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 / Listed By: Alexander "Alex" Chingas, Coldwell Banker Realty
$8,450,000 (USD)
Long Lots Area Single Family Home
Active
10 Beltas Farm Lane Westport, CT 06880
6 Bed
8 Baths
6655 sqft
MLS# 24190641
Extraordinary New Construction home on one of Westport's newest premier cul-de-sacs. Offering nearly 10,000 SF of impeccably finished living space, this exceptional home blends timeless elegance w/ modern luxury & showcases the finest craftsmanship throughout.Designed with an uncompromising attention to detail, features include exquisite millwork, stunning custom cabinetry, spectacular ceiling details & European windows that flood the interiors w/ natural light.The Chef's Kitchen is highlighted by natural stone countertops,a dramatic stone backsplash & custom stone hood, premium appliances with column refrigerator & freezer all set flush to the cabinets. Luxurious living and entertaining spaces flow seamlessly to the outdoor oasis featuring a sparkling pool, spa, & private 1.6 property w/an irrigation system Belgium block trimmed driveway The magnificent primary suite is a private retreat, complete w/ a custom rift oak cathedral ceiling & a covered balcony w/ glass & wood railings overlooking the property.The 2nd level features 5 BRs w/ensuite baths. The 6th BR Suite is privately in the LL where there is a large FR & Gym.Additional amenities include natural gas, city water, Visual Comfort luxury lighting throughout, integrated recessed lighting, & countless custom features that elevate every room.This is a rare opportunity to own a newly built, architecturally stunning estate where exceptional design and refined living come together beautifully. Ready for move in Summer 2026
Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty
$6,895,000 (USD)
Greens Farms Area Single Family Home
Active
8 Loretta Court Westport, CT 06880
6 Bed
9 Baths
9576 sqft
MLS# 24156057
Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning three and a half levels, this six-bedroom home features an airy layout with refined finishes throughout. The open-concept kitchen flows seamlessly into the main living spaces, highlighted by a statement fireplace. A glass-enclosed office offers privacy, while additional living and dining areas, a stylish scullery, and an oversized mudroom add everyday functionality. A dramatic pivot door opens to a gallery-style entry. Upstairs, the primary suite is a serene retreat with its own fireplace, dual walk-in closets, a dressing area, and a spa-like bath. Four en-suite bedrooms and a laundry room complete the second floor, while the top level offers a private sixth suite, office, and flexible open spaces. The walk-out lower level expands the home with walls of glass, a terrace, gym, bar, wine cellar, media/playroom, and additional office. Outside, a 16'x32' pool, multiple terraces, and a grilling area create effortless summer living, complemented by a three-car garage with EV charging. Taxes to be finalized after CO issued.
Listing Courtesy of SMART MLS / Listed By: Lianne Owen, Coldwell Banker Realty
$6,495,000 (USD)
Long Lots Area Single Family Home
Active
5 Baldwin Place Westport, CT 06880
6 Bed
8 Baths
9062 sqft
MLS# 24194674
Rarely does a new construction home and property like this come on the market in Westport. Set at the end of a cul-de-sac, in the coveted Long Lots neighborhood, this 2.3-acre, flat property offers a rare combination of privacy and convenience to town. The property features a resort-style, saltwater pool w/spa and automatic safety cover, expansive covered and open-air patios, and a fully equipped outdoor kitchen. There's still space to add a full sized Tennis Court and ADU to create a luxury compound! Built by award-winning Westport Family Homes, this thoughtfully designed 6 bed/8 bath home spans 9,062 square feet on 4 finished floors, showcasing exceptional craftsmanship and attention to detail. Soaring ceilings and an abundance of natural light. Main Level: Gracious Foyer, 2 Powder Rms, Formal Liv/Din Rms, private Office, Designer Kitchen w/Scullery for entertaining. Kitchen opens to large Great Rm w/FP and Outdoor Liv Rm. Second Level: Primary Ste w/FP, 2 walk in closets, spa inspired Bathrm and 4 other Bedrms. Third Level: Playroom w/Bathrm. Lower Level: Walk out to Pool w/ 6th Bedrm, full Bathroom, Family Rm w/Bar, Play/Media Room and large Gym. Full-house generator, oversized 3 car garage w/EV charging capability and room for 3 car lifts. The home is elevator-ready, enhancing convenience and long-term livability. Great for multi generational living. City Water, Natural Gas. This masterfully crafted home has a timeless floor plan and modern design.
Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty
$5,999,999 (USD)
Greens Farms Area Single Family Home
Active
13 Edgemarth Hill Road Westport, CT 06880
7 Bed
8 Baths
8700 sqft
MLS# 24183173
Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and resort-caliber outdoor living. Offering 8,700+/- sq ft, this exceptional residence features 7 bedrooms, 8 bathrooms, and thoughtfully designed living spaces crafted with an emphasis on enduring design rather than passing trends. The chef's kitchen serves as the heart of the home with an 11-foot waterfall island, Wolf and Sub-Zero appliances, custom cabinetry and millwork, and full scullery kitchen. Designed with both functionality and flexibility in mind, the home features a first-floor guest suite, expansive bonus room over the three-car garage, dual laundry stations, two wet bars, secondary staircase, 4 fireplaces, walkout basement, and ensuite bedroom accommodations on all four finished levels. Outdoor amenities include a heated 20' x 40' pool, covered outdoor living room with vaulted ceiling and wood-burning fireplace, sunken fire pit, expansive lawn areas, and professional landscaping with mature trees and multiple activity zones. Approximately one mile from Old Mill Beach and minutes to both train stations and town.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$5,925,000 (USD)
Saugatuck Area Single Family Home
Active
3 Stony Point West Westport, CT 06880
6 Bed
9 Baths
6561 sqft
MLS# 24163899
Located within the highly desirable Stony Point association, this exceptional home offers a rare combination of privacy, water views, and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over 6,500sf of thoughtfully designed living space, including 6 bedrooms and 9 baths. Expansive panoramic windows capture serene water views and fill the home with natural light. A dramatic two-story entry foyer and soaring ceilings create an impressive sense of space. The open-concept kitchen/living room is a true centerpiece, featuring a massive 12-foot island with seating for 6, high-end appliances, dual dishwashers, a wine fridge, an ice maker - ideal for both everyday living and entertaining. Designed for effortless indoor-outdoor living, the home seamlessly connects its interior to exceptional outdoor entertaining areas. The spacious family room features sliders that open directly to the expansive covered patio with retractable screens, an outdoor kitchen, and a relaxing pool and spa. The 3rd floor great room has amazing water views, and features a 1/2 bath and wet bar. Additional highlights include a private office, whole house generator, 2 laundry rooms, sauna, a mudroom, and a charming 'hidden' playroom. A truly turnkey offering, this home embodies the very best of the Stony Point
Listing Courtesy of SMART MLS / Listed By: Debra Shaughnessy, Coldwell Banker Realty
$5,650,000 (USD)
Long Lots Area Single Family Home
Active
8 Pleasant Valley Lane Westport, CT 06880
7 Bed
9 Baths
1462 sqft
MLS# 24172635
Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft ceilings, custom paneling, character grade oak floors, refined millwork, and expansive windows. Sun-filled living and dining rooms complement the great room with a sleek 60inch fireplace and reclaimed beams. The chef's kitchen includes full size SubZero refrigerator and freezer, Wolf cooktop and double ovens, quartzite waterfall island, custom cabinetry, and walk-in pantry. A private office with built ins enhances work from home convenience. Outdoor living shines with a covered porch, granite patio, outdoor kitchen, and direct access to the 20x40 saltwater pool. The luxurious primary suite offers vaulted ceilings with antique beams, oversized walk ins, and a spa bath with custom vanities and textured tile. All five second floor bedrooms are ensuite. The finished third floor adds a full bath, office/craft room, and playroom. The walkout lower level includes a bedroom and bath, gym, wet bar, media room with raised platform, and large recreation area. **Images with exterior are AI Altered. House is complete inside. Exteriors complete 6/15/26.** **See Addendum**
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$4,495,000 (USD)
Coleytown Area Single Family Home
Active
21 Lockwood Circle Westport, CT 06880
6 Bed
7 Baths
6611 sqft
MLS# 24158946
Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of glass, and exquisite lighting. The great room, anchored by a marble fireplace and French doors to the pool and patio, flows into the designer kitchen with a striking island, stone counters, custom cabinetry, Thermador appliances, and a beautiful and functional pantry. The dining room is a jewel, offering an elegant setting with illuminated shelving and views of the grounds. A quiet office and superb mudroom add daily convenience. A glasslined stair tower leads to sunfilled bedroom suites, beginning with the sublime primary suite set beyond double doors. An arched entry reveals a kingsized bedroom with balcony, two custom walkin closets, and a spalike bath with glass shower and distinctive vanity. The upper level also offers a laundry room with double washer and dryers and access to the finished thirdfloor bonus space. The lower level includes a fifth bedroom suite, recreation room, gym and media areas, and generous storage. Outside, the pool becomes the centerpiece for entertaining and relaxing at this designcentric showplace of style.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$3,695,000 (USD)
Beach Area Single Family Home
Active
110 Judson Road Fairfield, CT 06824
4 Bed
5 Baths
3744 sqft
MLS# 24193922
Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a higher elevation, the home enjoys FEMA compliance with fewer stairs to the main living level than many neighboring properties. Sunlight pours through oversized windows, illuminating beautifully proportioned living spaces designed for both everyday comfort and effortless entertaining. The stunning chef's kitchen opens seamlessly to inviting gathering spaces and out to a private backyard featuring a spacious patio, outdoor fireplace, mature landscaping, and room for a pool. The flexible floor plan lives as four bedrooms, with a private third-floor suite and adjacent full bath offering an ideal extra bedroom, guest retreat, office or bonus space. Thoughtful features, including a full-house generator, provide an added layer of comfort and confidence, allowing the home to perform as beautifully as it lives. Adjacent to the coveted Sunnieholme neighborhood, this is a rare opportunity to own a beautifully crafted home in one of Fairfield's most desirable beachside locations, where coastal living, convenience, and enduring quality come together.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$3,595,000 (USD)
Norwalk Area Single Family Home
Active
3 Shorehaven Road Norwalk, CT 06855
5 Bed
6 Baths
5481 sqft
MLS# 124602
Welcome home to the Gold Coast of Norwalk. Location, space & timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set in Norwalk's coveted Shorehaven neighborhood, with just a short distance to Sandy Beach and the Sprite Island boat launch. Custom features and 10+foot ceilings elevate the main level and make it ideal for both everyday living and entertaining. The family room flows seamlessly into the eat-in kitchen. A generous deck overlooking the backyard is perfect for relaxing or hosting friends. The first floor private office with full bath also serves as a guest bedroom. Upstairs, the primary bedroom features a fireplace and a sumptuous bath that opens to an outdoor deck. The third floor offers an entertainment center with full bath and an additional office space. Full house generator in place. Nearby is the Shorehaven Country Club as well as The Shore and Country Club, a private club on Long Island Sound offering members a 25 yard pool, a wading pool, 10 tennis courts, beach areas on the Sound, a marina with boat slips as well as dining and social areas. 3 Shorehaven is just minutes to Norwalk's famous SoNo district for great restaurants and entertainment. Within one hour to NYC.
Listing Courtesy of GREENWICH MLS / Listed By: Darlene Letersky, Coldwell Banker Realty
$3,595,000 (USD)
East Norwalk Area Single Family Home
Active
3 Shorehaven Road Norwalk, CT 06855
5 Bed
6 Baths
5481 sqft
MLS# 24163499
Welcome home to the Gold Coast of Norwalk. Location, space and timeless design come together in this stunning turn-key colonial with waterviews of Long Island Sound. Set on one acre in Norwalk's coveted Shorehaven neighborhood, with just a short walk to Sandy Beach, Sprite Island Yacht Club and the Shorehaven Country Club. Custom features and 9-foot ceilings elevate the main level and make it ideal for both everyday living and entertaining. The family room flows seamlessly into the eat-in kitchen. A first floor private office with full bath also serves as a guest bedroom. Upstairs, the primary bedroom features a fireplace and a sumptuous bath with an outdoor deck. The third floor offers an entertainment center with full bath and an additional office space. A generous deck overlooking the backyard is perfect for relaxing or hosting friends. All this within minutes of Norwalk's famous SoNo district for great restaurants and entertainment. Within one hour to NYC.
