Greenwich Homes for Sale

Greenwich Homes for Sale

Welcome to Greenwich, Connecticut – a vibrant blend of coastal charm and suburban elegance nestled in the heart of Fairfield County. Renowned for its stunning waterfront views, lush parks, and vibrant community, Greenwich is the perfect place to call home. With its rich history dating back to the 17th century, this picturesque town boasts a unique character that attracts families, professionals, and retirees alike.

Greenwich offers a diverse array of homes for sale, catering to various lifestyles and preferences. From luxurious waterfront estates with private docks to quaint historic homes that exude charm, the real estate market here is as diverse as its residents. Picture yourself sipping coffee on a sun-drenched patio, overlooking the serene waters of Long Island Sound or enjoying a cozy evening in a beautifully renovated colonial home surrounded by lush greenery.

Families will appreciate the top-tier public and private schools, ensuring a quality education for children of all ages. The town’s commitment to community is evident in its numerous parks, recreational facilities, and cultural events that bring residents together throughout the year. Whether it’s exploring the scenic trails of Greenwich Point Park or indulging in the local art scene, there’s always something to engage and inspire.

With convenient access to New York City via Metro-North, Greenwich strikes the perfect balance between suburban tranquility and urban convenience. Discover the charm and sophistication of Greenwich, CT, where your dream home awaits amidst a vibrant community and breathtaking landscapes. Explore our listings today and take the first step toward making this enchanting town your new home!

Newest Greenwich Homes for Sale

$19,995,000
5 Beds 7 Baths 24164225 MLS
You don't look at your home...you look out from it. Set directly on the waterfront in Old Greenwich, this newly constructed residence is a masterclass in design, engineering and execution where every material, finish and feature was selected without compromise. Beyond a long, privately gated drive, sweeping cove views unfold, leading to a facade clad in premium Thermory wood siding beneath a Spanish slate roof an exterior that feels both grounded and enduring.. Walls of Aluprof glass dissolve the boundary between interior and Long Island Sound, drawing light deep into nearly every principal room. The result is a seamless connection to the water, with unobstructed views that are impossible to replicate. Inside, large-scale radiant-heated Porcelanosa tiles grace the main and lower levels, setting a warm, modern foundation. At the heart of the home, a statement kitchen delivers both performance and presence; featuring custom Vimora cabinetry, top-of-the-line Gaggenau appliances and a fully equipped secondary prep kitchen designed for effortless entertaining at scale. Upstairs, European white oak introduce warmth, while radiant heat continues throughout all main spaces and baths reinforcing a consistent commitment to comfort and precision. The primary suite is conceived as a private retreat, oriented entirely toward the water. A fireplace anchors the space, while a private deck leads directly to the heated pool below. The bath offers a spa-like experience, featuring a sculptural

58 Shore Rd, Greenwich

$6,150,000
5 Beds 8 Baths 24205524 MLS
A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with exceptional privacy, generous scale and remarkable potential. Set amid mature landscaping on approximately 1.8 acres in a one-acre zone, the property offers nearly twice the typical lot size while remaining just moments from the heart of Greenwich. Inside, gracious entertaining rooms, comfortable everyday living spaces and distinctive architectural details create a home with warmth, character and a sense of permanence rarely replicated today. A newly renovated kitchen brings a fresh, modern sensibility to the residence and serves as a beautiful centerpiece for daily living and entertaining. A private wellness retreat, complete with an indoor pool and dedicated fitness space, brings resort-style amenities into the comfort and privacy of home. Beyond the main residence, the expansive grounds offer an exceptional opportunity to further enhance the estate. Fully permitted plans provide the option to add a Cottage, along with the potential for a pickleball or tennis court an increasingly rare offering this close to town. With its substantial acreage, established landscaping, private wellness amenities and extraordinary flexibility for the future, this is a unique opportunity to enjoy a private estate setting without sacrificing the convenience of in-town Greenwich living.

21 Calhoun Dr, Greenwich

$3,495,000
5 Beds 5 Baths 24201665 MLS
Beautifully designed and thoughtfully finished, this exceptional New home blends sophisticated style with modern comfort and effortless everyday living. From the moment you enter, wide-plank French oak floors, 9-foot ceilings, Andersen windows, and curated designer details create a warm yet elevated atmosphere. The dining room and office make a statement with rich color-drenched finishes, while custom lighting, polished chrome hardware, and refined millwork carry a cohesive aesthetic throughout. At the heart of the home, the kitchen is both striking and functional, featuring quartz countertops and backsplash, soft-close cabinetry, under-cabinet lighting, and high-end Thermador appliances with separate refrigerator and freezer towers. Antique brass accents add warmth to the space, which flows naturally into the inviting family room centered around a large fireplace, perfect for both relaxed evenings and entertaining. Upstairs, the serene primary suite offers two spacious custom-fitted closets and a beautifully designed bath with designer stone tile, Kohler fixtures, and a Kohler smart toilet. Custom closet systems throughout the home, blackout shades in every bedroom, and privacy shades on the remaining windows and sliders add thoughtful finishing touches. A generous mudroom with custom built-in cabinetry makes everyday arrivals and departures beautifully organized. The living space continues well beyond the main floors.

89 Indian Field Rd, Greenwich

$4,250,000
5 Beds 6 Baths 24205146 MLS
Exceptional custom-built residence in Greenwich's coveted Bailiwick Association, thoughtfully designed with the finest materials, craftsmanship and an effortless connection to the outdoors. Set on 1.4+ beautifully level acres, this 5,400+ SF transitional Colonial is filled with incredible natural light and offers seamless flow for everyday living and entertaining. A welcoming front porch opens to a dramatic double-height, front-to-back foyer. The elegant living and dining rooms feature beautiful millwork, soaring ceilings and walls of sliding glass doors opening to expansive decks and patios. At the heart of the home, a stunning chef's kitchen with double islands, Sub-Zero and Wolf appliances and butler's pantry anchors an expansive open living space with a sun-filled, vaulted breakfast area and family room. A first-floor ensuite bedroom with deck access, mudroom and two powder rooms complete the main level. Upstairs, the primary suite offers vaulted ceilings, a gas fireplace, two walk-in closets and luxurious marble bath with double vanities and oversized rainfall shower. Four additional bedrooms, three full baths, an office, sitting area and laundry complete the second floor. Mature trees and new landscaping surround the perfectly level property, while an oversized three-car garage with soaring ceilings offers room for lifts and additional parking. An exceptional setting just minutes to Glenville and approximately 10 minutes to Greenwich Avenue and the train.

7 Bailiwick Rd, Greenwich

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