The pool and pool house.



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A putting green overlooks the water.



Daniel Milstein Photography

The main house, built in 1900 and recently renovated, has 10 bedrooms. There's also a four-bedroom guesthouse, an artist's studio, and a pool house.

The property listing says there are three private beaches on the island. Its two docks are a short boat ride away from the mainland.

Connecticut has long been home to some of NYC's financial elite

Rogers Islands is part of the Thimble Islands, a smattering of 365 tiny islands off the coast of Branford, Connecticut, on the Long Island Sound.

A 1.1-acre property on Potato Island — also part of the archipelago — sold for over $4 million in 2020. In 2017, eight of the islands were listed altogether for $50 million, the New Haven Independent reported.

A white and gold-accented kitchen.



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One of the bedrooms.



Daniel Milstein Photography

The New York area's financial elite have long had trophy homes in Connecticut.

The hedge-fund titans Steve Cohen and Ray Dalio own palatial estates in Greenwich, about 60 miles — and a ferry ride — from the Thimble Islands. Greenwich is home to so many of Wall Street's boldface names that it's been dubbed the hedge-fund capital.

A private island off the Connecticut coast, though, holds a particular allure — and a big price tag.

Several Connecticut private islands have been on the market recently

Off the coast of Darien, a town not far from Greenwich, Great Island was initially listed for $175 million in 2016. The New York Post said it featured a polo field, a yacht basin, and several beach cottages. The town of Darien bought it for $85 million in 2023, The Darien Times reported.

Tavern Island — an island off the coast of Rowayton, also near Darien and Greenwich, with a stand-alone tea house, a guest cottage, and a 75-foot pool — was once a favorite party destination of Marilyn Monroe, the Post reported. It was sold in 2018 for $7.85 million after being listed for $11 million, The Norwalk Hour reported.

Besides Rogers Island, three other islands in the Thimble Island chain with single-family homes are for sale: Belden Island, for $2.75 million; Jepson Island, for $1.5 million; and Burr Island, for $1.3 million.

Rivaling Rogers Island, however, is another private island that hit the market this week.

Farwells Island, an island off the coast of Greenwich with a 6,166-square-foot, seven-bedroom mansion, was listed for $25 million. Mansion Global said it had a guest house, a boathouse, a glamping tent, and its own private bridge to shore.

But with its $35 million price tag and accessibility only by ferry, Rogers Island seems poised to be the next big trophy property.

"Rogers Island beckons as the ultimate symbol of achievement, awaiting its discerning new owner," the listing says.

Check out more photos:

The tennis and basketball court.



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A guest house.



Daniel Milstein Photography
















Gardens and a waterfall pond.



Daniel Milstein Photography