Listing Courtesy of SMART MLS / Listed By: Darlene Letersky, Coldwell Banker Realty
$3,499,000 (USD)
Coleytown Area Single Family Home
Active
240 North Avenue Westport, CT 06880
5 Bed
5 Baths
3049 sqft
MLS# 24181944
"MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house & the barn, and the stunning setting makes an enduring impression. The glamorous echoes of a Hollywood-style estate combine w/incredible updates throughout the transformed interiors. The front-to-back LR has a distinctive bay window & dual doors to a serene porch that gazes across the expansive grounds. The incredible great room is the focal point of this expertly-designed floorplan, combining a Chef's kitchen w/expansive island, endless storage, Thermador appliances, breakfast/casual dining area, all leading to the incredible DR & fam rm which has a wall of folding glass doors creating an effortless flow between the gorgeous interior & exterior spaces while preserving open views across the property. A BR suite w/private access, large laundry rm, mudrm, garage & powder rm complete this level. Upstairs, well-appointed BRs w/designer baths await. The primary suite is an exquisite space w/tray ceiling, fpl, plush bth, walk-in dressing rm & an amazing balcony that spans much of the rear of the home. An elegant patio lines the heated pool. The barn is a dream for auto enthusiasts.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$3,450,000 (USD)
N/A Area Single Family Home
Active
76 Lords Highway Weston, CT 06883
6 Bed
11 Baths
9974 sqft
MLS# 24151746
In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every turn, including a coffered ceiling living room, a banquet sized dining room with a curved wall of windows, and an octagonal office. French doors create a natural flow to two stone patios and sweeping lawns. The gourmet kitchen, appointed with four Wolf ovens, dual Sub Zeros and dishwashers, and extensive custom cabinetry, is designed for both comfortable daily living and memorable entertaining. The serene primary suite offers a private sitting room, balcony, barrel-ceiling dressing room, and an inspiring octagonal bathroom, while additional en-suite bedrooms and a full in-law suite provide exceptional comfort. The finished lower level includes a custom cherry wet bar, gym, and flexible space for a media room or wine cellar. Two full-size laundry rooms and a pool bath w/exterior access offer flexibility. Outdoors, a heated Gunite pool with auto cover and spa create a private resort experience. Convenient to the Merritt Parkway and Westport, this rare offering blends timeless sophistication with modern livability in one of Fairfield County's most sought-after settings.
Listing Courtesy of SMART MLS / Listed By: Alexander "Alex" Chingas, Coldwell Banker Realty
$3,399,900 (USD)
Greenfield Hill Area Single Family Home
Active
344 Fence Row Drive Fairfield, CT 06824
5 Bed
8 Baths
7157 sqft
MLS# 24194239
Old-world craftsmanship meets modern indulgence. Set on a peaceful, tree-lined street,this home offers total privacy and timeless curb appeal. Soaring ceilings, hand-finished millwork, and custom detail are evident throughout. This grand 5BR/6.5BA light filled residence pairs classic entertaining spaces - formal LR, formal DR, & a wood-paneled library w/wet bar & full BA-with modern amenities such as a two-story FR w/ stone FP, a stunning windowed sunroom overlooking the beautiful grounds,& an impressive chef's kitchen boasting custom appliances, double sub zero, island, & dual butler's pantries.Thoughtful proportions create a seamless flow, a home as comfortable day-to-day as it is for grand-scale entertaining.The opulent primary suite is a spa retreat onto itself, w/ dual baths, dual walk-in closets,& a private sauna.The second floor offers 3 add'l en-suite BRs w/ built-ins and large closets. The third floor offers a great room w/ custom built-ins, plus an additional BR and full BA . The lower level feat a recently upgraded state-of-the-art movie theater, gym, game room, & workshop for a serious hobbyist. The expansive, landscaped grounds offer true serenity, w/ English gardens framing a resort-caliber pool and spa in a backyard built for entertaining. Timeless elegance, tucked within The Ridge - a gated enclave w/ a staffed gatehouse, clubhouse, pool & tennis courts just minutes to Fairfield and Westport amenities. Truly a special offering w/ultimate privacy& convenience.
Listing Courtesy of SMART MLS / Listed By: Krista Alecia, Coldwell Banker Realty
$3,149,000 (USD)
Lower Weston Area Single Family Home
Active
214 Good Hill Road Weston, CT 06883
7 Bed
8 Baths
11075 sqft
MLS# 24168594
Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with apartment, and converted barn, largely by architect Jack Franzen. The main residence offers over 11,000 square feet with 7 bedrooms, 6 full and 2 half baths. The two-story media wing includes a home theater, library, office, and billiard room. The conservatory overlooks stone terraces, a waterfall and pond, and gardens. The primary suite and office have private balconies. The estate is further distinguished by multiple auxiliary structures: a carriage house with guest accommodations, a separate guest residence, and a heated party barn dating to circa 1850. A pool with spa, pergola, and outdoor kitchen complete the grounds. Original architectural details such as leaded glass windows, rich hardwood paneling and window seats and doors, five stone and brick fireplaces, and other features have been preserved. Modern additions introduce light-filled living spaces. New appliances and updated mechanicals service the buildings. Rock Ledge offers luxury and privacy rare in this area, and promises a lifetime of enjoyment for a buyer who appreciates its beauty.
Listing Courtesy of SMART MLS / Listed By: John Schiaroli, Coldwell Banker Realty
$3,000,000 (USD)
Rowayton Area Single Family Home
Active
32 Nearwater Road Norwalk, CT 06853
3 Bed
3 Baths
2442 sqft
MLS# 24157507
Nestled on one of Rowayton's most coveted waterfront streets, 32 Nearwater offers an exceptional opportunity to experience the best of coastal Connecticut living. Located within the sought-after Pine Point Association and just four doors from Crescent Beach, the association's private beach, this inviting home blends timeless New England charm with a relaxed seaside lifestyle. Enjoy easy access to Rowayton Village, local shops, restaurants, parks, beaches, and the train, all while being tucked away in a picturesque neighborhood known for its scenic beauty and strong sense of community. Light-filled living spaces, comfortable indoor-outdoor flow, and a welcoming atmosphere make this home ideal for both everyday living and entertaining. The spacious primary bedroom suite serves as a private retreat, featuring soaring 12-foot ceilings, a cozy fireplace, a spa-inspired bath, and generous walk-in closets. Additional bedrooms are well proportioned, including one with access to a private deck offering tranquil water views. A versatile third-floor space is perfect for a home office, fitness studio, or guest accommodations and can easily be converted into a fourth bedroom. Whether you're enjoying quiet mornings at Crescent Beach, hosting friends and family, or taking advantage of the area's waterfront activities, 32 Nearwater provides the perfect setting to embrace the Rowayton lifestyle.
Listing Courtesy of SMART MLS / Listed By: Pamela Cornfield, Coldwell Banker Realty
$2,799,000 (USD)
Old Hill Area Single Family Home
Active
4 Crawford Road Westport, CT 06880
5 Bed
4 Baths
4471 sqft
MLS# 24189715
Privately nestled in Westport's coveted Old Hill neighborhood, this extraordinary five-bedroom New England residence offers a rare opportunity to own a home where timeless character & modern comfort come together beautifully. Thoughtfully updated while preserving its remarkable architectural details, the residence features sun-filled interiors, beautifully scaled rooms, & an inviting warmth throughout. Original elements reflect the home's storied past, while carefully integrated updates provide exceptional comfort for today's lifestyle. A standout feature is the distinctive pub room with its original wood bar - an unforgettable setting for intimate gatherings, celebrations, or quiet evenings at home. The versatile third level offers endless possibilities as a private guest retreat, second primary suite, or home office. Outside, mature specimen trees, flowering gardens, rolling lawns, and elegant stone terraces create a private retreat that evolves beautifully with the seasons. Completing the property is a charming barn with electricity, water, cable, & convenient parking, offering exceptional flexibility as a studio, workshop, recreation space, or a future vision uniquely tailored to the next owner. Just minutes from downtown Westport, award-winning schools, shopping, restaurants, beaches, & the train, this exceptional property presents a rare opportunity to become the next steward of one of Westport's most treasured homes. A truly special place to call home!
Listing Courtesy of SMART MLS / Listed By: Barbara Sweeney, Coldwell Banker Realty
$2,670,000 (USD)
Coleytown Area Single Family Home
Active
56 Charcoal Hill Road Westport, CT 06880
5 Bed
3 Baths
2552 sqft
MLS# 24161256
A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail, creating a home that feels both enduring and deeply inviting. More recent expansion and remodeling have sensitively enhanced the home. Sunfilled rooms with vaulted ceilings and handhewn finishes offer a balance of scale, with multiple living spaces that transition seamlessly to the outdoors. The grounds unfold in a series of thoughtfully designed moments including lush perennial gardens, winding paths, quiet terraces, and vibrant seasonal color. At the center is a sparkling, oversized pool with a waterfall spa and a fully outfitted stone pool house, which is an ideal retreat for summer living. A heated 4car stone garage with a finished upper level provides flexible space for a studio, office, or possible guest space. Every corner of the property reveals another place to gather, from sunny patios to shaded areas beneath large awnings, all wrapped in exceptional privacy yet minutes to the energy and amenities of downtown Westport. A home where history, beauty, and modern comfort come together with uncommon harmony.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$2,399,000 (USD)
Cannondale Area Single Family Home
Active
14 Powder Horn Hill Road Wilton, CT 06897
5 Bed
6 Baths
5433 sqft
MLS# 24194109
Set on a private, beautifully landscaped two-acre property, 14 Powder Horn Hill Road offers exceptional space, privacy and convenience just minutes from Wilton town center, shopping and the train. A stunning front porch creates a memorable first impression and opens to a grand entry foyer with a sweeping staircase. Inside, rich hardwood floors, generous room sizes, high ceilings and thoughtful architectural details create an elegant yet comfortable atmosphere. The spacious chef's kitchen features a large center island, Sub-Zero refrigeration and abundant workspace, flowing seamlessly into the inviting family room with coffered ceilings, a fireplace and French doors leading to the deck. Formal living and dining rooms provide ideal entertaining spaces, while a private library offers the perfect home office or quiet retreat. Upstairs, the expansive primary suite features a fireplace, luxurious bath and two exceptionally large walk-in closets. Four additional bedrooms and an oversized playroom room with a full bath offer outstanding flexibility for guests, recreation or media. The walk-out lower level is a true blank canvas, featuring impressive 9-foot ceilings, plumbing already in place for a future bathroom and endless potential to create a gym, home theater, game room, guest suite or additional living space. Outside, the flat, fenced backyard offers an ideal setting for entertaining, play and pets, with ample room for a future pool.
Listing Courtesy of SMART MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty
$2,275,000 (USD)
Greenfield Hill Area Single Family Home
Pending
3808 Redding Road Fairfield, CT 06824
4 Bed
5 Baths
5376 sqft
MLS# 24171406
3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$2,199,000 (USD)
Weston Area Single Family Home
Active
79 Cavalry Road Weston, CT 06883
5 Bed
8 Baths
7263 sqft
MLS# 24191028
Grand and gracious, this impressive custom Colonial on estate property with a gorgeous gunite pool is ideally set in convenient Lower Weston. Just 2.3 +/- miles to the Merritt Parkway & 1.6 +/- mi to the convenient school campus & town Center, this home blends the appeal of a tranquil setting with immediate access to all amenities. Introduced from a paved circular drive, this architecturally striking residence makes a memorable impression. The foyer welcomes you to the airy, grand-scale interior which is filled w/sunlight. Upon entering, you will be drawn to the spectacular Great Room w/a 2+ story ceiling & incredible windows that span the full height, bringing exquisite vistas into the home and creating an exceptional backdrop for memorable moments. The octagonal DR is lined w/windows and built-ins. The custom kitchen was recently remodeled w/excellent taste & quality, incl double islands, dual ovens, warming drawer & a lrg breakfast rm w/bar, all opening to the fam rm w/1 of 5 fpls. Incredible office/library w/ herringbone wood floor & fpl. Nearly all main level rooms have French doors to the deck & patio. The flexible layout incl an attached pool house/extra BR w/full bth on the main floor. Upstairs, find 5 exceptional BR suites, beginning with the vast primary that incl an ofc/sitting rm w/fpl, vltd ceil BR w/3 walk-in clsts & lrg marble bth. Finished walk-out LL w/ rec/play rm, full bth & storage. Stunning pool & waterfall spa, level lawns, gardens. 3 car garage.
Listing Courtesy of SMART MLS / Listed By: Alexander "Alex" Chingas, Coldwell Banker Realty
$1,900,000 (USD)
South Wilton Area Single Family Home
Active
39 Powder Horn Hill Road Wilton, CT 06897
5 Bed
6 Baths
5657 sqft
MLS# 24181977
Set on a private, serene two-acre lot surrounded by mature trees and lush landscaping, this spacious home offers a rare combination of comfortable living, flexibility, and additional income potential. Just steps from the main residence, a detached, self-contained legal cottage features one bedroom, one full bath, a kitchen, and a private deck-ideal for guests, extended family, a home office, or rental income. The main home features formal living and dining rooms, a family room, breakfast area, study, mudroom, powder room, and a guest bedroom with an en-suite bath and French doors opening to the rear deck. The well-appointed kitchen includes two sinks, two dishwashers, two ovens, a warming drawer, ice maker, wine refrigerator, and an additional refrigerator in the walk-in pantry. Upstairs, the primary suite offers two walk-in closets, a full en-suite bath, and doors opening to a private balcony with beautiful backyard views. A separate study, two additional bedrooms, and two full baths complete the second floor. The lower level provides a versatile bonus room. Additional highlights include an expansive deck, new roof, updated mechanicals, three-car garage, whole-house generator, and built-in speakers. Just steps from the Norwalk River Valley Trail and five minutes to town, train, and commuter routes.
