My Office's Listings
Some or all of the listings below are provided by the Westport office.
$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 / Coldwell Banker Realty / Alexander Chingas
$7,500,000 (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 / Coldwell Banker Realty / Lianne Owen
$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 / Coldwell Banker Realty / Judy Michaelis
$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 / Coldwell Banker Realty / Lori Popkin
$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 / Coldwell Banker Realty / Patricia "Pat" Shea
$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 / Coldwell Banker Realty / Debra Shaughnessy
$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 culdesac, 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 twostory foyer, 10ft ceilings, custom paneling, charactergrade oak floors, refined millwork, and expansive windows. Sunfilled living and dining rooms complement the great room with a sleek 60inch fireplace and reclaimed beams. The chef's kitchen includes fullsize SubZero refrigerator and freezer, Wolf cooktop and double ovens, quartzite waterfall island, custom cabinetry, and walkin pantry. A private office with builtins enhances workfromhome 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 walkins, and a spa bath with custom vanities and textured tile. All five secondfloor 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. Additional features include double laundry hookups, generator, EV outlet, irrigation, and elevatorready design.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross
$5,000,000 (USD)
Long Lots Area Single Family Home
Active
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 / Coldwell Banker Realty / Judy Michaelis
$4,999,000 (USD)
Compo Beach Area Single Family Home
Active
7 Pond Edge Road Westport, CT 06880
4 Bed
6 Baths
5729 sqft
MLS# 24172774
Enjoy beach living on one of Compo Beach's most prestigious and sought-after cul de sac locations set among significant multi -million dollar homes and just steps from the water. No flood insurance required in this elevated location. This custom colonial wood shingle home provides a year round lifestyle in a coastal setting! Upon entering the 2 story foyer you immediately experience the open, relaxed beach feeling leading to the LR with an expansive bay window, extensive millwork, FP and French doors leading to a generously proportioned Family room with a stone FP, built-ins and oversized dining area. A wall of French doors leads to a private backyard oasis with heated gunite pool, spacious patio and magnificent gardens with ever changing colors and blooms! The kitchen has white cabinetry, high end stainless steel appliances and oversized island-the perfect place for entertaining and seamlessly leads to the formal DR. There is a screened porch off the kitchen which provides a place to relax with views of the pool and gardens. The spacious primary bedroom suite with FP, double walk-in closet leads into the marble bathroom with deep soaking tub, oversized shower and dual vanities. The 3 additional bedrooms are ensuite with generous closets. There is a library with floor to ceiling bookcases which is a perfect work space. The finished walk-out LL has a stone FP, full bath and has rec/play areas with unlimited uses or the perfect guest suite area. Life at the beach is the best!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Marilyn Heffers
$4,750,000 (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 / Coldwell Banker Realty / Douglas "Doug" Bross
$4,295,000 (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 / Coldwell Banker Realty / Thomas "Tom" Kelley
$4,199,000 (USD)
In-Town Area Single Family Home
Active
32 Webb Road Westport, CT 06880
8 Bed
9 Baths
6863 sqft
MLS# 24167975
Discover luxury living in the heart of Westport at 32 Webb Road, a newly built 2026 Colonial offering 8,412 square feet of open-concept living on a private 0.64-acre cul-de-sac lot just minutes from Compo Beach. This exceptional new construction features 8 ensuite bedrooms and 9 bathrooms, including a stunning primary suite with a private balcony, walk-in closet, and spa-like bath. Multiple flexible spaces are ideal for entertaining, working from home, or multi-generational living. The gourmet chef's kitchen is the centerpiece, outfitted with top-of-the-line appliances, custom cabinetry, and seamless flow into sun-filled living and dining areas with soaring ceilings and designer finishes. This property includes a fully approved pool permit, pool already staked out-offering a clear vision for a luxury outdoor oasis. Buyers can move forward immediately, eliminating the uncertainty of approvals-a key advantage in the Westport market. The private backyard is perfect for entertaining and relaxation, with ample space for a resort-style experience. Highlights include custom millwork, high ceilings, natural light, attached garage, and brand-new modern systems. Located 0.5 miles to Compo Beach, moments to downtown Westport's shopping, dining, and Metro-North for easy NYC access. Zoned for Saugatuck Elementary and Staples High School. A rare opportunity to own a luxury new construction home in Westport-combining location, scale, and long-term value in one exceptional property.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis
$3,900,000 (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 / Coldwell Banker Realty / Alexander Chingas
$3,799,000 (USD)
Coleytown Area Single Family Home
Pending
42 Easton Road Westport, CT 06880
6 Bed
7 Baths
5227 sqft
MLS# 24164674
Majestically sited behind a classic stone wall and fence on 1.16 dry flat acres, this exceptional 6-bedroom, 5.2-bath residence offers the perfect blend of elegance, comfort, and modern living. Designed by noted local architect William A. Achilles, the home showcases a dramatic open floor plan filled with natural light and refined architectural detail across three beautifully finished levels. At the heart of the home is a stunning chef's kitchen featuring state-of-the-art appliances, custom cabinetry, and generous gathering spaces ideal for entertaining and everyday living. A private study provides the perfect work-from-home retreat, while the luxurious primary suite offers a serene escape with a spa-like bath and abundant closet space. There are 4 additional Bedrooms on the 2nd floor. The Lower level boasts a legal 6th bedroom and bath, a gym and a perfect spot for an in-home theatre. Thoughtful craftsmanship and high-end finishes are evident throughout, complemented by a 20kw generator for peace of mind. Outdoors, enjoy your own private resort with a gunite pool, spa, and automatic cover, surrounded by expansive lawn, gorgeous patio and mature landscaping with an in-ground irrigation system-perfect for play, relaxation, and entertaining. This is a rare opportunity to enjoy timeless design, modern amenities, and exceptional space both inside and out.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Skolnick
$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 / Coldwell Banker Realty / Darlene Letersky
$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 / Coldwell Banker Realty / Darlene Letersky
$3,499,000 (USD)
Compo Beach Area Single Family Home
Coming Soon
312 Compo Road South Westport, CT 06880
4 Bed
4 Baths
3215 sqft
Coastal Living at Its Finest - Compo Beach, Westport, CT Some homes are simply houses - others are a lifestyle, and this exceptional Compo Beach Colonial is unmistakably the latter. Built in 2012 and maintained in pristine condition, this 4-bedroom, 3.5-bath residence offers the rare combination of newer construction quality and effortless coastal elegance, nestled just minutes from the sparkling shores of one of Westport's most coveted neighborhoods. Step inside to an open, airy floor plan bathed in natural light, where a spectacular great room and chef's kitchen flow seamlessly together - crisp whites, soothing blues, and natural textures creating a relaxed yet decidedly high-end atmosphere that simply lives beautifully. When the weather calls, the oversized porch becomes the true soul of the home - the perfect setting for morning coffee, evening gatherings, and the unhurried moments that define summer on the Connecticut shore. Upstairs, the primary suite redefines comfort with a private sitting room, home office, and a spa-inspired bath featuring heated floors, a heated towel rack, and a deep soaking tub - thoughtful luxuries that make every day feel like a getaway. With generous secondary bedrooms, meticulous finishes throughout, and a location that puts Compo Beach, Westport's beloved amenities, and Metro-North all within easy reach, this is coastal Connecticut living at its absolute finest.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jillian Klaff
$3,495,000 (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 / Coldwell Banker Realty / John Schiaroli
$3,350,000 (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 / Coldwell Banker Realty / Patricia "Pat" Shea
$3,200,000 (USD)
Hunt Club Area Single Family Home
Active
123 Cross Highway Westport, CT 06880
5 Bed
6 Baths
7048 sqft
MLS# 24166688
