Featured Properties

Some or all of the listings below are provided by the Westport office.
$2,750,000 (USD)
Active

Darien Area Single Family

Active

12 Dellwood Road Darien, CT 06820

5 Bed
6 Baths
4672 sqft
MLS# 24156013
This beautifully designed residence seamlessly blends timeless charm with modern sophistication, showcasing sun-drenched interiors, inviting fireplaces, and refined architectural details throughout. A secluded stone patio overlooks the sparkling in-ground gunite pool and pool house, all set within a serene, park-like landscape - an idyllic backdrop for both intimate gatherings and grand entertaining. The home's exceptional flow connects the formal living and dining rooms to the newly renovated kitchen, featuring brand new stainless steel appliances, striking quartz countertops, and a sunlit breakfast area. Designed for effortless living, the layout is both elegant and functional. A dramatic family room with soaring cathedral ceiling, wet bar, and impressive stone fireplace offers direct access to the extensive new deck and private yard - a perfect setting for celebrating life year round. The main level primary suite is privately situated in its own wing, complete with spa-inspired bath and dedicated office. A separate wing on the main floor features a remarkable 42 foot media/playroom with custom built-ins and two spacious ensuite bedrooms. Upstairs, two additional bedrooms share a bath and offer abundant storage. Meticulously maintained and thoughtfully updated, this exceptional property is ideally located just minutes from town, train, beaches, and approximately one hour to New York City.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Lori Printz
$2,495,000 (USD)
Active

In-Town Area Condo

Active

41 Richmondville Avenue Duplex 2 Westport, CT 06880

2 Bed
3 Baths
1760 sqft
MLS# 24090155
Welcome to Residence Duplex 2 at The Mill Westport, a spectacular unit with spacious rooftop deck which offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature large windows, open floor plans, and light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport's many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment and adaptation of The Mill Westport into a luxurious residential property is being undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross
$2,425,000 (USD)
Active

In-Town Area Single Family Home

Active

23 Harborview Road Westport, CT 06880

4 Bed
4 Baths
2832 sqft
MLS# 24156804
Located on a quiet cul-de-sac in the heart of Westport, this beautiful timeless Colonial is located at the top of one of the town's most picturesque streets, directly across from the scenic Saugatuck River. The gourmet kitchen features island seating, custom cabinetry, a serving peninsula, and a breakfast room with an abundance of natural light. The front-to-back living room with fireplace and high ceilings is adjacent to the kitchen and is also the heart of the home. Two recently renovated (Trex) decks off the kitchen and living room, along with an expansive terrace, overlook the private backyard-perfect for entertaining and outdoor enjoyment. All bedrooms are located on the second level along with two fully renovated baths. The lower level includes a family room, home gym, full bathroom and a lot of storage. The lower level has potential for a fifth bedroom. Offering 3,674 sq ft of finished living space, 23 Harborview Rd provides both comfort and flexibility, with additional unfinished space to expand within the existing footprint, if desired. Additional highlights include natural gas, public water and sewer, central air, two-car garage with room for storage, and new blue stone front walk. Commuters will appreciate the south of the Post Rd location, just 1.8 miles to the Westport Station. Harborview offers a walkable lifestyle-minutes to town 'over the foot bridge' to the library, Farmer's market, Levitt Pavillion, and restaurants. Audio/Visual
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Sally Bohling
$2,150,000 (USD)
Active

Old Hill Area Single Family Home

Active

234 Wilton Road Westport, CT 06880

4 Bed
4 Baths
3023 sqft
MLS# 24157114
Wilton Road places you minutes from town and the shoreline. At 234, convenience and privacy coexist. A turn onto a side lane and a set-back approach behind mature trees create a setting that feels distinctly separate from the street. Originally built in 1884, the home has been fully renovated and thoughtfully expanded. A 2024 addition reshaped the main level, enlarging the kitchen and introducing a newly constructed family room anchoring the home. Tall ceilings, open sight lines, and abundant natural light create a sense of volume rarely found in homes of this era. It lives larger than its footprint. The kitchen centers around an oversized island, with a cozy banquette tucked into the corner. A beverage bar and architectural wine display are seamlessly integrated. The flow from kitchen to family room to dining is open and intuitive. Sliders extend to an expansive stone patio with a built-in grill station and fireplace, creating an easy transition between indoors and out. An expansive lawn invites play, set within the safety of the private backyard. Upstairs, the primary suite features a private sitting room, boutique-style dressing room, and a light-filled bath with a soaking tub and glass-enclosed shower. Additional bedrooms are carefully arranged, including a private suite, offering flexibility for guests. Historic at its core and thoughtfully expanded for today. Set where Westport unfolds at your doorstep, and designed with the scale to fully enjoy it.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney
$2,000,000 (USD)
Pending