Listing Courtesy of SMART MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty
$1,779,000 (USD)
N/A Area Single Family Home
Active
28 Old Orchard Drive Weston, CT 06883
5 Bed
6 Baths
4079 sqft
MLS# 24079433
Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer. Large windows that fill the rooms w/sunlight are a defining characteristic of the home, including the cathedral-ceil LR w/stone fpl & wide plank floors, holiday-sized DR w/bay window, fam rm w/wet bar and wall of glass to deck. The dine-in kitchen w/ center island, updated stainless steel appls incl gas cooktop & Sub Zero, also opens out to the large deck. A main flr office & 1.5 bths complete the main lvl. Front & rear staircases lead up to the spacious 2nd level where you will find a grand primary suite w/lrg walk-in clst & en-suite bth plus 3 addl BRs & 2 full baths. The incredible finished, walk-out lower level is a highlight, with sun-drenched spaces that add spacious comfort, flexibility and can meet any need - while still offering great storage. The rec rm w/fpl and a pair of offices or bonus rms each have doors to the rear property. The gym has an adjacent full bth, making it an ideal cabana for swimming guests using the pool when entertaining in these splendid surroundings. Enjoy gorgeous views & tranquil privacy, just minutes to the town Center & school campus plus commuting.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$1,699,000 (USD)
Cos Cob Area Condominium
Active
24 Harold Street B Cos Cob, CT 06807
4 Bed
4 Baths
3120 sqft
MLS# 125684
Welcome to 24 Harold Street, where style, space, and convenience meet in the heart of Cos Cob. Enjoy easy access to parks, coffee shops, restaurants, the waterfront, Metro-North, and I-95, with Greenwich Avenue just minutes away. Inside, a chef's kitchen features stainless steel appliances and an oversized island. A first-floor bedroom and full bath offer flexible guest, office, or main-level living. Upstairs, the primary suite features a soaking tub, walk-in closet, and custom California Closets. Front and rear decks, a fenced yard, generous outdoor space, and a finished lower level provide plenty of room to relax, entertain, work, or play. Beautifully designed and ideally located, 24 Harold Street has it all.
Listing Courtesy of GREENWICH MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty
$1,699,000 (USD)
Cos Cob Area Co-Op
Active
24 Harold Street B Greenwich, CT 06807
4 Bed
4 Baths
2472 sqft
MLS# 24198540
Welcome to 24 Harold Street, where style, space, and convenience come together in the heart of Cos Cob. Enjoy easy access to parks, coffee shops, restaurants, the waterfront, Metro-North, and I-95, with Greenwich Avenue less than five minutes away and NYC under an hour. Step inside to a beautifully designed home featuring a chef's kitchen with stainless steel appliances and an oversized island. A first-floor bedroom with a full bathroom offers exceptional flexibility for guests, a home office, or convenient main-level living, with easy access to the garage. Upstairs, the spacious primary suite provides a relaxing retreat with a soaking tub, walk-in closet, and custom California Closets. Front and rear decks offer ideal spots for morning coffee, fresh air, or tending to a herb garden. Outside, the gated and fenced front yard provides added privacy along with plenty of space to enjoy the outdoors. The generous rear yard is perfect for kicking a ball around, relaxing with friends, or hosting the next neighborhood get-together. The finished lower level adds even more flexible living space and can easily serve as a gym, playroom, home office, or media room. With beautiful curb appeal, versatile living spaces, and an unbeatable location, 24 Harold Street truly has it all.
Listing Courtesy of SMART MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty
$1,695,000 (USD)
Lower Weston Area Single Family Home
Active
129 Davis Hill Road Weston, CT 06883
4 Bed
4 Baths
2512 sqft
MLS# 24171415
Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary suite offers its own stone fireplace and a luxurious bath with radiant heated floors. The kitchen is equipped with Wolf, Bosch, and Liebherr appliances. The dining room features a hidden dry bar and a glassware cabinet, with sliders to the top deck for outdoor dining if desired. Upstairs, there are three additional bedroom suites with updated baths, plus a smaller third-floor bedroom ideal for an office or flex space. The finished walk-out lower level includes radiant heat, a bedroom, a full bath, an office, a gym, laundry, and a kitchenette. Outdoors, enjoy a heated Gunite pool and spa with a bluestone patio, surrounded by serene woodland views. Additional features include the Sonos system, whole-house generator, and air purification. Minutes to town and top-rated schools, this move-in-ready retreat is ideal for weekend or year-round living.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$1,548,000 (USD)
Greenfield Hill Area Single Family Home
Active
485 Mountain Laurel Road Fairfield, CT 06824
4 Bed
3 Baths
3065 sqft
MLS# 24189763
Picture coming home to your own Custom Colonial sitting on over half a private acre on a quiet, tree-lined street in lower Greenfield Hill, where you're minutes from everything but feel worlds away. An expansive front porch invites you to slow down the second you pull in. Inside, sunlight pours through every room and hardwood floors gleam underfoot. The high-end, spacious kitchen is made for gathering - an oversized island, quartz counters, marble backsplash, and Thermador & Bosch stainless appliances bring everyone into one open, functional space. A separate office with custom built-ins and a fireplace offers a quiet retreat for work or reading. The vaulted family room opens straight onto a 3-season screened-in porch offering a continuous indoor/outdoor living space. Upstairs, retreat to your spacious and newly renovated primary suite built for rest. It features a spa bath, soaking tub, radiant heated floors, and a walk-in closet that actually fits everything. Three more bedrooms, each with custom closets, share an updated bath with granite countertops and double sinks. Custom interior wooden shutters, a premium-flooring 2-car garage, whole-house Generac generator, new A/C, new washer/dryer bolster this as a home where there is nothing left for you to do. Move-in ready, in one of the area's most sought-after neighborhoods served by award-winning schools. Come see it before someone else calls it home.
Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty
$1,329,000 (USD)
In-Town Area Single Family Home
Active
310 Main Street Westport, CT 06880
3 Bed
3 Baths
1437 sqft
MLS# 24158630
Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare blend of comfort, flexibility, and location. The inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows seamlessly into the dining area, with French doors leading to a private stone patio - ideal for morning coffee or alfresco entertaining. The main level includes a spacious primary suite with en-suite bath, along with two additional BRs. Downstairs, the finished lower level offers additional space with two more bedrooms and a full bath, offering flexible space for guests, rec/playroom, or multi-generational living. For those seeking a professional setup, the town-approved home occupation designation allows for a separate entrance, two offices, and a waiting room - a turnkey solution for small business owners or remote professionals. With quick access to the Westport Library, Levitt Pavilion, and the town's vibrant dining & shopping scene, this property delivers both lifestyle and convenience. Nearby commuting options include the Metro North Railroad to NYC, Merritt Parkway, I-95. A rare opportunity to live and work in one of Fairfield County's most sought-after communities, or to find a home that offers private space for visitors or extended family. AVAILABLE FOR RENT AT $6,700/mo.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$1,199,000 (USD)
West Norwalk Area Single Family Home
Active
9 Morehouse Lane Norwalk, CT 06850
3 Bed
3 Baths
4043 sqft
MLS# 24182204
Fabulous opportunity along the 5 Mile River! Spacious, 4500+SF Custom Contemporary on the border of Darien and New Canaan. Situated on a highly desirable cul-de-sac, with a pillared drive, on 2+ private acres, overlooking the 5 Mile River. Offering unique architectural details and modern flexibility with over 3100+/- SF of 1st floor living and an additional 1300+/- SF on the 2nd floor. Currently configured as a 3 bdrm, 3 bath home that can easily, transform into a 4/5 bdrm, 5 bath home within the existing footprint. Highlights include: Dramatic Cathedral Ceilings, floor to ceiling field stone fireplaces, large 1st floor primary suite (that can function as private in-law quarters), multi-use loft spaces, walls of glass, abundant water and nature views, 5 fireplaces (4 fieldstone and 1 brick), an attached, oversized 2 car garage with loft and bonus outdoor carport, remarkable privacy and a central location with quick easy access to I-95, Merritt Pkwy and the NYC train. A true hidden gem. Being sold As-is with inspections for informational purposes only. Property disclosure, 2012 Survey, magnetic tank test document indicating NO underground oil tank, 2026 negative radon test result are available. A wonderful, one of a kind, must see property!
Listing Courtesy of SMART MLS / Listed By: Jacqueline Tanya "Tanya" Sprague, Coldwell Banker Realty
$1,150,000 (USD)
Compo South Area Single Family Home
Active
209 Compo Road South Westport, CT 06880
3 Bed
1 Baths
1314 sqft
MLS# 24199965
Welcome to this charming and completely updated Compo Beach cottage. Ideally located along prestigious Compo Road South, readily accessible to everything Westport has to offer - walk or bike to the train, Longshore Country Club, or Compo Beach. Inside this unexpectedly spacious home, you'll find three finished levels of living space. A vestibule with coat closet welcomes you into the large ground-level family room, complete with built-in cabinetry and a wood-burning stove. A laundry room with storage completes this floor. Upstairs, the main level offers a sun-filled living room and a sitting room/office overlooking the front lawn. A dining room with built-ins leads to an updated kitchen with new appliances and direct access to the backyard. The primary bedroom, renovated, full bath, and sitting/dressing room round out this level, featuring refinished hardwood floors and high ceilings. A second staircase leads to two additional bedrooms with closet/storage space and continued hardwood floors. Ceiling heights continue to surprise! The entire home has been freshly painted and upgraded with new lighting fixtures. The fenced backyard offers privacy, with well-established perennial gardens enhancing the cottage feel, while the meticulously landscaped front yard showcases a mix of mature and new greenery. A must-see for those who embrace uniqueness!
Listing Courtesy of SMART MLS / Listed By: James "Jim" Ward, Coldwell Banker Realty
$1,100,000 (USD)
Lower Weston Area Single Family Home
Pending
78 River Road Weston, CT 06883
3 Bed
3 Baths
2350 sqft
MLS# 24189056
The Weston Cottage-where timeless charm, remarkable history, and tranquil riverfront living come together. Nestled along the river on the coveted Weston/Westport border, this beautifully updated 3-bedroom, 2.5 bath home offers a rare opportunity to own a piece of Connecticut history. Famously known as the retreat of legendary actress Bette Davis, the cottage became the setting for the true story that inspired the hit play Me and Jezebel, after Davis unexpectedly stayed for 32 unforgettable days. Today, this captivating home blends historic character with modern comfort. The renovated kitchen features a Wolf range, Bosch column refrigerator, and inviting marble fireplace, while all three bathrooms have been tastefully updated. Fresh interior and exterior paint, new lighting, and custom built-ins completed in 2025 enhance the home's move-in-ready appeal. Wake to the soothing sounds of the river, enjoy peaceful outdoor living, and experience the privacy and beauty of this exceptional setting just minutes from the shopping, dining, beaches, and train station in Westport. Whether you're searching for a full-time residence or a weekend escape, The Weston Cottage offers an extraordinary lifestyle in one of Fairfield County's most desirable locations.
Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty
$1,080,000 (USD)
Woodbridge Area Single Family Home
Active
11 Highview Drive Woodbridge, CT 06525
5 Bed
5 Baths
5428 sqft
MLS# 24190146
Set on 2.24 picturesque level acres at the end of a quiet cul-de-sac, this spacious 5-bedroom, 4.5-bath Colonial offers 5,428 sq ft of comfortable living in one of Woodbridge's most desirable neighborhoods. Located in the award-winning Woodbridge and Amity School Districts, just minutes from New Haven and Yale University, the property offers privacy and exceptional convenience. Sun-filled rooms, hardwood floors, generous living spaces, and seamless indoor-outdoor flow make this home ideal for everyday living and entertaining. A welcoming foyer leads to the formal dining room and bright eat-in kitchen with southern exposure and a large picture window. The adjoining family room features a fireplace and sliding doors to the deck. The formal living room offers a second fireplace and French doors to a bluestone patio, while the dramatic great room showcases soaring two-story windows and additional French doors to the patio. A private library connects to a sunlit office with built-ins and access to the spacious primary suite with vaulted ceilings and a rebuilt shower. Laundry on both main and upper levels. Additional highlights include a fully fenced backyard, separate-entry suite with full bath ideal for guests or au pair, plus major improvements including new roof, new HVAC, conversion from oil to propane, fresh interior and exterior paint, and whole-house generator.