A sophisticated blend of past & present, this private sanctuary offers the ultimate in modern design in the heart of Westport. Designed for effortless indoor-outdoor living, the property features 5 BRs, 4.5 BAs, a separate guest house, expansive decking & a gunite pool set on private 1.35 acres. The home retains its massive original central chimney now the striking centerpiece of the open main level. The rooms flow seamlessly to the exterior gardens, while expansive walls of glass create a natural connection to the outdoors throughout the seasons. The spectacular 14' limestone kitchen island anchors the space alongside a limestone accent wall & a dramatic portrait window overlooking the patio, dining pavilion & pool. Each impeccably curated room showcases a refined juxtaposition of old & new, creating a cohesive, timeless aesthetic. The luxurious primary suite includes a stunning marble bath, dressing room & scenic views of the grounds. The finished walk-out lower level offers space for yoga, fitness, recreation, plus a walk-in natural stone wine cellar & pool changing room. Tiered steps lead to the pool terrace, ideal for lounging amid magnificent specimen trees and lush gardens. A separate guest house mirrors the organic warmth & texture of the main residence. Mature landscaping screens the fully fenced private level property in a prime Westport location within walking distance to Wakeman Farm, minutes to the train, beaches, shops, restaurants, schools and other amenities.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Patricia "Pat" Shea
$2,975,000 (USD)
Hunt Club Area Single Family Home
Active
10 Sprucewood Lane Westport, CT 06880
5 Bed
5 Baths
4334 sqft
MLS# 24171000
Tucked at the end of a coveted Hunt Club lane, 10 Sprucewood Lane offers exceptional privacy, architectural refinement, & an enviable setting within one of Westport's most sought-after neighborhoods. Thoughtfully renovated in 2017, this sophisticated Colonial showcases a gracious & versatile floor plan that seamlessly balances classic elegance with modern living. Sun-filled interiors & a curated neutral palette create a refined atmosphere throughout more than 5,000 square feet of beautifully appointed living space. At the center of the home is a stunning chef's kitchen, featuring Carrera marble, stainless steel appliances, & a walk-in pantry - expertly designed for both effortless daily living and elevated entertaining. Formal living spaces & the expansive great room connect seamlessly to an entertainer's backyard, highlighted by a spacious mahogany deck, sweeping lawn, & charming stone walls. A screened-in porch off the living room offers an inviting space for relaxation, casual dining, or gathering with guests. Distinctive highlights include two primary ensuite bedrooms - one featuring a luxurious steam shower, four fireplaces, two mudrooms, an oversized garage, & a dramatic great room anchored by a striking see-through fireplace. The fully finished lower level provides exceptional flexibility with an ensuite bedroom, home office, recreation room with fireplace, and an additional mudroom with abundant storage and direct exterior access. Room for a pool. Welcome Home!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Sweeney
$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 / Coldwell Banker Realty / Douglas "Doug" Bross
$2,700,000 (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 / Coldwell Banker Realty / Judy Michaelis
$2,700,000 (USD)
Long Lots Area Single Family Home
Active
114 Cross Highway Westport, CT 06880
5 Bed
5 Baths
4179 sqft
MLS# 24165047
Welcome to a one-of-a-kind home in the heart of Westport - where timeless Colonial charm meets the elegance of a Parisian Estate. Set on an acre+ this home offers sophistication, space, and serenity throughout. The light-filled LR stuns with vaulted ceilings, HW floors, a wood-burning fireplace, and French doors opening directly to the deck and pool - the perfect setting for everyday living or entertaining. The formal DR offers its own fireplace, blending classic character with warmth and style. The chef's kitchen features two iconic AGA stoves, a walk-in pantry, skylights and a large center island. A charming covered porch offers peaceful morning coffee or evening outdoor dining. Upstairs, the primary suite, is a private sanctuary with vaulted ceilings, sunny sitting room, HW floors, walk-in closet, and spa-like bath incl cast iron soaking tub, oversized shower and elegant finishes. Add'l bedrooms 1 en suite the other w hall bath on the 2nd floor and 2 more Bedrooms on the 3rd floor w Hall Bath are bright and spacious, each w/ HW floors and serene views of the pool and gardens. The LL offers gym area, work space, storage and access to 2 car garage. The fully fenced backyard is a private paradise. Stone walls, mature English gardens and spectacular In-ground pool with auto cover add to the magic of this private oasis. Whole House Generator. Minutes to schools, shopping and town offering the rare combination of luxury, charm, privacy and convenience.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Robert Appell
$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 / Coldwell Banker Realty / Laurie Crouse
$2,595,000 (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 / Coldwell Banker Realty / Cindy Raney
$2,450,000 (USD)
Compo South Area Single Family Home
Active
171 Compo Road South Westport, CT 06880
4 Bed
5 Baths
3800 sqft
MLS# 24168078
Tucked away in a peaceful, private setting, Hidden Ledge offers the best of Westport living in an ideal Saugatuck/Compo location. This stunning brand-new 4-5 bedroom home combines thoughtful design, quality craftmanship, and effortless access to the area's most loved destinations. Walk along sidewalks or bike the designated bike routes to Compo Beach, Longshore, Saugatuck, downtown shops, acclaimed restaurants, the train, library and Westport's coveted Levitt pavilion. Designed and built by local HOME Design Build, this 3800 SF residence features a clean, timeless aesthetic with an abundance of light thanks to its southern and western exposures. Every detail has been carefully curated, from vertical channel accents, Visual Comfort Lighting and Thermador appliances to the wide-plank white oak floors, custom closets and over-sized Marvin windows. A must-see home in the heart of one of Westport's most desirable locations. #171 Compo Rd. S is one of two NEW Constructions currently being built on a private rear parcel set back from Compo Rd. S. offering city water, sewer and buried power lines. ** The driveway will be maintained jointly by both 171 & 169 Compo Rd. S. As permitted, the property has been organized as a land condominium to allow for the 2 New Constructions to be sold separately.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jacqueline Tanya "Tanya" Sprague
$2,399,000 (USD)
Saugatuck Area Single Family Home
Active
2 Ledgemoor Lane Westport, CT 06880
5 Bed
6 Baths
4600 sqft
MLS# 24159517
Set on a quiet, private cul-de-sac very close to town and Winslow Park, this custom five-bedroom Colonial offers an exceptional opportunity for a new owner to leave their mark and add significant value. Designed with best-in-class materials and a thoughtfully planned layout, the home retains its gracious scale, natural flow, and exceptional character. Deferred maintenance has created the chance to elevate a well-loved property and return it to the signature splendor that defined it. The main level features a gourmet kitchen with Sub Zero & Viking appliances, stone counters, custom cabinetry and an adjacent breakfast room leading to a large family room, living room with fireplace, formal dining room, and two private offices with built-ins. French doors from most main floor rooms open to a balcony overlooking a heated Gunite pool and a large, level play area. The walkout lower level has a wall of French doors and is an exquisite poolside space that includes a fully-equipped wet bar, rec/game rm, gym and a full guest suite. Upstairs, the spacious bedroom layout provides comfort and flexibility for a variety of needs. Set on 1.16 +/- acres moments from shopping and recreation, the home is being offered as-is. ***Listing photos include a mix of current 2026 images and select photos from 2009 to illustrate the full potential of the property. Please note that showings are welcomed and booked by appointment, and no open houses are planned.***
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas
$2,350,000 (USD)
Lower Weston Area Single Family Home
Pending
6 Winthrop Hills Weston, CT 06883
5 Bed
6 Baths
6684 sqft
MLS# 24159217
Welcome to this Modern Colonial, a sanctuary where luxury, comfort & tranquility converge on a premier cul-de-sac, conveniently located to the Merritt Parkway, Weston Center & the campus of award-winning schools and downtown Westport plus beaches. With 5 BRs plus a potential 6th BR/au-pair or in-law suite, this refined retreat offers elegant living & impressive entertaining. The newly reimagined kitchen is a showpiece of style & substance: a spacious island anchors the room, surrounded by premier appliances & abundant storage, all beautifully designed, expertly equipped, and ready for every occasion. Host unforgettable dinners in the formal DR w/gas fireplace, then relax in the warm, inviting fam rm w/custom stone fireplace, French doors & surround sound for movie nights. Multiple home office options include a private library/homework room with built-ins. The luxe primary suite features excellent closet space, a fireplace, spa bath w/hydro tub, shower & dual sinks. The full finished lower level offers all of the room needed so that everyone can have their space, including a game/rec rm, media rm, gym & more, plus storage rooms. Outside, enjoy vast, usable, level lawns, heated pool, sports area, basketball, climbing swing & treehouse. Wraparound porch & screened-in porch offer stunning views of both the picturesque acreage as well as the tranquil hilltop scenery. 4-car garage for the auto enthusiast.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas
$2,199,000 (USD)
Long Lots Area Single Family Home
Active
24 Burr School Road Westport, CT 06880
5 Bed
5 Baths
3380 sqft
MLS# 24172330
