Colonial Homes for Sale in Westport, CT

/39
$2,800,000
- 4 Beds
- 3.5 Baths
- 3,241 Sq Ft
7 Short St, Westport, CT 06880

Premier in-town location & exceptional craftsmanship come together in this stunning custom-built home by a respected local luxury builder. Just 2 years young, this exquisite home is ideally situated at the end of a quiet cul-de-sac, offering privacy & convenience while only 4 minutes from town - Welcome home to 7 Short Street. Presenting 3 levels of beautifully finished living space, this

Jackie Davis

William Raveis Real Estate

(475) 255-6549

7 Short St, Westport, CT 06880
/36
$2,395,000

$100K PRICE DROP
- 6 Beds
- 5.5 Baths
- 3,700 Sq Ft
40 Richmondville Ave, Westport, CT 06880

Built in 2022, 40 Richmondville Avenue offers generous scale, a thoughtful layout, and true move-in-ready ease. Bright, open-concept main level connects kitchen, dining, and living spaces, with high ceilings and oversized windows throughout. The kitchen features a full Thermador appliance suite, large island with integrated outlets, extensive cabinetry, walk-in pantry, and mudroom with built-ins.

Jessica Lane

Serhant Connecticut, LLC

(475) 244-9410

40 Richmondville Ave, Westport, CT 06880
/15
$7,926,000

New Construction
- 6 Beds
- 7 Baths
- 7,200 Sq Ft
0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880

Set within Westport's most prestigious private estate enclave, surrounded by grand coastal estates and quintessential antique treasures, this exceptional Greens Farms 2+ acre* new construction offering is poised to become one of Fairfield County's most coveted addresses. Perfectly positioned, moments from beaches, downtown boutiques, vibrant dining scene, and just an express train to Manhattan,

Brett Lieberman

The Riverside Realty Group

(475) 203-1918

0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880
/19
$4,250,000

New Construction
- 6 Beds
- 9 Baths
- 7,499 Sq Ft
6 Janson Dr, Westport, CT 06880

Exceptional new construction by AR Luxury Homes with 7,500+/- square feet of thoughtfully designed living space across four finished levels in a prime Westport location. This 6-bedroom, 6 full and 3 half bath residence blends refined craftsmanship with modern functionality, featuring an open-concept layout ideal for both everyday living and entertaining. The heart of the home is a custom-designed

Brett Lieberman

The Riverside Realty Group

(475) 330-3787

6 Janson Dr, Westport, CT 06880
/40
$2,850,000
- 6 Beds
- 7 Baths
- 9,454 Sq Ft
25 Hermit Ln, Westport, CT 06880

Experience timeless elegance in this extraordinary Colonial estate nestled in Westport's coveted Red Coat neighborhood. Offering more than 7,000sf of beautiful living space, plus an additional 2,400sf in the finished lower level, this exceptional residence combines luxury, comfort, and functionality. Featuring 6 spacious bedrooms and 5.2 baths, the home is thoughtfully designed for both everyday

Paul Cranick eXp Realty

25 Hermit Ln, Westport, CT 06880
/25
$1,250,000
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
119 Kings Hwy N, Westport, CT 06880

House and land are fully available. Build your dream house on this beautiful lot in the Old Hill section of Westport. The small single-family home was converted into two apartments in the 1930s by its then-owners. The land is in a Residential AA zone and any construction needs to follow all the towns regulations. Walk to town from this generous .87 acre lot that has views of the town and river in

Helen Cusa Brown Harris Stevens

119 Kings Hwy N, Westport, CT 06880
/30
$2,950,000

Coming Soon
- 4 Beds
- 3 Baths
- 2,778 Sq Ft
6 Canal Rd, Westport, CT 06880

Wake up each morning to breathtaking 270-degree views of Long Island Sound, where sailboats, paddleboarders, and ever-changing waterfront activity create a stunning backdrop to everyday life. Located in the heart of Saugatuck, this beautifully renovated home blends coastal charm with modern convenience. Thoughtfully reimagined by a talented local photographer with an eye for design, the home

