Home of the Week: A $25 Million Private Island in Connecticut That’s Just 40 Minutes From Manhattan

After 44 years of ownership, the sellers of Farwells Island are saying farewell to this unique private island property off the coast of Greenwich, Connecticut.

While there are hundreds of islands off the coast of Connecticut, the 1.1-acre island is just one of a handful of private islands off the coast of Greenwich, making it a rare opportunity for a buyer hoping to snag a one-of-a-kind multi-generational property.

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Listed for $25 million, the property is accessed via a bridge and a lengthy driveway that leads you to the island’s two homes and boat house. At 36 Game Cock Road, there is a 6,166-square-foot Colonial-style home that was built in 1936. It has been completely renovated over the years (with meticulous ongoing maintenance) and has seven bedrooms, five full bathrooms, and a powder room.

“The previous owner used it as a multi-generational family compound, and it was in the same family for more than four decades,” says listing agent Brett Smith of Brown Harris Stevens. “It has unparalleled views of the ocean and the shores of Long Island and offers island living, but is just 40 minutes from Manhattan.”

Farwells Island Greenwich Connecticut
The meticulously maintained and updated main residence dates to 1936.

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The residence has bright and airy interiors and exceptional water views from nearly every room, whether you’re in the formal dining room, the bedrooms and bathrooms, or the kitchen. Several bedrooms also have private water-facing terraces and fireplaces, as does the second-floor living room. There’s also a wood-paneled office on the top floor with vaulted ceilings and large windows overlooking the property. A basement includes storage space and a garage. Outside, the home has manicured landscaping, al fresco seating areas, and ample lawn space.

Located at 38 Game Cock Road is the 3,238-square-foot guest house, which was built in 1985. Set atop a five-car garage with additional storage, it’s designed with three en suite bedrooms, several balconies and terraces, and an outdoor hot tub.

In addition to the residences, there’s a lovely boat house, a climate-controlled glamping area, a private beach, and formal gardens. The boat house, built in 1940, is ideal as a reprieve from the sun, and it has a games table, cathedral ceilings, and a kitchen. There’s even an outdoor covered clambake picnic area. The glamping “tent” is a two-person, tent-shaped structure that has A/C for hot summer nights and adds a bit of trendy novelty to the island. By night, the nearby formal gardens, surrounded by stone walls, have lights that illuminate the landscape.

Farwells Island Greenwich Connecticut
The wood-paneled office on the top floor.

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Unique to Farwells Island are two deep-water protected docks for multiple boats, which Smith says are “very, very rare on the coastlines.” There are also stairs that lead into the water, as well as a small private beach perfect for swimming in the hot summer months. Dotted throughout the property are stone-lined patios, dining areas, and shady spots to sit under the towering, mature oak trees.

While the property is usable year-round, during the summer it feels like a mini Nantucket or Martha’s Vineyard, with easy access to charming eateries and shops all while putting you in the heart of Connecticut’s vibrant coastal boating culture.

Click here for more photos of Farwells Island.

Farwells Island Greenwich Connecticut
Farwells Island Greenwich Connecticut

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