***SUBMIT ALL OFFERS BY 3PM MONDAY MAY 11***Tucked away towards the end of a quiet cul-de-sac in a prime central Westport location, this beautifully updated home offers the perfect blend of privacy, convenience, and lifestyle. Set on 1.05 acres and just moments from town, close to schools, shopping, and commuting options, this five-bedroom residence is designed for both everyday living and effortless entertaining. The heart of the home is the open kitchen featuring a large sunny dining area, center island, breakfast bar and exceptional flow into the family room-ideal for gatherings and modern living. A charming living room with a warm and inviting fireplace seamlessly flows into the private formal dining room, creating elegant spaces for more intimate gatherings. This residence includes 4.5 baths and a thoughtfully designed layout throughout. The luxurious primary suite is a true retreat, complete with an adjacent office/dressing/make-up area or baby's room-exceptional custom closets-including a spacious walk-in with built-ins-and a spa-inspired bath with jetted tub. The finished lower level, with private room with large closet, open space and full bath, provides ideal flexible space for storage, playroom, or gym. Outdoors, enjoy a private oasis with an in-ground pool framed by beautiful stone walls and mature plantings. Set back from the road, the property offers both tranquility and seclusion while remaining close to all that Westport has to offer.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Julia Broder
$2,000,000 (USD)
Lower Weston Area Single Family Home
Active
3 Hedgerow Common Weston, CT 06883
6 Bed
5 Baths
4662 sqft
MLS# 24156145
Set on pictureperfect, parklike property near the end of one of Lower Weston's most treasured culdesacs, this expanded & beautifully remodeled Colonial offers every feature for a gracious, comfortable lifestyle, within walking distance of the school campus, library, town center, and minutes to the Merritt Parkway and Westport's vibrant shopping & dining. A circular drive, specimen landscaping and architectural details create exceptional curb appeal. The large foyer opens to a fronttoback LR w/the first of five fireplaces and French doors framing serene views. The stunning library w/custom built-ins and coffered ceiling is one of several home office options. A lightfilled sunroom steps out to the vast deck, and the holidaysized dining room is ready for memorable gatherings. The gourmet kitchen features stone counters, SubZero & Viking appliances, a large island and open flow to the breakfast room with fireplace and cabinetry, leading to the cathedralceiling fam rm w/ fireplace and doors to the screenedin porch. A rec/play room and additional bedroom are adjacent. Upstairs, five bedrooms including the luxurious primary suite with tray ceiling, sitting area with fireplace, walkin closet and marble bath with hydro tub and glass shower. Each BR is spacious w/ lrg clsts. The finished lower level offers a second rec room, workspace with builtins, extra room/bedroom, full bath and ample storage. The expansive deck leads to the flat, private backyard. An exceptional home.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas
$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 / Coldwell Banker Realty / Barbara Bross
$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 / Coldwell Banker Realty / Georgia Wasserman
$1,749,000 (USD)
In-Town Area Single Family Home
Active
55 Compo Road North Westport, CT 06880
2 Bed
3 Baths
2998 sqft
MLS# 24173921
There is a quality of light that artists seek-the kind that pours through the soaring atelier window of the great room in this updated vintage home. Once the studio of Norman Mason, each aspect of its design was in service to his art. Set on 1.26 acres overlooking Winslow Park, this charming home carries its history lightly and beautifully. The dramatic great room is anchored by an oversized fireplace, newly refinished hardwood floors and a special light that imbues the space with a certain atmosphere whether holding a dinner party for 20 or relaxing alone with a good book. The kitchen has been thoughtfully updated for how we live now-new appliances, clean lines, proper workspace, a walk-in pantry. The library offers a quiet place to work from home. The first floor primary suite is its own private world, serene and removed, with a generous walk-in closet and full bath that feels both practical and indulgent. Guests have a separate wing with room to settle in, while additional space throughout the property invites expansion, reinvention or room to grow. Step outside and the story continues. The grounds are lush and unhurried. The perennial gardens and flat sweep of lawn provide a living landscape that changes with the seasons. Moments from the center of town, theater, shops and restaurants, the particular rhythm of a place that is sophisticated and yet part of a neighborhood.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Emily Gordon
$1,675,000 (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 / Coldwell Banker Realty / Adriana Radu
$1,550,000 (USD)
Greenfield Hill Area Single Family Home
Active
4041 Redding Road Fairfield, CT 06824
5 Bed
4 Baths
4202 sqft
MLS# 24169234
Set on 3.23 acres in the Greenfield Hill area of Fairfield, this 5BR, 4BA home offers privacy, natural surroundings, & a layout designed for the way we live today. Rustic stone walls welcome you to a property overlooking a deep wooded backdrop, with a landscaped lawn defined by a classic stone retaining wall. The main level features a home office, full bath, & an open living and family room with wood-burning fireplace. Access to the covered porch & open deck extends the living space outdoors. The kitchen is functional & welcoming, with a center island, gas range, wall oven, microwave, warming drawer, ample storage, & a dining area for everyday meals. The dining room sits between the kitchen & living spaces, with a bay window overlooking the rear yard. Upstairs, the primary suite offers a private balcony, spa-like bath, large walk-in closet plus two additional closets, & a spiral staircase connection to the main level. Four additional bedrooms include a Jack & Jill bath and hall bath, along with second-floor laundry. Finished lower level with flexible space and unfinished storage. Attached 3-car garage and detached 2-car garage. Enjoy the space and privacy that define Greenfield Hill, with convenient access to Fairfield's town center, Westport, Weston, and Easton, all within approximately a 15-minute drive.This location offers a balance of quiet surroundings and everyday accessibility.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Auerbach
$1,475,000 (USD)
Old Hill Area Land
Active
50 Sylvan Road North Westport, CT 06880
Bed
0 Baths
0 sqft
MLS# 24151295
DREAM YOUR TOMORROW This 1.05 acre of dry, level land that is available for sale, is beautifully sited in the middle of Westport's Old Hill and awaits your imagination. Enter through the original gates of the 1928 Arthur Whiteside Estate at 50 Sylvan North --- the park-like entry to the 25-acre estate built for Whiteside, who founded and headed the commercial credit rating firm of Dun & Bradstreet. There in the 1930's, he perfected a system whereby a client could receive an accurate credit rating on a business within 2 minutes of a request. Whiteside's original Tudor home is visible in the distance where the Sellers of Lot #1 will remain in residence on Lot #2. LOT 1 FOR SALE is flat, pristine, dry and park-like, and enclosed by 1920's fieldstone drywalls which run a full 450' along Sylvan Road North frontage. The Town-Approved Site Plan (FOR DESIGN DEVELOPMENT NOT CONSTRUCTION) is being "simplified" by LandTech to clarify: (1)House site can be moved (2)Sewer and City Water available at street for connection. (3)Natural Gas is available across street, so is being explored as a possibility. Seller has requested feedback from Southern CT Gas about possible hookup to an existing natural gas line across street at 43 Sylvan North/Marion Rd. Still awaiting response from the SCG field manager. (4) utility lines to Lot #2 will logically be moved from the middle of Lot #1 to run alongside the Lot#2 driveway. (5) an optional private and separate Lot#1 entry farther
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman
$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 / Coldwell Banker Realty / Judy Michaelis
$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 vibrant shopping, dining and recreation, this lovely in-town residence offers a rare blend of comfort, flexibility, and location. Bathed in natural light, 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.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Bross
$1,150,000 (USD)
Lordship Area Single Family Home
Active
44 Washington Parkway Stratford, CT 06615
4 Bed
3 Baths
2136 sqft
MLS# 24143445
Your coastal retreat, nestled along the stunning shoreline of Lordship with beautiful water views. Step inside to discover a spacious, light filled home with an open floor plan that invites both comfortable everyday living and effortless entertaining. The main level features a seamless flow between the between the living room, dining area, and kitchen, along with a versatile bedroom or home office. an added luxury is the elevator, providing effortless to the first level. Glass doors open to a large deck where you can relax and enjoy the tranquil coastal scenery. Upstairs, you'll find a generous primary suite along with two additional bedrooms and a well-appointed bath. Outdoors, the property offers a private landscaped yard, a cozy fire-pit area, a large patio, and two car garage. Ideally located just moments from Short Beach, Lordship Beach, Russian Beach sand the spectacular Stratford Point Lighthouse, this home offers the best of shoreline living. Golf enthusiasts will love being minutes Short Beach Golf Course and Mill River Country Club, two of Stratford's most popular courses. Enjoy year-round beach events, walk to nearby restaurants, and embrace a vibrant coastal lifestyle-whether you're seeking a full-time residence, a beach retreat, or a strong investment opportunity (including Airbnb potential).
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Georgia Wasserman
$1,150,000 (USD)
Beach Area Single Family Home
Active
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 / Coldwell Banker Realty / Robert "Bob" Travers
$1,135,250 (USD)
N/A Area Single Family Home
Active
11 Highview Drive Woodbridge, CT 06525
5 Bed
5 Baths
5428 sqft
MLS# 24158245
Set on 2.24 beautiful flat acres at the end of a quiet cul-de-sac, this exceptional Colonial offers 5 bedrooms, 4.5 baths and 5,428 sq ft of thoughtfully updated living space in one of Woodbridge's most desirable neighborhoods. Located in the highly regarded Woodbridge and Amity School District districts and just minutes from New Haven and Yale University, the home blends privacy, elegance, and convenience. Sun-drenched rooms, refinished hardwood floors, and seamless indoor-outdoor flow define the home's inviting layout. The foyer opens to a formal dining room leading to a bright eat-in kitchen with southern exposure and picture window. The adjacent family room features a fireplace and sliding doors to the deck. The living room offers a second fireplace and french doors to a bluestone patio, while the dramatic great room showcases two-story floor-to-ceiling windows and additional French doors opening to the patio. A private library leads to a sun-filled office with built-ins and access to the spacious primary suite with vaulted ceilings and rebuilt shower. Laundry on both main and upper levels. Add'l highlights include a fully fenced yard, separate-entry suite with full bath ideal for guests or au pair, and extensive upgrades including new roof, new HVAC, conversion from oil to propane, interior and exterior paint, and whole-house generator. An exceptional opportunity to enjoy space, privacy, and convenience in one of Woodbridge's most sought-after cul-de-sac setting.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Li-Er Fradella
$1,098,000 (USD)
Saugatuck Area Single Family Home
Coming Soon
170 Imperial Avenue Westport, CT 06880
3 Bed
2 Baths
1902 sqft
Classic 3 Bedroom Colonial in the heart of Westport set on a picturesque level .21-acre. Full of potential, this home awaits your creative vision. Good flow and hardwood floors throughout. Flat, pretty property with city water and sewer available nearby. Detached one car garage. Ideally located just a short walk to the Saugatuck River, train, restaurants, shops, the Rowing Club, and coveted Saugatuck Center. Bike to Compo Beach, Longshore Park and golf course, Ned Dimes Marina, 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 buyer, designer, investor or builder who understands the great potential in this most sought-after neighborhood.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Patricia "Pat" Shea
$995,000 (USD)
Lower Easton Area Single Family Home
Active
78 Sturbridge Road Easton, CT 06612
4 Bed
3 Baths
2982 sqft
MLS# 24163056
Set on a quiet cul-de-sac, this light-filled contemporary home offers privacy, space, and a functional open layout. Living and dining areas open to decks and patios, creating seamless indoor-outdoor flow. The kitchen features Poggenpohl cabinetry, granite countertops, a Sub-Zero refrigerator, and Bosch range and dishwasher, and opens to a two-story family room with fireplace and balcony overlook. A second-floor landing provides flexible space for a study or office. The primary bedroom includes a skylight with a remote-controlled shade for light control and privacy, and access to a sunroom-ideal as a seasonal sitting area or relaxation space. Finished basement offers space for play, study, or recreation. Major 2025 upgrades include a new roof with new decking, ice & water shield, and premium 30-year architectural shingles, along with driveway stone walls and front steps/deck with solar lighting. Additional improvements include a tankless water heater for on-demand, continuous hot water (2024). Hunter Douglas window treatments add a touch of quality throughout. Convenient lower Easton location close to schools and with easy access to commuting routes.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jonathan Deak
$949,000 (USD)
Westport Area Single Family Home
Active
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 / Coldwell Banker Realty / Georgia Wasserman
$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 / Coldwell Banker Realty / Barbara Bross
$895,000 (USD)
Nichols Area Single Family Home
Pending
244 Strobel Road Trumbull, CT 06611
3 Bed
4 Baths
2875 sqft
MLS# 24132332
Welcome to 244 Strobel Road - a one-of-a-kind Trumbull residence that perfectly balances space, lifestyle, and location. Privately set on a wooded lot with deeded Pinewood Lake rights, this 4,075 sq ft expanded Colonial has some beautiful updates with endless potential for more. Discover 3 bedrooms and 3.5 baths with a thoughtfully designed layout ideal for everyday living and entertaining. The main level features sun-filled living and dining spaces, hardwood floors, and a first-floor en-suite bedroom with radiant heated floors-perfect for guests or multi-generational living. The kitchen, also with radiant heat, opens seamlessly to the dining area for effortless flow. Step outside to a brand-new composite deck overlooking a peaceful, wooded backdrop. Below, a patio with a screened-in porch extends the living space, creating the perfect spot for relaxing or entertaining. The walk-out lower level impresses with vaulted ceilings, a second kitchen, and bar area, offering flexibility for gatherings, extended family, or a private in-law suite. Car enthusiasts will love the five-car garage, a rare find, with room for vehicles, storage, boat, or a workshop. A dedicated home office and cedar closet add comfort and functionality. Located in one of Trumbull's most desirable neighborhoods, this home offers easy access to award-winning schools, parks, shopping, major commuting routes, and Pinewood Lake for swimming, kayaking, and year-round recreation.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Christine Struble-Nirmaier
$895,000 (USD)
Marvin Beach Area Single Family Home
Coming Soon
10 Elliott Street Norwalk, CT 06855
4 Bed
2 Baths
1514 sqft
Welcome to 10 Elliott Street, where classic 1924 Colonial charm meets the ease of coastal living in Norwalk's coveted Marvin Beach neighborhood. Just moments from the water, this home invites a lifestyle defined by morning walks along the shoreline and relaxed afternoons at home. Thoughtfully and meticulously maintained by the same owner for over 53 years, it offers a rare sense of care and continuity. The inviting exterior, warm interior spaces, and overall condition reflect true pride of ownership. Move right in and enjoy, or personalize over time-either way, this is an opportunity to become part of a close-knit waterfront community known for its charm and convenience.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Dunsmore
$874,959 (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 / Coldwell Banker Realty / Marilyn Heffers
$800,000 (USD)
Shorefront Park Area Single Family Home
Coming Soon
10 Shorefront Park Norwalk, CT 06854
3 Bed
1 Baths
1444 sqft
A very special offering, this fully-renovated gem is a rare opportunity to live in the coveted Shorefront Park waterfront community! A quiet neighborhood of 80 homes where seasonal gatherings are held at the two private waterfront parks owned by the community association. Stroll to the "beach lot" and enjoy a spectacular sunrise over the water every morning. Store and launch your kayaks at the "boat lot", just a short walk from your home. The South Norwalk Boat Club and marinas along Water Street are just outside the neighborhood. When you're not enjoying the water, there is so much to explore in South Norwalk! Power walk to the new Woodward Park pickleball courts. Head into SoNo for brunch or dinner or to the South Norwalk Metro North station for a trip into NYC. Wander to the soon-to-be-developed Manresa Island Park which will offer walking trails and 1.75 miles of public waterfront access. A year-round vacation lifestyle can be yours! Just bring your furniture, move in and enjoy. This is one of the largest lots in Shorefront Park so there is room to expand, if desired.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Dunsmore
$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 / Coldwell Banker Realty / Barbara Sweeney
$792,000 (USD)
Wolfpit Area Single Family Home
Coming Soon
10 Leann Drive Norwalk, CT 06851
3 Bed
2 Baths
1428 sqft
Bathed in natural light from morning to evening, this beautifully updated, move-in-ready Cape Cod home is waiting to be your next chapter. Tucked away on a desirable cul-de-sac where you can take a walk after dinner, ride a bike, or simply enjoy the company of good neighbors. Inside, the living room flows seamlessly into the dining room - an easy, open rhythm that works for a relaxed weeknight dinner or a full house of guests. The updated kitchen features granite countertops, stainless steel appliances, and a peninsula with bar seating where coffee gets poured and conversations happen naturally. Both bathrooms have been renovated with modern finishes. The spacious primary bedroom offers a peaceful seating area. Two additional bedrooms are well-proportioned and ready for whatever you need: a guest room, a home office, or more. The lower level adds flexibility with a mudroom, multipurpose room, and generous storage. Step outside to the stunning multi-tier Trex deck overlooking a private, flat, fully fenced backyard - a dream setup for summer entertaining and a tranquil outdoor escape. Walk to schools, restaurants, and shopping. Metro-North and Long Island Sound are just minutes away. Meticulously maintained, with central A/C, EV hookup, and major updates already done, this home is both practical and beautiful.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Ninfa Valella
$775,000 (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 / Coldwell Banker Realty / Susan Hawley
$749,000 (USD)
East Norwalk Area Single Family Home
Active
2 Marvin Street Norwalk, CT 06855
3 Bed
2 Baths
1152 sqft
MLS# 24169903
Seaside transformation opportunity: Located in the heart of a sought after beach community, this classic ranch-style home is waiting for its next chapter. Located just a short walk to the shores of Long Island Sound. Enjoy Calf Pasture Beach, Shady Beach, waterfront dining, family activities or just a relaxing day on the sand. This property offers the ultimate "walk -to -beach" lifestyle. Weather your looking for a rewarding DIY project or a potential high yield investment. This prime location ranch home is located outside of the flood zone with amazing expansion potential. Here is your chance to build equity in a coveted neighborhood. Short distance to several parks,dining opportunities and East Norwalk Train Station
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Peter Bondi
$710,000 (USD)
Tunxis Hill Area Single Family Home
Active
206 Sterling Street Fairfield, CT 06825
2 Bed
2 Baths
1229 sqft
MLS# 24156337
This charming cape has been beautifully maintained and thoughtfully updated, providing peace of mind and comfort throughout. Ideally located near all of the great amenities that Fairfield has to offer, with easy access to the Merritt and 95. The cozy dining area opens into a bright modern kitchen featuring marble countertops, updated appliances and a dry bar which is perfect for everyday living and entertaining. The living room provides a relaxing retreat, while the adjoining office/sitting area offers a great work from home option. The lower level includes additional finished space, ideal for a playroom, gym, or media area, along with a separate laundry and mechanical room. Upstairs, the contemporary spa inspired bathroom features a ceiling mounted rainfall showerhead, creating a refreshing way to start your day and a relaxing place to unwind at night. Outside, enjoy landscaped gardens and fully fenced yard which is perfect for gatherings, pets, or play, and can be enjoyed from the patio or the large deck, accessible from both the kitchen and the sitting room's French doors.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Sarah Callands
$707,000 (USD)
Sono Area Condo
Active
33 North Water Street 604 Norwalk, CT 06854
2 Bed
2 Baths
1392 sqft
MLS# 24163011
Welcome to the highly desirable, modern, mid-rise apartment building, "The Maritime", in an amazing SoNo Location! This bright, light filled, 2 Bedroom/2 Bath Condo is move-in ready. Floor to ceiling glass windows, open layout, generously sized rooms, bamboo floors, contemporary Kitchen w/new dishwasher and microwave, Pantry with California Closet system, Laundry, Dining Area and Living Room w/sliders to Private Balcony. This unit has some of the best water views in the building! Luxury building amenities include: Gym, TV, Rec Room w/Pool Table, Common Room w/Kitchen and Parking. Set on a tree lined street, yet just steps to train, shopping, restaurants, water, Maritime Aquarium and SoNo Mall. This condo provides the ultimate mix of convenience and coastal living!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Popkin
$699,900 (USD)
Center District Area Single Family Home
Active
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 / Coldwell Banker Realty / Kristin Corsello-Egmont
$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 / Coldwell Banker Realty / Sarah Callands
$629,900 (USD)
Long Hill Area Single Family Home
Pending
8 Koger Road Trumbull, CT 06611
4 Bed
3 Baths
2264 sqft
MLS# 24160795
This is the one you've been waiting for! Set in desirable Long Hill with quick access to the Merritt Parkway, this light-filled, beautifully maintained 9-room home delivers space, flexibility, and a layout that just feels right the moment you walk in. There's more than one showstopper- The expansive family room with soaring 10-foot ceilings, a fireplace, and sliders that open to a deck overlooking a private patio and garden, which is perfect for entertaining or unwinding at the end of the day. And then we have the remodeled kitchen that checks every box with stainless steel appliances, granite countertops, and a breakfast bar for casual dining that opens up to a separate dining room with French doors to that fabulous family room. With 4 bedrooms, 3 full baths, and two separate laundry areas, the home offers incredible versatility, including a layout that easily accommodates extended living needs. Bright, open, and thoughtfully cared for, every space flows effortlessly. There's quite a nice surprise in the finished lower level too which has an area that's perfect for a rec room. home office or gym, and don't miss the "personal space room" - it has a separate entrance from the rec room. We just love the creative use of space in this home, and you will too! Conveniently located near shopping, dining, parks, and major commuting routes, this is a rare opportunity to own a move-in ready home in one of Trumbull's most sought-after locations. HIGHEST /BEST BY 3/31/26 @ NOON
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Szablak
$625,000 (USD)
Wolfpit Area Single Family Home
Pending
27 Fairweather Drive Norwalk, CT 06851
3 Bed
2 Baths
1076 sqft
MLS# 24165389
Nestled on a quiet street in the desirable Wolfpit area of Norwalk, 27 Fairweather Drive is a wonderfully maintained raised ranch offering comfort, flexibility, and charm. This inviting home features 3 spacious bedrooms and 1.5 bathrooms, providing an ideal layout for both everyday living and entertaining. The main level is bright and welcoming, while the lower level offers a versatile basement-perfect for a home office, guest room, or additional living space. A one-car garage adds convenience, and the home's thoughtful upkeep is evident throughout. Step outside to enjoy the great back porch, an ideal spot for relaxing or hosting gatherings while overlooking the peaceful surroundings. A fantastic opportunity to own a well-cared-for home in a sought-after Norwalk neighborhood.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Eugene "Robbie" Salvatore
$550,000 (USD)
Grasmere Area Townhouse
Pending
118 Berwick Avenue 118 Fairfield, CT 06825
3 Bed
3 Baths
1800 sqft
MLS# 24159890
Nearly new! Turnkey end-unit townhouse built just five years ago, ideally located at the end of a quiet cul-de-sac and less than one mile to the Metro-North train station. This beautifully maintained home offers an open layout and modern finishes throughout, making it an excellent opportunity for low-maintenance living in sought-after Fairfield. The main level features a bright, open floor plan designed for everyday living and easy entertaining. The kitchen flows seamlessly into the living and dining areas and is equipped with quartz countertops and tiled backsplash, stainless steel appliances including a gas range, as well as a center island with breakfast bar with seating and sliders that lead to a private deck. Upstairs, the spacious primary suite includes an oversized shower and a large walk-in closet, while the convenience of second-floor laundry makes daily routines effortless. With its end-unit location offering additional light and privacy, this modern construction 3-bedroom, 2.5-bath end-unit townhouse offers 1,800 square feet of living space and close proximity to Fairfield's Metro-North station and provides the perfect combination of comfort, convenience, and location. ADDED BONUS! Plenty of visitor parking! An excellent opportunity to enjoy everything Fairfield has to offer! Make it yours today!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Szablak
$475,000 (USD)
Ridgefield Area Townhouse
Pending
570 Danbury Road 16 Ridgefield, CT 06877
2 Bed
2 Baths
1328 sqft
MLS# 24166359
HIGHEST AND BEST OFFERS DUE SUNDAY 4/19/26 5PM. Tucked within the setting of Village at Ridgefield, this thoughtfully updated townhouse offers a rare balance of space, privacy, and proximity to everything that makes Ridgefield so desirable. Set in a small, quiet community with a distinctly residential feel, life moves at a more comfortable pace-yet downtown, dining, and parks are just moments away. Spanning three levels, the home is designed for both everyday ease and effortless entertaining. The main floor features an open layout where the kitchen, dining, and living areas flow seamlessly, extending to a private deck-perfect for morning coffee or relaxed evenings. Upstairs, two spacious bedrooms offer a quiet retreat, including a primary with two large closets. A full bath with tub and shower, plus a full-size washer and dryer on this level, keep daily living simple-adding to the home's turnkey appeal. The finished lower level provides flexible living space, ideal for a home office, media room, or guest overflow, while a private attached garage adds convenience and storage. Recent updates elevate the home throughout, including a renovated kitchen, refinished floors, and newer mechanicals and appliances. Surrounded by well-kept grounds and a charming community gazebo, this is easy, low-maintenance living in one of Ridgefield's most quietly appealing enclaves-where space, setting, and location come together.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Gabriela "Gabby" Gould
$435,000 (USD)
North End Area Single Family Home
Pending
165 Douglas Street Stratford, CT 06614
2 Bed
1 Baths
1008 sqft
MLS# 24138609
Welcome to effortless one-level living in this super sweet and sunny 2-bedroom gem, where comfort meets harmony in all the right ways. The inviting living room is anchored by a cozy brick fireplace with custom mantel -perfect for chilly nights or a stylish focal point all year round. The fully applianced galley style kitchen with granite counters offers both efficiency and charm, and there's even a pantry for added storage, as well as an easy flow into the dining area. Sliders lead to a bright sunroom-ideal as-is or a perfect candidate for future expansion. Enjoy the convenience of an attached garage, a full unfinished basement with endless possibilities, and a fenced-in yard ready for play, pets, or your next garden project. Light, bright, and ready for you, this home is packed with value and waiting for its next chapter with you.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Szablak
$399,950 (USD)
Shelton Area Townhouse
Active
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, furnace and central air units have been replaced recently. Property is being sold in As Is Condition.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Sophia Maragos
$325,000 (USD)
Mid City Area Condo
Active
104 North Street 401 Stamford, CT 06902
1 Bed
1 Baths
846 sqft
MLS# 24162625
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 / Coldwell Banker Realty / Katerina "Kat" Hendrickson
$50,000 / mo (USD)
Saugatuck Shore Area Rental Home
Active
26 Island Way Westport, CT 06880
6 Bed
3 Baths
2997 sqft
MLS# 24166320
Spend the summer in the heart of Saugatuck Shores and experience the ultimate Westport beach lifestyle. This stunning 6-bedroom coastal retreat offers the perfect blend of luxury, comfort, and effortless indoor-outdoor living. Designed for entertaining and relaxing, the home features a chef's gourmet kitchen with high-end appliances, expansive living spaces filled with natural light, and an elevator servicing all levels for ultimate convenience. Step outside to your private backyard oasis complete with a sparkling pool with automatic safety cover, outdoor shower and a roof top hot tub and fire pit ideal for sunset soaks after a day at the beach. Multiple levels of living culminate in spectacular rooftop views, creating the perfect setting for evening cocktails and summer gatherings under the stars. Generously sized bedrooms provide plenty of space for guests, making this an ideal seasonal escape for hosting family and friends. Located moments from the beach, marina, restaurants, and everything Westport has to offer, this exceptional summer rental delivers the best of coastal living in one unforgettable package. Price is per month. Multiple months are available for rent.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Skolnick
$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 / Coldwell Banker Realty / Inna Agujen
$25,000 / mo (USD)
Coleytown Area Rental Home
Active
15 Catamount Road Westport, CT 06880
4 Bed
5 Baths
3298 sqft
MLS# 24158373
Meticulously maintained Resort home designed by Peter Cadoux. Luxurious living on over 2 acres of manicured lawns and gardens. Arts and Crafts style home in Move-in condition with the best quality in fit and finish at 5,462 total square feet, completely rebuilt from the ground up in 2007, includes the large gym (with 10' ceilings), full bath with separate steam and sauna, home office and walkout to pool through French doors. Newly and tastefully furnished Living Room, Den and Bedroom decoration. Wide planked hardwood flooring throughout. 4 large bedrooms including Primary Suite with balcony overlooking the glorious backyard and pool. Chef's kitchen stocked with everything you need plus all high end appliances. Butler's Pantry with wine storage. Cozy family room with fireplace, screened 3 season room, Dining Room, Living Room and Music Room with Kawai baby grand piano. World Class fitness room with state of the art Cardio equipment, free weights, and machine weights. Stone pool is among the largest in Westport with spa, stone waterfall and outdoor kitchen. Enjoy the Pool area all day long with gas lit Tiki torches. A one of a kind Property. Convenient to Town, Schools, Train , and all that Westport offers.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Robert Appell
$20,000 / mo (USD)
Compo Beach Area Rental Home
Active
232 Hillspoint Road Westport, CT 06880
4 Bed
2 Baths
2234 sqft
MLS# 24078871
Light, bright Contemporary/Ranch with incredible water views of the LI Sound. Enjoy Compo Beach life and take in the spectacular sunrises and sunsets from the warmth of the sunroom or the sundrenched deck. Open floor plan, bathed in natural light, where you can gaze out at the LI Sound from the expanse of windows. A modern Poggenpohl kitchen with stainless appliances opens to a rear terrace with grill and outdoor dining space with a secret garden feeling. Tranquil Master Suite with sitting area, spa like bath, and private deck. Three more spacious bedrooms with hardwood floors, built-ins for work at home space, and full bath complete the bedroom wing. Beautiful private property with outdoor shower. Close to Compo beach and the premier Longshore Park with dining, golf, pool, boating, tennis, marina. Only minutes to the train station, and town center with all of Westport's amenities. Live, work, play at the beach and make memories that will last a lifetime! The monthly rent of $20,000 is for a 12 month lease. Shorter term rents are Seasonally adjusted. Summer rent for June, July and August is $33,000 per month.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Printz
$15,000 / mo (USD)
Compo Beach Area Rental Home
Active
18 Danbury Avenue Westport, CT 06880
5 Bed
6 Baths
3148 sqft
MLS# 24160130
One week only including 2 weekends- price is for the week - Designer's own home with Gunite pool steps from Compo Beach. This modern completely renovated home is elegantly designed and decorated. Large main level has open Kitchen and Family Room leading to gorgeous patio, private yard and custom Pool with auto cover. There are 5 bedrooms including a stunning Primary Suite. It's only a few homes in from Compo Beach. Have Breakfast at the beach and then take a dip in your private pool. July 18-July 26
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Skolnick
$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 / Coldwell Banker Realty / Demetrios "Demetri" Dassouras
$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 / Coldwell Banker Realty / Douglas "Doug" Bross
$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 / Coldwell Banker Realty / Robin Singer
$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 / Coldwell Banker Realty / Judy Michaelis
$10,000 / mo (USD)
Long Lots Area Rental Home
Active
14 North Avenue Westport, CT 06880
4 Bed
3 Baths
2496 sqft
MLS# 24168794
Classic colonial centrally located within Westport. Convenient to schools, Post Rd, shopping and beach. Large and bright bedrooms with Harwood floors. Natural gas and connected to town sewer. Finished walk-out lower
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Georgia Wasserman
$10,000 / mo (USD)
Old Hill Area Rental Home
Active
55 Kings Highway North Westport, CT 06880
3 Bed
2 Baths
1719 sqft
MLS# 24159366
This HIDDEN GEM is a recent Historic Preservation Award makeover of an early 1900's barn in-the-heart of Westport's sought-after Kings Highway Historic District. Nestled in one of the most picturesque in-town settings, the home's privacy will surprise you. In this quiet residence, wake up to a view of the red barn next door that was a speakeasy during Prohibition. The interior and exterior are accented with its authentic original barn beams; salvaged artifacts have been reused such as the barn door rails and horseshoes that re-attached the original rustic door to the front facade; and the fireplace from the early 1900s has its restored black wrought iron screens and andirons. Backyard privacy provides a tranquil view of an old-style fieldstone drywall. Here you will enjoy the best of the old, merged with the amenities of today.On the back porch, you can drop automated Phantom Screens at the press of a button on buggy evenings, and Sonos-connected speakers pipe your favorite music indoors and out wherever you entertain. PLUS: an ENERGY EFFICIENT HVAC system with TANKLESS water heater / GE Cafe-equipped stainless kitchen with wall ovens / NATURAL GAS HEAT AND 6-burner cooktop and vent hood / roomy walk-in closets and second floor storage room / mud-room/laundry with stainless steel sink / wall-mounted TVs in living room and both upstairs bedrooms / security system / outdoor grill / attached 2-car garage with EV charger and more walled storage.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman
$10,000 / 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 / Coldwell Banker Realty / Georgia Wasserman
$9,975 / 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 / Coldwell Banker Realty / Laurie Crouse
$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 / Coldwell Banker Realty / Robert Appell
$7,200 / mo (USD)
In-Town Area Rental Home
Active
4 River View Road Westport, CT 06880
3 Bed
2 Baths
1258 sqft
MLS# 24172561
Fall in love with this immaculate and updated Storybook Charmer, nestled on half an acre in a special enclave near town and beach and train. Step inside and be delighted by the front-to- back Living Room with vaulted beamed ceilings, gleaming hardwood floors, fireplace and french doors from the Dining Area that opens to a large private deck. Also on the main level you will find the well-appointed Kitchen ( also opening to the deck) the cozy, sunfilled Family Room and the Primary Bedroom with Full Bath and sliders to a private patio. Upstairs discover a perfect Den/Office tucked away for quiet time. The above grade lower level features 2 additional lovely Bedrooms that share a Bath. This enchanting home is available as a yearly rental in June 2026. Tenant must have excellent credit and good references.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Laurie Crouse
$6,500 / 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 / Coldwell Banker Realty / Georgia Wasserman
$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 / Coldwell Banker Realty / Inna Agujen
$5,750 / mo (USD)
Wildermere Beach Area Rental Home
Active
216 Broadway Milford, CT 06460
4 Bed
2 Baths
2046 sqft
MLS# 24169843
A direct waterfront home in desirable Wildermere Beach w/amazing unobstructed views of the Long Island Sound and direct beach access. This home offers an open floor plan & is the perfect furnished rental and thoroughly equipped w/ 4 bedrooms on the 2nd floor and laundry. The DR seats 10-12 people w/ additional 4 seats at the breakfast bar. Outdoor shower and electric car charger. C/A plus most rooms have ceiling fans. Basement, attic and closet on the 1st floor office is for owners' use only. Conveniently located near Walnut Beach, shops, restaurants and highways. No smoking in the house or on the property. The patio offers several dining areas perfect for entertaining! Pets are to be discussed on an individual basis. THE RENTAL TERM IS FROM 9/8/2026 TO 5/15/2027. Perfect for house hunters, people renovating their homes, or just trying out beach living!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Marilyn Heffers
$5,750 / mo (USD)
Westport Area Rental Home
Active
14 Cross Highway D Westport, CT 06880
2 Bed
2 Baths
1165 sqft
MLS# 24173615
Stylish2 bedroom 2 full bath residence is totally renovated, with an open floor plan. This is a hidden gem nestled in the charming enclave of Westport village. Beautiful, updated kitchen with marble countertops, open concept living area enhanced with vaulted ceilings, and a gas fireplace creating an inviting atmosphere for relaxing and entertaining. Convenient location to all Westport amenities.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Georgia Wasserman
$5,500 / mo (USD)
Coleytown Area Rental Home
Active
167 North Avenue Cottage Westport, CT 06880
2 Bed
2 Baths
1201 sqft
MLS# 24153517
Charming two-bedroom carriage house filled with natural light, set on two private acres. This beautifully renovated home offers an open-concept layout, featuring a brand-new kitchen and updated bathroom. Situated on two picturesque acres in the sought-after Coleytown neighborhood, while still just minutes from downtown Westport, shopping, dining, and transportation.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Brittany Strouse
$5,290 (USD)
Flax Hill Area Commercial Lease
Active
200 Connecticut Avenue 5D Norwalk, CT 06854
Bed
0 Baths
2645 sqft
MLS# 24162633
A fully furnished, plug-and-play suite designed for teams that mean business without the wait. Suite 5D at 200 Connecticut Avenue delivers 2,645 square feet of sophisticated, light-filled workspace on the fifth floor of Norwalk's premier Class A office address. Sweeping views of the Connecticut Gold Coast, flooding the suite with natural light from multiple exposures. The layout is purpose-built for a professional services firm of 10-20 people: a dedicated conference room for client meetings, a secondary meeting space for team sessions, a row of private executive offices, and an open cubicle bay for staff all finished and furnished, ready for your team on day one.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Inna Agujen
$4,750 / mo (USD)
In-Town Area Rental Home
Active
20 Cross Street 5 Westport, CT 06880
2 Bed
2 Baths
1182 sqft
MLS# 24172100
Turnkey two-bedroom, two-bath townhouse in Riverside Walk puts you in the heart of Westport. Walk to Starbucks, Bedford Square dining, Main Street shops, and summer concerts at the Levitt Pavilion. A private elevator brings you from your reserved garage space to bright single-level living with ceilings over nine feet high on both floors and hardwood throughout. The white kitchen offers granite counters, stainless appliances, a large walk-in pantry, and a dining area that opens to an oversized bluestone patio for easy indoor-outdoor entertaining. The generous primary suite includes a walk-in closet. The second bedroom enjoys calming Saugatuck River views, perfect for guests or a home office. Recent upgrades include a brand-new water heater plus a new full-size washer and dryer, giving you worry-free comfort. Minutes to Metro-North, Compo Beach, and all Westport amenities. Garage elevator exits at the same level as the front doors, allowing step-free access.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Inna Agujen
$4,500 / mo (USD)
Hillspoint Area Rental Home
Active
205 Hillspoint Road 2nd Floor Westport, CT 06880
1 Bed
1 Baths
1882 sqft
MLS# 24166860
Wake up to sunlight dancing across the water and end your day wrapped in the calm of coastal living. Nestled within Westport's coveted Hillspoint/Compo Beach enclave, this 1-bedroom, second-floor apartment offers direct waterfront living on the serene pond preserve - a peaceful retreat where every moment feels like a getaway. Expansive walls of windows flood the almost 950 sq ft interior with natural light, framing water views at nearly every turn. Step outside to your private glass-paneled deck, where you can take in sweeping views of the water and sky or unwind as boats drift by the dock below. Inside, thoughtful details enhance everyday comfort: a galley kitchen with built-in pantry, natural gas fireplace, in-unit washer/dryer, air-conditioning, and generous closet space throughout. A bonus room provides flexibility for a home office or reading nook, while a private stairway entrance and reserved parking space ensure ease and privacy. Just beyond your door lies one of Westport's most charming neighborhoods - tranquil and tucked away, yet only a short stroll to Old Mill Beach, the Old Mill Grocery & Deli, and nearby Compo Beach. Enjoy morning coffee on the deck, launch a kayak from the dock, or catch the sunset over the Sound. With easy access to I-95, the train, and downtown Westport, convenience meets coastal serenity. This home is more than a place to live - it's an invitation to slow down, breathe deeply, and savor the rhythm of the water.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jessica "Jess" Christ
$4,200 / mo (USD)
Waterside Area Rental Home
Active
16 Burwood Avenue 2 Stamford, CT 06902
3 Bed
2 Baths
1653 sqft
MLS# 24167620
Welcome to 16 Burwood Rd, Stamford! This versatile home offers many great features. On the second floor, you'll find a spacious living room filled with natural light, perfect for relaxing or entertaining. The dining area seamlessly connects to a kitchen outfitted with modern appliances and ample counter space, ideal for all your cooking needs. This level also features two comfortable bedrooms and a full bathroom. Venture to the third floor to discover additional versatile space. This level includes another bedroom, a cozy living room, a full bathroom, and a convenient wet bar, offering privacy and flexibility for guests or a separate living area. Enjoy your own private deck overlooking the shared backyard, perfect for summer barbecues or a quiet morning coffee. The outdoor area offers a peaceful retreat, great for gardening or enjoying the fresh coastal air. The unit's prime location is a highlight, with just a short walk to the water for scenic strolls or various water activities. Additional amenities include plenty of street parking and close proximity to local shops, restaurants, and parks. This rental unit provides a blend of comfort, convenience, and coastal living in a desirable location. Some photos are renderings to showcase furniture placement.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Benjamin "Ben" Howell
$4,000 / mo (USD)
Brookside Area Rental Home
Active
60 Walter Avenue Norwalk, CT 06851
3 Bed
2 Baths
1320 sqft
MLS# 24161289
Welcome to this fully renovated 3-bedroom, 1.5-bath rental in the desirable Brookside neighborhood. Thoughtfully updated, the home offers a brand-new kitchen with modern cabinetry, stainless steel appliances, and quartz countertops, plus fully remodeled bathrooms and new wide-plank flooring throughout. Bright, open living spaces flow seamlessly for easy entertaining and everyday comfort. Ideally located close to top-rated schools, parks, Metro-North, and shopping! Must have excellent credit!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Brittany Strouse
$3,750 / mo (USD)
Long Hill Area Rental Home
Active
Address Not Disclosed Trumbull, CT 06611
2 Bed
2 Baths
1092 sqft
MLS# 24146294