Lynne Nolan Compass Connecticut, LLC

6 Canal Rd, Westport, CT 06880
/40
$2,650,000
- 5 Beds
- 5.5 Baths
- 7,055 Sq Ft
53 Clinton Ave, Westport, CT 06880

Incredibly located moments from town and convenient to schools, shopping, commuting options and more, this sparkling home showcases pride of ownership. A new 2026 driveway leads to the landscaped setting, where this gracious home with an in-ground Wagner pool is set amid .74+/- acre. The two-story foyer introduces crisp, timeless spaces, and a home that has been impeccably maintained. The living

Alex Chingas Coldwell Banker Realty

53 Clinton Ave, Westport, CT 06880
/40
$6,795,000
- 7 Beds
- 6.5 Baths
- 9,209 Sq Ft
21 Compo Pkwy, Westport, CT 06880

A rare offering in Westport's coveted Compo Beach neighborhood, this extraordinary estate sits on a prized double lot just moments from Compo Beach, Longshore Club, train & vibrant downtown. Featured in Westport Magazine, the property masterfully blends the charm of a beautifully preserved historic residence from 1928 w/ a remarkable 6,000 sq ft addition completed in 2008. The result is a

Sarah Fair William Raveis Real Estate

21 Compo Pkwy, Westport, CT 06880
/34
$5,499,000
- 6 Beds
- 8 Baths
- 7,748 Sq Ft
359 Greens Farms Rd, Westport, CT 06880

Tucked behind elegant wrought-iron gates at the end of a long private driveway, this exceptional Greens Farms estate offers the perfect blend of privacy, luxury, and convenience in one of Westport's most coveted neighborhoods. Surrounded by mature landscaping, this meticulously maintained residence feels like a private retreat while remaining steps from the Greens Farms train station, Burying

Judy Michaelis Coldwell Banker Realty

359 Greens Farms Rd, Westport, CT 06880
/40
$2,199,000
- 5 Beds
- 4.5 Baths
- 3,380 Sq Ft
24 Burr School Rd, Westport, CT 06880

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

Julia Broder Coldwell Banker Realty

24 Burr School Rd, Westport, CT 06880
/27
$3,685,000

New Construction
- 4 Beds
- 5.5 Baths
- 4,204 Sq Ft
3 Laurel Ln, Westport, CT 06880

Welcome to this new construction project which is currently underway, with an expected completion date in the Summer of 2026. Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are

Julie Vanderblue Higgins Group Real Estate

3 Laurel Ln, Westport, CT 06880
/22
$4,995,000

New Construction
- 5 Beds
- 7 Baths
- 5,550 Sq Ft
1 Coastal Ct, Westport, CT 06880

Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

Julie Vanderblue Higgins Group Real Estate

1 Coastal Ct, Westport, CT 06880
/40
$6,500,000
- 6 Beds
- 10 Baths
- 9,349 Sq Ft
124 Hillandale Rd, Westport, CT 06880

An exceptional home in coveted Greens Farms, 124 Hillandale Road captures the essence of classic Connecticut living. Timeless, elegant, and impeccably maintained, this beautiful estate is surrounded by mature landscaping and a peaceful, private setting, while remaining just minutes from everything Westport has to offer. Spanning four finished levels connected by an elevator, the home seamlessly

Meredith Cohen Serhant Connecticut, LLC

124 Hillandale Rd, Westport, CT 06880
/38
$4,050,000
- 6 Beds
- 9 Baths
- 9,525 Sq Ft
278 North Ave, Westport, CT 06880

Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that

Cyd Hamer William Pitt Sotheby's Int'l

278 North Ave, Westport, CT 06880
/38
$5,199,000

New Construction Open Sun 1AM - 3PM $400K PRICE DROP
- 6 Beds
- 6.5 Baths
- 7,387 Sq Ft
36 Maple Ave S, Westport, CT 06880

Beautiful Georgian Colonial style home in desired Greens Farms neighborhood design by renowned architect Judith Larson. A fabulous Redcoat design team make this home a must, perfect for todays's lifestyle with a classic feel. This 6 bedroom residence is set on a flat, level.70 acre property embodying a perfect synergy of architectural excellence and an enviable location. Crafted for modern living

