This $15 Million Shelter Island Home Offers a Relaxed Waterside Setting Wrapped in a Modern Package

Shelter Island might be located on Long Island’s East End, but it certainly isn’t the Hamptons—and that is part of its allure. The 8,000-acre island, only accessible via a short car ferry ride from either the village of Greenport on the North Fork or North Haven in the Hamptons, is known for its quaint village (Dering Harbor), its beautiful beaches, many marinas, and vast areas of unspoiled sylvan-meets-the-sea landscapes. Indeed, nearly one-third of the island is owned by The Nature Conservancy. 

Also prized for it’s sense of remove and low-key vibe, the island also has an impressive array of homes, and this newly built home overlooking Coecles Harbor and Gardiners Bay is setting a new precedent for contemporary design on Shelter Island. Priced at $15 million, 1 Pandion Road was built by Joshua Greenwald, who has developed properties in the Hamptons, Aspen, New York City, and Bedford, New York. Terry Cohen of Hedgerow Exclusive Properties holds the listing.

“One Pandion took over three years to develop, during which time the Hamptons saw a population surge post Covid-19,” Joshua Greenwald tells . “Shelter Island offers a peaceful escape, yet it’s only 15 minutes from Sag Harbor. While Hamptons oceanfront property remains desirable, Shelter Island’s waterfront access to Sag Harbor and Gardiners Bay has become increasingly coveted, with property values steadily rising.”

The home sits at the end of a winding driveway flanked by pristine lawns and immaculate landscaping. Through the glass pivot door, you’re greeted with a light-filled, double-height foyer. The entry showcases a wall of windows that overlooks the backyard and water beyond, as well as a floating wood staircase that leads to the second floor and ample wall space for the display of artwork. Nearby, the custom kitchen is decked out with honed Calacatta Monet marble, prized for its ivory tones and lilac-hued veins, and grain-matched white oak cabinetry. An eat-in island separates the kitchen from a dining area that can seat up to 10 people. 

Off the kitchen is a light-filled living room lined with windows on each side. There’s a gas fireplace with a marble surround and a wall of white oak cabinets that match those in the kitchen. Sliding glass pocket doors open to an outdoor seating area with panoramic harbor views. Elsewhere on the main floor is a guest bedroom, an office, and a family room. 

The primary suite on the upper floor offers a private sitting area that spills onto a waterfront terrace, a spa-inspired bathroom and a couple of walk-in closets. The additional bedrooms are filtered throughout the house, and there’s also a gym and attached two-car garage.

Outside, there’s plenty of lawn space between the outdoor living spaces and the water. To the eastern side of the home, there’s a 62-foot-long heated saltwater pool, a spa, an outdoor kitchen, and a covered dining area with overhead heaters that take the edge off cool evenings. The home also has a two-story pool house with plenty of storage for water toys, like kayaks, paddleboards, and canoes.