Set on one of Shelter Island’s most coveted streets, Winthrop Road, this exceptional six-bedroom, three-bathroom residence offers the perfect blend of sophisticated and timeless design, effortless indoor-outdoor living, and an enviable location.
Beautifully appointed throughout, the home showcases high-end and thoughtful design at every turn that creates a refined yet inviting atmosphere. Spacious interiors flow naturally from room to room, offering an ideal setting for both relaxed living and elegant entertaining. The well-designed layout includes two spacious primary suites, one on each floor, plus 4 guest rooms, offering flexibility, privacy, and comfort for owners and guests alike.
Outside, beautifully manicured gardens curated by Buttercup Design Group surround a private pool, creating a serene retreat for long summer days, poolside gatherings, and al fresco entertaining.
Ideally located within walking distance of downtown, this home offers a perfect balance of privacy and convenience, with shops, dining, and local amenities just moments away.

A truly special Shelter Island offering, this six-bedroom turnkey retreat combines exceptional style, lush grounds and a pool-- your perfect island escape.