Greenwich, CT
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Greenwich, CT

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Greenwich, Connecticut, is a coastal town that blends natural beauty, historic charm, and modern amenities. Set along Long Island Sound, it features scenic shoreline, well-maintained parks, and tranquil neighborhoods. Greenwich Avenue serves as the town’s vibrant center, offering luxury boutiques, restaurants, and galleries. The Bruce Museum and Greenwich Historical Society add cultural richness. Residents enjoy outdoor activities like hiking at Audubon Greenwich, kayaking the Mianus River, and visiting Greenwich Point Park. Annual events such as the Greenwich Film Festival and local polo matches foster a strong sense of community. With distinct areas—Cos Cob, Riverside, Old Greenwich, and central Greenwich—each with unique character, the town offers a variety of living environments. Just 50 minutes from Manhattan via train or I-95, Greenwich provides a connected and welcoming atmosphere for a wide range of residents.


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Greenwich, CT

Highlights

  • $108K - 100M Price Range
  • $3.20M Avg. Sold Price
  • $4.80M Avg. List Price
  • $3,594 Avg. Price per Sqft
  • 436 Homes for Sale
  • 209 Homes for Rent
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Greenwich, CT

Featured Listings

97 Pecksland Road
Contract Signed
97 Pecksland Road $24,950,000 10 beds, 14.5 baths, 19 acres
Greenwich, CT
37 Burying Hill Road
37 Burying Hill Road $19,900,000 7 beds, 7.5 baths, 9 acres
Greenwich, CT
16 Indian Point Lane
16 Indian Point Lane $13,500,000 4 beds, 5.5 baths, 1 acres
Riverside, CT
20 Sherwood Farm Lane
Contract Signed
20 Sherwood Farm Lane $6,995,000 6 beds, 6.5 baths, 1 acres
Greenwich, CT
33 Boulder Brook Road
Contract Signed
33 Boulder Brook Road $6,650,000 6 beds, 7.5 baths, 2 acres
Greenwich, CT
Greenwich, CT

Recent Listings

108 Cedar Cliff Road
108 Cedar Cliff Road, Riverside, CT $100,000,000 8 beds, 9 baths
Riverside, CT
545 Indian Field Road
545 Indian Field Road, Greenwich, CT $42,995,000 6 beds, 6 baths
Greenwich, CT
10 Cliffdale Road
10 Cliffdale Road, Greenwich, CT $35,000,000 8 beds, 7 baths
Greenwich, CT
39 Brookridge Drive
39 Brookridge Drive, Greenwich, CT $28,500,000 7 beds, 8 baths
Greenwich, CT
97 Pecksland Road
97 Pecksland Road, Greenwich, CT $24,950,000 10 beds, 14 baths
Greenwich, CT
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68 Hillcrest Park Road
68 Hillcrest Park Road, Old Greenwich, CT $50,000/mo 4 beds, 5 baths
Old Greenwich, CT
59 Cat Rock Road
59 Cat Rock Road, Cos Cob, CT $39,500/mo 6 beds, 7 baths
Cos Cob, CT
508 Round Hill Road
508 Round Hill Road, Greenwich, CT $35,000/mo 6 beds, 4 baths
Greenwich, CT
432 Field Point Road
432 Field Point Road, Greenwich, CT $30,000/mo 8 beds, 6 baths
Greenwich, CT
26 Round Hill Road
26 Round Hill Road, Greenwich, CT $30,000/mo 6 beds, 5 baths
Greenwich, CT
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553 Indian Field Road
553 Indian Field Road, Greenwich, CT $19,900,000 4 beds, 5 baths
Greenwich, CT
36 Dunwoodie Place
36 Dunwoodie Place, Greenwich, CT $9,230,000 6 beds, 8 baths
Greenwich, CT
10 Birch Lane
10 Birch Lane, Greenwich, CT $8,750,000 5 beds, 5 baths
Greenwich, CT
52 Ridge Street
52 Ridge Street, Greenwich, CT $7,750,000 4 beds, 4 baths
Greenwich, CT
45 Willow Road
45 Willow Road, Riverside, CT $6,550,000 6 beds, 5 baths
Riverside, CT
Greenwich, 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.

  • Greenwich offers commuter access via Metro-North’s New Haven Line with four stations connecting to NYC in under an hour. I-95 and the Merritt Parkway provide fast driving routes, while local buses, rideshares, and a walkable downtown support in-town transit. Nearby Westchester Airport adds regional travel options, making Greenwich convenient for commuters and frequent travelers while maintaining its coastal-suburban charm.

  • Greenwich is rich in culture, featuring the Bruce Museum with art, science, and history exhibits, and the Greenwich Historical Society preserving the town’s colonial heritage. Annual events like the Greenwich International Film Festival and Art in the Park highlight local talent. Historic homes, restored estates, and lighthouses add charm and reflect the community’s appreciation for arts and heritage, offering engaging experiences for all residents and visitors.

  • Greenwich homes range from waterfront estates and historic colonials to modern builds and cottages. Neighborhoods such as Belle Haven, Cos Cob, and Riverside offer varied settings, from peaceful, spacious areas to centrally located streets. Architectural styles vary widely, with manicured lawns and tree-lined streets creating a timeless, elegant aesthetic. Housing diversity accommodates many preferences, supporting an inclusive and welcoming residential environment.

  • Greenwich offers a sophisticated lifestyle with a strong community focus. Residents enjoy local amenities, social clubs, cultural events, and outdoor activities. The pace is relaxed compared to NYC but still dynamic, balancing quiet neighborhoods with active town life. Civic involvement, seasonal events, and recreational opportunities provide a rich, inclusive experience, appealing to people of all ages, backgrounds, and household types.

  • Greenwich dining is refined and varied, including upscale steakhouses, Italian bistros, cafés, and farm-to-table spots. Greenwich Avenue anchors the culinary scene, while Old Greenwich and Cos Cob offer neighborhood flavors. Seafood and weekend brunches are popular, blending coastal charm with cosmopolitan tastes. Dining options are welcoming, accessible, and inclusive, providing experiences for diverse palates and residents of all backgrounds.

  • Greenwich nightlife is stylish yet understated, with lounges, classic pubs, and cocktail bars, especially along Greenwich Avenue. Live jazz, DJ sets, and intimate wine bars offer relaxed evening entertainment. For more energetic options, nearby Stamford and NYC are accessible. The scene supports social connection in a safe and inclusive environment, offering enjoyable evening experiences for residents and visitors alike.

  • Greenwich shopping is upscale and boutique-focused. Greenwich Avenue features designer fashion, jewelry, home goods, and curated local shops. Independent bookstores, specialty grocers, and seasonal markets add variety. Retail options are diverse and inclusive, offering quality, craftsmanship, and a welcoming environment for residents and visitors seeking both local and global products.

  • Greenwich provides abundant outdoor recreation. Greenwich Point Park offers beaches, trails, and water sports, while the Audubon Center has scenic hikes. Binney Park, Byram Park, and the Mianus River Gorge provide picnicking, kayaking, and fishing. Golf, tennis, and sailing facilities complement coastal and green spaces. Residents of all ages can enjoy nature, exercise, and leisure in inclusive, scenic settings year-round.

Greenwich, CT

Neighborhood Stories

Greenwich features diverse homes, from antique houses with detailed millwork to sleek modern designs. Neighborhoods are unique, offering charm, character, and individuality.

Laurie Meyer

The town provides a wide range of housing options, including coastal, downtown, and estate-style properties, accommodating various budgets and preferences.

Rob Johnson

Homes range from historic to new construction, waterfront to inland, townhouses to apartments, all with distinct appeal, adaptable to changing needs.

Lisa Stugart

Greenwich is picturesque year-round, blending modern and classic elements, and supporting a variety of lifestyles and household types.

Elizabeth Douthit

Over 50 square miles, Greenwich offers cultural, educational, and recreational opportunities while maintaining a strong sense of community.

Diddle McAllister

Distinct neighborhoods each have unique character. Old Greenwich is close-knit with a coastal feel, Mid-Country offers space and access, and downtown is near shops and dining.

Cora Lynch-O'Meara

Residents enjoy beaches, kayaking, paddleboarding, running, picnicking, and winter sports like platform tennis, supporting active, inclusive lifestyles.

Laurie Meyer

Greenwich has town docks, moorings, golf courses, and private clubs offering a variety of sports, leisure, and social opportunities for residents.

Rob Johnson

The Greenwich International Film Festival provides a high-quality cultural experience, showcasing films that engage, entertain, and educate audiences.

Laurie Meyer

Neighborhoods like Glenville/Pemberwick offer revitalized areas with parks, cafes, and shops, providing community charm and accessible amenities.

Matthew Tallett

Greenwich blends coastal beauty with shopping and local spots. Greenwich Avenue offers boutiques, cafes, and favorites like Something Natural bakery, cherished by residents and visitors.

Lauren Schwabe
Greenwich, CT

Location

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Greenwich, CT

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Greenwich, CT

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Greenwich, CT

Contributors

Cora Lynch-O'Meara Licensed Real Estate Salesperson
Diddle McAllister Licensed Real Estate Salesperson
Elizabeth O. Douthit Licensed Real Estate Salesperson
Laurie Meyer Licensed Real Estate Salesperson
Lisa Stugart Licensed Real Estate Salesperson
Rob Johnson Licensed Real Estate Salesperson
Lauren Schwabe Licensed Real Estate Salesperson
Matthew Tallett Licensed Real Estate Salesperson