Home Buying

A private island in Conn. is on the market (for $35m). So are three of its neighbors.

Rogers Island comes with three private beaches, a tennis court, a pool house, and more.

By Sury Chakraborty

June 5, 2024

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Off the coast of Connecticut, surrounded by the waters of Long Island Sound, sits a 7.65-acre private island on the market for $35 million.

Rogers Island is a part of the Thimble Islands, the largest grouping of its kind in Connecticut, according to the town of Branford: “They take their name from the “thimbleberries” or black raspberries which once grew wild on them.”

The island has multiple structures combined to form the ideal waterfront summer getaway.

“It’s perfect for a buyer who wants their very own luxurious retreat accessible by a short five-minute boat ride,” said Jennifer Leahy, a real estate agent with Douglas Elliman. 

The renovated main residence is 8,746 square feet and offers 10 bedrooms, six full baths, and two half baths. There is also a four-bedroom guest house that is 1, 866 square feet. It has two full baths, a half bath, and a wraparound porch. 

Staff quarters with two bedrooms and two bathrooms are also present on the property. 

But that’s not all.

The island also has a tennis court, a swimming pool with a pool house, and an art studio where you can display your collection. 

To Leahy, the pool area stands out. “Whether it’s reading in the gazebo, enjoying a meal by the cabana, or simply basking in the tranquil poolside … it’s a serene haven.”

Speaking of immersive experiences, you can soak in nature via formal gardens, a koi pond, a greenhouse, and three beaches. The property also comes with two docks. 

This single-family home was built in 1902 and has an annual real estate tax of $410,094. 

Leahy is also selling three other Thimble Islands:

Belden Island  — $2,750,000, which has a 2,038-square-foot single-family home with four bedrooms and two baths and sits on 1.04 acres, not including 2 acres of deeded adjacent shellfish beds. The home was built in 1912.

Jepson Island — $1,500,000, which has a 962-square-foot single-family home with two bedrooms and one bath, sits on .04 of an acre, and dates to 1980.

Burr Island  — $1,300,000, which has a 962-square-foot single-family home with two bedrooms and one bath, sits on 0.3 of an acre, and dates to 1980.