Greenwich Real Estate

Greenwich Real Estate

Welcome to Greenwich, Connecticut – a picturesque gem nestled in the heart of Fairfield County. Known for its charming blend of suburban tranquility and vibrant city life, Greenwich offers residents an unparalleled quality of life. With its stunning waterfront views along Long Island Sound, lush parks, and meticulously maintained landscapes, it’s no wonder that Greenwich is often regarded as one of the most desirable places to live in Connecticut.

The town boasts an impressive array of amenities, including upscale shopping districts, gourmet dining options, and a rich tapestry of cultural attractions. From the historic Greenwich Avenue, lined with boutique shops and art galleries, to the renowned Bruce Museum showcasing art and natural history, there’s always something to explore. Outdoor enthusiasts will appreciate the numerous parks and recreational facilities, including the beautiful Greenwich Point Park, perfect for picnics, hiking, and beach activities.

Education is a cornerstone of the Greenwich community, with top-rated public and private schools that prioritize academic excellence and holistic development. Families are drawn to the area not only for its educational opportunities but also for its strong sense of community and safety.

Commuting to New York City is a breeze, thanks to the town’s convenient Metro-North train service, making Greenwich an ideal location for professionals who seek a peaceful retreat after a busy day in the city.

Whether you’re looking for a charming historic home, a modern condo, or a sprawling estate, Greenwich has a diverse real estate market that caters to various lifestyles. Discover the allure of Greenwich, where every day feels like a vacation in this idyllic coastal town!

Newest Listings in Greenwich

$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

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.