Another storied property in Connecticut’s sought-after Thimble Islands is on the market.
Rogers Island, a private 7.65-acre landmass in the Long Island Sound, is back on sale for $29.99 million. Not only is the property $5 million cheaper than when it listed last May — the sellers threw in an extra seaside compound on the mainland to sweeten the pot.
The island, accessible only by boat, includes a 123-year-old Tudor house, a waterfront pool, a putting green and a plethora of outbuildings.
The green oasis served as a summer getaway for the family of its current owner, Greg Jensen, Mansion Global reported. Jensen serves as co-chief investment officer of Bridgewater Associates, the world’s biggest hedge fund firm.
Daniel Milstein for Sotheby’s International Realty
The plural properties, including the extra house on the mainland, relisted on Tuesday with Joseph Barbieri and Leslie McElwreath of Sotheby’s International Realty, as announced by the brokerage in a Tuesday press release. The island previously went on sale last May with a different brokerage for $35 million.
Roger Island’s 8,746-square-foot Tudor house includes 10 bedrooms and two kitchens — one for marbletop entertaining and one tucked away for catering. The island further boasts a saltwater pool with a spa, a poolhouse with a waterside pergola, a gazebo, a tennis court and a putting green.
Barbieri called the idyllic archipelago an “alternative to the Hamptons.”
“You’d never get anything like this for this price,” Barbieri said. “They’re not many of these that exist, period.”
Outbuildings dot the island, including a four-bedroom guest cottage with a kitchen and a commercial-sized greenhouse. A studio cottage with an outdoor shower can double as a spa or an artist’s studio, according to the listing.
The island itself is designed for smooth staff support. Next to the greenhouse are staff quarters with two ensuite bedrooms and kitchenettes. One pier is dedicated for service deliveries, while the other one — with direct access to the main house — is reserved for owners and guests.
The island is named for John Rogers, an original settler in the area. Roger’s family owned the island from 1710 to 1858, according to the listing.
Jensen paid $21.5 million for the property in 2018. Barbieri said the family is parting with the home now that their children have grown up.
Source : https://nypost.com/2025/05/14/real-estate/connecticuts-rogers-island-has-relisted-for-a-discount/
