Shelter Island, NY Homes for Sale under $1,500,000

Charming cottage-style home offering 3 bedrooms and 2 full baths in a highly desirable central location. Just moments from beautiful beaches, local restaurants, and boutique shops, this inviting property blends classic charm with modern updates. Renovated in 2019 with additional recent improvements, the home features comfortable living spaces filled with warmth and character. Outside, enjoy a

Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

Rare opportunity to own a charming early-1900s Victorian farmhouse in the historic Heights. Set on a quiet road, this inviting home features an extra-large yard perfect for entertaining and a welcoming wraparound porch ideal for relaxing summer evenings. Inside, the home boasts a spacious living room with a wood-burning fireplace, a gracious parlor, formal dining room, and a first-floor bedroom

Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

Tucked on nearly an acre in a quiet, established neighborhood, this 2,175 sq. ft. home offers the rare combination of privacy, location, and room to grow. The light-filled upper level features a cathedral-ceiling living room with fireplace and sliders to an entertainment deck, a primary suite, and three bedrooms in all. Easy access to Menhaden Lane Beach and golf. A fully enclosed yard with room

Melina Wein Compass

Amazing 1800s house with 3 bedrooms and 2 baths. Perfectly quiet location in Shelter Island! Tennis courts directly across the street and backyard view of rolling land, minutes to the beach and a few steps to restaurants and gallery.

Simon Harrison Simon Harrison Real Estate

This well-maintained, single-level ranch is ideally situated in the desirable Harborview area of Shelter Island, offering association beach access for effortless coastal living. The home features a spacious kitchen with warm wood cabinetry, granite countertops, and stainless steel appliances—perfect for both everyday living and entertaining.A large, inviting living room with a wood-burning

Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty