53 ft
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
15 Cross Highway
*Interior pictures coming soon* This French Country-inspired gem in Westport's sought-after Downtown North neighborhood is a true delight. From the grand entrance to the marble-clad kitchen and beautifully manicured stone patios, every corner reflects thoughtful craftsmanship and timeless elegance.
Living Area:
2522 Sqft.
|
4
Beds,
4
Baths
|
$1,995,000 |
21 Wright Street
Welcome to 21 Wright Street, Westport, CT - a charming blend of history and modern living. This classic mid-1800s home offers the allure of high ceilings and wide plank floors, exuding rustic elegance across its 1,507 square feet. Featuring three bedrooms and a rare primary suite with its own bath
Living Area:
1507 Sqft.
|
3
Beds,
3
Baths
|
$995,000 |
42 Kings Highway South
Step into this beautifully renovated modern home, where refined craftsmanship meets contemporary elegance. The grand foyer opens to a stunning living room with soaring double-height ceilings and a dramatic floor-to-ceiling stone fireplace. The gourmet chef's kitchen impresses with custom cabinetry,
Living Area:
3074 Sqft.
|
4
Beds,
3
Baths
|
$1,699,000 |
11 Old Hill Road
Nestled in the heart of Westport's coveted Old Hill neighborhood, this home offers the charm of an English cottage and a thoughtful design that blends classic character with the modern desire for open, connected living. Encompassing nearly 4,000 square feet, it features four ensuite bedrooms, walk-i
Living Area:
3358 Sqft.
|
4
Beds,
5
Baths
|
$2,527,000 |
23 Bridge Street
Nestled back on a .31 Acre site is an intriguing circa 1900 converted barn/carriage house. This property is unique in many ways, as it has spacious rooms, smallish rooms, an interesting flow, guest living area in the walkout lower level, charming stone patios, garden areas and an elegant pool. Plus,
Living Area:
1854 Sqft.
|
4
Beds,
3
Baths
|
$899,000 |
26 Crescent Park Road
Beautifully maintained single-family home offering 3 bedrooms and 2 full bathrooms, with hardwood floors throughout, perfectly move-in ready, this home provides comfortable living with a thoughtful layout, over 1100 sq ft, a great condo alternative. Located in the heart of Westport, you'll enjoy con
Living Area:
1104 Sqft.
|
3
Beds,
2
Baths
|
$549,000 |
9 Crescent Park Road
Welcome to this charming 3-bedroom, 1.5-bath ranch in the heart of Westport - the perfect blend of comfort, convenience, and low-maintenance living. With a brand-new roof and vinyl siding, this home is ready for years of worry-free enjoyment. The inviting living room features a cozy fireplace, creat
Living Area:
920 Sqft.
|
3
Beds,
2
Baths
|
$599,000 |
113 Kings Highway North
Amazing Opportunity! Charming 1920"s colonial with wonderful 1416 sq ft legal rental cottage. Bright sunny front house freshly painted and beautifully maintained. Hardwood floors throughout, newer kitchen, delightful sun room, perfect for home office. MBR w/charming dressing room and w/i closet plus
Living Area:
1549 Sqft.
|
3
Beds,
3
Baths
|
$1,450,000 |
2 Webb Road
Winner of the prestigious 2025 HOBI Award for "Best In Town Spec Home" In CT! A rare opportunity to own a showcase property in one of Connecticut's most desirable neighborhoods, on one of the most popular, quiet cul-de-sacs in Westport! 3 miles to train. Walk to Post Rd shops/restaurants, Winslow Do
Living Area:
4097 Sqft.
|
6
Beds,
7
Baths
|
$3,695,000 |
3 Country Road
Located in the heart of one of Westports most coveted in town cul-de-sac locations on 1+ac. This sun-drenched 6 bdrm home blends timeless charm w/sophisticated modern renovations. Spanning over 5,000 sqft on stunning flat lush 1.02ac lot this home is perfectly situated for live-in child care, extend
Living Area:
5325 Sqft.
|
6
Beds,
5
Baths
|
$2,999,999 |
3 Country Road
Located in the heart of one of Westports most coveted walk to town cul-de-sac locations on 1+ac. This sun-drenched 6 bdrm home blends timeless charm w/sophisticated modern renovations. Spanning over 5,000 sqft on stunning flat lush 1.02ac lot this home is perfectly situated for live-in child care/ex
Living Area:
