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Shelter Island Heights, NY Homes for Sale

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  • /30

    $5,500,000

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

    11 Sunnyside Ave, Shelter Island Heights, NY 11965

    An architecturally significant modern retreat set on two private acres within coveted Shelter Island Heights owners association. Floor-to-ceiling glass dissolves the boundary between indoors and out, framing the surrounding natural environment from nearly every room. Conceived by developer Angelo Varischetti in collaboration with the award-winning team at WE+ Architecture & Design, the home is a

    Agent Photo

    Benjamin Dixon

    Douglas Elliman Real Estate

    (855) 814-8583

    11 Sunnyside Ave, Shelter Island Heights, NY 11965
  • /30

    $2,950,000

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    12 Terry Dr, Shelter Island, NY 11964

    Located in the desirable Harborview area of Shelter Island, this modern farmhouse blends luxury, comfort, and coastal living. Just 0.2 miles from a private waterfront association, enjoy easy access to kayaking and the beach.Set on a beautifully landscaped half acre, the home is designed for seamless indoor-outdoor living. The open-concept interior is flooded with natural light, featuring a

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    12 Terry Dr, Shelter Island, NY 11964
  • /2

    $3,499,000

    • 4 Beds
    • 3.5 Baths
    • 3,856 Sq Ft

    9 Locust Woods Dr, Shelter Island, NY 11964

    Welcome to Shelter Island — a place where time slows down and nature takes center stage. Accessible only by ferry, this rare island community offers a level of peace, privacy, and authenticity that is nearly impossible to find in today’s world. Set on over 2 acres of beautifully engineered rolling landscape, this property has been thoughtfully designed to enhance natural beauty while addressing

    Ron Moschetta Keller Williams Realty Greater

    9 Locust Woods Dr, Shelter Island, NY 11964
  • /15

    $3,850,000

    • 4 Beds
    • 5.5 Baths
    • 3,985 Sq Ft

    8 Hilo Dr, Shelter Island, NY 11964

    This newly constructed modern residence offers stunning south-facing water views over West Neck Bay in Shelter Island. Thoughtfully designed to maximize its prime setting, the home spans approximately 3,985 square feet and features 4 ensuite bedrooms and 5.5 bathrooms, providing exceptional comfort and privacy. The interiors showcase a high level of craftsmanship and attention to detail,

    Enzo Morabito Douglas Elliman Real Estate

    8 Hilo Dr, Shelter Island, NY 11964
  • /23

    $4,995,000

    • 7 Beds
    • 6 Baths
    • 5,000 Sq Ft

    20 Prospect Ave, Sag Harbor, NY 11963

    Introducing Aquarelle at 20 Prospect Ave, an iconic piece of Shelter Island Heights history. Built in 1883, this distinguished home holds a cherished place among the original residences in this esteemed neighborhood, now classified as a national historic district. When upon Prospect Avenue, once known as Divinity Hill, you'll find yourself transported to a time when Methodist ministers from New

    Hedgerow Exclusive Team Hedgerow Exclusive Properties

    20 Prospect Ave, Sag Harbor, NY 11963
  • /20

    $4,000,000

    • 3 Beds
    • 3 Baths
    • 1,626 Sq Ft

    100 Peconic Ave, Shelter Island, NY 11964

    Infinite Views over Shelter Island Sound and extensive bulk-headed sandy beach front make for perfect, summer days and sunset filled nights spent enjoying the beauty and tranquility of this property. Charming interior with beautiful wood floors and touches of wainscoting, living room with beamed cathedral ceiling, picture window and wood burning fireplace, cooks kitchen with dining alcove, two

    Melina Wein M WEIN REALTY INC

    100 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
  • /8

    $1,375,000

    • 3 Beds
    • 2 Baths
    • 1,575 Sq Ft

    20 Crescent Way, Shelter Island, NY 11964

    This lovely home is nicely sited ona shy acre close to Menhaden LaneBeach and Golf. Hard wood floors throughout.Spaciousliving room with cathedral ceiling, fireplace andsliders which open onto a large deck and yard beyond. Three nice sized bedrooms, two full baths, formal dining room, chef's kitchen with gas stove, Den/potential media roomwith egress, two-car garage+.Yard is fenced with plenty of

    Melina Wein M WEIN REALTY INC

    20 Crescent Way, Shelter Island, NY 11964
  • /18

    $2,150,000

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft

    5 Grand Ave, Shelter Island Heights, NY 11965

    Newly and imaginatively staged by Cristiana Mascarenhas in conjunction with the acclaimed Brazilian design and furniture company Espasso, the house exudes a sophisticated yet laid-back Brazilian beach vibe that highlights the beauty and the functionality of D&D Harvey Architects design. Introducing an extraordinary new construction completed in 2024, nestled in the Historic Business District of

    Hedgerow Exclusive Team Hedgerow Exclusive Properties

    5 Grand Ave, Shelter Island Heights, NY 11965
  • /8

    $1,300,000

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft

    1 Meadow Place, Shelter Island, NY 11964

    Nestled off the road for added privacy this updated home offers Chase Creek water views. Featuring 2 bedrooms and 2 renovated bathrooms, the layout includes an office perfect for remote work or creative pursuits. The open-concept living and dining area is bright and inviting, flowing into the renovated kitchen with modern finishes and storage. Step out onto the back deck thru sliders from the

    Melina Wein M WEIN REALTY INC

    1 Meadow Place, Shelter Island, NY 11964
  • /4

    $995,000

    • Land
    • 27,878 Sq Ft
    • $1,554,688 per Acre

    12 Hilo Dr, Shelter Island, NY 11964

    .64 Acres on Shelter Island, adjacent to cumminty dock. Room fof house and pool

    Brian Buckhout Compass

    12 Hilo Dr, Shelter Island, NY 11964
  • /46

    $1,695,000

    • 4 Beds
    • 3.5 Baths
    • 1,702 Sq Ft

    26 S Menantic Rd, Shelter Island, NY 11964

    Set on a beautifully level 1.47 acre lot adjacent to a serene town-owned park, this delightful cottage-style home offers a unique opportunity just moments from Montclair Colony, Salt Restaurant, and the Island Boatyard Marina. Originally built in 1960, the main residence features a spacious open-plan living and dining area with a cozy fireplace, a formal dining room, and a sunroom off the

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    26 S Menantic Rd, Shelter Island, NY 11964
  • /30

    $2,485,000

    • 6 Beds
    • 4 Baths
    • 3,413 Sq Ft

    14 Freds Ln, Shelter Island, NY 11964

    Nestled on a full acre in the heart of Shelter Island, this exceptional island retreat offers the perfect blend of relaxed elegance and modern comfort. The main residence features an airy open-concept design ideal for both everyday living and entertaining. A chef’s kitchen anchors the home, seamlessly flowing into the dining and living areas, where a dramatic vaulted ceiling fills the space with

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    14 Freds Ln, Shelter Island, NY 11964

Frequently Asked Questions

What are the most popular zip codes in Shelter Island Heights, NY?
The most popular zip codes in Shelter Island Heights, NY include 11964, 11965, 11963, 11944 and 11939.
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