Greenwich Real Estate

Greenwich Real Estate

Welcome to Greenwich, Connecticut—a picturesque coastal town that effortlessly blends small-town charm with urban sophistication. Nestled along the shores of Long Island Sound, Greenwich is renowned for its stunning waterfront views, lush landscapes, and vibrant community spirit. With a rich history dating back to the 17th century, this town offers a unique mix of historical architecture and modern amenities, making it a coveted destination for families, professionals, and retirees alike.

Greenwich boasts a thriving arts scene, highlighted by the Bruce Museum, which showcases an impressive collection of art and natural history. The town is also home to a variety of cultural events throughout the year, including the popular Greenwich Town Party and the annual Greenwich International Film Festival. For those who enjoy the outdoors, the expansive Greenwich Point Park offers scenic walking trails, sandy beaches, and stunning views of the Manhattan skyline.

Education is a cornerstone of the Greenwich community, with top-rated public and private schools that cater to students of all ages. The town’s commitment to excellence in education, combined with its proximity to New York City—just a short train ride away—makes it an ideal location for commuters seeking a serene retreat from the bustling city life.

Shopping enthusiasts will delight in the upscale boutiques and charming shops found along Greenwich Avenue, while food lovers can explore a diverse culinary scene, ranging from cozy cafes to fine dining establishments.

In Greenwich, you’ll find not just a place to live, but a lifestyle that celebrates community, culture, and the beauty of nature. Discover your dream home in this idyllic New England town today!

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

Start Your Search

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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.