A Bridgewater exec is still trying to sell his private island. He cut its price — and threw in a mainland house with a dock.

8 hours ago 2

The arches of the main Rogers Island house

The new listing for Rogers Island is $5 million cheaper and includes a mainland house with a private dock. Daniel Milstein
  • Bridgewater Associates' Greg Jensen has relisted his private island, Rogers Island, for $30 million.
  • Part of the Thimble Islands, it has a 10-bedroom home and a pro golfer-designed putting green.
  • Jensen cut $5 million off the price and threw in a mainland house to make boating to the island easier.

Even private islands come with problems.

One is the hassle of ferrying family members, guests, and goods back and forth from the mainland.

The new $30 million listing for Rogers Island off the coast of Connecticut, owned by Bridgewater Associates' co-chief investment officer Greg Jensen, offers a solution.

The island, which is $5 million cheaper than when it first listed last year, comes with a five-bedroom home on the mainland that has a private dock.

"This gives you the perfect launching point to get to the island," said Leslie McElwreath, of Sotheby's, who now has the listing with her colleague Joseph Barbieri.

Typically, Rogers and other nearby islands, all part of the Thimble Islands, are serviced by a public ferry that makes multiple stops throughout the day. Now, Rogers Islands' new owner can get to the island directly and seamlessly.

Property records show Rogers Island was purchased by an LLC for $21.5 million in 2018; The Wall Street Journal later identified Jensen as the buyer. Jensen first listed the island in June of 2024 for $35 million.

Rogers Island has multiple houses, a pool, a tennis court, and a putting green designed by famed golfer Jack Nicklaus.

The New York area's financial elite have long had trophy homes in Connecticut. Bridgewater founder Ray Dalio and hedge fund boss Steve Cohen own palatial estates in Greenwich, which is a ferry ride and 60 miles from the Thimble Islands.

Take a look around Rogers Island.

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

An aerial view of Rogers Island, with the house and pool visible.

Rogers Island could be yours for a cool $35 million. Daniel Milstein Photography

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

The main house on Rogers Island was built in 1902.

The arches of the main Rogers Island house

The new listing for Rogers Island includes a mainland house and private dock. Daniel Milstein

The home is perched on a bluff 45 feet above sea level.

The sprawling mansion totals 8,746 square feet.

A dining area with two tables and purple walls.

A dining area. Daniel Milstein Photography

Jensen renovated the main house in 2024, adding Calacatta marble countertops, luxury kitchen appliances, and a new wet bar.

The main house has 10 bedrooms.

A bedroom with blue carpet and a painting of a playing card on the wall, and windows overlooking the water.

One of the bedrooms in the main house on Rogers Island. Daniel Milstein Photography

The main house also has six bathrooms and two half-bathrooms.

Rogers Island also has a four-bedroom guesthouse, an artist's studio, a tennis court, and a pool.

A combined tennis and basketball surrounded by trees.

The tennis and basketball court. Daniel Milstein Photography

The artist's studio has its own outdoor shower.

The pergola beside the pool is intended for seaside dining.

A waterfront pool with pink deck chairs and white umbrellas, as well as a gazebo looking out on Long Island Sound.

A pool on Rogers Island. Daniel Milstein Photography

There is also island-wide internet access.

Many of the island's 7.7 acres are meticulously landscaped.

A garden with a waterfall and rocky pond surrounded by flowers and greenery.

The lush grounds include gardens and a waterfall pond. Daniel Milstein Photography

There are three private beaches on the island.

The putting green was designed by famous golfer Jack Nicklaus.

A putting green overlooking the water, with a gazebo atop some rocks in the distance.

A putting green overlooks the water. Daniel Milstein Photography

Golf legend Jack Nicklaus won 18 major championships throughout his career and now runs a successful course-designing business.

The mainland house last sold for $4.3 million on its own, according to McElwreath, the listing agent.

A red home with white shutters.

The mainland house included with Rogers Island is the red home with white shutters. Daniel Milstein

The mainland home with a dock allows for easy boat parking and direct access to Rogers Island. The house, which last traded hands for $4.3 million, is now a deal-sweetener of sorts for the $30 million private island.

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