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
$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 Road 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
$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
$4,199,000 (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
$3,250,000 (USD)
Beach Area Single Family Home
Pending
274 Pine Creek Avenue Fairfield, CT 06824
2 Bed
3 Baths
2812 sqft
MLS# 24147983
Waterfront summer living! This slice of heaven features 2-3 bedrooms, 2.5 bathrooms, and a detached studio apartment with a full bath. This modern architectural masterpiece, designed by award winning architect, Roger Ferris, has breathtaking views and an abundance of natural light, courtesy of the expansive floor to ceiling windows in every room. The dreamy primary bedroom has panoramic water views with the Manhattan skyline in the distance. The second bedroom contains a loft which provides two separate, private sleeping nooks and a lounge area with two-story, floor to ceiling windows. The detached studio apartment makes an ideal option for guests or extra recreational space with a wet bar and loft. The spacious exterior offers ample yard and deck space directly on the water for abundant outdoor living opportunities. Walk to the sandy beach from your yard at low tide or stroll down your sleepy street to the beach access path. This unique home's private, tranquil, waterfront setting makes it hard to believe it is so close to town, Metro North, and 95 for easy commuting, shopping, and dining in beautiful Fairfield.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jennifer Rosen
$2,790,000 (USD)
Coleytown Area Single Family Home
Coming Soon
56 Charcoal Hill Road Westport, CT 06880
5 Bed
3 Baths
2552 sqft
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
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
$2,595,000 (USD)
Greenfield Hill Area Single Family Home
Active
3808 Redding Road Fairfield, CT 06824
4 Bed
5 Baths
5376 sqft
MLS# 24160945
3808 Redding Road is the kind of property that feels discovered rather than found. A place where time has softened the edges, and the landscape tells its own story. Dating to 1769 and set on nearly eighteen acres of open fields and mature trees, this is one of Fairfield's earliest homes, thoughtfully rebuilt in 2008 to preserve its character with modern ease. Inside, the home unfolds with warmth and authenticity. Original beams and centuries-old wood floors ground each space, while natural light moves through refreshed interiors. At the center is a rare three-fireplace hearth - not just an architectural feature, but where the home gathers and winter evenings settle in. Four bedrooms and four and a half baths offer comfort and retreat, with a private balcony off the primary overlooking the property. Outdoors, the experience is equally compelling. Open land gives way to orchard rows planted with heirloom apple varieties, woodland edges, and a landscape long suited to small-scale farming. A historic barn, carriage house, and chicken coop continue the story, offering flexibility for guests, creative pursuits, or a return to its agricultural roots. It's a setting defined not only by its history, but by the space it provides - for gardens, horses, or simply privacy. Close to town yet entirely its own world, 3808 Redding Road is more than a home. It's a place to gather, slow down, and settle into something everlasting.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney
$2,499,000 (USD)
South Wilton Area Single Family Home
Coming Soon
12 Langner Lane Wilton, CT 06897
5 Bed
6 Baths
5231 sqft
A rare offering in sought-after South Wilton, this exceptional 2009 Colonial pairs over 5,700 square feet of sophisticated living space with the feel of a private retreat. Surrounded by 1.8 acres of park-like grounds, the property offers a serene, resort-like setting just minutes from Rolling Hills Country Club, Ambler Farm, and major commuter routes. Designed for both elegant entertaining and effortless daily living, the home features 5 bedrooms and 6 baths, including a flexible main-level suite ideal for guests or a private office. Sun-filled living spaces include a gracious sitting room, living room, and sunroom, while two fireplaces bring warmth and character throughout. The kitchen is perfectly positioned to overlook the pool and backyard, with sliding doors opening to the deck and outdoor entertaining spaces for seamless indoor-outdoor living. Upstairs, a spacious great room provides ideal flex space for media, play, or gathering, while the expansive primary suite offers walk-in closets and a spacious bath. A second-floor laundry room, walk-up unfinished attic, and finished lower level add versatility and convenience. Outside, the lifestyle is truly exceptional. A saltwater pool, hot tub, expansive deck, level lawn, and indoor/outdoor sound system create the feel of a private oasis-peaceful, polished, and perfectly suited for both quiet enjoyment and entertaining. Offering a rare blend of space, style, and serenity, this home is a true gem.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Benjamin "Ben" Howell
$2,495,000 (USD)
Southport Area Single Family Home
Coming Soon
790 Cedar Brook Lane Fairfield, CT 06890
5 Bed
5 Baths
4730 sqft
Set along a storybook private drive, where a gently winding brook passes beneath charming stone bridges, this is a home defined as much by its setting as by the way it lives. There's a quiet magic here-a sense of privacy and calm that feels rare, yet a warmth that makes it easy to imagine putting down roots and staying awhile. Inside, the home unfolds with an easy, natural flow. The spaces are generous without excess, designed for real living and the moments that shape it. The kitchen and great room come together as the heart of the home-open, inviting, and filled with light-where everyday routines and gatherings blend seamlessly. Cathedral ceilings and a wood-burning fireplace add both scale and comfort, creating a place that feels equally suited for slow mornings and full evenings. Thoughtful flexibility is woven throughout, with spaces to work, create, and grow, along with a finished lower level that adapts as life evolves. Upstairs, the primary suite offers a sense of retreat, set apart for quiet and privacy, while several additional bedrooms provide room to expand, host, and settle in. Outdoors, the property invites a slower pace. Dining on the deck, tending to a garden, or simply enjoying the open yard feels effortless, with the soft sound of the brook never far away. Here, privacy and connection coexist-tucked away in a setting that feels like its own small world, yet just minutes from town, train, and shoreline. A place to grow into, and a place to stay.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney
$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
$2,295,000 (USD)
Roseville/North Ave Area Single Family Home
Pending
140 Roseville Road Westport, CT 06880
4 Bed
3 Baths
3099 sqft
MLS# 24132813
Perfectly sited on 1.59 acres, this 4-bedroom, 3-bath antique home invites a lifestyle defined by warmth, ease, and understated elegance. Original wideboard floors, an impressive hearth fireplace, and beautifully preserved details create a sense of history, while the open, light-filled layout supports a modern way of living-whether hosting gatherings or enjoying quiet moments at home. The main level is designed for flexibility and comfort, with a first-floor bedroom or office that easily adapts to guests or work-from-home needs. Upstairs, the primary suite offers a calming retreat with a walk-in closet and full bath. Two additional bedrooms, a hall bath and small study provide space for family, creativity or focus. Thoughtful updates, including newer mechanicals and roof ensure a turnkey experience without compromising the home's character. Outdoors, life naturally extends into a private, resort-like setting. A gunite pool and spa invites long summer afternoons, while the expansive, sun-filled lawn sets the stage for entertaining, play or simply unwinding. The detached 2-car garage with heated loft offers a versatile escape-ideal for home gym, studio or relaxed gathering. Moments from town, dining, and all transportation, this is a delightful retreat where every day living feels both effortless and elevated.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Emily Gordon
$1,795,900 (USD)
Nichols Area Single Family Home
Coming Soon
161 Pinewood Trail Trumbull, CT 06611
4 Bed
4 Baths
7171 sqft
Welcome to 161 Pinewood Trail, a beautifully crafted 2017 Colonial offering over 7,000 square feet of thoughtfully designed living space across 3 finished levels, with stunning lake views & over 80 feet of private frontage. The open-concept main level features a grand two-story foyer and spacious great room with coffered ceiling and double-sided gas fireplace shared with the formal dining room, plus a chef's kitchen with Sub-Zero refrigerator, Wolf six-burner cooktop and hood, GE Monogram double wall oven, Bosch dishwasher, and large island with seating for 5, with 4 sets of French doors opening to a rear deck & bluestone patio for effortless indoor-outdoor entertaining. Upstairs, the primary suite offers multiple closets and a spa-style bath with Bain Ultra air jet tub, large tiled shower, dual vanity, & serene lake views, complemented by 2 additional bedrooms, an additional full bath & a dedicated laundry room with sink. The finished walkout lower level adds the 4th bedroom, full bath, family room w/ kitchenette, sunroom w/wall of windows overlooking the water, dedicated gym w/rubber flooring, all opening to the rear patio within easy reach of the water's edge. Designed for every chapter of life, this home provides rare luxury and accessibility with an elevator serving all three levels, wide hallways and doorways for wheelchair access, first-floor roll-in shower, safety handrails, step-free heated front entrance, and a fully accessible pathway from the house to the wate
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kristin Corsello-Egmont
$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
$1,599,000 (USD)
University Area Single Family Home
Active
276 Pemburn Drive Fairfield, CT 06824
4 Bed
5 Baths
3030 sqft
MLS# 24167987
A home that just makes sense the moment you walk in. Bright, quiet, and incredibly comfortable, with a layout that truly works for the way people live today.The heart of the home is exactly where it should be-the kitchen, breakfast area, and family room all flow seamlessly together, creating an easy, connected space for everyday living and entertaining. It's the kind of layout buyers are always looking for and rarely find done this well.Set on a flat, expansive yard with room for a pool, this is a property that lives as well outside as it does inside. Think backyard wiffle ball games, outdoor dinners all summer long, and a neighborhood that feels like a true community-block parties, kids playing, and the ability to walk to Holland Hill School and nearby playgrounds.Inside, the home balances casual living with spaces that still feel special. A formal dining and living room set the stage for holidays, traditions, and gatherings, while the family room becomes the everyday hub for movie nights and downtime.Extremely well maintained and thoughtfully upgraded over time, this is a true turn-key offering with features buyers value-whole house generator, natural gas conversion, updated appliances, custom built-ins, and an expanded bluestone patio that elevates the outdoor experience.Location is another standout. Tucked into a neighborhood setting, yet just minutes to everything-Starbucks, Whole Foods, Trader Joe's, local markets, downtown Fairfield, Metro North, and both I-95/Merritt.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney
$1,485,000 (USD)
Beach Area Single Family Home
Active
66 Catherine Terrace Fairfield, CT 06824
4 Bed
3 Baths
1822 sqft
MLS# 24133884
OFFERS DEADLINE IS NOON TUESDAY, APRIL 21. Welcome to this beach area gem on a popular IN-TOWN CULDESAC. Here you have WALKABLE CONVENIENCE to top-ranked neighborhood schools, main street shopping and restaurants, public beaches, golf and tennis. Easy commuting with Metro North trains only a half mile away or hop on Interstate 95. Stroll or bike to concerts on the Green, the Memorial Day Parade and Fourth of July fireworks on the beach. REFRESHED, NEW AND LOTS TO LOVE!! Fresh paint from top to bottom and the new and refinished solid hardwood stairs and flooring add to the cheer of this light-filled home.The kitchen features subway tile, shaker custom cabinetry, recessed and countertop lighting, stainless Bosch appliances, quartz countertops with a matching table that doubles as a center island. There is new recessed lighting in the front living room and the lower level rec room, which also has new carpet and new insulated windows. PRACTICAL AND FLEXIBLE LAYOUT: The Primary Bedroom suite is roomy enough for a king bed, and has walk-in closet outfitted with California Closet built-ins, vaulted ceiling, new skylights and remote-controlled shades.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman
$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
$1,369,000 (USD)
Coleytown Area Single Family Home
Active
13 Highland Road Westport, CT 06880
4 Bed
3 Baths
2170 sqft
MLS# 24160076
Easy, one level living in this wonderful refreshed Ranch located on a beautifully landscaped dry, level acre on a great cul-de-sac. Located in the Coleytown section of Westport, this lovingly cared for home has many recent improvements including a fabulous sunlit Christopher Peacock chef's kitchen with Breakfast Bar and a dedicated Office with built-ins and Laundry. The flexible floor plan offers a Living Room with fireplace that connects to a spacious FamilyRoom/Sunroom, which in turn opens to the Private Back Yard with Patio, Deck and Garden Area. The Primary Bedroom has a walk-in closet and private Bath. The 2 other well-proportioned Bedrooms share another Bath. The separate 4th Bedroom has a murphy bed and an adjacent full Bath, offering a private space for guests/inlaw. Enjoy 3 remodeled Baths, newer Mud Room, engineered walnut flooring, newer windows,, newer septic (2012) exterior/interior paint and the fireplace convertion to gas. The 2nd bay of the 2 Car Detached Garage is being used for storage and can be converted back to 2 bays.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Laurie Crouse
$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
$1,275,000 (USD)
Greenfield Hill Area Single Family Home
Pending
3725 Redding Road Fairfield, CT 06824
4 Bed
4 Baths
2870 sqft
MLS# 24161267
Nestled in the heart of coveted Greenfield Hill, this beautiful classic New England Colonial blends timeless charm, modern comfort & exceptional privacy. Set on 3.5 picturesque acres, the property feels like a private retreat yet is just minutes from town, beaches & Fairfield's top-rated schools. Designed for everyday living & entertaining, the home offers over 4,000 sq ft of thoughtfully designed space with sun-filled rooms & hardwood floors. The heart of the home is a spacious eat-in kitchen with stainless steel appliances plus a built-in bar area flowing into the inviting living room with a fireplace & large windows overlooking the serene property, perfect for gathering with family & friends. A dramatic family room with vaulted ceilings, fireplace & sliding doors leads to a large deck for seamless indoor-outdoor living surrounded by nature. The light-filled primary suite is a true sanctuary with a walk-in closet, fireplace, a luxurious spa-like bath with Carrara marble, heated floors & a soaking tub. The finished 3rd floor offers a 4th bedroom & full bath/versatile bonus space (au pair suite, office, playroom). A walk-out lower level has flexible space for a playroom, office or gym, plus a nearby stone patio. Expansive grounds feature open lawn, gardens, full deer fencing, mature trees, a tranquil brook-perfect for relaxing or entertaining in a peaceful natural setting. This timeless, elegant Greenfield Hill home with exceptional space & privacy is a rare opportunity.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Patricia "Pat" Shea
$1,250,000 (USD)
Wilton Area Single Family Home
Coming Soon
117 Whipstick Road Wilton, CT 06897
4 Bed
3 Baths
2553 sqft
Tucked on a private lane just off Nod Hill and Whipstick Roads, this home is a hidden escape - where life slows, and every day begins with a sense of calm. The approach is quintessential New England: a winding, scenic drive that opens to rolling topography, timeless stone walls, and a classic 4BR colonial gracefully set into picturesque surroundings. Inside, the home unfolds with warmth and intention. Sunlight pours through thoughtfully updated spaces with craftsmanship evident at every turn; a gorgeous eat-in kitchen is the heart of the home and the flow from room to room is seamless and easy. Custom millwork, refined moldings, solid doors, updated bathrooms and beautifully integrated built-ins combine quality and function. No detail is overlooked. The connection to the outdoors is constant and captivating. A stunning family room wrapped in expansive windows invites natural light, with wildlife and the changing seasons always in view. Evenings are best spent on the wraparound deck, while the property itself becomes a backdrop for cherished moments - from winter sledding down the neighborhood hill to summer days spent exploring along the footbridge out front. Life on the private lane offers a true sense of community - where neighbors become friends and impromptu gatherings happen with ease. A property defined by its space and natural surroundings, this home is set in one of Wilton's most peaceful neighborhoods.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Adrienne Schoetz
$1,195,000 (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
$1,150,000 (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
$1,100,000 (USD)
Weston Area Single Family Home
Pending
103 Davis Hill Road Weston, CT 06883
5 Bed
3 Baths
3080 sqft
MLS# 24110407
Quintessential center hall Colonial just minutes from the heart of town and top-rated schools, this charming home offers 5 bedrooms and 2.5 bathrooms with a thoughtfully designed layout ideal for today's lifestyle. New oversized Marvin windows flood the home with natural light, enhancing the excellent floor plan and seamless flow throughout. The main level features two distinct living spaces connected by the dining room, kitchen, and eat-in area with vaulted, beamed ceilings and a striking floor-to-ceiling fireplace. Sliding doors lead to a newly refurbished, expansive deck-perfect for indoor-outdoor entertaining. The formal living room includes an additional fireplace and access to a screened-in porch. Also on the main floor is a flexible in-law or au pair suite with a bedroom and full bath, along with a home office and a mudroom/laundry room with its own entrance. Upstairs, the primary bedroom offers a walk-in closet, accompanied by three additional bedrooms and a full bath. The lower level provides a large unfinished space with endless possibilities-playroom, gym, or recreation area-and direct access to the two-car garage. Numerous recent updates include bluestone walkways, newer Hardie board siding, and freshly painted interior. This immaculate and level property is perfect for recreation & offers privacy while being conveniently located near Weston's Dog Park and scenic trails. All of this plus top notch Weston schools & rights to use Westport beaches. Welcome home!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jenny Walsh
$1,100,000 (USD)
Nichols Area Single Family Home
Pending
68 Old Dike Road Trumbull, CT 06611
5 Bed
4 Baths
3657 sqft
MLS# 24155839
Welcome to a rare gem that seamlessly blends elegance, comfort, & the coveted Pinewood Lake lifestyle. This 5-bedroom, 4-bath Colonial offers not just a home, but an unparalleled way of life with deeded lake rights to the highly sought-after Pinewood Lake. Imagine waking up to the serenity of 110 feet of pristine lakefront, complete with new sand on your own private beach. Step inside & be greeted by hardwood floors and a light-filled main level. The Living Room, Dining Room, & Kitchen connect seamlessly, creating an inviting and open space for entertaining. A stone-faced fireplace adds warmth and character, while French doors lead to a composite deck overlooking a private, expansive fenced-in yard. The oversized Family Room, with its vaulted ceilings, provides the perfect space for relaxation or gatherings. The private Master Suite occupies the third level, creating a tranquil retreat. With its own balcony, a luxurious spa-inspired bath, and a walk-in closet, this suite offers privacy & comfort. Four additional bedrooms on the second level share a beautifully appointed hall bath. The fully finished Lower Level adds even more versatility to this home, complete w/a full bath & ample space for a playroom/media room & office, or potential 6th bedroom. From here, step outside to the backyard & follow the path to the lakefront, where you'll discover a charming lakeside "Cottage," a private dock, & your own sandy beach.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kristin Corsello-Egmont
$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
$979,000 (USD)
In-Town Area Single Family Home
Pending
25 Maplewood Avenue Westport, CT 06880
3 Bed
3 Baths
1212 sqft
MLS# 24130771
LOVE IT TODAY, DREAM YOUR TOMORROW! WOW!!! This snuggly 1800sf bungalow is ready for you to move right in with 3-bedrooms, 2-1/2 baths total on 3 levels (which includes the 1 bedroom/1bath Lower Level legal accessory apartment). Guests feel welcomed the minute they step through the 25 Maplewood front door into the light-filled main level where entertainment feels easy-peasy! The open floor plan has wonderful flow between Living Room with built-ins, roomy Dining Room and Kitchen with stainless steel appliances, updated cabinetry and granite countertops. The upstairs top level features an unexpectedly roomy Primary Bedroom and Bedroom #2. Closet built-ins maximize storage and an updated bathroom are wonderful features. The Lower Level holds RARE TREASURE in Westport that yields an income option: a LEGAL ACCESSORY APARTMENT with direct walkout to paved parking at its entry and its own #2 Willowbrook mailing address. You can opt to rent it as an ongoing income supplement (as the Seller did for 14 years and at $1425 most recently) --- OR as your primary residence while renting the upper level for greater cash flow(current owner yielded $5750/month for the recent 1-1/2 years ...see MLS listing #24013621)! Or maybe you will opt to live the whole house as all-yours and use it as a private office or recreation space . Off-street paved parking for 6 cars adds a fabulous advantage on a street where many get by with far less.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman
$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
$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
$829,000 (USD)
South Wilton Area Single Family Home
Pending
35 Orchard Drive Wilton, CT 06897
3 Bed
2 Baths
1853 sqft
MLS# 24165402
Location! Location! Location! This is the one for which you have been waiting. Nestled at the end of a quiet cul-de-sac off Sturges Ridge, this 3-bedroom ranch-style home offers a Generac Generator, heated garage, screened porch, and a deer-fenced area on a flat back yard. Set on 2.2 acres with mature plantings. Inside, you'll find generously sized rooms, hardwood floors, an anti-foyer, foyer, and a spacious living room with fireplace. The unfinished lower level--a blank slate--features a fireplace, ample storage and access to garage and backyard. Whether you are looking to downsize, invest, or create your dream home, 35 Orchard Drive offers an ideal canvas in a coveted South Wilton neighborhood.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Marylou Jamieson
$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
$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
$770,000 (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
$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
Active
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
$495,000 (USD)
Wolfpit Area Townhouse
Active
100 Wolfpit Avenue 17 Norwalk, CT 06851
2 Bed
2 Baths
1184 sqft
MLS# 24167465
Incredible end unit townhouse at Wolfpit 27 near the Norwalk/Westport border - This spacious 2 bedroom, 1.5 bath home offers the perfect blend of comfort, privacy & convenience. 3 levels of living space feature an open-concept main floor with hardwood floors, fireplace, deck & abundant natural light. The kitchen includes granite counters, an eating area, with access to another balcony. A nearby powder room completes the main level. Upstairs, the primary bedroom offers a large walk-in closet & a private balcony with a 2nd bedroom also featuring its own balcony overlooking lush greenery. A peaceful retreat throughout the day or evening. Enjoy serene living & seasonal changes from every room. The expansive walk-out lower level with laundry provides endless possibilities - ideal for a third bedroom, home office, gym, recreation area, and more. New HVAC. This well-maintained complex is pet-friendly, offers a pool and is ideally located near every amenity: Cranbury Park, beaches, I-95, the Merritt Parkway, shopping, dining, public transportation, & the vibrant downtowns of both Westport and Norwalk.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Patricia "Pat" Shea
$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
Active
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
$359,000 (USD)
Walnut Beach Area Condo
Pending
85 Viscount Drive B21 Milford, CT 06460
2 Bed
1 Baths
990 sqft
MLS# 24156458
Welcome to Heritage Sound, a highly sought-after beachside condo community just steps from Walnut Beach, with boardwalks that extend all the way to Silver Sands State Park. Located in Building B, this desirable second-floor end unit is filled with natural light. Upon entry, you're welcomed by a spacious family room featuring an open floor plan and sliding doors that lead to a private balcony overlooking the courtyard - perfect for relaxing or entertaining. The kitchen offers ample cabinetry and abundant natural light. Both bedrooms are generously sized with large windows that fill the rooms with sunshine. The full bathroom has been tastefully updated and includes the convenience of an in-unit washer and dryer. Beautiful floors run throughout the home, and the HVAC system is brand new for added peace of mind. Additional features include Storage Unit #1, located just down the hall, elevator access, and a designated carport # 146. Enjoy everything this vibrant beach community has to offer - kayaking, paddleboarding, yoga on the beach, local restaurants, and an ice cream shop - all just moments from your door.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Katerina "Kat" Hendrickson
$330,000 (USD)
Sono Area Townhouse
Pending
126 Washington Street Apt 304 Norwalk, CT 06854
1 Bed
2 Baths
960 sqft
MLS# 24157438
A wonderful opportunity to own a beautifully renovated and quiet one-bedroom apartment in the heart of SoNo. Just steps from restaurants, bars, the waterfront, the Maritime Aquarium, Metro North, the movie theatre, and the SoNo Collection mall, you'll enjoy everything this vibrant neighborhood has to offer. Yet this third-floor condo offers a peaceful retreat, set away from the noise and activity of Washington Street.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Dunsmore
$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)
Coleytown Area Rental Home
Active
3 Little Lane Westport, CT 06880
5 Bed
7 Baths
5410 sqft
MLS# 24168392
Spend your summer in style in this beautifully decorated 5-bedroom Westport retreat designed for effortless indoor-outdoor living. Price is per month. Set on a flat, fully usable acre, perfect for lawn games and entertaining, this elegant home offers the ultimate seasonal escape. Sun-filled interiors feature refined finishes, gracious living spaces, and a dedicated home office for easy remote work between beach days. The heart of the home opens to a stunning backyard oasis with a sparkling pool, expansive patio, and plenty of space to relax, dine, and soak up the sunshine. A bonus room adds flexibility for play, guests, or movie nights, while the finished lower level with gym equipment makes it easy to stay active all summer long. Additional highlights include a 3-car garage, generator for peace of mind, and spacious, thoughtfully designed rooms throughout. Perfectly located to enjoy Westport's beaches, dining, shopping, and vibrant summer lifestyle, this inviting home is the ideal place to make unforgettable summer memories.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Skolnick
$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
$50,000 / 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
$35,000 / mo (USD)
Lower Weston Area Rental Home
Active
37 Beaverbrook Road Weston, CT 06883
5 Bed
6 Baths
5734 sqft
MLS# 24165985
Summer Rental Opportunity! Enjoy the ultimate Connecticut summer in this private lakefront retreat set atop a knoll with sweeping views of Beaverbrook Lake. This custom-quality home blends classic architecture with modern, light-filled interiors, featuring high ceilings, oversized windows, and wide-plank floors throughout. The main level offers a gracious living room with fireplace, formal dining room with custom millwork, and a chef's kitchen with Sub-Zero appliances, large island, walk-in pantry, and French doors to a wraparound porch overlooking the water and pool. A dramatic great room with double-height ceilings and stone fireplace, plus a private library, complete the main floor. Upstairs, the primary suite includes lake views, a spa-like bath, dual walk-in closets, and office/gym space. All additional bedrooms are spacious with en-suite baths. Outdoor living is exceptional with a resort-style pool, spa, waterfalls, stone patio, and fire pit surrounded by lush landscaping. Included: kayak with oars, fishing gear, fire pit, and finished lower level with ping pong and movie setup. Optional Audi Q5 with beach pass available for an additional fee. A rare turnkey summer rental offering privacy, views, and luxury just minutes to Westport amenities and beaches. Available June 22 - August 27 for $35,000/mo or $60,000/term. See adden
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross
$25,000 / mo (USD)
Shippan Area Rental Home
Active
23 Auldwood Road Stamford, CT 06902
5 Bed
4 Baths
2588 sqft
MLS# 24150406
Classic Shippan Colonial with private Beach Access for Summer Rental! Have the ultimate summer with gorgeous pool, BBQ with outdoor kitchen framed by rose trellis, expansive patio with firepit, basketball hoop and ping pong. You will never run out of things to do! Updated kitchen and baths and perfect nooks for lounging, reading and relaxing. Complete with hammocks surrounded by summer perennials. Finished LL and separate office space to easily work from home while enjoying a quick commute to Grand Central. Walk to the private beach in the ALC association.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Mary Petro Noonan
$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
$18,000 / mo (USD)
South Wilton Area Rental Home
Active
25 Deacons Lane Wilton, CT 06897
7 Bed
6 Baths
4411 sqft
MLS# 24151218
Settle in to the summer you've been waiting for. This beautifully furnished home lives like a private resort, where days begin poolside and evenings unfold on the expansive terrace with outdoor kitchen and fire pit, surrounded by lush, manicured grounds. Designed for effortless indoor-outdoor living, every space invites you to slow down, entertain easily, and enjoy the season. Inside, light-filled rooms offer comfort and flexibility with five bedrooms, a dedicated home office, four full baths, and two powder rooms. The oversized eat-in kitchen-complete with honed granite counters, high-end stainless appliances, and a wet bar-anchors the home and makes gathering feel natural and relaxed. Multiple living areas provide room to unwind, work remotely, or enjoy movie nights, while an upstairs playroom with projector, a private gym, and sauna elevate everyday living. Tesla charging station. Fabulous in-town location with easy NYC access. Summer at its very best! Arrive, exhale, and enjoy.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Adrienne Schoetz
$16,500 / mo (USD)
Long Lots Area Rental Home
Active
26 Long Lots Lane Westport, CT 06880
5 Bed
5 Baths
3189 sqft
MLS# 24158909
Beautifully maintained and move-in ready, this exceptional rental is located on a peaceful private lane. Built in 2014, the home offers a versatile floor plan spanning four finished levels, providing abundant space for everyday living, working from home, and entertaining. The bright, open-concept chef's kitchen serves as the centerpiece of the home and features two islands-perfect for casual dining, meal preparation, and gathering with friends and family. Sunlight fills the main living areas, creating a warm and inviting atmosphere. Upstairs, the second floor includes a generous primary suite along with three additional bedrooms. One bedroom is privately situated in its own wing with a full bath, offering excellent flexibility for guests, an in-law arrangement, or a secondary living space. The third floor features an ideal work-from-home setup with an office (or additional bedroom), a comfortable sitting area, and a full bath. The fully finished lower level offers even more space, including a large playroom or media room plus a dedicated gym area. Offered fully furnished, this home provides an effortless lifestyle-simply unpack and enjoy everything Westport has to offer, from top-rated schools and a vibrant downtown to beautiful beaches and coastal living. Long term tenant preferred.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross
$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)
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
$12,000 / 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
$11,500 / mo (USD)
Compo South Area Rental Home
Active
188 Compo Road South Westport, CT 06880
3 Bed
4 Baths
2388 sqft
MLS# 24155993
Beautifully furnished annual rental in the heart of Westport, CT. This spacious 3-bedroom residence offers 3 full baths and 1 half bath and has a flexible floor plan with two additional rooms that the current owner has been using as bedrooms. It has been thoughtfully designed for comfortable living and effortless entertaining. The light-filled interior features generous living spaces, tasteful furnishings throughout, and a dedicated home theater with a movie projector and Bose surround sound system-perfect for movie nights and game days. The fully equipped kitchen and cozy bedrooms provide comfort for the whole family. Step outside to an exceptional private oasis with resort-style outdoor amenities. The beautifully landscaped property includes a sparkling swimming pool, lush gardens, an outdoor kitchen with BBQ, and an extra-large dining table ideal for summer meals and celebrations. Multiple outdoor seating areas invite relaxation, including a spacious outdoor daybed with curtains for privacy, two outdoor fire tables, and a ping-pong table-perfect for entertaining guests of all ages. Ideally located close to Westport's beaches, downtown shops and dining, the train station to NYC, and cultural attractions such as the Levitt Pavilion, this peaceful retreat offers the very best of Westport living-combining luxury, convenience, and refined indoor-outdoor living.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Brittany Strouse
$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
$9,800 / mo (USD)
Saugatuck Area Rental Home
Active
59 Crescent Road Westport, CT 06880
4 Bed
4 Baths
3146 sqft
MLS# 24162571