Old Hill Area Single Family Home

Pending

368B Wilton Road Westport, CT 06880

4 Bed
3 Baths
3353 sqft
MLS# 24130527
Virtual Tour
*THANK YOU FOR YOUR INTEREST: Seller has requested highest and best offers by Monday 3/9/26 at 3pm* Set on a tranquil acre on a three home spur back and off the road, this meticulous, move-in ready Colonial with a sparkling gunite pool & spa is the home you have been waiting for. The prime Westport location offers convenience to commuting options, town centers, schools, beaches & more. The professionally-landscaped property w/specimen plantings & artisanal stonework is the perfect backdrop for this classic Colonial. The home's interior was freshly painted in a neutral palate and the hardwood floors were just refinished. The front-to-back LR w/ the 1st fireplace has three exposures, filling it with light. The DR is ready to host memorable occasions. The custom gourmet kitchen has fresh white cabinetry, stone counters, Sub Zero & Wolf appliances including double wall ovens & gas cooktop, walk-in pantry and an effortless flow to the captivating brkfst rm w/French doors to both a deck & exquisite sun rm. The family rm is a signature highlight w/ skylit cathedral ceil, 2nd fpl, wet bar & French doors. Upstairs, the expanded primary suite has a king-sized BR, two large walk-in clsts & a unique, luxurious octagonal bth w/htd flr, glass shower & hydro tub. The spacious BRs access an updated full bath. Finished LL rec/play/gym space w/office plus lrg storage rm in addition to very spacious attic. The resort-style pool area has a waterfall spa, built-in grill/bar. Generator, 2c gar.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Alexander Chingas
$1,779,000 (USD)
Active

N/A Area Single Family Home

Active

28 Old Orchard Drive Weston, CT 06883

5 Bed
6 Baths
4079 sqft
MLS# 24079433
Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer. Large windows that fill the rooms w/sunlight are a defining characteristic of the home, including the cathedral-ceil LR w/stone fpl & wide plank floors, holiday-sized DR w/bay window, fam rm w/wet bar and wall of glass to deck. The dine-in kitchen w/ center island, updated stainless steel appls incl gas cooktop & Sub Zero, also opens out to the large deck. A main flr office & 1.5 bths complete the main lvl. Front & rear staircases lead up to the spacious 2nd level where you will find a grand primary suite w/lrg walk-in clst & en-suite bth plus 3 addl BRs & 2 full baths. The incredible finished, walk-out lower level is a highlight, with sun-drenched spaces that add spacious comfort, flexibility and can meet any need - while still offering great storage. The rec rm w/fpl and a pair of offices or bonus rms each have doors to the rear property. The gym has an adjacent full bth, making it an ideal cabana for swimming guests using the pool when entertaining in these splendid surroundings. Enjoy gorgeous views & tranquil privacy, just minutes to the town Center & school campus plus commuting.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Bross
$1,475,000 (USD)
Active

Old Hill Area Land

Active

50 Sylvan Road North Westport, CT 06880

Bed
0 Baths
0 sqft
MLS# 24151295
DREAM YOUR TOMORROW This 1.05 acre of dry, level land that is available for sale, is beautifully sited in the middle of Westport's Old Hill and awaits your imagination. Enter through the original gates of the 1928 Arthur Whiteside Estate at 50 Sylvan North --- the park-like entry to the 25-acre estate built for Whiteside, who founded and headed the commercial credit rating firm of Dun & Bradstreet. There in the 1930's, he perfected a system whereby a client could receive an accurate credit rating on a business within 2 minutes of a request. Whiteside's original Tudor home is visible in the distance where the Sellers of Lot #1 will remain in residence on Lot #2. LOT 1 FOR SALE is flat, pristine, dry and park-like, and enclosed by 1920's fieldstone drywalls which run a full 450' along Sylvan Road North frontage. The Town-Approved Site Plan (FOR DESIGN DEVELOPMENT NOT CONSTRUCTION) is being "simplified" by LandTech to clarify: (1)House site can be moved (2)Sewer and City Water available at street for connection. (3)Natural Gas is available across street, so is being explored as a possibility. Seller has requested feedback from Southern CT Gas about possible hookup to an existing natural gas line across street at 43 Sylvan North/Marion Rd. Still awaiting response from the SCG field manager. (4) utility lines to Lot #2 will logically be moved from the middle of Lot #1 to run alongside the Lot#2 driveway. (5) an optional private and separate Lot#1 entry farther
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Martha Eidman
$1,350,000 (USD)
Active

Greenfield Hill Area Single Family Home

Active

1115 Galloping Hill Road Fairfield, CT 06824

4 Bed
3 Baths
2072 sqft
MLS# 24132021
A thoughtfully updated Colonial in the heart of Greenfield Hill, 1115 Galloping Hill Road is the kind of home that simply feels right. Solid, balanced, and beautifully maintained, it reflects years of careful ownership and intentional improvement. The main level offers an easy flow between kitchen and family room, anchored by a classic brick fireplace and extending seamlessly to a screened sunroom that invites year-round enjoyment. The kitchen has been refreshed with new cabinet fronts, hardware, lighting, and a built-in breakfast nook. Refinished hardwood floors run throughout the home, unified in tone, while a crisp Chantilly Lace palette and curated fixtures create a cohesive, timeless feel. Upstairs, the primary suite is quietly refined, complemented by three additional bedrooms with custom closet systems, updated lighting, and thoughtful design details. The fully permitted lower level has been completely reimagined with new flooring, insulation, heating, windows, and generous storage. Exterior improvements include a widened driveway, new front door, expanded bluestone patio, refreshed landscaping, solar-reflective sunroom windows, and a level lawn enhanced for usability and privacy. Major systems, including septic, roof, windows, and electrical, have been updated. A home that feels settled, solid, and ready for its next chapter.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Cindy Raney