Westport, CT
Explore our neighborhoods

Westport, CT

View ALL Listings

Westport, Connecticut, is a vibrant coastal town along Long Island Sound that combines natural beauty, cultural offerings, and a strong sense of community. The town features scenic beaches, parks, and a historic downtown with walkable streets. Residents enjoy a thriving arts scene at the Westport Country Playhouse and MoCA Westport, as well as year-round events and farmers markets. Commuters have access to Metro-North trains to New York City and I‑95. The town center offers local boutiques, national retailers, and diverse dining. Outdoor activities include beaches, golf, hiking, and boating. Housing options range from classic colonials to contemporary homes, in lively neighborhoods or quiet green areas. Westport’s amenities, cultural opportunities, and scenic surroundings support a welcoming, inclusive, and high-quality lifestyle for a wide range of residents.

show more
Westport, CT

Highlights

  • $459K - 23M Price Range
  • $2.73M Avg. Sold Price
  • $3.78M Avg. List Price
  • $738 Avg. Price per Sqft
  • 167 Homes for Sale
  • 92 Homes for Rent
View Gallery VIEW PHOTO GALLERY
Westport, CT

Featured Listings

11 Beachside Common
11 Beachside Common $22,825,000 8 beds, 8.5 baths, 9,439 sqft
Westport, CT
4 Sherwood Island Lane
4 Sherwood Island Lane $15,000,000 7 beds, 6.5 baths, 6,215 sqft
Westport, CT
2 Windy Hill Road
2 Windy Hill Road $4,795,000 6 beds, 6.5 baths, 8,185 sqft
Westport, CT
6 Loren Lane
New
Open House
6 Loren Lane $1,195,000 4 beds, 3 baths, 2,012 sqft
Westport, CT
119 Kings Highway North Road
New
119 Kings Highway North Road $1,150,000 1 acres
Westport, CT
Westport, CT

Recent Listings

11 Beachside Common
11 Beachside Common, Westport, CT $22,825,000 8 beds, 8 baths, 9439 sqft
Westport, CT
4 Sherwood Island Lane
4 Sherwood Island Lane, Westport, CT $15,000,000 7 beds, 6 baths, 6215 sqft
Westport, CT
279 Saugatuck Avenue
279 Saugatuck Avenue, Westport, CT $14,900,000 5 beds, 6 baths
Westport, CT
14 Owenoke Park
14 Owenoke Park, Westport, CT $11,995,000 5 beds, 5 baths, 6050 sqft
Westport, CT
11 Dogwood Lane
11 Dogwood Lane, Westport, CT $10,650,000 6 beds, 6 baths, 3156 sqft
Westport, CT
View All listings 
30 Edgewater Hillside
30 Edgewater Hillside, Westport, CT $80,000/mo 5 beds, 6 baths, 5372 sqft
Westport, CT
3 Stony Point West
3 Stony Point West, Westport, CT $50,000/mo 6 beds, 7 baths, 6561 sqft
Westport, CT
50 Compo Mill Cove
50 Compo Mill Cove, Westport, CT $50,000/mo 5 beds, 5 baths, 3955 sqft
Westport, CT
62 Weston Road
62 Weston Road, Westport, CT $49,500/mo 4 beds, 4 baths, 6821 sqft
Westport, CT
17 Stonybrook Road
17 Stonybrook Road, Westport, CT $48,000/mo 5 beds, 4 baths, 5315 sqft
Westport, CT
View All listings 
7 Sandpiper Road
7 Sandpiper Road, Westport, CT $11,895,000 4 beds, 5 baths, 5195 sqft
Westport, CT
2 Judy Point Lane
2 Judy Point Lane, Westport, CT $8,995,000 8 beds, 7 baths, 9890 sqft
Westport, CT
319 Bayberry Lane
319 Bayberry Lane, Westport, CT $7,750,000 6 beds, 6 baths, 6738 sqft
Westport, CT
4 Peach Lot Place #LOTPL
4 Peach Lot Place #LOTPL, Westport, CT $4,500,000 5 beds, 6 baths, 6112 sqft
Westport, CT
26 Morningside Drive South
26 Morningside Drive South, Westport, CT $4,499,900 7 beds, 7 baths, 6980 sqft
Westport, CT
Westport, CT

