Available Listings

$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)
Pending

Old Hill Area Single Family Home

Pending

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
$1,799,000 (USD)
Coming Soon

Long Lots Area Single Family Home

Coming Soon

10 Reimer Road Westport, CT 06880

4 Bed
4 Baths
3464 sqft
Virtual Tour
Westport stunning 5-bedroom, 3.5-bath home offers over 4,000 sq ft. of beautifully updated living space on a level 1-acre lot at the end of a sought-after cul-de-sac, just minutes to top-rated schools, beaches, & the many amenities of Westport. Flooded w/ natural light from vaulted ceilings & skylights, the chef's kitchen features a Wolf range & an oversized island ideal for gathering and opens seamlessly to a comfortable living area w/ a fireplace & a wet bar. French doors lead to a TimberTech deck overlooking the private, level backyard, creating effortless indoor-outdoor living. Freshly finished hardwood floors run throughout the home, complementing the bright interiors. The dining room showcases a wall of windows. The family room includes built-in bookshelves/entertainment center, a second fireplace, half-bath and offers access to a bluestone patio, another inviting space to relax or entertain. The primary suite is exceptionally spacious w/ a vaulted ceiling, dual walk-in closets, and a luxurious bath, along with an adjacent bedroom w/ Belvedere balcony, currently used as an office, which could also function as a nursery. 3 additional well-appointed bedrooms, including one ensuite, provide comfort and privacy for family or guests. The basement includes a wine cellar & full-height unfinished space, offering exceptional storage & potential for future expansion. Freshly painted on the exterior, the home also includes a 2-car garage. Enjoy Westport Living at it's finest!
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Tara Chlupsa
$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
$1,500,000 (USD)
Coming Soon

Red Coat Area Single Family Home

Coming Soon

104 Newtown Turnpike Westport, CT 06880

3 Bed
3 Baths
2309 sqft
Looking for a bright home in Westport, CT, close to the train, beaches, and commuting routes to New York City? Welcome to 104 Newtown Turnpike, a light-filled 3-bedroom, 2.5-bath home offering privacy, comfort, and exceptional convenience in one of Westport's most accessible locations. Set high above the road, the home enjoys beautiful natural light and a peaceful setting, creating a bright and airy atmosphere throughout the living spaces. The heart of the home is the beautifully updated kitchen, which opens seamlessly into the sun-filled family room with a fireplace, creating a warm and inviting space for everyday living and entertaining. The home features two fireplaces, adding charm and comfort throughout. Large windows bring in abundant sunlight, giving the home a light, welcoming feeling year-round. Step outside to a lovely private patio, perfect for outdoor dining, relaxing with friends, or enjoying quiet mornings surrounded by nature. The location offers the best of Westport living with easy access for NYC commuters. The home is conveniently located near: * The Merritt Parkway for an easy commute to New York City * The Westport Metro-North train station * Compo Beach and Longshore Club Park * Downtown Westport's vibrant restaurants, shopping, and cultural attractions. Ideally located near beaches, downtown, and NYC commuter routes, 104 Newtown Turnpike offers comfort, convenience, and the best of Westport living. A bright, light-filled home ready for its next owner.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Judy Michaelis
$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
$1,425,000 (USD)
Coming Soon

N/A Area Single Family Home

Coming Soon

9 Pepperbush Road Weston, CT 06883

5 Bed
5 Baths
4220 sqft
A special residential neighborhood characterized by a coveted cul de sac and offering the quiet luxury Weston is known for. Privately sited on Pepperbush Rd, this perfectly maintained and thoughtfully updated Colonial offers over 5,100 sq ft of refined living space. Sun-filled interiors and an elegant layout provide the perfect balance for everyday living and sophisticated entertaining. The chef's kitchen with large center island and sun-lit breakfast room opens to a welcoming family room with custom built-ins and a wood-burning fireplace. Exquisite millwork in the living room with fireplace (option of gas or wood burning), spacious dining room, and private office enhance the home's gracious design. The home features 5 spacious bedrooms including a stunning primary suite with high ceilings, a luxurious bathroom, and two walk-in closets. The lower level, off the kitchen and family room area, includes a rec (play) room with dry bar, exercise room, plus full bath. Set amongst beautiful gardens and lawn, and across from conservation land and trails, the home is enhanced with premium upgrades including an Aerus G4 whole house air system, whole house generator and a new Carrier furnace. Backyard features 3 electric canopies for sun coverage, and built-in peninsula for ease of entertainment. A two car garage, attached to the home by an interior breezeway, plus a new mudroom add to an ideal lifestyle. Showing appointments begin March 18th. More Photos Soon.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Sally Bohling