Available Listings

$2,999,000 (USD)
Active

Compo South Area Single Family Home

Active

2 Mortar Rock Road Westport, CT 06880

4 Bed
6 Baths
3312 sqft
MLS# 24173081
Virtual Tour
Better than new, this pristine 2016 custom-built residence offers a rare standard of refinement and sophisticated excellence. With 4,000+sqft and an elevator accessing all four finished levels, the home blends modern architecture with beautifully executed transitional design. The open-concept main level features a magnificent chef's kitchen, spacious dining area, and expansive living room with gas fireplace, custom built-ins, beams, and tray ceiling. Four-inch white oak flooring runs throughout. A wall of glass doors opens to a breathtaking private setting with a remote-controlled awning, ideal for effortless indoor/outdoor living. Four bedrooms include the luxurious primary suite with tray ceiling, built-ins, and serene garden views, plus a spa-like bath with heated floors, soaking tub, double vanity, and walk-in closets. Two additional en-suite BRs and an exceptional home office with dual built-in desks, double-height bookcases, library ladder, and automated shade complete the level. The third floor offers a skylit fourth bedroom with full bath and cedar closet. The finished lower level includes a playroom/gym, office, and half bath. A 2car garage, elevator to all levels, full-house generator, security and sound systems elevate the offering. Ideally set on a desirable cul-de-sac minutes to the beach, train, town, library, and farmers market, making this an incredible location from which to enjoy all of Westport's most coveted amenities. Move-in ready and truly exceptional.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$2,850,000 (USD)
Coming Soon

In-Town Area Single Family Home

Coming Soon

24 Washington Avenue Westport, CT 06880

4 Bed
4 Baths
3430 sqft
There is a moment just inside the front door, when the house introduces itself. The entrance hall-original, unhurried, exactly as gracious as 1919 intended-tells you everything. This is a home that was built when details mattered and time was taken. A century later, nothing essential has been lost. The living room and formal dining room carry that same quiet elegance, their proportions generous, their light beautiful through Anderson architectural-grade windows. Then comes the turn- into the 2013 addition, where a stunning chef's kitchen anchors a family room that opens through French doors onto a covered deck. Beyond it, a private landscaped backyard unfolds like a secret: lush, park-like, deeply planted and utterly your own. An outdoor shower with hot and cold water, a detached two-car garage, gravel driveway and an automated irrigation system make it as effortless as it is beautiful. Upstairs, the primary suite earns its name- spacious bedroom, sitting room, a spa bath, place to exhale. Three additional bedrooms, each with the soul of the original house, share a handsome hall bath.A finished third-floor now features two versatile offices and a full bath, offering flexible space ready for your next chapter. New roof, siding insulation, 4-zone A/C, sewer and water mains from 2013. 4300 SF set on .39 acres of one of Westport's most sought-after residential streets -walking distance to town.This home exudes charm and is completely, confidently, move -in ready.
Listing Courtesy of SMART MLS / Listed By: Jillian Klaff, Coldwell Banker Realty
$2,790,000 (USD)
Active

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
$2,700,000 (USD)
Active

Long Lots Area Single Family Home

Active

28 Bulkley Avenue North Westport, CT 06880

5 Bed
5 Baths
3917 sqft
MLS# 24168651
Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of today's lifestyle. Thoughtfully renovated, it blends original character, architectural detail, warmth, and six fireplaces with the amenities today's buyers expect. Set on a flat property with room for a potential pool, the home offers inviting indoor and outdoor spaces ideal for entertaining and everyday living. At the center is a chef's kitchen with a Sub-Zero refrigerator, a Wolf range, custom cabinetry, and generous prep space, opening to a sun-filled family room. Formal rooms, antique details, and multiple fireplaces create a space that feels both elegant and welcoming. The primary suite offers an oversized dressing room with abundant closet space, and a spa-like bath with a soaking tub and steam shower. The finished lower level includes a game room, wine cellar, and flexible recreation space. Outside, the expansive lawn offers space for sports, gatherings, gardens, or a future pool. Ideally located with one light to Greens Farms train, and minutes to Long Lots Elementary, Post Road shopping, and Main Street dining. A rare blend of antique charm and modern living.
Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty
$2,450,000 (USD)
Pending

Compo South Area Single Family Home

Pending

171 Compo Road South Westport, CT 06880

4 Bed
5 Baths
3800 sqft
MLS# 24168078
Virtual Tour
Tucked away in a peaceful, private setting, Hidden Ledge offers the best of Westport living in an ideal Saugatuck/Compo location. This stunning brand-new 4-5 bedroom home combines thoughtful design, quality craftmanship, and effortless access to the area's most loved destinations. Walk along sidewalks or bike the designated bike routes to Compo Beach, Longshore, Saugatuck, downtown shops, acclaimed restaurants, the train, library and Westport's coveted Levitt pavilion. Designed and built by local HOME Design Build, this 3800 SF residence features a clean, timeless aesthetic with an abundance of light thanks to its southern and western exposures. Every detail has been carefully curated, from vertical channel accents, Visual Comfort Lighting and Thermador appliances to the wide-plank white oak floors, custom closets and over-sized Marvin windows. A must-see home in the heart of one of Westport's most desirable locations. #171 Compo Rd. S is one of two NEW Constructions currently being built on a private rear parcel set back from Compo Rd. S. offering city water, sewer and buried power lines. ** The driveway will be maintained jointly by both 171 & 169 Compo Rd. S. As permitted, the property has been organized as a land condominium to allow for the 2 New Constructions to be sold separately.
Listing Courtesy of SMART MLS / Listed By: Jacqueline Tanya "Tanya" Sprague, Coldwell Banker Realty
$2,450,000 (USD)
Active

