Greenwich Real Estate

Welcome to Greenwich, Connecticut—a picturesque town that perfectly blends suburban tranquility with a vibrant cultural scene. Nestled in Fairfield County, Greenwich is renowned for its stunning waterfront views along Long Island Sound, lush parks, and charming neighborhoods that make it one of the most desirable places to live in the Northeast.

With a rich history dating back to the 17th century, Greenwich boasts beautifully preserved architecture and a strong sense of community. The town is home to an array of top-rated schools, making it an ideal location for families seeking a nurturing environment for their children. The education system here is consistently recognized for its excellence, providing a solid foundation for lifelong learning.

Greenwich is not just about serene landscapes; it’s also a hub for art and culture. The Bruce Museum and the Greenwich Arts Council offer a plethora of exhibitions and events that celebrate local talent and creativity. For those who enjoy the outdoors, the town features numerous parks and recreational areas, including the stunning Greenwich Point Park, perfect for a day of picnicking or a leisurely stroll by the water.

Shopping enthusiasts will delight in the upscale boutiques and fine dining options that line Greenwich Avenue, while the town's close proximity to New York City adds a cosmopolitan flair, making commuting a breeze.

Whether you're drawn to its natural beauty, vibrant community, or exceptional amenities, Greenwich, CT, offers an unparalleled quality of life that truly feels like home. Come explore all that this charming town has to offer!

Newest Listings in Greenwich

$3,250,000

4 Beds ⋅ 7 Baths ⋅ 24194524 MLS

Set on over an acre at the end of a quiet cul-de-sac within the private Lia Fail Association in Greenwich, CT (Cos Cob), this exceptional stone and clapboard Colonial masterfully blends timeless style with resort-like amenities across approximately 6,300 square feet of beautifully designed living space. The property offers ultimate privacy and an expansive yard designed for grand-scale entertaining, complete with a spacious deck, a professional-grade 54-yard chipping green, and a large hot tub. Inside, this 4+ bedroom, 7 bath home is the pinnacle of effortless sophistication, featuring elegant formal living and dining rooms alongside a gourmet kitchen that opens seamlessly to a sunlit family room and casual dining area. An additional den and a large executive office, outfitted with custom built-ins, a wet bar, and its own en-suite bath, complete the main level. Upstairs, the second floor hosts four large en-suite bedrooms, including a luxurious primary suite retreat. Endless versatility awaits on the finished third floor, which offers a bonus room, office space, and a full bath. The expansive lower level is fully equipped with a playroom, gym, potential au pair/in-law suite with full bath, mudroom, and a two-car oversized garage. This magnificent estate offers an unparalleled private lifestyle, all under 1.5 miles to the train, schools, shopping, dining, and parks.

13 Lia Fail Way, Greenwich

$2,299,000

4 Beds ⋅ 5 Baths ⋅ 24193740 MLS

Welcome to 10 Elskip Lane, a timeless Colonial set on a picturesque one-acre property in one of Greenwich's most desirable neighborhoods. Offering 4,539 square feet of thoughtfully designed living space, this elegant home features four spacious bedrooms and four full bathrooms plus a convenient powder room. The well-appointed floor plan is designed for both comfortable everyday living and effortless entertaining. Sun-filled living spaces flow seamlessly throughout the home, while the first-floor laundry room adds everyday convenience. The generous primary suite and well-proportioned secondary bedrooms provide comfort and privacy for family and guests alike. Set on a beautifully landscaped one-acre lot, the property offers exceptional outdoor space with endless possibilities.

10 Elskip Ln, Greenwich

$7,495,000

5 Beds ⋅ 8 Baths ⋅ 24194488 MLS

A rare opportunity to own a newly built 2027 residence just mins from Greenwich's finest shops, restaurants + schools. Set on .72 acres, 3 finished levels connected by elevator offer exceptional craftsmanship throughout. Main level features formal living + dining rooms, private office, family room w fireplace and a chef's kitchen w walk-in butlers pantry. The family room opens to a covered terrace w FP, Phantom screens + heaters -- ideal for year-round entertaining. Upstairs, primary suite features a FP, private deck + spa bath w wet room, accompanied by 3 additional en-suite bedrooms with walk-in closets. Finished lower level offers a gym, sauna, cold plunge, kitchenette, pool bath, guest suite + exterior access. A private yard + pool complete this exceptional in-town offering. NSS + CMS.

64 Hillside Rd, Greenwich

$1,499,000

4 Beds ⋅ 3 Baths ⋅ 24194042 MLS

This beautiful move-in ready Colonial is tucked away on a peaceful cul-de-sac in the desirable Riverside neighbourhood. It offers the perfect blend of modern style and everyday comfort. The sun-filled open floor plan is designed for today's lifestyle, featuring a stunning chef's kitchen with quartz countertops, a large center island, stainless steel appliances, and abundant cabinetry. The spacious living and dining areas flow seamlessly together, creating an ideal setting for both entertaining and everyday living. Upstairs, you'll find four bedrooms, including a spacious primary suite with a walk-in closet and an updated bath. Additional highlights include recessed lights, central air, natural gas heat, main-level laundry, an attached garage, and thoughtfully updated finishes throughout. Enjoy the private deck, patio and fenced backyard, perfect for outdoor dining, relaxing, or entertaining family and friends. Conveniently located just minutes from schools, parks, shopping, restaurants, Metro-North, and I-95, this move-in ready home offers the best of Greenwich living with an easy commute to New York City.

5 Griffith Rd, Greenwich

$1,500,000

24193650 MLS

This home is set on 2 level acres in a 4 acres zone with incredible light and potential. The private location is conveniently located to Greenwich's Griff Public Golf Course, Augustine's Farm, Merritt Parkway, 684, Glenville, and Armonk. Create a custom estate with your builder/architect on this special tranquil property. House sold as is.

1365 King St, Greenwich

$1,500,000

5 Beds ⋅ 4 Baths ⋅ 24191553 MLS

Wonderful opportunity to own a well-maintained two-family home in Greenwich! Situated on a level 0.21-acre lot with front and back yards and a detached 2-car garage. Unit 1 offers 2 bedrooms, 1 bath, living room, dining room, kitchen, and in-unit washer/dryer. Unit 2 features 3 bedrooms, 2 baths, living room, dining room, kitchen, walk-out deck and in-unit washer/dryer. Move right in, rent for investment income, or renovate to suit your style. Conveniently located near Byram Beach & Pool, parks, shopping, restaurants, Port Chester train station, and downtown Greenwich, with an easy commute to NYC. A rare opportunity for owner-occupants, investors, or multi-generational living.

Greenwich

$6,995,000

6 Beds ⋅ 8 Baths ⋅ 24189995 MLS

Set on over two acres of exquisitely manicured grounds, this exceptional six-bedroom Georgian estate offers approximately 8,500 square feet of beautifully designed living space, including the finished lower level. Surrounded by mature landscaping and complete privacy, the residence seamlessly blends timeless architecture with modern luxury. Elegant formal living and dining rooms, multiple fireplaces, French doors, custom millwork, and a richly appointed library create an atmosphere of refined sophistication. The chef's kitchen features premium appliances, custom cabinetry, a marble center island, and a sun-filled solarium breakfast room that opens to the inviting family room. The luxurious primary suite is a private retreat with a fireplace, sitting room, expansive walk-in closet, and spa-inspired marble bath. Five additional bedrooms provide exceptional accommodations for family and guests. Designed for year-round enjoyment, the resort-style grounds feature a spectacular pool and spa, expansive entertaining terraces, an outdoor kitchen with two grills and a wood-fired pizza oven, a gas fire pit, greenhouse, and organic gardens. The finished lower level offers a media room, fitness center, wine cellar, game room, and flexible recreation space. Complete with a heated three-car garage and approved seven-bedroom replacement area, this distinguished Greenwich estate presents a rare opportunity to enjoy luxury living in one of the town's most coveted private settings.