Neighborhood Lifestyle

Waterfront

Connecticut’s Gold Coast offers stunning waterfronts along Long Island Sound, with towns like Greenwich and Stamford boasting marinas, sailing clubs, and vibrant waterfront dining. Scenic spots such as Tod’s Point (Greenwich Point Park) provide sandy beaches, walking trails, and panoramic views of the Sound. In Norwalk, Calf Pasture Beach is a favorite for swimming, volleyball, and summer concerts, while the Maritime Aquarium and waterfront district add year-round attractions. Further east, Southport Harbor and Fairfield’s Jennings Beach highlight the area’s coastal charm, with opportunities for boating, kayaking, and relaxing by the shore.

Bikeable

Connecticut offers moderate bikeability, with scenic rural roads, shoreline trails, and expanding urban bike lanes. The Norwalk River Valley Trail (NRVT), East Coast Greenway and Mianus River Park are popular routes. While hills and traffic can be challenges in some areas, many towns are improving bike infrastructure. Ideal for recreational riders, the state is gradually becoming more accessible for daily cycling.

Historic

The Gold Coast of Connecticut is rich with history, from the colonial-era Bush-Holley House in Greenwich, now home to the Greenwich Historical Society, to Stamford’s Hoyt-Barnum House, the city’s oldest dwelling. In Darien, the Mather Homestead showcases Revolutionary War–era architecture, while New Canaan is celebrated for its modernist “Harvard Five” homes, preserving a unique mid-century design legacy. Norwalk’s Lockwood-Mathews Mansion Museum offers a glimpse into 19th-century Gilded Age life, and Fairfield’s historic Green, dating back to 1639, remains a centerpiece of community life. In Westport, the historic Saugatuck River and old mill sites tell the story of the town’s maritime and industrial roots.

  • Westport offers efficient commuting with a Metro‑North station providing direct rail service to NYC. Major routes like I‑95 and the Merritt Parkway offer easy car travel. The town supports local mobility with buses, bike lanes, and a walkable downtown. Norwalk Airport is nearby for regional flights. Whether traveling for work or leisure, Westport’s transit options support accessibility for everyone in town.

  • Westport is a cultural hub with destinations like the Westport Country Playhouse, MoCA Westport, and the Levitt Pavilion for seasonal concerts. The Westport Historical Society, Saugatuck Reservoir, and Hopkins School add educational value. Annual arts festivals, film series, and literary events support ongoing cultural engagement. These venues and traditions reflect Westport’s artistic diversity and community-driven cultural vibrancy.

  • Westport’s homes include historic colonials, mid-century moderns, waterfront estates, and new construction. Neighborhoods range from compact, walkable districts to spacious, wooded suburbs. Houses feature architectural variety and offer diverse price points. Condominiums and townhomes provide options for different household needs. Many residences include access to parks, schools, and town amenities, ensuring a welcoming setting for a wide range of residents.

  • Westport offers a dynamic lifestyle that balances coastal charm with intellectual and recreational vitality. Community events, family programming, and wellness opportunities like yoga on the beach connect people year-round. The town’s energy centers around arts, education, and small businesses. Diverse social activities and volunteerism contribute to town life, inviting residents from all backgrounds to enjoy civic pride and a well-rounded experience.

  • Westport’s dining scene is vibrant and varied, ranging from waterfront fine dining to cozy cafés and international eateries. Loyal neighborhood spots serve farm‑fresh menus, while upscale restaurants attract food enthusiasts from around Fairfield County. Waterfront locations offer scenic views, and creative fast‑casual concepts cater to busy lifestyles. Culinary diversity ensures options that appeal to many tastes and occasions.