5325 Sqft.
|
6
Beds,
5
Baths
|
$2,999,999 |
26 Treadwell Avenue
26 Treadwell Avenue is where historic charm meets a modern edgy vibe. Reimagined from the ground up in 2025 by Michael Greenberg, this 1894 Victorian Farmhouse has been transformed into a statement of refined design and craftsmanship. Notable features include exposed beams, white oak floors that gro
Living Area:
3200 Sqft.
|
5
Beds,
5
Baths
|
$3,295,000 |
5 Franklin Avenue
Nestled in one of Westport's most desirable walk-to-town neighborhoods, this exceptional new construction home combines timeless charm with modern luxury. Designed by acclaimed architect Judith Larson and crafted by trusted builder Redcoat Homes, this residence offers the perfect balance of style an
Living Area:
4879 Sqft.
|
5
Beds,
6
Baths
|
$4,299,000 |
28 Crescent Park Road
3-bedroom ranch-style home completely remodeled in coveted Westport. Featuring an inviting open floor plan, this thoughtfully renovated residence creates a perfect flow for modern living and entertaining. The home showcases a private master suite with contemporary finishes, and a large primary bathr
Living Area:
1152 Sqft.
|
3
Beds,
2
Baths
|
$649,000 |
32 Webb Road
This 2025 Colonial at 32 Webb Road offers 8,412 sq ft of open-concept living on a 0.64-acre lot. Eight bedrooms and nine bathrooms include a spacious primary suite with walk-in closet and private balcony. The gourmet kitchen features top-tier appliances and custom cabinetry, flowing seamlessly into
Living Area:
6863 Sqft.
|
8
Beds,
9
Baths
|
$4,700,000 |
13 Orchard Hill Road
A gracious colonial from the outside but not a "cookie cutter" colonial on the inside! This amazing home is filled with wonderful surprises at every turn and on every level. Truly the ideal home for year-round entertaining with huge dramatic rooms--most with vaulted and tray ceilings and French door
Living Area:
4163 Sqft.
|
4
Beds,
5
Baths
|
$1,499,000 |
102 Compo Road South
THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that ma
Living Area:
5179 Sqft.
|
7
Beds,
8
Baths
|
$4,350,000 |
19A Darbrook Road
Discover this stunning 6-bedroom single-family home-a modern masterpiece designed for today's lifestyle. Perched on a private cul-de-sac just minutes from downtown Westport, dog parks, beaches, award-winning restaurants, and even a 24-hour CVS for those late-night essentials, this residence perfectl
Living Area:
4873 Sqft.
|
6
Beds,
8
Baths
|
$2,850,000 |
310 Main Street
Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from vibrant shopping, dining and recreation, this lovely in-town residence offers a rare blend of comfort, flexibility, and location. Bathed in natural light, the inviting living room with wood-burning fire
Living Area:
1437 Sqft.
|
3
Beds,
3
Baths
|
$1,299,000 |
20 Old Hill Road
Welcome to this beautifully maintained 1945 stone-front Cape in the heart of Old Hill. Loved by the same family for 22 years, it radiates warmth and character. With 5 bedrooms, 5.5 baths, and two flexible spaces for home offices, it offers comfort and versatility, including a first-floor suite ideal
Living Area:
4636 Sqft.
|
5
Beds,
6
Baths
|
$2,795,000 |
6 Over Rock Lane
Timeless New England Colonial on 1.3 acres blending historic architecture with modern updates. Built in 1860 and reimagined by designer Dan Barsanti with curated interiors by Rena Levine, this five-bedroom, five-bath residence features refined millwork, wide-plank floors, and bespoke lighting. The o
Living Area:
3561 Sqft.
|
5
Beds,
5
Baths
|
$3,350,000 |
171 & 169 Compo Road South
Stunning 3800+SF of new construction, tucked well away from the road offering a private setting on a .50 acre parcel with UNIQUE potential. Offering fabulous proximity & convenience to Saugatuck train, Longshore town-golf club, Compo Beach and Downtown all via sidewalks. Together, 171 & 169 Compo Rd
Living Area:
3800 Sqft.
|
4
Beds,
5
Baths
|
$3,200,000 |
171 Compo Road South
**NEW CONSTRUCTION HOME in PRIME SAUGATUCK - COMPO LOCATION by Home Design Build LLC. Beautifully constructed offering 4-5 Bedrooms on 3 levels, set back from Compo Rd. South, with views of natural & private surroundings from every angle. Thoughtful design and meticulous craftsmanship are evident th
Living Area:
3800 Sqft.
|
4
Beds,
5
Baths
|
$2,395,000 |
3 Laurel Lane
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 a testament to innovative
Living Area:
1686 Sqft.
|
4
Beds,
5
Baths
|
$3,785,000 |