Kelly Loucas Compass Connecticut, LLC

36 Maple Ave S, Westport, CT 06880
/11
$5,990,000

New Construction
- 6 Beds
- 6.5 Baths
- 6,900 Sq Ft
10 Mary Jane Ln, Westport, CT 06880

New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with

Danna Rogers Higgins Group Bedford Square

10 Mary Jane Ln, Westport, CT 06880
/40
$3,450,000

$225K PRICE DROP
- 5 Beds
- 4.5 Baths
- 6,015 Sq Ft
4 Charcoal Ln, Westport, CT 06880

A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate, thoughtfully reimagined with an array of stunning features and superior craftsmanship. Sited on 2 private acres, this extraordinary property offers priceless panoramic views of a 7-acre nature preserve, affording permanent tranquility and a sense of wonder. The meticulous renovations center around a

Carol Langeland William Pitt Sotheby's Int'l

4 Charcoal Ln, Westport, CT 06880
/40
$4,450,000

New Construction
- 6 Beds
- 8 Baths
- 8,356 Sq Ft
159 Easton Rd, Westport, CT 06880

Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views from your bedroom? The sounds of a waterfall next door lulling you to sleep? Having sunnies tickle your toes in the summertime? Maybe a bit of fly fishing for trout? Or perhaps some paddleboarding? Yes, of course, there's a 20x40

Maryann Levanti Higgins Group Bedford Square

159 Easton Rd, Westport, CT 06880
/20
$3,900,000

Open Sun 1PM - 3PM
- 5 Beds
- 4.5 Baths
- 4,849 Sq Ft
36 Otter Trail, Westport, CT 06880

Welcome to riverfront living in the heart of Westport. Set along the beautiful Saugatuck River, this five-bedroom, five-bath Colonial offers a breathtaking setting with the perfect blend of privacy, charm, and convenience. The flat, fully fenced yard is ideal for playing, entertaining, or simply relaxing by the water, while the patio features a built-in barbecue and outdoor fireplace - the

Benjamin Howell Coldwell Banker Realty

36 Otter Trail, Westport, CT 06880
/39
$4,950,000

Coming Soon
- 5 Beds
- 4.5 Baths
- 4,875 Sq Ft
6 Gray Ln, Westport, CT 06880

A rare WATERFRONT offering in one of Westport's most coveted enclaves. This beautifully composed estate is gracefully sited on more than two private, tree-lined acres, encompassing sweeping views of Sasco Creek, Southport Beach, and Long Island Sound while preserving an exceptional sense of seclusion. Designed to maximize its remarkable setting, the home captures water views from nearly every

Christine McKinney William Raveis Real Estate

6 Gray Ln, Westport, CT 06880
/40
$4,100,000

$400K PRICE DROP
- 5 Beds
- 8 Baths
- 9,819 Sq Ft
1 Flower Farm Ln, Westport, CT 06880

Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room

Heather Fitzgerald Coldwell Banker Realty

1 Flower Farm Ln, Westport, CT 06880
/39
$4,449,000
- 6 Beds
- 5.5 Baths
- 6,775 Sq Ft
48 Bayberry Ln, Westport, CT 06880

Set on a breathtaking professionally designed acre, 48 Bayberry Lane is a beautifully reimagined 6,775sf estate offering four finished levels of exceptional living. Thoughtfully enhanced & meticulously maintained by the current owner, the home blends timeless elegance with modern comfort in a private, resort-like setting. A dramatic double-height foyer welcomes sun-filled interiors featuring

Jaclyn Picarillo Higgins Group Bedford Square

48 Bayberry Ln, Westport, CT 06880
/4
$6,495,000

New Construction
- 6 Beds
- 8 Baths
- 9,062 Sq Ft
5 Baldwin Place, Westport, CT 06880

New Construction by Westport Family Homes - Elevator, July Completion. Privately set at the end of a quiet cul-de-sac in the coveted Long Lots neighborhood, this 2.3-acre, flat, tree-lined property offers a rare combination of privacy and endless possibilities for creating a luxury compound. Introducing a truly exceptional estate by award-winning Builder, Westport Family Homes. The residence

Lori Popkin Coldwell Banker Realty

5 Baldwin Place, Westport, CT 06880
/37
$4,799,000

New Construction
- 5 Beds
- 5.5 Baths
- 7,583 Sq Ft
11 Wake Robin Rd, Westport, CT 06880

Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic

Judi Lake The Riverside Realty Group

11 Wake Robin Rd, Westport, CT 06880
/7
$4,100,000

New Construction
- 6 Beds
- 5.5 Baths
- 6,244 Sq Ft
48 Woodside Ave, Westport, CT 06880

A rare opportunity to own new construction in Westport's coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road and downtown. Tucked within one of Westport's most sought-after enclaves, this newly constructed 6-bedroom, 5.5-bath home blends architectural sophistication with modern livability. Natural light, clean lines, and

Judy Michaelis Coldwell Banker Realty

48 Woodside Ave, Westport, CT 06880
/37
$5,895,000

$100K PRICE DROP
- 4 Beds
- 6 Baths
- 5,567 Sq Ft
46 Compo Mill Cove, Westport, CT 06880

Set within Compo Mill Cove, a rare private association where homes are accessed only by footbridge and no cars are permitted, this Brooke Girty-designed shingle-style residence offers 5,567 SF of true coastal sanctuary. The footbridge approach immediately separates the home from daily life, delivering a level of seclusion few coastal properties can match. Interiors are warm, considered, and

Evangela Brock Douglas Elliman of Connecticut

46 Compo Mill Cove, Westport, CT 06880
/40
$15,000,000
- 7 Beds
- 6.5 Baths
- 6,215 Sq Ft
4 Sherwood Island Ln, Westport, CT 06880

Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected

Andrew Whiteley Brown Harris Stevens

4 Sherwood Island Ln, Westport, CT 06880
/40
$4,795,000

New Construction
- 6 Beds
- 8 Baths
- 8,185 Sq Ft
2 Windy Hill Rd, Westport, CT 06880

Resort-style living meets modern luxury at 2 Windy Hill Road. Set on a private landscaped acre, this newly completed 8,100+ SF estate by HOBI Award-winning builder Cypress Development was thoughtfully designed for the way today's luxury buyer lives, entertains, and unwinds. A dramatic two-story foyer introduces light-filled interiors highlighted by soaring ceilings, white oak flooring, natural

Jacob Bivona Keller Williams Prestige Prop.

2 Windy Hill Rd, Westport, CT 06880
/6
$9,860,000

New Construction
- 6 Beds
- 8 Baths
- 9,200 Sq Ft
9 Over Rock Ln, Westport, CT 06880

An exceptional modern residence by Compo Luxury Homes, designed by renowned architect Tanner White, set on over two private acres just minutes from downtown Westport, Compo Beach, and the train-approximately one hour from NYC. This 6-bedroom home spans approximately 9,200 square feet and showcases custom European windows and doors, sophisticated interiors, and seamless indoor-outdoor living. At

Danna Rogers Higgins Group Bedford Square

9 Over Rock Ln, Westport, CT 06880
/34
$1,599,876

$75K PRICE DROP
- 5 Beds
- 4 Baths
- 3,156 Sq Ft
30 Pequot Trail, Westport, CT 06880

Coveted Old Hill neighborhood! This stone and shingle 10 room colonial is detailed with custom millwork, recessed lighting and beautiful hardwood floors throughout. The front to back living room with marble fireplace offers peaceful views through expansive windows. The formal dining room with picture window is adjacent to a generous country kitchen featuring a bay window, granite countertops, a

Lynn Fraund William Pitt Sotheby's Int'l

30 Pequot Trail, Westport, CT 06880
/4
$5,999,999

New Construction Coming Soon
- 7 Beds
- 7.5 Baths
- 8,700 Sq Ft
13 Edgemarth Hill Rd, Westport, CT 06880

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 8,800+/- 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.