Listing Courtesy of SMART MLS / Listed By: Li-Er Fradella, Coldwell Banker Realty
$1,000,000 (USD)
Lower Weston Area Single Family Home
Active
33 Birch Hill Road Weston, CT 06883
3 Bed
4 Baths
3075 sqft
MLS# 24197884
Bring your creativity and vision to make this distinctive home your own. Ideally situated in lower Weston, just 1 mile from the award-winning Weston schools and minutes, this contemporary style home is set on 2.23 private acres with a heated pool. The flexible, open floor plan features dramatic walls of glass that bring the outdoors in and showcase the beautiful surroundings year-round. The home offers 4 bedrooms. a private office, and a finished walkout lower level with direct access to the pool-perfect for entertaining, recreation, or extended living.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$950,000 (USD)
Beach Area Single Family Home
Active
102 Geneva Terrace Fairfield, CT 06824
3 Bed
2 Baths
1400 sqft
MLS# 24182336
Rare opportunity in Fairfield's highly sought-after Beach Area! This 3-bedroom, 1,400 SF ranch offers an exceptionally rare combination of location, lot, and future potential. Just a short walk to South Pine Creek Beach and only a quarter mile from the prestigious Sasco Hill neighborhood, you'll also enjoy easy access to downtown Fairfield, the train station, restaurants, shops, and beaches. According to MLS history, 3-bedroom ranches with attached 2-car garages in both the Beach Area and Fairfield Center have been virtually nonexistent over the past decade, and this home's generous footprint makes it an ideal candidate for a second-story addition, with architectural plans included showing approximately 3,700 SF upon completion, along with a remodeled first floor. (see all photos for exterior front and back ) Based on recent neighborhood sales, expanded homes have exceeded $2 million. Partially finished lower level, private fenced yard, and no reported storm-related issues during recent major coastal storms. Renovate, expand, or enjoy as is. An outstanding value-add opportunity in one of Fairfield's most desirable neighborhoods. It's time for your new beach area home!
Listing Courtesy of SMART MLS / Listed By: Judy Szablak, Coldwell Banker Realty
$949,000 (USD)
Brookside Area Single Family Home
Pending
3 Pheasant Court Norwalk, CT 06854
3 Bed
4 Baths
2358 sqft
MLS# 24180478
Welcome to 3 Pheasant Court, nestled at the end of a coveted cul-de-sac in one of Norwalk's most beloved neighborhoods, where the warmth of a close knit neighborhood meets the serenity of a private retreat. This beautifully updated 3 bedroom, 2 full bath & 2 1/2 bath ranch offers 2,790 sq ft of single level living on .60 acres. Step inside to a bright foyer that flows into a living room anchored by a wood burning fireplace and elegant dining room beyond. The updated kitchen features granite countertops and new appliances, opening seamlessly to the family room where floor-to-ceiling windows frame sweeping river views and natural light pours in. Step out to the freshly painted oversized deck, an entertainer's paradise with multiple lounging areas and a beautifully integrated heated pool. Enjoy summer days poolside in your own private backyard oasis, with an outdoor half bath and pool storage just steps away. The primary suite offers vaulted ceilings, a double walk-in closet, private en suite bath, and deck access, perfect for morning coffee outdoors. The grounds overlook the river, with the Darien Land Trust preserve bordering the rear, ensuring the natural beauty and privacy of this property is preserved forever. Brand new roof. Partially finished lower level with home office, playroom, gym potential, and abundant storage. Full upgrade list in supplements. Minutes to Rowayton and Darien, with easy access to train, highways, shops, and restaurants.
Listing Courtesy of SMART MLS / Listed By: Tara Chlupsa, Coldwell Banker Realty
$899,000 (USD)
Saugatuck Shore Area Single Family Home
Active
3 Madeline Avenue Westport, CT 06880
2 Bed
2 Baths
1047 sqft
MLS# 24192304
The beach lifestyle, water views, natural light, and endless possibilities await at 3 Madeline Avenue. Freshly painted and furnished, this charming 2-3 bedroom cottage offers an open and inviting floor plan featuring refinished hardwood floors, expansive windows, and a sun-filled living space one house from the waterfront. The kitchen is equipped with granite countertops and ample cabinetry, providing abundant storage and functionality. The lower level includes a mudroom, full bath, and a versatile bonus room with a skylight and window-ideal for a home office, guest space, gym, or creative studio. Upstairs, soaring vaulted ceilings, skylights, and oversized windows create a bright and airy retreat. Recent improvements include new flooring and a beautifully updated bath with a new vanity and tub. Step outside to a spacious patio, perfect for outdoor dining, entertaining, or simply enjoying the coastal setting. Whether you're looking for a turnkey weekend escape, year-round residence, investment opportunity, or the perfect site to renovate, expand, or build new, this property offers exceptional flexibility in a sought-after location. A rare opportunity to secure water views and exceptional potential in one of the area's most desirable coastal neighborhoods.
Listing Courtesy of SMART MLS / Listed By: Karen Liss-Uomoleale, Coldwell Banker Realty
$875,000 (USD)
Stratfield Area Single Family Home
Pending
100 Sherley Place Fairfield, CT 06825
4 Bed
3 Baths
2288 sqft
MLS# 24190297
Tucked away at the end of a private drive in Fairfield's sought-after Stratfield Village neighborhood, this classic Colonial offers exceptional privacy on over 0.6 acres. The backyard is a true retreat, featuring a beautiful heated in-ground pool, stone patio, lush landscaping, and a charming pool house with covered patio-ideal for entertaining or relaxing all summer long. A spacious foyer welcomes you into a home with hardwood floors throughout most of the main level. The living room features a wood-burning fireplace, while the family room offers a classic brick fireplace. Sliders from the dining room open to a full-length deck, creating seamless indoor-outdoor living. The kitchen includes a pantry, adjacent laundry area, and half bath. Upstairs are four generously sized bedrooms, including a spacious primary suite with a remodeled ensuite bath and walk-in closet. A remodeled full bath serves the remaining bedrooms. The unfinished walk-out lower level offers excellent potential for future living space, a gym, workshop, or storage. A newer boiler and water heater provide added peace of mind, and the attached two-car garage completes the home. Combining timeless style, a private setting, an in-ground pool, updated systems, and a premier location, this home presents a rare opportunity to update, personalize and create lasting value.
Listing Courtesy of SMART MLS / Listed By: Michael Pavlicin, Coldwell Banker Realty
$799,000 (USD)
Lordship Area Single Family Home
Pending
190 5th Avenue Stratford, CT 06615
7 Bed
4 Baths
3198 sqft
MLS# 24199174
Life at the beach is a year round vacation in this coveted walk to beach location! 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.C/A 2nd floor only.
Listing Courtesy of SMART MLS / Listed By: Marilyn Heffers, Coldwell Banker Realty
$799,000 (USD)
Cranbury Area Single Family Home
Active
5 Caddy Road Norwalk, CT 06851
4 Bed
2 Baths
1771 sqft
MLS# 24177723
Nestled on a level, park-like half-acre in the desirable Cranbury neighborhood, this beautifully updated contemporary ranch offers 4 bedrooms, 1.5 baths, and the perfect blend of modern updates, warmth, and exceptional indoor-outdoor living. Filled with natural light from skylights in the living room, dining room, and primary bedroom, the home features open living and dining spaces with handcrafted wood flooring, ideal for everyday living and entertaining. The updated kitchen is the heart of the home, showcasing Carrara marble countertops, white cabinetry, bluestone floors, stainless steel appliances, and an oversized center island with ample seating. The primary bedroom provides a peaceful retreat with bamboo flooring, a walk-in closet, and skylights overhead. Three additional generously sized bedrooms offer flexibility for family, guests, or a home office. Step outside to your own backyard oasis. Enjoy summer days by the sparkling pool, entertain on the expansive decking and stone patio, or unwind in the gazebo complete with a TV and sound system. The level yard provides plenty of space for recreation, gatherings, and relaxation. Additional updates include newer windows and doors, an updated heating system, and a cozy wood-burning stove. Conveniently located near shopping, dining, parks, and everyday amenities, this move-in-ready home offers comfort, style, and a lifestyle buyers will love. Don't miss the opportunity to make this special property your next home.
Listing Courtesy of SMART MLS / Listed By: Ninfa Valella, Coldwell Banker Realty
$749,000 (USD)
East Norwalk Area Single Family Home
Pending
2 Marvin Street Norwalk, CT 06855
3 Bed
2 Baths
1152 sqft
MLS# 24169903
Seaside transformation opportunity: Located in the heart of a sought after beach community, this classic ranch-style home is waiting for its next chapter. Located just a short walk to the shores of Long Island Sound. Enjoy Calf Pasture Beach, Shady Beach, waterfront dining, family activities or just a relaxing day on the sand. This property offers the ultimate "walk -to -beach" lifestyle. Weather your looking for a rewarding DIY project or a potential high yield investment. This prime location ranch home is located outside of the flood zone with amazing expansion potential. Here is your chance to build equity in a coveted neighborhood. Short distance to several parks,dining opportunities and East Norwalk Train Station
Listing Courtesy of SMART MLS / Listed By: Peter Bondi, Coldwell Banker Realty
$699,000 (USD)
East Norwalk Area Condo
Active
26 Cove Avenue Apt 3B Norwalk, CT 06855
2 Bed
2 Baths
1628 sqft
MLS# 24099304
Welcome to your dream home-a beautifully appointed, direct waterfront ranch style condo with sweeping views of the picturesque Norwalk Harbor. Located in a serene neighborhood, this 2-bedroom, 2-bath gem offers a rare opportunity to enjoy waterfront living at its finest. Enjoy unbeatable views and open concept living. Step inside to a spacious, open floor plan that blends the kitchen, living room, and dining areas into a seamless living experience. The expansive wall of glass invites the outdoors in, offering panoramic views of the sparkling harbor and ever-changing water scenes. Step out onto your private balcony to enjoy the salty breeze, stunning sunsets, and a peaceful retreat right at your doorstep. A water lover's paradise! For those who love the water, the condo comes with a deeded deep water dock, perfect for boats up to 35 feet. Whether you're into sailing, cruising, or just enjoying a tranquil day on the water, your own dock awaits. Location, Location, Location! This condo isn't just about luxury-it's about lifestyle. Ideally located with a variety of nearby amenities, you'll have easy access to everything. Explore local shopping malls, enjoy fresh seafood and diverse cuisines at nearby restaurants, or spend your days lounging at one of the area's beautiful beaches. The golf course is nearby, and your furry friends will love the nearby dog park.
Listing Courtesy of SMART MLS / Listed By: Susan Hawley, Coldwell Banker Realty
$695,000 (USD)
Sono Area Condo
Active
33 North Water Street 604 Norwalk, CT 06854
2 Bed
2 Baths
1392 sqft
MLS# 24163011
Welcome to The Maritime, a modern luxury high-rise in the heart of SoNo. This bright, lightfilled 2 bedroom, 2 bath condo is movein ready. Enjoy the floortoceiling windows, open layout, spacious bedrooms including large walk in closets, a contemporary kitchen with stainless steel appliances, including a GE refrigerator with ice and water dispenser, in sink garbage disposal, a new Bosch dishwasher and GE microwave. Terrazzo tile bathroom floors with Kohler fixtures, programmable Nest thermostat, automatic black out window shades, and a pantry with a thoughtfully designed custom California Closet system to add space and convenience. The living and dining area open to your private balcony, where you can relax and look out over the harbor with unobstructed views of the harbor and Long Island Sound. The Maritime offers great amenities, including a gym, TV and rec room with a pool table and kitchenette, conference room, and garage parking. The petfriendly building sits on a treelined street just a short walk to the train for a quick commute to NYC, as well as, the vibrant shops and restaurants on Washington Street, the waterfront, the Maritime Aquarium, and the SoNo Collection mall, so everyday errands and nights out are incredibly easy and fun! The condo comes with two parking spots: one in the attached gated garage and one in the outdoor lot.
Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty
$665,000 (USD)
Monroe Area Single Family Home
Active
148 Cross Hill Road Monroe, CT 06468
3 Bed
2 Baths
2130 sqft
MLS# 24171474
Charming Colonial set on a private 1.2acre lot in the heart of Monroe. Step inside and immediately appreciate the spacious living room featuring vaulted ceilings, exposed wood beams, and gleaming hardwood floors. The kitchen offers newer stainless steel appliances and a peninsula with seating for two, seamlessly opening to the dining room, ideal for entertaining. Double doors off the kitchen lead to a large Trex deck overlooking the patio and private backyard. The main level also includes two additional generously sized rooms, perfect for use as an office, playroom or media room. Upstairs, you'll find three bedrooms with engineered wood flooring throughout and a full bathroom with convenient laundry. The spacious primary bedroom features board and batten wall trim, a walk-in closet, and an additional secondary closet. Outside, the spacious backyard with endless possibilities. Lush garden spaces create the perfect backdrop for outdoor entertaining-whether hosting gatherings on the patio, enjoying the shaded picnic area, relaxing by the custom brick fire pit, or on the deck sipping your morning coffee while listening to the birds. Additional highlights include ample parking in the expansive driveway and an oversized workshop with loft/attic space, ideal for tools, hobbies, and gardening equipment. Conveniently located close to Wolfe Park, Great Hollow Lake, shopping in Monroe Center, plus easy access to route 111 and 25
Listing Courtesy of SMART MLS / Listed By: Sarah Callands, Coldwell Banker Realty
$659,900 (USD)
North End Area Multi-Family Home
Pending
150-152 Alexander Drive Bridgeport, CT 06606
6 Bed
3 Baths
2154 sqft
MLS# 24186038
Extensively renovated and move-in ready, this side-by-side two-family property offers an outstanding opportunity for both investors and owner-occupants. The interiors have been beautifully updated with hardwood floors throughout, brand-new kitchens featuring new appliances, and renovated bathrooms. One spacious unit offers 4 bedrooms and 2.5 baths, while the second unit features 2 bedrooms and 1 full bath, providing flexible living arrangements for rental income, multigenerational living, or an in-law setup. The property features updated mechanicals, separate utilities, and a clean unfinished basement ideal for storage. A brand-new roof installed just two months ago adds peace of mind for years to come. Outside, you'll find a private driveway with off-street parking and a level backyard that is perfect for relaxing, entertaining, or enjoying the outdoors. Conveniently located just 7 minutes from Sacred Heart University, with easy access to shopping, restaurants, major highways, public transportation, and local amenities. Whether you're looking to expand your investment portfolio or offset your mortgage with rental income, this turnkey property offers exceptional flexibility, value, and long-term potential.
Listing Courtesy of SMART MLS / Listed By: Kristin Corsello-Egmont, Coldwell Banker Realty
$649,900 (USD)
Hillandale Area Single Family Home
Pending
49 Moose Hill Road Trumbull, CT 06611
5 Bed
3 Baths
2189 sqft
MLS# 24196456
Welcome home to 49 Moose Hill Road, where classic New England charm meets bright, modern living on 1.58 beautiful acres in Trumbull's sought-after Daniels Farm neighborhood. Offering 5 bedrooms, 2.5 baths, a versatile loft, & over 3,000 square feet of thoughtfully designed living space, this lovingly maintained home is beautiful & provides the perfect lifestyle w/spacious living, thoughtful updates, & inviting spaces. Step inside to a sun-filled open floor plan that's made to entertain. At the heart of it all is the remodeled kitchen, featuring beautiful cabinetry, gorgeous countertops, & a large, spacious island where friends & family will naturally congregate - morning coffee, homework, holiday appetizers, it all happens here. The kitchen flows effortlessly into the living & dining spaces, making entertaining a joy. The primary suite is a true retreat-spacious, light-filled, & thoughtfully designed. The primary bath offers a spa-like feel, creating your own sanctuary. 4 additional bedrooms, a flexible loft, & the home's unique walk-out that features 2 of the bedrooms provide versatility, offering space for family, guests, an office, playroom, fitness area, or whatever your lifestyle requires. Step outside & experience one of this home's most exceptional features-the expansive 1.58-acre property. This is the kind of backyard that's can be rare to find, offering endless possibilities for entertaining, gardening, playing soccer or catch, hosting summer BBQs, and/or relaxing.
Listing Courtesy of SMART MLS / Listed By: Kristin Corsello-Egmont, Coldwell Banker Realty
$479,000 (USD)
In-Town Area Condo
Pending
20 Cross Street 10 Westport, CT 06880
1 Bed
1 Baths
595 sqft
MLS# 24191199
Tucked within a peaceful garden setting, this beautifully renovated end-unit residence offers an effortless blend of comfort, style, and convenience. Enjoy the ease of garage parking within the building before stepping inside a thoughtfully designed condo featuring an open-concept layout, soaring 9-foot ceilings, abundant natural light, and serene views of the beautifully landscaped grounds. The beautifully appointed kitchen combines style and functionality with crisp white cabinetry, granite countertops, a classic subway tile backsplash, and stainless-steel appliances. A convenient in-unit washer and dryer enhance the ease of everyday living. Rich hardwood floors, custom built-ins, crown molding, and refined millwork add warmth and timeless character throughout. The spacious bedroom opens through French doors to a private bluestone patio-an inviting outdoor sanctuary for morning coffee, quiet afternoons, or an evening glass of wine. Ideally located just moments from downtown Westport's acclaimed restaurants, boutique shopping, library, Levitt Pavilion, Westport Country Playhouse, Longshore Club Park, Compo Beach, the marina, and Old Mill Beach. With convenient access to I-95, the Merritt Parkway, and Metro-North, this exceptional residence offers the perfect balance of coastal charm, vibrant community, and effortless convenience in one of Fairfield County's most desirable coastal communities.
Listing Courtesy of SMART MLS / Listed By: Barbara Sweeney, Coldwell Banker Realty
$415,000 (USD)
White Plains Area Condominium
Pending
300 Mamaroneck Avenue 419 White Plains, NY 10605
1 Bed
1 Baths
720 sqft
MLS# 1021779
Welcome to Jefferson Place, one of White Plains' most sought-after condominium communities, where exceptional convenience meets low-maintenance living. Ideally located just moments from Metro-North, downtown White Plains, restaurants, shopping, parks, entertainment, and major highways, this move-in ready one-bedroom residence offers the perfect balance of accessibility while enjoying a setting just outside the busiest downtown streets.
Located on the 4th floor, this meticulously maintained condominium is filled with natural light and features hardwood floors, an open-concept living and dining area, a spacious bedroom with a walk-in closet, central air, an in-unit washer and dryer, and abundant storage throughout. One assigned covered garage parking space is included.
Jefferson Place offers a full-service lifestyle with 24-hour concierge, a fitness center, club room, theater/media room, business center, library, children's playroom, and beautifully maintained common areas. Pet friendly (subject to building regulations).
Whether you're searching for a move-in ready White Plains condo, a low-maintenance primary residence, or an easy Manhattan commute, Jefferson Place offers outstanding value in one of Westchester County's premier condominium buildings. Metro-North provides express service to Grand Central Terminal in approximately 36 minutes.
Located on the 4th floor, this meticulously maintained condominium is filled with natural light and features hardwood floors, an open-concept living and dining area, a spacious bedroom with a walk-in closet, central air, an in-unit washer and dryer, and abundant storage throughout. One assigned covered garage parking space is included.
Jefferson Place offers a full-service lifestyle with 24-hour concierge, a fitness center, club room, theater/media room, business center, library, children's playroom, and beautifully maintained common areas. Pet friendly (subject to building regulations).
Whether you're searching for a move-in ready White Plains condo, a low-maintenance primary residence, or an easy Manhattan commute, Jefferson Place offers outstanding value in one of Westchester County's premier condominium buildings. Metro-North provides express service to Grand Central Terminal in approximately 36 minutes.
Listing by: ONEKEY as distributed by MLS GRID / Listed By: John Schiaroli, Coldwell Banker Realty
$369,900 (USD)
Straitsville Area Single Family Home
Active
178 Osborn Road Naugatuck, CT 06770
3 Bed
2 Baths
960 sqft
MLS# 24194719
Welcome home to 178 Osborn Road, where every detail has been thoughtfully reimagined. This completely remodeled 3-bedroom, 2 full-bath home is move-in ready, offering the perfect balance of style, function, and peace of mind. Step inside to a bright, open-concept floor plan where the beautifully redesigned kitchen flows seamlessly into the dining and living areas, creating a welcoming space that makes it easy to stay connected whether you're preparing dinner or gathering with family and friends. Gleaming hardwood floors, abundant natural light, and tasteful finishes throughout give the home a warm, inviting feel. Sliding glass doors lead to a spacious new deck overlooking the private backyard-an ideal place to enjoy your morning coffee, host summer barbecues, or simply unwind after a long day. The finished lower level offers exceptional flexibility with a spacious family room, a beautifully updated full bath, ample storage, and versatile space that can easily serve as a home office, gym, playroom, guest suite, or potential fourth bedroom. Beyond its beautiful interior, this home has been updated with modernized plumbing, electrical, and heating systems, thermopane windows, a newer roof (approximately 10 years old), and a brand-new deck, giving you the confidence to move in and simply enjoy your new home. Conveniently located just minutes from Route 8, shopping, restaurants, schools, & parks, this home offers the perfect balance of neighborhood charm and commuter convenience.
Listing Courtesy of SMART MLS / Listed By: Kristin Corsello-Egmont, Coldwell Banker Realty
$360,000 (USD)
South End Area Single Family Home
Pending
140 Yarwood Street Stratford, CT 06615
3 Bed
2 Baths
2144 sqft
MLS# 24190373
Home in need of updating and repairs, perfect for a investor or flip, Over sized level corner duplex lot with plenty of room for an above ground pool. Not subdivide able. Spacious rooms, main level has a den. Kitchen Newer Maytag gas cooktop and double ovens. Wall to wall carpet. Missing some sheetrock in the dining room area because of a mold remediation, paperwork available in docs. Bedrooms have plenty of closet space. First floor bath in good condition but dated. Second floor bath has a tile problem in the shower. Main level covered porch very big. Main roof looks like an architectural shingle in fairly good condition. Insulated vinyl windows. Ages of the equipment is unknown. newer gas hot water heater, modern hot water furnace in working order Washer does not work. Close to schools and playgrounds
Listing Courtesy of SMART MLS / Listed By: Jonathan Deak, Coldwell Banker Realty
$349,000 (USD)
Mid City Area Condo
Active
104 North Street 401 Stamford, CT 06902
1 Bed
1 Baths
846 sqft
MLS# 24197163
Great Location & Move-In Ready! This spacious one-bedroom residence features an open-concept layout with a modern, updated bathroom and a seamless flow from the kitchen into the combined living/dining area. Both the living room and the bedroom offer access to a private balcony, providing sweeping city views and a relaxing outdoor retreat. Additional highlights include an in-unit washer/dryer, elevator access, and assigned parking (46). Ideally situated just minutes from UConn Stamford, top restaurants, shops, and all the vibrant amenities that downtown Stamford has to offer.
Listing Courtesy of SMART MLS / Listed By: Katerina "Kat" Hendrickson, Coldwell Banker Realty
$339,000 (USD)
West Norwalk Area Condo
Pending
97 Richards Avenue F15 Norwalk, CT 06854
2 Bed
2 Baths
1196 sqft
MLS# 24179433
Welcome to Mallard's Landing, where exciting improvements are underway, including brand-new siding and new decks that will give the complex a fresh, updated look. This bright and spacious second-floor condominium has an peaceful view of landscaped grounds and trees from the deck. It offers convenient one-level living with two generously sized bedrooms and two full bathrooms. The primary bedroom features a walk-in closet and a private ensuite bath complete with both a tub and shower. The open-concept floor plan connects the living room, dining area, and eat-in kitchen. Sliding glass doors lead from the living area to a private deck, creating the perfect space for fresh air and to relax outdoors. Recent updates include fresh paint and recent carpeting throughout much of the home. The convenience of in-unit laundry adds to its appeal. Additional highlights include a dedicated storage unit, a carport plus an assigned parking space and access to the community's well-maintained in-ground pool. Ideally situated on the Norwalk/Darien border, this desirable location set back from the road offers exceptional convenience with easy access to Route 1, I-95, SoNo, the train station, and walking distance to a wide variety of shopping, dining, and everyday amenities.
Listing Courtesy of SMART MLS / Listed By: Michael Pavlicin, Coldwell Banker Realty
$325,000 (USD)
Stevenson Area Single Family Home
Pending
205 Cottage Street Monroe, CT 06468
3 Bed
2 Baths
1555 sqft
MLS# 24193926
Privately tucked away in Monroe's desirable Stevenson area, 205 Cottage Street offers space, character and tremendous potential! This charming Cape is ready for updating and a new owner's personal vision. The spacious, flexible layout begins with an oversized living room with fireplace, perfect for cozy evenings or lively gatherings. French doors open to a versatile den or home office with deck access. The deck is also accessed from the kitchen for easy indoor-outdoor entertaining. The dining room features custom built-ins, while the kitchen offers a new tile floor and stainless steel appliances. A main-level bedroom and full bath provide convenient one-level living potential. Upstairs are two generously sized bedrooms with deep closets and a second full bath. The finished lower level offers a family room with fireplace accent, a separate bonus room ideal for a gym, office or guest space, plus laundry and abundant storage. Outside, enjoy an above-ground pool, established gardens and a private backyard. The "Other" space is an extra-long covered front porch, perfect for relaxing and enjoying the peaceful surroundings. Minutes from Route 34 and a five-minute drive to Lake Zoar for boating, fishing and outdoor recreation. Webb Mountain and Beardsley Cider Mill are also nearby.
