6

Shelter Island Heights, NY Homes for Sale with Pool

Section Image
  • /40

    $5,500,000

    • 4 Beds
    • 5.5 Baths
    • 4,000 Sq Ft

    11 Sunnyside Ave, Shelter Island Heights, NY 11965

    Sited on one of the highest elevations in Shelter Island Heights & within easy reach of the island's most coveted points of interest, this exquisitely imagined 4-bedroom, 5.5-bathroom brand-new residence on 2 quiet acres offers resort-style luxury living in an oasis of masterful contemporary design. A creation of developer Angelo Varischetti and the award-winning team at WE+ Architecture &

    Kyle Barisich Compass

    11 Sunnyside Ave, Shelter Island Heights, NY 11965
  • /40

    $5,150,000

    • 5 Beds
    • 4.5 Baths
    • 3,206 Sq Ft

    5 N Menantic Rd, Shelter Island, NY 11964

    A rare offering on Shelter Island, this waterfront estate represents a legacy of architectural pedigree and enduring luxury. Built in 1860 and renovated over the years, the home is a singular blend of history and Hamptons elegance, set on nearly 3 acres with western-facing water views, a deepwater dock, and every hallmark of refined coastal living. In an iconic Shelter Island location on West

    Myles Reilly Saunders & Associates

    5 N Menantic Rd, Shelter Island, NY 11964
  • /39

    $7,950,000

    • 6 Beds
    • 5.5 Baths
    • 7,500 Sq Ft

    55 Shore Rd, Shelter Island Heights, NY 11965

    Nestled along the shores of Shelter Island Sound, this extraordinary waterfront retreat is a modern masterpiece offering incomparable comfort, privacy, and amenities. Set on approximately 1.31 acres with an impressive 332' of private sandy beach and panoramic water views, the 7,500 SF contemporary residence spans two stories plus a fully finished lower level. With 6 bedrooms, 5 full and 1 half

    Ian Dios Compass

    55 Shore Rd, Shelter Island Heights, NY 11965
  • /27

    $2,650,000

    • 6 Beds
    • 4 Baths
    • 2,418 Sq Ft

    14 Freds Ln, Shelter Island, NY 11964

    Tucked away on a shy acre, this private retreat features a heated Gunite pool, fire-pit seating area, all framed by mature trees. The main house has an open floor plan with cathedral ceilings and exposed wood beams in the living room, a cook's kitchen with stainless steel appliances, island seating for 3-4, and a dining area that flows easily for entertaining. A deck off the kitchen sets the

    Melina Wein M WEIN REALTY INC

    14 Freds Ln, Shelter Island, NY 11964
  • /16

    $4,900,000

    • 3 Beds
    • 3 Baths
    • 2,061 Sq Ft

    68 Peconic Ave, Shelter Island, NY 11964

    Shelter Island Sound water front beach house offers stunning sunsets, sandy beach, fully bulkheaded, L'Shaped dock with lift and splash boards;a waterside 50' heated Gunite pool; and expansive unobstructed views out to Robins Island. A serene retreat with a blend of comfort and coastal charm nestled on .75 acres. Designed for relaxation as well as easy entertaining, with a straightforward layout

    Melina Wein M WEIN REALTY INC

    68 Peconic Ave, Shelter Island, NY 11964
  • /47

    $4,250,000

    • 4 Beds
    • 7 Baths
    • 5,500 Sq Ft

    141A N Ferry Rd, Sag Harbor, NY 11963

    Welcome to this exceptional custom-built home nestled on 1.1 secluded acres, offering the perfect blend of luxury, comfort and privacy. Hidden at the end of a long driveway, the main house boasts 3 bedrooms and 3.5 bathrooms. The 1st floor main suite features include double doors that open to a private deck, a WIC and an expansive master bathroom equipped with a spa style rain shower. To add to

    Annmarie Seddio Atlas Sales Realty

    141A N Ferry Rd, Sag Harbor, NY 11963
How to Buy a Home How to Finance a Home How to Sell a Home