This beautifully maintained home in the heart of Westport offers the perfect blend of comfort, style, and convenience. Sun-filled interiors feature an open and inviting layout with spacious living areas, hardwood floors, and seamless flow for both everyday living and entertaining. The kitchen features quality cabinetry, top-of-the-line appliances, and ample counter space, opening to the family room. The spacious dining room is ideal for gatherings, while the living room boasts a cozy gas fireplace perfect for entertaining or just relaxing. Upstairs, generous bedrooms provide flexibility for family, guests, or home office needs, while the primary suite features custom cabinetry, a spa-like bath, and a walk-in closet with built-ins. The property is complemented by a beautifully landscaped backyard with fruit trees, specimen plantings, and a deck overlooking the yard-perfect for outdoor gatherings, play, or relaxation. Enjoy a truly convenient lifestyle with the ability to walk to Le Pain Quotidien for your morning coffee, as well as nearby fitness options, grocery stores, and more. Located just minutes from Westport's vibrant downtown, beaches, train, and top-rated schools, this home delivers easy access to everything you need. Move-in ready and full of charm, this is an exceptional opportunity not to be missed.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Pamela Cornfield
$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
$9,000 / mo (USD)
Long Lots Area Rental Home
Active
8 Bauer Place Westport, CT 06880
4 Bed
4 Baths
2599 sqft
MLS# 24157031
GET READY FOR THE UNEXPECTED when you pass through the front door of this charming 1940s cape and experience its clever DESIGN AND OPEN FLOOR PLAN making it relevant to today's lifestyle -- practical and functional! EASY LIVING is magnified by its CONVENIENCE TO SCHOOLS, FOOD, SHOPPING AND MORE. Long Lots Elementary and its playground are a quick 1/10th of a mile down Bauer Place through the "back door" neighborhood access that neighbors enjoy; Stop & Shop and other necessities are less than a mile away. More ambitious walkers can be at Burying Hill Beach in 25 minutes or you can hop in your car for a 10 minute drive and quick lunch break or escape. The light-filled and friendly 4 bedroom, 4-bath home was architecturally re-imagined with many thoughtfully-conceived living spaces. The oversized entry foyer carries you right through the 1st floor --- past the living room and kitchen into the family room where windows cross the entire rear wall and bring the private backyard into clear view. Glass double doors invite you to outdoor play -- and when you get dirty, USE THE OUTDOOR SHOWER! The FLEXIBLE USE "EXTRA SUITE" often used as an office that could EASILY BE A 5th Bedroom , or a SUITE FOR YOUR IN-LAW OR NANNY.The whole house makeover over 10 years ago entailed a gut-to-the-studs revamping of insulation and thermopane windows; optional-use heated tile floors;HVAC FOR CENTRAL AIR HEATING AND COOLING including the Lower Level rec room/optional office/laundry with its extra sf
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman
$7,000 / mo (USD)
Roseville/North Ave Area Rental Home
Pending
24 Timber Lane Westport, CT 06880
3 Bed
2 Baths
2092 sqft
MLS# 24167393
Available for yearly lease, this sparkling and sun-filled ranch-style home offers easy, one level living. Set at the end of a lovely cul-de-sac in one of Westport's most convenient locations, this home is ready to exceed your expectations. The owner recently completed a high-quality renovation for their own enjoyment. The spacious foyer introduces this comfortable home with hardwood floors, fresh paint, new lighting and new windows throughout. The incredible Great Room with fireplace, custom built-ins, an incredible bay window with stunning natural views, and a delightful dining area with access to the patio are all ready for entertaining or simply relaxing in sophisticated surroundings. The exceptional new kitchen was just completed with gourmet features incl custom white cabinetry, stone counters with waterfall edge, stainless steel appliances including a Sub Zero refrigerator, pantry storage and a delightful breakfast area with views across the property as well as a wall of display cabinetry are all part of what makes this home a standout. Three bedrooms plus a spacious, sun-filled office tucked quietly at the end of the house give everyone plenty of space. The primary suite has two large closets and a newer designer bathroom with floating double sink vanity and a chic glass enclosed shower. The other BRs each have double closets and access to a refreshed bath. Two car attached garage. Automatic generator. Patio and fenced-in backyard. Very close to schools, town, train.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas
$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
$5,500 / 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
$4,300 / mo (USD)
Georgetown Area Rental Home
Pending
95 Peaceable Street Redding, CT 06896
3 Bed
2 Baths
1393 sqft
MLS# 24165121
Tucked behind classic New England stone walls and set on nearly three acres of picturesque land, this timeless Redding antique offers a rare blend of charm, privacy, and everyday livability. From the moment you arrive, the setting feels special-rolling lawns, mature trees, and thoughtfully designed outdoor spaces create a true country retreat just minutes from town. Inside, the home is filled with warmth and character. Wide board floors, custom built-ins, and a wood-burning fireplace anchor the main living space, while natural light pours in throughout. The layout flows easily from living to dining, creating an inviting atmosphere for both quiet evenings and casual entertaining. The kitchen offers a clean, functional design with updated appliances, generous storage, and an easy connection to the rest of the home. Upstairs, three comfortable bedrooms provide peaceful retreats, including a primary with its own private balcony-an ideal spot to start or end the day overlooking the property. A beautifully updated full bath with integrated laundry and an additional flexible space for a home office or reading nook complete the upper level. Outdoors, the property truly shines. Stone patios, a pergola with fire pit, perennial gardens, and natural rock outcroppings create multiple areas to relax, gather, and enjoy the changing seasons. A detached two-car garage with workshop space, along with additional outbuildings, offer excellent storage and functionality.