23 Wyckham Hill Ln, Greenwich

$3,300,000

7 Beds ⋅ 4 Baths ⋅ 24189025 MLS

Rarely does a home in this coveted pocket of Greenwich come to market. This beautifully expanded seven-bedroom residence offers turnkey living on a private one-acre lot on a quiet cul-de-sac. A two-story foyer sets the tone, opening to sun-filled living spaces designed for both grand entertaining and everyday ease. The gourmet kitchen, appointed with granite countertops, a professional-grade Wolf range, stainless steel appliances, skylights, and a generous center island, flows effortlessly into the family room at the heart of the home. The serene primary suite is complete with a dressing room, walk-in closet, and spa-inspired bath, while heated towel warmers grace three full bathrooms. A finished lower level offers refined flexibility as a media lounge, gym, or in-law suite. Outdoors, a stone patio and custom outdoor cooking station with a built-in grill and griddle make entertaining and everyday dining a pleasure in every season. Central air, a heated two-car garage, and impeccable attention to comfort throughout complete this rare offering in one of Greenwich's most desirable enclaves. Conveniently located in close proximity to schools, restaurants, and train stations.

59 Dandy Dr, Greenwich

$1,995,000

4 Beds ⋅ 2 Baths ⋅ 24191798 MLS

Opportunity awaits in one of Greenwich's most desirable communities. Located on a quiet residential street in Cos Cob, this spacious home offers 3,597 square feet of living space across two levels, featuring 4 bedrooms and 3 full bathrooms. A new roof and recently painted interior provide added value, while the generous floor plan offers exceptional flexibility for today's lifestyle. The generous footprint provides exceptional flexibility for modern living, entertaining, or future customization. Enjoy the benefits of Greenwich ownership, including access to top-rated schools, parks, beaches, and convenient proximity to Cos Cob village, Riverside, Old Greenwich, Metro-North, and major commuting routes. A rare chance to secure a substantial home in a sought-after Greenwich location.

28 Gregory Rd, Greenwich

$5,250,000

5 Beds ⋅ 6 Baths ⋅ 24191535 MLS

An exceptional opportunity to own a thoughtfully crafted 2015 Colonial in one of Greenwich's most desirable in-town neighborhoods. Set on level grounds at the end of a quiet cul-de-sac, this home offers four finished levels of natural light, high ceilings and refined finishes throughout. The heart of the home is an expansive kitchen with a large center island that flows effortlessly into the family room and opens through French doors to a private terrace and backyard. Five en-suite bedrooms, including a flexible lower-level guest suite, provide comfort and privacy for family and visitors alike. Spaces for work, fitness and recreation, with premium features including a whole-house generator, HEPA air filtration and water filtration systems make this home as functional as it is beautiful.

16 Annjim Dr, Greenwich

$2,400,000

4 Beds ⋅ 4 Baths ⋅ 24191640 MLS

Rare Greenwich opportunity! This side-by-side duplex at 9 Columbus Ave sits on a quiet dead-end street in Chickahominy - offering the perfect house-hack setup: live in one unit and rent the other, or hold both as a turnkey investment. Each unit features 2 bedrooms and 1.5 baths across 1,112 sq ft of well-designed living space, for a total of 2,280 sq ft. Built in 1997, this move-in ready property offers newer construction quality that's hard to find at this price point in Greenwich. Whether you're an owner-occupant looking to offset your mortgage or an investor seeking cash flow in one of Fairfield County's most desirable towns, 9 Columbus Ave delivers flexibility, privacy, and long-term value on a peaceful street just minutes from Greenwich Avenue, the train station, and all that downtown Greenwich has to offer. Two homes, endless possibilities - don't miss this one.

9 Columbus Ave, Greenwich

$2,400,000

8 Beds ⋅ 4 Baths ⋅ 24191639 MLS

Rare four-unit multi-family opportunity in Greenwich's Chickahominy neighborhood. 11 Columbus Ave offers 8 bedrooms and 4 bathrooms total across four separate units on a private lot, close to downtown Greenwich Avenue, Metro-North rail, and I-95/Merritt Parkway access. Offering approximately 5,250 square feet, with separate utilities/meters and off street parking. Each unit features 2 beds, 1 bath and a living room. Ideal for an owner-occupant looking to offset their mortgage with rental income, or an investor seeking a four-unit income asset in a strong rental market. Minutes from Greenwich's shops, restaurants, schools, and parks, with easy access to NYC via Metro-North. Multi-family inventory of this scale is limited in Greenwich - schedule your showing today.

11 Columbus Ave, Greenwich

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