  • Nightlife in Westport leans toward relaxed and refined, with wine bars, pubs, live music stages, and craft breweries providing evening entertainment. Many venues offer outdoor seating, cultivated menus, and live performances. Although the scene isn’t a late-night party district, sophisticated lounges and cultural events ensure evenings are engaging. Residents seeking a quieter, upscale nighttime experience will feel right at home.

  • Westport’s downtown offers a charming mix of independent boutiques, art galleries, antique shops, and home goods stores. Main Street blends local flair with well-known brands and specialty food markets. Pedestrian-friendly storefronts and curated window displays create a pleasant shopping experience. Seasonal markets and pop-up events further enhance community access to local artisans, fresh produce, and unique gifts.

  • Outdoor recreation thrives in Westport—Compo Beach, hiking paths, and waterfront parks are summer favorites. Nearby golf courses, tennis courts, and marina services support year-round activity. Trails through nature preserves and bird‑watching at local wetlands offer serene escapes. Paddleboarding, sailing, and beach picnics provide scenic and healthful pastimes. Westport’s parks and shoreline invite people of all activity levels to enjoy fresh air and natural beauty.

Westport, CT

Neighborhood Stories

Westport offers a wide variety of home styles and architectural designs. From classic 19th-century New England residences to sleek modern and farmhouse-style homes, the town showcases a visually diverse and thoughtfully planned residential landscape.

Kathleen Lawton Gibbon

Westport fosters a strong sense of civic engagement, with many residents involved in local initiatives, educational programs, and community service. The town's commitment to excellence is reflected in its highly regarded public schools and overall community involvement.

Kathleen Lawton Gibbon

The Westport Country Playhouse combines classic architectural charm with modern amenities, hosting a variety of acclaimed seasonal performances. It’s known for presenting some of the finest regional theater productions, drawing talent and audiences from across the country.

Mark Gilrain

The Levitt Pavilion is a beloved venue in Westport, offering a diverse lineup of concerts and performances for all ages. Its scenic riverfront setting and free programming contribute to its popularity as a community gathering place.

Kathleen Lawton Gibbon

Westport’s food scene is dynamic and diverse, offering everything from destination dining to vibrant farmers markets and specialty food shops. Whether enjoying a gourmet meal or browsing local produce, culinary experiences in town are a highlight for many.

Mark Gilrain

Bartaco is a local favorite known for its high-quality food, welcoming atmosphere, and scenic views of downtown Westport and the Saugatuck River. It’s a go-to spot for casual dining with a picturesque setting.

Kathleen Lawton Gibbon

Westport offers a well-rounded nightlife with options ranging from live theater and outdoor concerts to restaurants and lounges. The town's social energy is reflected in its range of evening activities that appeal to a wide variety of interests.

Mark Gilrain

Main Street in Westport, along the scenic Saugatuck River, is a premier destination for shopping and leisure. The walkable downtown features national retailers, local boutiques, and sidewalk cafés. Recent expansions have added substantial retail space, offering everything from fashion and home goods to books and specialty items, making it a vibrant hub for visitors and residents alike.

Mark Gilrain
Westport, CT

Location

Explore Other

Connecticut Neighborhoods

Westport, CT

Market News

Join BHS Connecticut in Giving Back This Season

Join BHS Connecticut in Giving Back This Season
Explore 6 Dream Homes Currently on the Market

Explore 6 Dream Homes Currently on the Market
The Best Lobster Roll in Westport, Connecticut

The Best Lobster Roll in Westport, Connecticut
The Best Coffee, Cultural Attractions, and Cocktails on the Connecticut Coast

The Best Coffee, Cultural Attractions, and Cocktails on the Connecticut Coast
VIEW ALL MARKET NEWS
Westport, CT

Similar Neighborhoods

New Canaan
Connecticut New Canaan  
Darien
Connecticut Darien  
Greenwich
Connecticut Greenwich  
Westport, CT

Contributors

Kathleen Lawton Gibbon Licensed Real Estate Salesperson
Mark Gilrain Licensed Real Estate Salesperson