This sun-filled 2-3 bedroom ranch offers a versatile open floor plan and is ready for you to move in! The freshly painted interiors highlight the open and welcoming main level, where a generous living room features a charming fireplace and a wide bay window that brings in beautiful natural light. The dining area connects seamlessly to an inviting kitchen equipped with plentiful cabinetry, stainless steel appliances, and a center island-ideal for casual dining and entertaining alike. Two comfortable bedrooms and a full bathroom complete the main floor, complemented by hardwood flooring and a clean, neutral palette throughout. The finished lower level, accessible through its own private entrance, expands the living space with exceptional flexibility. It includes a den or playroom, a separate room with a full-size closet suitable for a third bedroom, home office, or fitness space, and a full bathroom with a shower. Large windows, updated flooring, and generous storage enhance the functionality of this level. Outdoors, the level backyard offers a raised deck perfect for outdoor dining and grilling, along with mature trees that provide shade and privacy and ample room for recreation or gardening. With updated HVAC systems, a smart and adaptable layout, and a location convenient to schools, shopping, parks, and major commuter routes, this home blends comfort, versatility, and value in a setting designed for everyday enjoyment. Welcome home!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kristin Corsello-Egmont
$2,800 / mo (USD)
East Norwalk Area Rental Home
Active
6 Pleasant Street 3 Norwalk, CT 06855
3 Bed
1 Baths
2757 sqft
MLS# 24157798
ALL UTILITIES INCLUDED - Spacious 3-bedroom unit located in desirable East Norwalk, offering a bright and functional layout with ample living space. Enjoy a large private balcony, perfect for relaxing or entertaining. Well maintained and move-in ready with a comfortable, functional flow ideal for everyday living. Enjoy the ease of two off-street parking spaces and a prime location close to beaches, parks, shopping, dining, train, and major highways. An opportunity to live in a desirable neighborhood with utilities fully covered.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Demetrios "Demetri" Dassouras
$2,800 / mo (USD)
Cove Area Rental Home
Active
638 Cove Road 2 Stamford, CT 06902
2 Bed
1 Baths
1180 sqft
MLS# 24166928
Turn the key to easy, sun-filled living in Stamford's coveted Cove neighborhood! Welcome to 638 Cove Road Unit #2, a bright and inviting 2-bedroom, 1-bath home that checks all the boxes. Featuring a spacious living area filled with natural light, two true bedrooms, and a well-appointed kitchen with a dishwasher, this apartment offers both comfort and functionality in a prime location. Just moments from Cove Island Park, beaches, walking trails, and neighborhood favorites, you'll love having the best of Stamford's shoreline right outside your door. With the added convenience of on-site laundry and easy parking, everyday living is effortless. Whether you're commuting or embracing the coastal lifestyle, Unit #2 delivers exceptional value and location-this is one you don't want to miss!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Geoffrey Hollander
$2,650 / mo (USD)
Downtown North Area Rental Home
Active
54 Richmondville Avenue Westport, CT 06880
1 Bed
1 Baths
900 sqft
MLS# 24160951
Bright and Beautifully remodeled 2 floor 1- bedroom and 1 full bath apartment.Offering a spacious sun filled living area and oversized primary ensuite.Featuring a brand new kitchen with new appliances and an in unit washer and dryer.Ideally located within walking distance to town with easy access to Westport's shops, dining and beach.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Kosut
$2,600 / mo (USD)
North End Area Rental Home
Active
51 Waller Road Bridgeport, CT 06606
3 Bed
1 Baths
1219 sqft
MLS# 24134240
SHORT TERM UNFURNISHED RENTAL ONLY!!!!Updated Ranch Style home located within walking distance to Sacred Heart University and close to the Merritt Parkway. Spacious remodeled eat-in kitchen with dining area and island/breakfast bar. Cherry wood cabinets, stainless steel appliances and tile back splash. Full size washer and dryer in kitchen. The full bath has been updated with neutral tile in the tub and shower area. All 3 bedrooms are spacious with double closets. Level yard with patio. Garage has additional storage. Ample driveway can accommodate several cars. NO STREET PARKING PERMITTED. The owner provides lawn cutting and lawn care. Snow removal is the tenant's responsibility. RENTAL TERM FROM December 2025-MAY 2026 is $2600 per month. Applicants and cosigners need to provide credit checks through Rent Spree at their expense and provide to the listing agent. Renter's insurance required. NO PETS OR SMOKERS WITH NO EXCEPTIONS! Tenants receive a full tank of oil at the start of the lease and the tenants leave a fuel tank upon leaving through the owner's oil company. Photos from previous listing.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Marilyn Heffers
$2,350 / mo (USD)
East Norwalk Area Rental Home
Active
3 Betts Place 4 Norwalk, CT 06855
1 Bed
1 Baths
2516 sqft
MLS# 24172850
Location, lifestyle, and a touch of timeless charm - welcome to one of East Norwalk's most coveted addresses. Perfectly positioned just over the Norwalk River drawbridge, this gem offers the best of convenient maritime living with a full sense of tranquility. Tucked away on a quiet street without the hustle, bustle, or parking headaches, you'll find this impeccably restored Queen Anne Victorian oozing with character and coastal charm. Stroll to vibrant restaurants, Veterans Memorial Park, Norwalk Marina, SONO, and the East Norwalk Metro North Station - all within minutes. This sun-filled, freshly renovated one-bedroom apartment features a sleek modern kitchen with quartz counters and stainless appliances, a stylishly updated bath, soaring 9-foot ceilings, huge windows, and chic finishes. Relax on the gracious wraparound porch overlooking Norwalk Harbor, surrounded by lush seasonal plantings and rocking chairs - the perfect setting for morning coffee or evening cocktails and wine. East Norwalk's vibrant boating community, walkability, and waterfront lifestyle await - and opportunities like this rarely come along.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Geoffrey Hollander
$2,300 / mo (USD)
Mid City Area Rental Home
Active
30 Glenbrook Road 10F Stamford, CT 06902
1 Bed
1 Baths
800 sqft
MLS# 24173806
Updated and spacious top-floor unit offering sweeping views of downtown Stamford from the private balcony. Positioned in a prime corner location, this bright and inviting 1-bedroom, 1-bath home is filled with natural light and showcases impressive city skyline views from multiple exposures. The open layout provides comfortable living and dining space, updated appliances, and plenty of closet space for all of your storage needs. Enjoy the privacy and convenience of top-floor living with easy access to shopping, dining, transportation, and everything downtown Stamford has to offer. Heat and hot water included in rent.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Adam Sclafani
$2,100 / mo (USD)
Broad River Area Rental Home
Pending
11 Bedford Avenue O-3 Norwalk, CT 06850
1 Bed
1 Baths
732 sqft
MLS# 24146874
NEWLY REDUCED - RESERVED PARKING SPOT AND LAUNDRY IN THE COMPLEX! HEAT, HOT WATER INCLUDED! Bright, sunny, and spacious renovated condo unit. Hard wood floors throughout. Nicely renovated kitchen, tile floor, cherry cabinets, updated appliances, recessed lighting, 1 Ceiling fan. Fresh full bathroom with stall shower, ceramic tile. Generous sized bedroom with large closets and hardwood floor. Large living area with dining area. Laundry on premises. Great location with convenient access to I-95 and Merritt Pkwy. Next to the elementary school and around the corner from the hospital. Very close to all public transportation and shopping. Quiet setting in Kingsley complex with a parklike atmosphere. Available Immediately. The unit comes with one assigned parking spot (#47); there is a communal laundry room in building F which is in the center of the complex; the Postal Box are also located in the center of the complex. All applicants are required to do a RentSpree application, credit check, and provide proof of funds.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Ninfa Valella
$2,100 / mo (USD)
South Norwalk Area Rental Home
Active
218 Flax Hill Road 2 Norwalk, CT 06854
1 Bed
1 Baths
5617 sqft
MLS# 24146836
All Utilities Included! Discover this 1 bedroom rental in a central location, just minutes from vibrant downtown Norwalk. Enjoy a open concept layout, dedicated off street parking, and unbeatable convenience to shopping, dining, and major highways. With heat, hot water, and electricity all covered, this is a hassle free living experience. Make it yours today!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Demetrios "Demetri" Dassouras
$2,000 / mo (USD)
Stratford Area Rental Home
Active
35 Harding Avenue Stratford, CT 06615
2 Bed
1 Baths
2040 sqft
MLS# 24169627
Bright and private, freshly painted, with refinished floors and updated bathroom, 2-bedroom, 1-bath, 1st floor apartment with roughly 1000 sq feet of living space, in a quiet, owner-occupied 2-family Stratford home. Five-minute drive from the local beaches and waterfront restaurants, a commuter's dream with easy access to I-95 and Metro North train station. Private entrance, 1-2 car driveway. No smoking, no pets. Washer and dryer on premises. Access to the side yard. Tenant is responsible for electric, gas, portion of sewer bill, cable, internet, NO PETS, NO SMOKING, minimum one-year lease
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Katerina "Kat" Hendrickson
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203-244-2900