Listing Courtesy of SMART MLS / Listed By: Judy Szablak, Coldwell Banker Realty
$50,000 / mo (USD)
Saugatuck Area Rental Home
Active
3 Stony Point West Westport, CT 06880
6 Bed
9 Baths
6561 sqft
MLS# 24175448
Your Summer vacation, elevated. Walk to the train. Walk to dinner or coffee. Wake up to waterfront views. This isn't just a summer rental, it's the retreat you've been dreaming about. Sprawling across six bedrooms and nine baths, this gem was built for the art of summer living. Soaring 9ft+ ceilings, walls of natural light, and water views set the stage. The house was designed for entertaining with an open living room/kitchen/DR concept for mingling, with French doors opening to a beautiful covered wood patio. Not one, but two giant family rooms - one on the main level leads to the rear patio/yard, and one on the third floor complete with wet bar and bath. Outside, an elaborate covered patio spills into the lush landscaped backyard where a heated pool, spa, and slide await. The patio boasts an outdoor kitchen and a giant ceiling fan for cool summer cookouts. And for little ones...a secret playroom they'll never want to leave. Add a sauna and this is summer, perfected. Price is per month. Flexible dates available through labor day.
Listing Courtesy of SMART MLS / Listed By: Debra Shaughnessy, Coldwell Banker Realty
$25,000 / mo (USD)
Coleytown Area Rental Home
Active
240 North Avenue Westport, CT 06880
5 Bed
5 Baths
3049 sqft
MLS# 24201587
AN AMAZING YEARLY RENTAL OPPORTUNITY! Ideally located on prestigious North Avenue, conv to Westport's award-winning schools, "MEADOW WOOD" offers nearly 2 ac of spectacular, pvt grounds & an extraordinary bonus for the car enthusiast-a separate gated driveway leading to a 2,447+/- sf party barn w/ storage for up to 14 cars. Completely remodeled & expanded for modern living, this estate is totally fenced/screened w/pvcy trees and features a stunning main residence, gunite pool & exceptional outdoor spaces. Gated driveways serve both the main house & barn, creating a pvt compound w/remarkable flexibility. The echoes of a Hollywood-style estate combine w/incredible updates thru-out the interiors. The front-to-back LR has a distinctive bay window & dual doors to a porch o'looking the grounds. The great room is the focal point of this expertly-designed floorplan, combining a Chef's Kit w/expansive island, endless storage, Thermador appliances & casual dining area, flowing into the DR & FR where a wall of folding glass doors creates a connection between the gorgeous interior & exterior spaces. A BR suite w/pvt access, lg laundry rm, mudrm, garage & powder rm complete this level. Upstairs, well-appointed BRs w/designer bths. The primary suite is an exquisite retreat w/tray ceiling, fpl, bth, walk-in dressing rm & an amazing balcony spanning much of the rear of the home. An elegant patio surrounds the heated pool. A truly special rental w/amenities rarely found in a yearly rental.
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$25,000 / mo (USD)
New Canaan Area Rental Home
Active
28 Old Norwalk Road New Canaan, CT 06840
4 Bed
5 Baths
2560 sqft
MLS# 24200692
Welcome to 28 Old Norwalk Road, situated in the idyllic town of New Canaan,CT. This beautifully maintained home offers a fresh,sophisticated take on the classic New England farmhouse, blending timeless character with modern style & effortless functionality. Ideally located in the heart of New Canaan & just a short walk to town,train station & New Canaan's schools - combining exceptional indoor & outdoor living w/the convenience of a highly sought-after location.An open,spacious floor plan w/exceptional flexibility for today's lifestyle & inviting living spaces designed for both everyday living & effortless entertaining.The heart of the home is a breathtaking newly renovated kitchen,thoughtfully designed by an accomplished New York interior designer & is appointed with premier appliances,refined finishes & tasteful details throughout. Beautifully sited on more than an acre of landscaped,park-like grounds,the property features rolling lawns,mature plantings,abundant hydrangeas & private fenced backyard. The expansive outdoor living area includes a terrace w/fireplace & built-in grill - perfect for entertaining or enjoying quiet evenings at home Adding to the property's exceptional versatility is a pea gravel courtyard & detached 200 sq. ft. outdoor space fully heated & air conditioned for year-round comfort.This flexible space can be tailored to suit the renter's preference.Extraordinary details abound throughout,creating a home that is as welcoming as it is refined.
Listing Courtesy of SMART MLS / Listed By: Marylou Jamieson, Coldwell Banker Realty
$19,750 / mo (USD)
Compo Beach Area Rental Home
Active
19 Soundview Drive Westport, CT 06880
4 Bed
4 Baths
1692 sqft
MLS# 24125259
FABULOUS ON THE WATER RENTAL~Completely RENOVATED MOD CHiC !! Phenomenal WIDE WATER VIEWS. BIG covered front porch with outdoor fire pit in front yard and outdoor shower. Best Compo Beach views~Sunrise and Moonrise each day. Plenty of parking(8 cars, very rare) at this 4BD 3.1 Bath Compo Beach Bungalow. Won Westports prestigious "Preservation Award". Fabulous home ! **Yearly rental possible at additional cost to cover summer pricing**
Listing Courtesy of SMART MLS / Listed By: Robin Singer, Coldwell Banker Realty
$15,000 / mo (USD)
Lower Weston Area Rental Home
Active
129 Davis Hill Road Weston, CT 06883
4 Bed
4 Baths
2512 sqft
MLS# 24188980
Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary suite offers its own stone fireplace and a luxurious bath with radiant heated floors. The kitchen is equipped with Wolf, Bosch, and Liebherr appliances. The dining room features a hidden dry bar and a glassware cabinet, with sliders to the top deck for outdoor dining if desired. Upstairs, there are three additional bedroom suites with updated baths, plus a smaller third-floor bedroom ideal for an office or flex space. The finished walk-out lower level includes radiant heat, a bedroom, a full bath, an office, a gym, laundry, and a kitchenette. Outdoors, enjoy a heated Gunite pool and spa with a bluestone patio, surrounded by serene woodland views. Additional features include the Sonos system, whole-house generator, and air purification. Minutes to town and top-rated schools, this move-in-ready retreat is ideal for weekend or year-round living.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$15,000 / mo (USD)
Compo Beach Area Rental Home
Active
19 Bluewater Hill Westport, CT 06880
3 Bed
3 Baths
3066 sqft
MLS# 24088530
Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and property. Available after 10/15/26
Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty
$14,000 / mo (USD)
Roseville/North Ave Area Rental Home
Active
20 Joann Circle Westport, CT 06880
5 Bed
4 Baths
3392 sqft
MLS# 24176505
Enjoy Summer in Westport CT. Located on a quiet neighborhood street, this 5-bedroom home spans a full acre, offering a tranquil setting for your summer retreat. It's ideally positioned near all town amenities, perfect for enjoying Westport's lively summer scene. The home welcomes you with a spacious living room, large windows highlighting scenic views, and a dining area leading to a sunlit deck-great for relaxing summer evenings. The kitchen features custom cabinetry, stone countertops, a center island, and high-end Thermador appliances, complemented by a bay window that brings in abundant natural light. Next to the kitchen, the family room provides extra space for relaxation and entertainment. The lower level includes a versatile bedroom or office, a full bathroom, large pantry and substantial storage. This floor also has a large living room and playroom leading to a large stone patio, perfect for outdoor dining and activities. Upstairs boasts 3 additional bedrooms, including one with an en-suite. The primary suite is on a separate upper level, providing privacy and luxury with a vaulted ceiling, sitting area, large walk-in closet, and a deluxe bathroom featuring a hydro tub. Choose this home for your summer stay in Westport, where convenience meets quiet comfort! Available July and August 2026.
Listing Courtesy of SMART MLS / Listed By: Jessica Brookbanks, Coldwell Banker Realty
$12,500 / mo (USD)
Old Hill Area Rental Home
Active
20 Grassy Plains Road 20 Westport, CT 06880
5 Bed
6 Baths
3888 sqft
MLS# 24192896
Beautifully designed for effortless living, this light-filled and airy home at 20 Grassy Plains blends luxury, comfort, and convenience in one exceptional offering. Featuring a highly sought-after first-floor primary suite, this residence is ideal for both everyday living and long-term flexibility. An elevator connects multiple levels, providing ease and accessibility throughout the home, along with a finished basement offering approximately 1,500 square feet of additional living space. The open-concept floor plan is enhanced by abundant natural light, soaring ceilings, and seamless indoor-outdoor flow. The chef's kitchen is equipped with top-of-the-line appliances, custom cabinetry, and premium finishes, opening beautifully to the main living and entertaining spaces. Step outside to a spacious deck perfect for outdoor dining, relaxing, and entertaining guests. Thoughtfully designed with both elegance and practicality in mind, this home offers modern luxury, low-maintenance living, and exceptional comfort in a desirable location. Prefer a lease of 2 years or longer, with rent including garbage collection, lawn care, and snow removal. Perfect for those seeking a sophisticated lifestyle with a first-floor primary bedroom, elevator access, luxury finishes, open floor plan, and bright contemporary living.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$11,000 / mo (USD)
Weston Area Rental Home
Active
112 Birch Hill Road Weston, CT 06883
5 Bed
4 Baths
3923 sqft
MLS# 24184585
A rare opportunity for lovers of contemporary design-the architect-designed Glass House of Weston is available for rent. This renovated home boasts an open floorplan flooded w/natural light from floor-to-ceiling windows and skylights, offering serene views of its well-maintained natural surroundings, lush foliage, and striking rock outcroppings. The LR features soaring ceilings, mahogany windows, and a stunning natural stone fpl, flowing seamlessly into the dining area, Kit, and FR. The Kit is a showpiece w/a domed skylight, custom Italian cabinetry, German appliances, carrera marble countertops, and a stainless steel peninsula. A Brazilian ipe wood terrace extends from the Kit and living area, floating in a canopy of trees w/a creek below. The ground floor master suite is newly renovated w/white oak flooring, expansive views through a new wall of windows w/electronic solar shades, and designer lighting. The ensuite features a free-standing tub and curbless walk-in shower for accessibility. Upstairs, you'll find four additional bedrooms, two w/floor-to-ceiling corner windows, plus two modern bathrooms w/skylights. A finished basement offers flexible space for recreation, while a 2-car garage provides direct home access. Meticulously upgraded over the last five years, the home includes new mechanicals, a security system, and enhanced exterior lighting. Offered for a minimum one-year lease, with preference for multi-year tenants. Furnishing options are flexible.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$10,000 / mo (USD)
Lower Weston Area Rental Home
Active
129 Davis Hill Road Weston, CT 06883
4 Bed
4 Baths
2512 sqft
MLS# 24188996
Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary suite offers its own stone fireplace and a luxurious bath with radiant heated floors. The kitchen is equipped with Wolf, Bosch, and Liebherr appliances. The dining room features a hidden dry bar and a glassware cabinet, with sliders to the top deck for outdoor dining if desired. Upstairs, there are three additional bedroom suites with updated baths, plus a smaller third-floor bedroom ideal for an office or flex space. The finished walk-out lower level includes radiant heat, a bedroom, a full bath, an office, a gym, laundry, and a kitchenette. Outdoors, enjoy a heated Gunite pool and spa with a bluestone patio, surrounded by serene woodland views. Additional features include the Sonos system, whole-house generator, and air purification. Minutes to town and top-rated schools, this move-in-ready retreat is ideal for weekend or year-round living.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$10,000 / mo (USD)
Wilton Area Rental Home
Active
39 Powder Horn Hill Road Wilton, CT 06897
4 Bed
5 Baths
5231 sqft
MLS# 24195721
Set on a private, serene two-acre lot surrounded by mature trees and lush landscaping, this spacious 4-bedroom, 5-bath home offers a rare combination of comfort, flexibility, and convenience. The main level features formal living and dining rooms, a family room, breakfast area, study, mudroom, powder room, and a guest bedroom with an en-suite bath and French doors opening to the rear deck. The well-appointed kitchen includes two sinks, two dishwashers, two ovens, a warming drawer, ice maker, wine refrigerator, and an additional refrigerator in the walk-in pantry. Upstairs, the primary suite offers two walk-in closets, a full en-suite bath, and doors opening to a private balcony with beautiful backyard views. A separate study, two additional bedrooms, and two full baths complete the second floor. The lower level provides a versatile bonus room. Additional highlights include an expansive deck, new roof, updated mechanicals, three-car garage, whole-house generator, and built-in speakers. Just steps from the Norwalk River Valley Trail and only five minutes from town, the train, and major commuter routes.