Greenfield Hill Area Single Family Home

Active

3808 Redding Road Fairfield, CT 06824

4 Bed
5 Baths
5376 sqft
MLS# 24171406
3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose.
Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty
$2,399,000 (USD)
Pending

Saugatuck Area Single Family Home

Pending

2 Ledgemoor Lane Westport, CT 06880

5 Bed
6 Baths
4600 sqft
MLS# 24159517
Set on a quiet, private cul-de-sac very close to town and Winslow Park, this custom five-bedroom Colonial offers an exceptional opportunity for a new owner to leave their mark and add significant value. Designed with best-in-class materials and a thoughtfully planned layout, the home retains its gracious scale, natural flow, and exceptional character. Deferred maintenance has created the chance to elevate a well-loved property and return it to the signature splendor that defined it. The main level features a gourmet kitchen with Sub Zero & Viking appliances, stone counters, custom cabinetry and an adjacent breakfast room leading to a large family room, living room with fireplace, formal dining room, and two private offices with built-ins. French doors from most main floor rooms open to a balcony overlooking a heated Gunite pool and a large, level play area. The walkout lower level has a wall of French doors and is an exquisite poolside space that includes a fully-equipped wet bar, rec/game rm, gym and a full guest suite. Upstairs, the spacious bedroom layout provides comfort and flexibility for a variety of needs. Set on 1.16 +/- acres moments from shopping and recreation, the home is being offered as-is. ***Listing photos include a mix of current 2026 images and select photos from 2009 to illustrate the full potential of the property. Please note that showings are welcomed and booked by appointment, and no open houses are planned.***
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$2,350,000 (USD)
Pending

Lower Weston Area Single Family Home

Pending

6 Winthrop Hills Weston, CT 06883

5 Bed
6 Baths
6684 sqft
MLS# 24159217
Virtual Tour
Welcome to this Modern Colonial, a sanctuary where luxury, comfort & tranquility converge on a premier cul-de-sac, conveniently located to the Merritt Parkway, Weston Center & the campus of award-winning schools and downtown Westport plus beaches. With 5 BRs plus a potential 6th BR/au-pair or in-law suite, this refined retreat offers elegant living & impressive entertaining. The newly reimagined kitchen is a showpiece of style & substance: a spacious island anchors the room, surrounded by premier appliances & abundant storage, all beautifully designed, expertly equipped, and ready for every occasion. Host unforgettable dinners in the formal DR w/gas fireplace, then relax in the warm, inviting fam rm w/custom stone fireplace, French doors & surround sound for movie nights. Multiple home office options include a private library/homework room with built-ins. The luxe primary suite features excellent closet space, a fireplace, spa bath w/hydro tub, shower & dual sinks. The full finished lower level offers all of the room needed so that everyone can have their space, including a game/rec rm, media rm, gym & more, plus storage rooms. Outside, enjoy vast, usable, level lawns, heated pool, sports area, basketball, climbing swing & treehouse. Wraparound porch & screened-in porch offer stunning views of both the picturesque acreage as well as the tranquil hilltop scenery. 4-car garage for the auto enthusiast.
Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty
$2,199,000 (USD)
Pending

Long Lots Area Single Family Home

Pending

24 Burr School Road Westport, CT 06880

5 Bed
5 Baths
3380 sqft
MLS# 24172330
Virtual Tour
***SUBMIT ALL OFFERS BY 3PM MONDAY MAY 11***Tucked away towards the end of a quiet cul-de-sac in a prime central Westport location, this beautifully updated home offers the perfect blend of privacy, convenience, and lifestyle. Set on 1.05 acres and just moments from town, close to schools, shopping, and commuting options, this five-bedroom residence is designed for both everyday living and effortless entertaining. The heart of the home is the open kitchen featuring a large sunny dining area, center island, breakfast bar and exceptional flow into the family room-ideal for gatherings and modern living. A charming living room with a warm and inviting fireplace seamlessly flows into the private formal dining room, creating elegant spaces for more intimate gatherings. This residence includes 4.5 baths and a thoughtfully designed layout throughout. The luxurious primary suite is a true retreat, complete with an adjacent office/dressing/make-up area or baby's room-exceptional custom closets-including a spacious walk-in with built-ins-and a spa-inspired bath with jetted tub. The finished lower level, with private room with large closet, open space and full bath, provides ideal flexible space for storage, playroom, or gym. Outdoors, enjoy a private oasis with an in-ground pool framed by beautiful stone walls and mature plantings. Set back from the road, the property offers both tranquility and seclusion while remaining close to all that Westport has to offer.
Listing Courtesy of SMART MLS / Listed By: Julia Broder, Coldwell Banker Realty