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
$3,500 / mo (USD)
Springdale Area Rental Home
Active
825 Hope Street Apt. 8 Stamford, CT 06907
2 Bed
2 Baths
1519 sqft
MLS# 24158991
Commuter's dream location! Just a 2-minute walk to Springdale Metro-North station and approximately a 10-minute drive to Stamford Transportation Center with express trains to Grand Central. Fully renovated townhouse offering space, comfort, and an unbeatable location for commuters. The interior features a bright, open layout with two spacious bedrooms, 1.5 baths, and updated finishes throughout. The inviting living area includes a fireplace, perfect for cozy evenings, while two private decks provide ideal outdoor spaces for relaxing or enjoying your morning coffee. Additional highlights include an attached garage, generous living space, and a flexible lower-level area perfect for a home office, den, gym/yoga studio or additional living space. Located in the heart of Stamford's Springdale neighborhood, the home is just moments from local restaurants, cafes, grocery stores, and everyday conveniences. Enjoy easy access to Springdale Village, downtown Stamford's vibrant dining and entertainment scene, and outdoor recreation at Cove Island Park, Bartlett Arboretum & Gardens, and the Stamford Museum & Nature Center. Enjoy the convenience of city amenities while still living in a quiet residential setting.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Adriana Radu
$3,500 / mo (USD)
West Rocks Area Rental Home
Active
10 Glendenning Street Right Norwalk, CT 06851
3 Bed
1 Baths
3092 sqft
MLS# 24164557
This spacious side-by-side two-family home provides the benefits of living in a single family home without the responsibilities of home ownership! All the charm of a 1929 colonial - refinished hardwood floors, fireplace and a dining room with built-ins. Renovated kitchen with newer appliances. Three bedrooms on the second floor. Renovated bathroom. Great storage in the walk-up attic, laundry in basement, 1-car garage, newer natural gas boiler. Private backyard shared with next door neighbor. Landlord handles landscaping and snow removal. Don't miss this one!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Linda Dunsmore
$2,900 / mo (USD)
Silvermine Area Rental Home
Active
128 Perry Avenue Cottage Norwalk, CT 06850
1 Bed
1 Baths
1464 sqft
MLS# 24167577
Silvermine Cottage: Large, enchanting Cottage with private patio located in the heart of the vibrant Silvermine Community. This unique, charming cottage offers versatile space whether you are downsizing or work from home or just want a home surrounded by nature. Natural light pours in through oversized windows on both levels. The cozy living room offers oversized windows, room for a dining table and built-in shelving. The second floor loft space would make a great work studio or additional sleeping space. Step out to the large private patio and side yard to relax, grill and entertain. A wonderful retreat close to Gray Barns, The Mercantile, Silvermine Art Center and Silvermine Golf Club.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Kelly McAllen
$2,900 / 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
$2,850 / 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
$2,800 / 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
$2,600 / 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
$2,100 / 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
$2,100 / mo (USD)
Broad River Area Rental Home
Active
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
$2,000 / mo (USD)
North End Area Rental Home
Active
68-70 Westfield Avenue Bridgeport, CT 06606
2 Bed
1 Baths
3780 sqft
MLS# 24161677
ABSOLUTE MOVE-IN condition in the North End! Two bedroom one bath home fully remodeled with new kitchen with granite counters and walk-in pantry, new full bath, new floors, new paint and recessed lighting in every room! Walk to the bus-line, shopping close by and a commuters dream to boot! Excellent credit a MUST. No pets, no smoking. Verifiable income, work history and references required. Some lucky person will be able to call this home. Maybe it's you!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Szablak
$1,795 / mo (USD)
Sono Area Rental Home
Active
7 Fairfield Avenue 1 Norwalk, CT 06854
1 Bed
1 Baths
400 sqft
MLS# 24141589
Live in the heart of SoNo in a beautifully renovated first floor studio that truly feels like a one bedroom. Two steps down from the main living space, a sunken bedroom area paired with a partial wall creates real separation and privacy. You get defined sleeping quarters without sacrificing openness or light. Ceilings soar over 14 feet, something you rarely find in South Norwalk. The volume alone makes the space feel dramatic and expansive. Natural light pours in through large windows, and the open layout makes the home feel significantly larger than a typical studio. Everything is brand new. The kitchen and bath have been fully updated with clean, modern finishes. Fresh paint throughout gives the entire unit a crisp, move in ready feel. The decorative fireplace anchors the living area and adds warmth and character you simply do not see in most rentals. The financials are simple and transparent. Water is included. Electricity is a fixed $200 per month, no seasonal surprises. Tenant pays gas for heat, hot water, and cooking. Assigned parking is located in the paved lot behind the building, a huge advantage in SoNo. Location is where this home truly stands out. You are moments from the train, top restaurants, the waterfront, the SoNo Collection mall, fitness studios, coffee shops, and nightlife. Leave your car parked and walk everywhere. Studios with this ceiling height, layout, renovation level, and parking rarely hit the market in this building. If you are looking fo
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Inna Agujen
$24 (USD)
Flax Hill Area Commercial Lease
Active
200 Connecticut Avenue Norwalk, CT 06854
Bed
0 Baths
124336 sqft
MLS# 24152047
Recently renovated Class A office building under new ownership, positioned along Norwalk's premier Route 1 retail and amenity corridor. This 10-story, property features seven floors of premium office space multiple levels of covered parking, with flexible configurations from 590 SF to 26,743 SF including full-floor opportunities. Multi-million dollar recent upgrades include a modern lobby, full-service cafe, on-site fitness center, and three elevators. The building offers central HVAC, full fire sprinkler protection, and public water/sewer service. Premium amenities include a 303-space covered parking garage (2.3:1,000 SF ratio), multiple loading docks, and approximately 50 common-area restrooms. Direct I-95 and Route 1 access with nearby SoNo, Rowayton, and Darien Metro-North stations provide seamless connectivity to Fairfield County and New York City. Surrounded by popular dining and retail destinations, this professionally managed property is ideal for corporate, professional, medical, and technology users seeking scalable, move-in ready space in Norwalk's most connected office environment.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Inna Agujen