Listing Courtesy of SMART MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty
$9,800 / mo (USD)
Saugatuck Shore Area Rental Home
Active
28 Surf Road Westport, CT 06880
5 Bed
4 Baths
1956 sqft
MLS# 24182407
Direct waterfront, with deep water dock! A spacious and comfortable 5 bedroom /4 bath home located in desirable Saugatuck Shores on Bermuda Lagoon. 28 Surf offers room for the entire family to gather, frolic and decompress all in a setting that feels worlds away from the hustle and bustle of everyday life. Breathtaking sunrises over Bermuda lagoon and stunning sunsets above the tidal inlet capture the essence of this hidden haven. Paddle, fish or swim off your very own dock or simply sit back and take in the beauty of the natural surroundings. A wonderful opportunity for a short term rental. Available for the term of July 10th- April 30th if less than 9 mos. term, July and August will be billed at $20,000 per mo. while shoulder mos. at $11,000 per mo.. (Inquire about furnishings. 3 out of the 5 bedrooms are available with beds). The home can come Partially Furnished or Unfurnished. (Furnishings may vary a from the photos. Available for the summer months of July and August at $20,000 per month and the shoulder months at $11,000 per mo., if the term is less than 9 months.
Listing Courtesy of SMART MLS / Listed By: Jacqueline Tanya "Tanya" Sprague, Coldwell Banker Realty
$8,500 / mo (USD)
Lower Weston Area Rental Home
Active
145 Lyons Plain Road Weston, CT 06883
4 Bed
5 Baths
3100 sqft
MLS# 24158367
Charming Restored Antique with River Frontage in Lower Weston. Available for Yearly Rental. 3100 SF of refined living space with 4 beds and 4 full 1 half baths. Enter thru the expansive Foyer with fireplace and half bath Powder Room. The large Living Room/Dining Room with fireplace offers ample space. Library/Den with fireplace, wet bar and built ins. Solarium with sky lights perfect for enjoying the outdoor natural setting. Sunny Eat in Kitchen with limestone floors, commercial grade Wolf Range and Traulsen refrigerator. Large Pantry. Upstairs features the Primary Suite with 2 full baths, an abundance of closet space and Dressing area and Sitting Room. There are 3 additional Bedrooms on this floor 2 of which are en suite. The park like grounds feature open space for play and exercise, there's a dock to access the River, perfect for launching a paddle boat, or just relaxing among the tranquil surroundings. There is a 2 car garage plus 2 additional parking spaces. Minutes to Schools, charming shops and Outdoor trails. Close to Metro North and Merritt Pkwy.
Listing Courtesy of SMART MLS / Listed By: Robert Appell, Coldwell Banker Realty
$8,500 / mo (USD)
Greens Farms Area Rental Home
Active
287 Greens Farms Road Westport, CT 06880
4 Bed
3 Baths
1624 sqft
MLS# 24186950
This light filled home is set on 2 acres finished on both levels with over 2300 sq ft of living space. Beautiful flat back yard for fun summer games. Just 3 minutes from the Metro North, and convenient to all the Westport amenities.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$8,000 / mo (USD)
Shippan Area Rental Home
Active
43 Harbor Drive 509 Stamford, CT 06902
2 Bed
2 Baths
1455 sqft
MLS# 24200741
Luxurious fully furnished penthouse with jaw-dropping water & city views day and night in Stamford's premier waterfront community, Shippan Point. Exclusive building with private elevator, separate entrance, and only two units per floor. Renovated throughout with a stunning kitchen, oversized quartz breakfast bar, and spa-like baths. Balcony overlooks the marina; sunsets, boats, and beach living just minutes away. Close to downtown, dining, shopping, and train. Covered parking available. Annual and short-term lease options available.
Listing Courtesy of SMART MLS / Listed By: Demetrios "Demetri" Dassouras, Coldwell Banker Realty
$7,999 / mo (USD)
Riverside Area Rental Home
Pending
45 Sound Beach Ave Extension Greenwich, CT 06878
3 Bed
2 Baths
1344 sqft
MLS# 24197554
Welcome to easy living in the heart of Riverside. This charming three-bedroom ranch offers comfortable one-level living in one of Greenwich's most desirable communities, surrounded by mature trees, neighborhood footpaths, parks, and the waterfront-all just moments from your door. Inside, the home features a bright and inviting layout with three bedrooms on the main level, plus a finished lower level offering valuable additional space for a family room, home office, gym, or playroom. All-new mechanicals provide added comfort and peace of mind. Outside, enjoy a flat, fully fenced backyard and an oversized deck with plenty of room for outdoor dining, entertaining, or simply relaxing. The location makes everyday life exceptionally convenient, with restaurants, parks, the water, and local amenities close by. Metro-North and I-95 are also just minutes away, making commuting to New York City easy. Move right in and enjoy everything the Riverside lifestyle has to offer.
Listing Courtesy of SMART MLS / Listed By: Benjamin "Ben" Howell, Coldwell Banker Realty
$7,900 / mo (USD)
Roseville/North Ave Area Rental Home
Active
28 Silent Grove Westport, CT 06880
5 Bed
3 Baths
1502 sqft
MLS# 24197197
Light-Filled Westport Rental on a Private One-Acre Cul-de-Sac. Experience the best of Westport living in this beautifully updated, warm and welcoming 3 to 5 bedroom rental home, ideally situated on a picturesque one-acre property at the end of a highly desirable cul-de-sac, just moments from Wakeman Town Farm and all that Westport has to offer. Filled with natural light, the open-concept floor plan is designed for both comfortable daily living and effortless entertaining. The gourmet fully updated kitchen features stainless steel appliances, quartz countertops, and smart home technology, all while opening to inviting living spaces that seamlessly connect to the expansive outdoor deck, perfect for al fresco dining and gatherings. The main level offers three bedrooms plus a flexible office that can easily serve as a fourth bedroom. The finished lower level provides exceptional additional living space, including an oversized family room, updated full bath, and an additional guest room or office. Completing the home are a laundry room with ample storage and an attached two-car garage. A rare opportunity to enjoy space, comfort, and convenience in one of Westport's most sought-after locations.
Listing Courtesy of SMART MLS / Listed By: Karen Liss-Uomoleale, Coldwell Banker Realty
$7,500 / mo (USD)
Greens Farms Area Rental Home
Active
61 Hillandale Road Westport, CT 06880
3 Bed
2 Baths
1524 sqft
MLS# 24150954
AVAILABLE from 6/26/26-DALD (9/8/26) with possibility of extending to 9/30/26. Enjoy your summer at this wonderful Greens Farms Colonial. What a perfect spot to come home to, after a day at the beach! Spend your evenings on the screened porch & in the festive, private back yard with a great patio featuring multiple seating areas, fire pit, hot tub (with outdoor smart TV) and swing set. The main level offers a living room complete with a comfortable TV area, a spacious country Eat-in Kitchen plus a Home Office -no need to travel to work from here! 3 sweet Bedrooms upstairs share a bath. The Primary has a king sized bed. One Bedroom has a twin with a trundle bed that opens to a king. The other has two twins and one twin has a trundle. The lower level offers a Home Theater, complete with recliners, plus the laundry. Detached Garage has been converted to an Entertainment/Lounge/Game Room with smart TV, piano and more! Owners reserve walk-up attic for their belongings. Just over an hour by train service from NYC. Enjoy all that Westport has to offer including great dining, Compo Beach, Longshore Country Club, Westport Country Playhouse and concerts under the stars all summer long at the Levitt Pavillion. Owners prefer no pets.
Listing Courtesy of SMART MLS / Listed By: Laurie Crouse, Coldwell Banker Realty
$6,700 / mo (USD)
In-Town Area Rental Home
Active
310 Main Street Westport, CT 06880
3 Bed
3 Baths
1437 sqft
MLS# 24186010
Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare blend of comfort, flexibility, and location. The inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows seamlessly into the dining area, with French doors leading to a private stone patio - ideal for morning coffee or alfresco entertaining. The main level includes a spacious primary suite with en-suite bath, along with two additional BRs. Downstairs, the finished lower level offers additional space with two more bedrooms and a full bath, offering flexible space for guests, rec/playroom, or multi-generational living. For those seeking a professional setup, the town-approved home occupation designation allows for a separate entrance, two offices, and a waiting room - a turnkey solution for small business owners or remote professionals. With quick access to the Westport Library, Levitt Pavilion, and the town's vibrant dining & shopping scene, this property delivers both lifestyle and convenience. Nearby commuting options include the Metro North Railroad to NYC, Merritt Parkway, I-95. A rare opportunity to live and work in one of Fairfield County's most sought-after communities, or to find a home that offers private space for visitors or extended family. AVAILABLE FOR SALE AT $1,329,000.
Listing Courtesy of SMART MLS / Listed By: Barbara Bross, Coldwell Banker Realty
$6,500 / mo (USD)
Long Lots Area Rental Home
Active
17-B Long Lots Road Westport, CT 06880
3 Bed
3 Baths
1456 sqft
MLS# 24186952
Enjoy this sun-drenched renovated contemporary split-level home with open floor plan.finished walk out lower level adds 500square ft. Featuring a private, fenced in yard, this inviting renovated property offers the perfect blend of style, comfort and convenience, just minutes from town, beaches, shopping, dining, schools, train and all that Westport has to offer.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$6,000 / mo (USD)
Compo Beach Area Rental Home
Active
5 Guyer Road Westport, CT 06880
3 Bed
2 Baths
1138 sqft
MLS# 24193159
RECENTLY UPDATED!!! Well maintained charming 3-4 Bedroom, 2 Full Bath rental available for October 1, 2026. The location is ideal for both convenience and access to Westport amenities some of which includes: downtown Westport shopping, Compo Beach, Longshore Club Park, Metro North Train Station, top rated schools and I-95. Highly desirable neighborhood. The open floor plan and abundance of natural light are definite highlights, creating a welcoming atmosphere throughout the home. White Kitchen has newish stainless steel appliances, new countertops and hardware that opens up into the Dining area and the Living Room. There are 3 Bedrooms on the second floor. On the third floor there is an additional room that can serve as a Bedroom or a private Office based on the tenants needs. The lower level Family Room is large and sunny with a full bath, newish vanity and shower. Hardwood floors in all rooms except for the lower level. The screened-in porch has a new tiled floor. The porch and deck offer great spaces for relaxation and entertainment, while the flat spacious backyard adds even more versatility for outdoor activities. Central Air. Lease term is one year or longer.
Listing Courtesy of SMART MLS / Listed By: Cindy Saul, Coldwell Banker Realty
$6,000 / mo (USD)
Kent Area Rental Home
Active
47 Johnson Road Kent, CT 06757
2 Bed
2 Baths
1296 sqft
MLS# 24158577
Embrace the art of living well at Poetess Place, a haven designed for writers, birders, and nature lovers, tucked away on a private riverfront perch in the heart of picturesque Kent, CT. This lovingly remodeled 3-bedroom cottage, each room adorned with queen-sized comfort, invites you into a world of warmth and serenity. Wake up to the soothing melody of the Housatonic River and be captivated by the breathtaking westerly sunsets visible from your very own wraparound Alaskan cedar deck. Immerse yourself in the tranquil ambiance, where a gentle fountain adds a melodic touch to the air, and sculpted gardens invite you to explore and connect with nature. Unwind on the cozy sleeping porch or let the Yamaha baby grand be your muse, inspiring creativity and joy. Feel the warmth of a gourmet kitchen, inviting you to create culinary delights and share moments with loved ones. Poetess Place isn't just a cottage; it's a warm embrace of luxury and nature. Nestled at the end of a rustic lane downtown Kent, the cottage offers easy access to the town's charming restaurants, unique shops, and Kent School.
Listing Courtesy of SMART MLS / Listed By: Inna Agujen, Coldwell Banker Realty
$5,500 / mo (USD)
Old Hill Area Rental Home
Active
63 Kings Highway North Westport, CT 06880
4 Bed
2 Baths
1494 sqft
MLS# 24184227
Welcome home to this light-filled historic four bedroom cape within walking distance to the wonderful town of Westport. The front to back living room boasts a wood burning fireplace for cozy evenings and opens to the dining room for entertaining family and guests. The renovated kitchen will delight the cook in the family. There are four charming bedrooms on the second level. Spend time on the back patio overlooking a large open garden area. Enjoy all that Westport has to offer its' residents, to include exceptional public and private schools. Enjoy the Longshore Golf Course, the Longshore Club Park with three pools and tennis courts. Compo Beach for summer fun. The Westport Playhouse. And a walking riverfront downtown featuring gourmet restaurants and boutique shops. All this within one hour to NYC. Owner prefers to rent the home furnished yearly, but could be available unfurnished for $6,000 per year, or ask about for six months.
