gourmet restaurants and boutique shops. All this within one hour to NYC. Owner prefers to rent the home furnished.
Listing Courtesy of SMART MLS / Listed By: Darlene Letersky, Coldwell Banker Realty
$6,000 / mo (USD)
Kent Area Rental Home
Active
47 Johnson Road Kent, CT 06757
2 Bed
2 Baths
1296 sqft
MLS# 24158577
Embrace the art of living well at Poetess Place, a haven designed for writers, birders, and nature lovers, tucked away on a private riverfront perch in the heart of picturesque Kent, CT. This lovingly remodeled 3-bedroom cottage, each room adorned with queen-sized comfort, invites you into a world of warmth and serenity. Wake up to the soothing melody of the Housatonic River and be captivated by the breathtaking westerly sunsets visible from your very own wraparound Alaskan cedar deck. Immerse yourself in the tranquil ambiance, where a gentle fountain adds a melodic touch to the air, and sculpted gardens invite you to explore and connect with nature. Unwind on the cozy sleeping porch or let the Yamaha baby grand be your muse, inspiring creativity and joy. Feel the warmth of a gourmet kitchen, inviting you to create culinary delights and share moments with loved ones. Poetess Place isn't just a cottage; it's a warm embrace of luxury and nature. Nestled at the end of a rustic lane downtown Kent, the cottage offers easy access to the town's charming restaurants, unique shops, and Kent School.
Listing Courtesy of SMART MLS / Listed By: Inna Agujen, Coldwell Banker Realty
$5,800 / mo (USD)
In-Town Area Rental Home
Active
1 Woods Grove Road Westport, CT 06880
3 Bed
2 Baths
1545 sqft
MLS# 24169653
Convenient location close to town, shops, restaurants, the library and Levitte pavilion. This 3-bedroom ranch style home is on a level lot, on a cul de sac and there is a communal dock on the Saugatuck River at the end of the rd. Easy one level living and in town.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
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