Shelter Island

Carol Szynaka, an associate real estate broker at Daniel Gale Sotheby’s International Realty on the North Fork, died on Dec. 30, 2024.

Peter McCracken, an associate broker with the Corcoran Group, knows the Shelter Island real estate market. He has been selling properties there for 32 years, and even broke a record for the highest sale there that stood for nearly 15 years.

A century and a half of history and an artistic pedigree come together on the Shelter Island Heights waterfront, once known as Divinity Hill.

Shelter Island, accessible only by ferry, offers a unique real estate market, with prices topping out at $20 million.

If this Shelter Island property sells for its $15.495 million asking price, or close to it, it would beat the island’s record for the most expensive sale.

A fully furnished luxury home located at 18 Dickerson Drive on Shelter Island has hit the market for $2,495,000.

A midcentury A-frame at 7 Marc Street on Shelter Island, now on the market for $1.8 million, has been renovated into a stylish and serene retreat.

A Heiberg Cummings Design, this luxurious Shelter Island home is an architectural masterpiece, Stacey Cohen of Saunders & Associates says.

A classic grand colonial along the water on Shelter Island’s Dering Harbor listed recently for $8 million.

A nearly nine-acre property is already a private compound that even has a horse stable, but there is potential for even more on this estate, known as Lady’s Legacy. Plus, it’s close to town on the exclusive island.