Colonial Homes for Sale in Westport, CT

/36
$2,997,000
- 5 Beds
- 4 Baths
- 3,255 Sq Ft
4 Bradley St, Westport, CT 06880

Just 383 steps from the sands of Compo Beach, this storied 1920s residence claims one of Westport's most sought-after addresses. Approximately 3,255 square feet hold five bedrooms and four baths. An open, updated kitchen with top-tier appliances flows into the living and gathering areas. The primary suite is a generous retreat with vaulted ceilings, a spa bath, and a walk-in closet. Four

Hyleri Katzenberg

Compass Connecticut, LLC

4 Bradley St, Westport, CT 06880
/17
$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

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

6 Janson Dr, Westport, CT 06880
/40
$8,450,000

New Construction
- 6 Beds
- 8 Baths
- 9,893 Sq Ft
10 Beltas Farm Ln, Westport, CT 06880

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

Linda Skolnick Coldwell Banker Realty

10 Beltas Farm Ln, Westport, CT 06880
/28
$1,399,000
- 4 Beds
- 2.5 Baths
- 3,343 Sq Ft
9 Primrose Ln, Westport, CT 06880

Set on over two private acres at the end of a peaceful cul-de-sac in Westport, this traditional center-hall Colonial with four bedrooms and 2.5 baths offers a wonderful combination of privacy, space and potential. A circular driveway framed by stone walls, Belgian block and exterior lighting creates a welcoming arrival. Inside, hardwood floors run throughout the main living spaces, including a

Sarah Menninger Higgins Group Bedford Square

9 Primrose Ln, Westport, CT 06880
/40
$4,750,000

New Construction
- 5 Beds
- 6.5 Baths
- 8,521 Sq Ft
1 Twin Oaks Ln, Westport, CT 06880

A fresh take on Modern Luxury awaits at this new construction home set on stunning property in the Old Hill area of Westport. Now complete and ready for immediate enjoyment, this dynamic residence is perfectly located for convenience to commuting, the train station, schools, shopping and more. Exhilarating architecture will awaken your senses as you approach this customquality home. Walls of

Doug Bross Coldwell Banker Realty

1 Twin Oaks 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
/14
$6,650,000

New Construction
- 5 Beds
- 7 Baths
- 11,000 Sq Ft
4 Lantern Hill Rd, Westport, CT 06880

An exceptional opportunity to create a custom luxury residence on 1.2 acres in Westport. With approved plans and permits already in place, buyers may bring their preferred builder and collaborate with the project architect to tailor the home to their vision. The property offers a streamlined path toward creating a distinctive residence while retaining flexibility in design, specifications, and

Ian Defronze Serhant Connecticut, LLC

4 Lantern Hill Rd, Westport, CT 06880
/37
$899,000
- 2 Beds
- 1.5 Baths
- 1,047 Sq Ft
3 Madeline Ave, Westport, CT 06880

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,

Karen Liss-uomoleale Coldwell Banker Realty

3 Madeline Ave, Westport, CT 06880
/20
$1,150,000
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
119 Kings Hwy N, Westport, CT 06880

Build your dream house on this beautiful property close to town in the Old Hill section of Westport. This .87 acre lot in a AA zone has views of town and river through the trees. There is a small single-family home that was converted into two apartments in the 1930s by its then-owners. This can be a perfect ADU opportunity as part of a new house to be built. Have an office on one level and an

Helen Cusa Brown Harris Stevens

119 Kings Hwy N, Westport, CT 06880
/15
$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
/39
$2,750,000
- 6 Beds
- 7 Baths
- 8,679 Sq Ft
25 Hermit Ln, Westport, CT 06880

Privately nestled in Red Coat, this distinctive classically designed Colonial offers just over 7,000 sq. ft. of above-grade living space, with 6 bedrooms, 5 full and 2 half baths, and an attached 3-car garage. Set on 1.59 beautifully landscaped acres, this home pairs timeless architecture with sophisticated finishes, and an effortless flow designed for entertaining, working, and everyday living.

Nicholas Mastrangelo Coldwell Banker Realty

25 Hermit Ln, Westport, CT 06880
/37
$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
/35
$2,250,000
- 4 Beds
- 2.5 Baths
- 2,900 Sq Ft
25 Bauer Place, Westport, CT 06880

25 Bauer Place Ext, Walk to long lots School. 4 minutes to beach. Close to restaurants and shopping. A charming house located in the picturesque town of Westport, CT. This inviting residence accords a unique opportunity to enjoy the best of suburban living. Nestled in a tranquil setting, this property boasts a blend of traditional architecture and modern comforts. The exterior features a classic

Steven Koleno Beycome of Connecticut

25 Bauer Place, Westport, CT 06880
/40
$5,895,000

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

Everything stays on the other side. That is what people here say about the footbridge. You cross it, and whatever you were carrying does not come with you. Compo Mill Cove is a gated private peninsula of nineteen homes on Long Island Sound, and no car has come out here since 1903. It is the reason the loudest thing you hear most mornings is the tide turning under the bridge. Everyone in this town

Evangela Brock Douglas Elliman of Connecticut

46 Compo Mill Cove, Westport, CT 06880
/40
$10,500,000

$5M PRICE DROP
- 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
/17
$7,990,000

New Construction
- 6 Beds
- 8 Baths
- 6,000 Sq Ft
4 Compo Pkwy, Westport, CT 06880

Build your coastal dream home on a rare, full acre* property along one of Compo Beach's most coveted cul-de-sacs, where opportunities of this caliber seldom become available. Ideally positioned just across from Longshore and moments from the shoreline, this extraordinary setting places Westport's most treasured amenities at your fingertips: golf, tennis, swimming, boating, beaches, playgrounds,

Jaclyn Picarillo Higgins Group Bedford Square

4 Compo Pkwy, Westport, CT 06880
/40
$5,999,999

New Construction
- 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 8,700+/- 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.

Doug Bross Coldwell Banker Realty

13 Edgemarth Hill Rd, Westport, CT 06880
/36
$5,349,000
- 5 Beds
- 8 Baths
- 6,503 Sq Ft
31 Stonybrook Rd, Westport, CT 06880

From the moment you enter the gates of this Old Hill estate, you know you've arrived- a rare sanctuary built with a level of custom stonework and craftsmanship impossible to replicate today. This stunning 5 bedroom, 6.2 bath home offers an extraordinary blend of elegance, privacy, and nature. Set in a mature landscape that takes generations to establish, the setting delivers unmatched wildlife

Kristi Law William Pitt Sotheby's Int'l

31 Stonybrook Rd, Westport, CT 06880
/16
$1,899,000
- 4 Beds
- 3.5 Baths
- 3,514 Sq Ft
36 Lyons Plain Rd, Westport, CT 06880

Rarely does an opportunity like this become available in Westport. Set on 2.36 private acres with approximately 300 feet along the scenic Aspetuck River, this exceptional property offers a remarkable setting to renovate, expand, or create the custom estate you've always envisioned. The existing four-bedroom residence features a spacious primary suite with fireplace, an expansive kitchen, and a

Charlotte Cotton William Raveis Real Estate

36 Lyons Plain Rd, Westport, CT 06880
/20
$6,495,000

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

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

Lori Popkin Coldwell Banker Realty

5 Baldwin Place, Westport, CT 06880
/40
$2,690,000
- 5 Beds
- 5 Baths
- 4,540 Sq Ft
1074 Sturges Hwy, Westport, CT 06880

A rare Greenfield Hill find, 1074 Sturges Highway pairs the presence of a classic Colonial with a sleek, thoroughly modern point of view. Thoughtfully reimagined, the home retains its original craftsmanship while introducing clean-lined updates and a minimalist sensibility that feels chic, current and effortless. Inside, the balance between old and new is masterfully struck. Original millwork and

Amy Desel Compass Connecticut, LLC

1074 Sturges Hwy, Westport, CT 06880
/37
$4,250,000
- 5 Beds
- 7 Baths
- 7,652 Sq Ft
16 Rockyfield Rd, Westport, CT 06880

Ready to enjoy from day 1, all of the work has been done to upgrade and update 16 Rockyfield Road.The residence has been completely retooled (ask for the upgrade list!). This is the ideal home that does not feel generic and the luxury touches will make everyday seem special. The brand new kitchen is a showstopper featuring handcrafted Zellige tiles,a Lacanche range,2 dishwashers and custom

Meredith Cohen Serhant Connecticut, LLC

16 Rockyfield Rd, Westport, CT 06880
/35
$7,985,000
- 6 Beds
- 6 Baths
- 9,121 Sq Ft
12 Beltas Farm Ln, Westport, CT 06880

12 Beltas Farm Lane is an extraordinary new construction estate in Westport, Connecticut, set within Beltas Farm, one of Westport, Connecticut's newest and most distinctive enclaves, Westport, CT 06880. Once part of a 23-acre working family farm, this special setting has been thoughtfully transformed into an intimate collection of exceptional residences, with nearly five acres preserved as open

Judy Michaelis Coldwell Banker Realty

12 Beltas Farm Ln, Westport, CT 06880
/3
$6,999,999
- 6 Beds
- 9 Baths
- 10,521 Sq Ft
32 Narrow Rocks Rd, Westport, CT 06880

NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels

Judy Michaelis Coldwell Banker Realty

32 Narrow Rocks Rd, Westport, CT 06880
/40
$3,299,000

$200K PRICE DROP
- 5 Beds
- 4.5 Baths
- 3,778 Sq Ft
240 North Ave, Westport, CT 06880

"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 &

Doug Bross Coldwell Banker Realty

240 North Ave, Westport, CT 06880
/11
$6,250,000

New Construction
- 6 Beds
- 9 Baths
- 10,521 Sq Ft
21 Sturges Commons, Westport, CT 06880

NEW CONSTRUCTION NEAR COMPLETION IN THE COVETED HUNT CLUB NEIGHBORHOOD BY THE MOST SOUGHT-AFTER LUXURY BUILDER, MATTERA CONSTRUCTION, celebrated for creating architecturally significant & stunning modern homes that blend timeless elegance, exceptional craftsmanship & bespoke interiors. A Mattera home is a masterpiece with state-of-the-art amenities, breathtaking design & uncompromising structural

Patricia Shea Coldwell Banker Realty

21 Sturges Commons, Westport, CT 06880
/43
$14,900,000
- 5 Beds
- 8 Baths
- 9,546 Sq Ft
279 Saugatuck Ave, Westport, CT 06880

Panoramic vistas of Long Island Sound extend from this gated, resort-style estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool with

Joseph Barbieri Sotheby's International Realty

279 Saugatuck Ave, Westport, CT 06880
/39
$4,600,000

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
/40
$4,850,000
- 5 Beds
- 5 Baths
- 5,103 Sq Ft
22 Evergreen Ave, Westport, CT 06880

Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate

Valerie Alvarez Serhant Connecticut, LLC

22 Evergreen Ave, Westport, CT 06880
/15
$7,015,000

New Construction
- 6 Beds
- 10 Baths
- 8,417 Sq Ft
24 Edgemarth Hill Rd, Westport, CT 06880

Move right in THIS October! Just weeks away from completion, come see this 8,417SF dream residence w/sauna, pool & spa on 1 private acre in coveted Greens Farms as the finishing touches are being made. 24 Edgemarth Hill was designed, crafted, and appointed with the finest materials - see rendering photos. Flaunting sexy floor-to-ceiling walls of windows, stone and textured accents, vaulted

Jaclyn Picarillo Higgins Group Bedford Square

24 Edgemarth Hill Rd, Westport, CT 06880
/17
$9,860,000

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

Newly completed, this exceptional modern estate offers approximately 9,200 square feet on 2.1 private acres just minutes from downtown Westport, Compo Beach, and Metro-North. Thoughtfully designed with European craftsmanship, premium finishes, and sophisticated smart-home technology, the home blends timeless design with exceptional functionality. A dramatic floating staircase anchors four

Danna Rogers Higgins Group Bedford Square

9 Over Rock Ln, Westport, CT 06880
/40
$2,650,000
- 3 Beds
- 3 Baths
- 2,467 Sq Ft
14 Promised Rd, Westport, CT 06880

Impeccable, effortlessly sophisticated house with lovely water views nestled on private road in idyllic Saugatuck Shores steps to Long Island Sound and Bermuda Lagoon. Designed by top architect VITA Design, the house combines relaxed coastal luxury with an elevated contemporary aesthetic for easy living, enjoyable year round. Features warm beach-inspired woods, high-end finishes, high ceilings,

Julia Allan Houlihan Lawrence

14 Promised Rd, Westport, CT 06880
/37
$2,795,000
- 4 Beds
- 2.5 Baths
- 2,778 Sq Ft
6 Canal Rd, Westport, CT 06880

Rarely does a home offer such an extraordinary combination of setting, style, and convenience, while being FEMA compliant. Perched along Long Island Sound in the heart of Saugatuck, this beautifully renovated residence captures sweeping 270-degree waterfront views, with sailboats, paddleboarders, and the ever-changing rhythm of the Sound providing a captivating backdrop from morning through

Lynne Nolan Compass Connecticut, LLC

6 Canal Rd, Westport, CT 06880
/40
$2,595,000
- 5 Beds
- 3.5 Baths
- 4,471 Sq Ft
4 Crawford Rd, Westport, CT 06880

Privately nestled in Westport's coveted Old Hill neighborhood, this distinctive five-bedroom New England residence blends timeless character with thoughtful modern updates. Sun-filled interiors, beautifully scaled rooms, and original architectural details create warmth and authenticity throughout. The chef's kitchen is designed for both everyday living and entertaining, while the stunning,

Barbara Sweeney Coldwell Banker Realty

4 Crawford Rd, Westport, CT 06880
/22
$5,900,000
- 7 Beds
- 7.5 Baths
- 9,800 Sq Ft
22 Cavalry Rd, Westport, CT 06880

Set behind private gates in Westport's prestigious Red Coat estate area, this extraordinary luxury residence offers the utmost in privacy and sophisticated design. Thoughtfully conceived with elegant architecture, exceptional proportions, soaring 10-foot ceilings on the main level, 9-foot ceilings on the second floor and finished lower level, and light-filled interiors, the home blends

Cyd Hamer William Pitt Sotheby's Int'l

22 Cavalry Rd, Westport, CT 06880
/40
$3,698,000

Open Sat 12PM - 2PM
- 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

Julie Vanderblue Higgins Group Real Estate

61 Clapboard Hill Rd, Westport, CT 06880
/40
$2,195,000
- 5 Beds
- 5.5 Baths
- 5,131 Sq Ft
159 Newtown Turnpike, Weston, CT 06883

This exceptional 150-year-old antique estate in Lower Weston has been thoughtfully and stylishly reimagined, seamlessly blending timeless historic character with the luxurious amenities of contemporary living. The main residence strikes a perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. At the heart of the home, an

Peter Depalo William Raveis Real Estate

159 Newtown Turnpike, Weston, CT 06883
/40
$5,650,000

New Construction
- 7 Beds
- 9 Baths
- 8,762 Sq Ft
8 Pleasant Valley Ln, Westport, CT 06880

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

Doug Bross Coldwell Banker Realty

8 Pleasant Valley Ln, Westport, CT 06880
/30
$899,000
- 2 Beds
- 2 Baths
- 1,262 Sq Ft
1 Maplewood Ave, Westport, CT 06880

Welcome to 1 Maplewood Avenue-Your Opportunity to Call Westport Home! Charming, stylish, and filled with possibilities, this inviting **2-3 bedroom Westport home** offers an exceptional opportunity to enjoy one of Fairfield County's most desirable communities and its **highly regarded school system**. Step inside to discover **beautifully refinished hardwood floors** and a bright, comfortable

Vera Maximin Higgins Group Real Estate

1 Maplewood Ave, Westport, CT 06880

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