Listing Courtesy of SMART MLS / Listed By: Darlene Letersky, Coldwell Banker Realty
$5,290 (USD)
Flax Hill Area Commercial Lease
Active
200 Connecticut Avenue 5D Norwalk, CT 06854
Bed
0 Baths
2645 sqft
MLS# 24162633
A fully furnished, plug-and-play suite designed for teams that mean business without the wait. Suite 5D at 200 Connecticut Avenue delivers 2,645 square feet of sophisticated, light-filled workspace on the fifth floor of Norwalk's premier Class A office address. Sweeping views of the Connecticut Gold Coast, flooding the suite with natural light from multiple exposures. The layout is purpose-built for a professional services firm of 10-20 people: a dedicated conference room for client meetings, a secondary meeting space for team sessions, a row of private executive offices, and an open cubicle bay for staff all finished and furnished, ready for your team on day one.
Listing Courtesy of SMART MLS / Listed By: Inna Agujen, Coldwell Banker Realty
$4,500 / mo (USD)
Westport Area Rental Home
Active
14 Cross Highway D Westport, CT 06880
2 Bed
2 Baths
1165 sqft
MLS# 24173615
Stylish2 bedroom 2 full bath condo upper floor totally renovated, with an open floor plan. This is a hidden gem nestled in the charming enclave of Westport village. Beautiful, updated kitchen with marble countertops, open concept living area enhanced with vaulted ceilings, and a gas fireplace creating an inviting atmosphere for relaxing and entertaining. Convenient location to all Westport amenities.
Listing Courtesy of SMART MLS / Listed By: Georgia Wasserman, Coldwell Banker Realty
$4,500 / mo (USD)
Harwinton Area Rental Home
Active
278 Woodchuck Lane Harwinton, CT 06791
3 Bed
4 Baths
2666 sqft
MLS# 24176872
Spacious Lindal Cedar contemporary set on over 20 acres offering complete privacy and a serene nature-filled setting. Picture your own nature perserve. This multi-level home features a primary ensuite on the main level with a spa-like bath and private patio. The living room impresses with a dramatic spiral staircase leading to the second floor, where you'll find two generous bedrooms, a full bath, and a versatile loft ideal for office, library, or workout space. The expansive kitchen is a true highlight, open to the dining and living areas-perfect for entertaining. Additional features include a full basement, oversized 2-car garage, professional landscaping, and a full tiered deck with bridge leading to a charming gazebo. A separate barn adds extra flexibility. Enter through a welcoming solarium. Conveniently located just 50 minutes to Hartford and approx. 2 hours to NYC or Boston. Harwinton is one of Litchfield County's most desirable areas-your guests won't want to leave! Several exciting summertime options from clean lakes, to stocked rivers, to hiking trails and country fairs. Fairview spectacular 18 hole golf course, restaurant and event center just minutes away! Fun in all seasons. Offered furnished for your convenience. Credit & background check required. No smoking, no pets. Not ready to commit? Why buy when you can rent?
Listing Courtesy of SMART MLS / Listed By: Sharon Chase, Litchfield Office
$4,000 / mo (USD)
Stratfield Area Rental Home
Active
215 Bennett Street Fairfield, CT 06825
3 Bed
2 Baths
1102 sqft
MLS# 24191336
Welcome home to this charming and move in ready ranch in Fairfield's desirable Stratfield neighborhood. This beautifully maintained home offers 3 bedrooms and 1.5 baths with a bright, comfortable layout designed for everyday living. The spacious eat in kitchen features granite countertops, stainless steel appliances, and plenty of room to gather with family and friends. Hardwood floors and central air add to the home's comfort and appeal. The finished lower level provides an abundance of additional living space with two versatile flex rooms that can easily serve as a home office, fitness room, playroom, craft room, or whatever best fits your lifestyle. There is also plenty of storage to keep everything organized. Enjoy the added benefit of energy efficient solar panels that help reduce electricity costs, along with a Nest thermostat and video doorbell for modern comfort, convenience, and peace of mind. Step outside to your own private backyard retreat featuring a patio, raised garden boxes, a cozy fire pit, and charming string lights that create the perfect setting for relaxing evenings or entertaining family and friends. Ample off street parking add even more convenience. Ideally located close to schools, shopping, parks, restaurants, and major commuting routes, this home offers the perfect combination of warmth, flexibility, convenience, and energy savings.
Listing Courtesy of SMART MLS / Listed By: Taciane "Taci" Batista, Coldwell Banker Realty
$4,000 / mo (USD)
Village Center Area Rental Home
Active
21 Old Redding Road Ridgefield, CT 06877
3 Bed
2 Baths
1640 sqft
MLS# 24195122
Charming single level ranch set on a beautiful wooded lot featuring hardwood floors, a cozy fireplace, and an attached two car garage. The spacious layout offers comfortable everyday living with generous room sizes, abundant natural light, and seamless indoor-outdoor enjoyment. Relax in the peaceful surroundings while being just minutes from schools, shopping, dining, and major commuting routes!
Listing Courtesy of SMART MLS / Listed By: Demetrios "Demetri" Dassouras, Coldwell Banker Realty
$3,600 / mo (USD)
Mid City Area Rental Home
Active
2435 Bedford Street 21hh Stamford, CT 06905
2 Bed
2 Baths
1419 sqft
MLS# 24197154
Available immediately for yearly, unfurnished lease. This wonderful, sun-filled Townhouse at Chesterfield II is a spacious, welcoming home. Enjoy the ease of living in a gated condo complex with gatehouse, pools, garage parking, storage room and more. This fresh, modern home sparkles with hardwood floors in the living spaces, vaulted ceilings, skylights, large windows and more. The open layout includes a white kitchen with abundant cabinets, large counter space, flowing into a dining area, and a large great room space. The first bedroom with a full bath, balcony, and walk-in closet is on this main level. Upstairs, a large loft overlooking the great room with a skylight, closet space and laundry room with full-size washer and dryer can be a wonderful home office, den, exercise room or hobby space. The primary bedroom suite has a large full bath and spacious walk-in closet. Professionally cleaned and ready to move in. There is an enclosed parking garage with reserved space for this unit, and a locked storage area. This entire home is in gleaming, move-in ready condition. Experience the comfort of this highly-desirable home available for lease. Tenant must have excellent credit.
Listing Courtesy of SMART MLS / Listed By: Alexander "Alex" Chingas, Coldwell Banker Realty
$3,500 / mo (USD)
West Norwalk Area Rental Home
Active
252 B West Norwalk Road Norwalk, CT 06850
2 Bed
2 Baths
4082 sqft
MLS# 24190105
Unique and Charming cottage on large, historic West Norwalk property is a private sanctuary while only 2.5 miles to downtown New Canaan and minutes from Target, Wegmans, Costco and the Darien Trader Joes. Spacious eat in kitchen with dishwasher and private in unit laundry. Window unit for air conditioning included. Plenty of outdoor space for your use. 2 bedrooms and 2 baths (with clawfoot tubs!), hardwood floors and a beautiful covered deck overlooking the property. Plenty of FREE off street parking. How much are you paying for utilities these days? Well not here: Electricity, Heat and Hot water included in the base rental ( a $300/month savings!). No additional fee for pets!
Listing Courtesy of SMART MLS / Listed By: Mary Petro Noonan, Coldwell Banker Realty
$2,900 / mo (USD)
Torrington Area Rental Home
Active
30 Apter Drive Torrington, CT 06790
3 Bed
2 Baths
1256 sqft
MLS# 24196958
Not ready to purchase? This beautifully maintained single-family home is the perfect alternative! Located in a desirable, established east-side neighborhood, this home offers convenient one-level living with 3 bedrooms and a full bath on the main floor. The remodeled kitchen is spacious enough for gathering and entertaining, with an eat-in area that opens to a lovely patio overlooking the backyard. The fully finished lower level provides exceptional additional living space, ideal for a recreation room, home office, exercise area, playroom, or guest retreat. Features include a wet bar with ample counter and cabinet space, a remodeled full bath with shower stall, and a laundry area with washer and dryer included for tenant use. Enjoy abundant closet space and storage throughout the home. Heating is provided by oil on the main level. The lower level is equipped with a mini split system providing efficient heat and air conditioning for year round comfort. Outside, you'll find beautifully landscaped grounds filled with perennials, offering the perfect balance of sun and shade. A second backyard terrace creates additional outdoor entertaining and relaxation space, while the generous yard provides plenty of room for play, gardening, or simply enjoying the outdoors. A rare rental opportunity in a sought-after neighborhood!
Listing Courtesy of SMART MLS / Listed By: Sharon Chase, Litchfield Office
$2,600 / mo (USD)
South Norwalk Area Rental Home
Pending
16-18 Ann Street 26 Norwalk, CT 06854
1 Bed
1 Baths
792 sqft
MLS# 24196769
Welcome to this quiet and secure 12-unit elevator building in the heart of South Norwalk, complete with a private garage parking space and guest parking. This end-unit condo features hardwood floors, an open-concept kitchen with granite countertops, and an expansive living and dining area with space for a home office. The bedroom offers a generous walk-in closet, while central air conditioning and efficient gas heat provide year-round comfort. Enjoy an unbeatable walkable lifestyle just moments from everything SoNo has to offer, including The SoNo Collection, acclaimed restaurants, the South Norwalk Harbor, dog-friendly Oyster Shell Park, the newly renovated Maritime Aquarium, and the movie theater. This condo offers the perfect blend of convenience, comfort, and location. Strong credit and income only. Background check, proof of income, ID, and references required. Small pets considered on case by case basis.
Listing Courtesy of SMART MLS / Listed By: Jacqueline "Jackie" Zoeller, Coldwell Banker Realty
$2,400 / mo (USD)
East Norwalk Area Rental Home
Active
33 Seaview Avenue 3A Norwalk, CT 06855
2 Bed
1 Baths
975 sqft
MLS# 24190280
Spacious. Stylish. Steps from Everything. Welcome to 33 Seaview Ave. 3A, a beautifully renovated 2-bedroom apartment in the heart of East Norwalk-directly across from Veterans Memorial Park and just a short stroll to the East Norwalk train station, vibrant restaurants, and local nightlife. This is city-meets-coastal living at its finest. Inside, you'll find a newly updated eat-in kitchen with sleek cabinetry, new countertop and sink, new floors and plenty of room to cook a gourmet feast. The large living room offers a comfortable space to relax or host friends, while you glimpse out of the windows at the boats in the harbor. The TWO oversized bedrooms provide ample space for king-sized beds, work-from-home setups, or extra storage. The apartment includes a reserved parking space and private storage area for added convenience. Pets may be considered on a case-by-case basis. If you're looking for a move-in-ready rental that offers both space and a walkable lifestyle-this one checks every box. Don't miss it!
Listing Courtesy of SMART MLS / Listed By: Geoffrey Hollander, Coldwell Banker Realty
$2,300 / mo (USD)
North End Area Rental Home
Active
200 Robin Street 2 Bridgeport, CT 06606
3 Bed
1 Baths
2304 sqft
MLS# 24178795
Spacious and well-maintained 3-bedroom apartment in Bridgeport's desirable North End, just minutes from Sacred Heart University. Features include a bright eat-in kitchen, hardwood floors throughout, ceiling fans, and great natural light. Enjoy shared basement access with laundry hookups, plus a private driveway and fenced-in yard. Convenient location near shopping, dining, parks, and major highways.
Listing Courtesy of SMART MLS / Listed By: Demetrios "Demetri" Dassouras, Coldwell Banker Realty
$2,100 / mo (USD)
In-Town Area Rental Home
Active
14 Post Road Westport, CT 06880
0 Bed
1 Baths
600 sqft
MLS# 24194806
Enjoy the best of downtown Westport from this bright, spacious studio overlooking the Saugatuck River. The open layout offers flexibility for distinct living, dining, and sleeping areas, complemented by warm wood-style flooring and large windows that bring in abundant natural light and peaceful river views. A generous granite-topped breakfast bar anchors the kitchen, which features ample cabinetry, a tiled backsplash, and full-size appliances. A substantial double-door closet provides excellent storage, while the full bath includes a wide vanity and tub-and-shower combination. Step outside and enjoy immediate access to downtown coffee shops, restaurants, boutiques, and everyday conveniences, with Bedford Square just a short walk away. An inviting in-town home combining water views, flexible living space, and a truly walkable Westport lifestyle.
Listing Courtesy of SMART MLS / Listed By: Inna Agujen, Coldwell Banker Realty
$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 / Listed By: Inna Agujen, Coldwell Banker Realty
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