Doug Bross Coldwell Banker Realty

13 Edgemarth Hill Rd, Westport, CT 06880
/5
$2,950,000
- 4 Beds
- 4.5 Baths
- 3,611 Sq Ft
169 Compo Rd S, Westport, CT 06880

Stunning New Construction in highly desirable Compo South neighborhood! Introducing 169 Compo Rd.S. a tucked away hidden gem, superbly designed and presently being impeccably built by local HOME Design & Build. Set in an incredible natural and private setting amid woods, ledge and open space, this home offers three levels of sun-filled open-concept living. Timeless architectural details blend

Tanya Sprague Coldwell Banker Realty

169 Compo Rd S, Westport, CT 06880
/40
$3,850,000
- 4 Beds
- 3.5 Baths
- 3,418 Sq Ft
61 Clapboard Hill Rd, Westport, CT 06880

Located in prestigious Greens Farms, this European-inspired Colonial offers a rare opportunity to enjoy immediate charm while planning for the future. Set behind private gates on expansive, picturesque grounds, the property is surrounded by multimillion-dollar estates-making it an exceptional canvas for new construction or a significant estate expansion. The existing home is beautifully

Lorelei Atwood Higgins Group Real Estate

61 Clapboard Hill Rd, Westport, CT 06880
/40
$5,925,000
- 6 Beds
- 9 Baths
- 6,561 Sq Ft
3 Stony Point W, Westport, CT 06880

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

Debra Shaughnessy Coldwell Banker Realty

3 Stony Point W, Westport, CT 06880
/11
$1,899,000
- 4 Beds
- 3.5 Baths
- 3,514 Sq Ft
36 Lyons Plain Rd, Westport, CT 06880

Lovely 2.36 acres of river front land in Westport, with 300 ft. frontage on the Aspetuck River. Four large bedrooms including Primary with fireplace and full bath. Large kitchen, Great Room with a fireplace that opens to the deck and views of the river. Lots of privacy, and a beautiful setting! A wonderful opportunity for a renovation as is, or new build. Town appraisal is $1,898,400.00. Must

Charlotte Cotton William Raveis Real Estate

36 Lyons Plain Rd, Westport, CT 06880
/34
$899,000
- 2 Beds
- 2 Baths
- 1,047 Sq Ft
3 Madeline Ave, Westport, CT 06880

Water views, natural light, and endless possibilities await at 3 Madeline Avenue. 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

Karen Liss-uomoleale Coldwell Banker Realty

3 Madeline Ave, Westport, CT 06880
/40
$2,895,000
- 5 Beds
- 3.5 Baths
- 3,999 Sq Ft
30 Saint Johns Place, Westport, CT 06880

Saint John Place is the street people who know Westport quietly hope opens up. It almost never does. Reimagined in 2007 by Renato Gasparian Associates and refreshed in 2022, this house has all the right moves. Inside, the main level opens up the way you hope it will. The great room stretches nearly thirty-four feet and flows into the dining area and a kitchen built around a center island, with a

Carrie Perkins RE/MAX Heritage

30 Saint Johns Place, Westport, CT 06880
/27
$2,200,000
- 5 Beds
- 4.5 Baths
- 6,330 Sq Ft
25 Old Rd, Westport, CT 06880

Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with

Zach Wright William Pitt Sotheby's Int'l

25 Old Rd, Westport, CT 06880
/36
$5,750,000
- 5 Beds
- 8 Baths
- 6,503 Sq Ft
31 Stonybrook Rd, Westport, CT 06880

Tucked behind a gated entry in Old Hill, this stunning 5 bedroom, 6.2 bath home offers a rare blend of elegance, privacy and natural beauty. The property has multiple serene water features-a heated saltwater gunite pool with hot tub, a tranquil private pond with fountain and picturesque Stony Brook. The stately stone and wood exterior blends seamlessly with the lush surroundings, while inside, an

Kristi Law William Pitt Sotheby's Int'l

31 Stonybrook Rd, Westport, CT 06880

Showing Results 1 - 40, Page 1 of 2

Connecticut Fairfield County Westport

How to Buy a Home How to Finance a Home How to Sell a Home

Westport Types of Homes for Sale

Westport Real Estate Listings

More About Living in Westport

Westport Homes for Sale by Style

Homes for Sale in Nearby Neighborhoods

Homes for Sale in Nearby Cities

Homes for Sale in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage