Westport, CT Homes for Sale

/34
$1,850,000

Open Sat 1AM - 4PM
- 6 Beds
- 4 Baths
- 3,240 Sq Ft
5 Aspetuck Ln, Westport, CT 06880

Rare Opportunity to own two private acres on the Aspetuck River in Westport. Tucked away at the end of a quiet cul-de-sac, this gracious Colonial offers an extraordinary blend of privacy, natural beauty and relaxed country living. Set on two spectacular acres, the property extends to and beyond the banks of the river, creating a truly unique waterfront retreat. A natural riverside setting invites

Beverly Walsh William Raveis Real Estate

5 Aspetuck Ln, Westport, CT 06880
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/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
/2
$1,600,000
- Land
- 1.13 Acres
- $1,415,929 per Acre
0 River Ln, Westport, CT 06880

Lee's Pond Retreat | 1.13 Acres of Opportunity A rare opportunity to create your dream home on 1.13 acres along the shores of Lee's Pond in Westport. This residentially zoned property offers a unique combination of privacy, natural beauty, and exceptional potential. Currently home to an existing tennis court, the property is ready for a developer or end user to bring their vision to life and

Kim Harizman Compass Connecticut, LLC

0 River Ln, Westport, CT 06880
/22
$4,995,700

New Construction
- 4 Beds
- 4.5 Baths
- 4,000 Sq Ft
22 Dawn Dr, Westport, CT 06880

Come walk this stunning 1.5 acre lot with me - totally private, tucked at the end of a cul de sac in Long Lots. Peace, quiet, and the highest quality custom home spec'd to your wishlist by Coastal Luxury Homes is yours at 22 Dawn Drive. Go bigger/smaller, add an in-law suite or extra bedroom, an art studio, include a pool/spa, pickle court... let's discuss all the possibilities. Square footage

Jaclyn Picarillo Higgins Group Bedford Square

22 Dawn Dr, Westport, CT 06880
/33
$1,349,000
- 2 Beds
- 2 Baths
- 1,825 Sq Ft
316 Lansdowne, Westport, CT 06880

Enjoy a Country Club life-style in this fully renovated almost 2,000 square foot end-unit townhouse offering Primary & 2nd bedrooms, 2 baths both on the main level. The ante room welcomes you into the light-filled expansive living room w/gleaming floors, vaulted ceiling, custom built-ins & wood-burning fireplace. A separate large dining room, plus den/sun room provides ample space for comfortable

Debbie Fisher William Raveis Real Estate

316 Lansdowne, Westport, CT 06880
/6
$1,250,000

$240K PRICE DROP
- Land
- 6,534 Sq Ft
- $8,333,333 per Acre
15 Gorham Ave, Westport, CT 06880

Nestled on a charming historic street in one of Westport's most desirable neighborhoods, 15 Gorham Avenue offers a rare opportunity to build your dream home just moments from the heart of town. This exceptional property allows for the construction of a approximately 2,500+/- square foot residence, perfectly suited for today's lifestyle while blending beautifully with the character of the

Peter Lane Ogents, LLC

15 Gorham Ave, Westport, CT 06880
/22
$9,860,000

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

Newly completed by Compo Luxury Homes, 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

Danna Rogers Higgins Group Bedford Square

9 Over Rock Ln, 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
/40
$3,795,000

$55K PRICE DROP
- 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
/39
$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
/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
/2
$2,650,000
- Land
- 1.23 Acres
- $2,154,472 per Acre
4 Lantern Hill Rd, Westport, CT 06880

Rare opportunity to build a custom residence on 1.2 acres in Westport. The previous home has been demolished, and the property is offered with approved architectural plans. Bring your preferred builder and collaborate with the project architect to tailor the design to your vision. Also listed as a to-be-built single-family residence.

Ian Defronze Serhant Connecticut, LLC

4 Lantern Hill Rd, Westport, CT 06880
/40
$2,670,000

$120K PRICE DROP
- 5 Beds
- 3 Baths
- 3,072 Sq Ft
56 Charcoal Hill Rd, Westport, CT 06880

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,

Doug Bross Coldwell Banker Realty

56 Charcoal Hill Rd, Westport, CT 06880
/11
$2,750,000
- Land
- 1 Acre
- $2,750,000 per Acre
4 Surrey Ln, Westport, CT 06880

Set in one of Westport's most desirable locations, 4 Surrey Drive offers a rare opportunity to renovate or build new on a beautiful, level one-acre property. The existing approximately 3,500-square-foot home is being sold as-is and features a pool, providing an ideal foundation for a renovation or a chance to create a new home tailored to your vision. Enjoy the convenience of walking to the train

Kim Harizman Compass Connecticut, LLC

4 Surrey Ln, Westport, CT 06880
/40
$3,499,000
- 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
/2
$1,150,000
- Land
- 37,897 Sq Ft
- $1,321,839 per Acre
119 Kings Highway North Rd, Westport, CT 06880

Don't miss this great opportunity close to town. The .87Acre lot is elevated ,rolling and ideally positioned off Kings Highway. There are distance views of the river and town through the trees. There is an older small 1400 sq ft. single family home that has been a rental for many years. The previous owners in the 30's made each floor into apartments. Each level with its own entrance features a

Helen Cusa Brown Harris Stevens

119 Kings Highway North Rd, Westport, CT 06880
/32
$1,329,000
- 3 Beds
- 2.5 Baths
- 2,029 Sq Ft
310 Main St, Westport, CT 06880

Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare blend of comfort, flexibility, and location. The inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows

Barbara Bross Coldwell Banker Realty

310 Main St, 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
/27
$1,495,000
- 1 Bed
- 1 Bath
- 1,551 Sq Ft
11 Hitchcock Rd, Westport, CT 06880

An exceptional offering on 1.38 private acres in the heart of Westport. Ideally situated just moments from vibrant Main Street, this centrally located property offers convenient access to shopping, dining, parks, tennis courts, beaches, the train, and Westport's award-winning schools. It provides an outstanding foundation for creating a one-of-a-kind estate. At the heart of this property stands

Kelley Long Thrush Berkshire Hathaway NE Prop.

11 Hitchcock Rd, Westport, CT 06880
/12
$1,695,000
- 4 Beds
- 3.5 Baths
- 4,572 Sq Ft
40 Pequot Trail, Westport, CT 06880

Located in the highly sought after Old Hill Neighborhood - set back from the street on a one acre lot. This is a 4 bedroom colonial with a spacious first floor lay out including a formal living room with a lovely mantled fireplace, formal dining room, with French doors to the sunroom, library or office with bookcases, eat-in kitchen with an island and a relaxed family room featuring a fireplace,

John Geheran William Raveis Real Estate

40 Pequot Trail, 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
/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
$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
/2
$1,850,000
- 4 Beds
- 2 Baths
- 4,196 Sq Ft
Unlisted Address

31 Franklin Street will be Westports next NEW neighborhood. Prime for redevelopment or reno existing. Multiple redevelopment projects coming to Saugatuck including new approved townhomes and flats across street. Saugatuck train station block in the works. Walk to train station multiple restaurants and cafes. Saugatuck River just steps away.

Peter Lane Ogents, LLC

Unlisted Address
/28
$1,599,000
- 4 Beds
- 3.5 Baths
- 3,536 Sq Ft
23 Pequot Trail, Westport, CT 06880

MULTIPLE OFFER SITUATION - HIGHEST & BEST BY TUESDAY 8/18 AT 1PM. Custom built and well-maintained Ranch located in the "Old Hill" section of town, just minutes to Downtown Westport & Saugatuck dining and shopping, Route 1, Whole Foods, Stew Leonard's, I-95, the Merritt Parkway and Metro North. Large open living room/dining room combo with fireplace, flows directly into the bright and sunny

Tina Ciufo William Raveis Real Estate

23 Pequot Trail, Westport, CT 06880
/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
/15
$6,995,826

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

This Beauty will be ready Summer 2026! Construction of this 8,417SF dream residence with pool and spa on 1 private acre in coveted Greens Farms, Westport, is in full swing. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rendering photos of what's to come. 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
/7
$10,650,000

New Construction
- 6 Beds
- 8 Baths
- 9,100 Sq Ft
11 Dogwood Ln, Westport, CT 06880

Another extraordinary masterpiece by Coastal Luxury Homes, ideally situated in one of Westport's premier neighborhoods. Spanning over 9000 square feet of living space this 6 bedroom estate is defined by bold architectural lines, chic designer interiors, expansive balconies and seamless indoor-outdoor living. A resort caliber pool, fully equipped outdoor kitchen, and lush manicured grounds

Jen Kass Higgins Group Bedford Square

11 Dogwood Ln, Westport, CT 06880
/36
$2,199,000
- 5 Beds
- 7.5 Baths
- 8,392 Sq Ft
79 Cavalry Rd, Weston, CT 06883

Grand and gracious, this impressive custom Colonial on estate property with a gorgeous gunite pool is ideally set in convenient Lower Weston. Just 2.3 +/- miles to the Merritt Parkway & 1.6 +/- mi to the convenient school campus & town Center, this home blends the appeal of a tranquil setting with immediate access to all amenities. Introduced from a paved circular drive, this architecturally

Alex Chingas Coldwell Banker Realty

79 Cavalry Rd, Weston, CT 06883
/14
$279,000
- Land
- 2.09 Acres
- $133,493 per Acre
3 Highwood Ln, Wilton, CT 06897

2.09 AC buildable/conforming lot on idyllic/scenic side street. One of the best lots on the street - the lot is priced at a discount because of the power lines that run through a portion of the property. Plenty of room to build a large center hall colonial/dream home - the owner built 9 Highwood Lane and has house plans/survey/etc available if interested. The lot is triangle shaped with 368' of

Joe Rohinsky Coldwell Banker Realty

3 Highwood Ln, Wilton, CT 06897
/39
$1,875,000

$24K PRICE DROP
- 4 Beds
- 5 Baths
- 3,921 Sq Ft
2177 Cross Hwy, Fairfield, CT 06824

2177 Cross Hwy welcomes you home. This extensively renovated iconic contemporary awaits your personal touches. The blending of dramatic architecture with everyday comfort, offering nearly 4,000 sq ft of functional living space designed for gathering, relaxing and entertaining. Soaring 22' ceilings, oversized windows and park-like views fill the main living area with light, while a striking

JaKeith Action Jackson ASJ Realty Partners

2177 Cross Hwy, Fairfield, CT 06824

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