Shelter Island Real Estate

Homes for Sale, Waterfront Properties & Land on Shelter Island NY

Shelter Island Homes & Properties

Shelter Island is one of the most sought-after destinations on the East End of Long Island. Tucked between the North Fork and the South Fork, the island offers a rare combination of natural beauty, privacy, and small-town community that is hard to find anywhere else. From historic cottages in the Heights to waterfront estates on Dering Harbor, Shelter Island real estate is as unique as the island itself.

Browse available properties below or connect with our featured local agent, Debra Von Brook-Binder, who has called Shelter Island home since 1991 and knows every corner of this special place.

DVB

Daniel Gale
Sotheby’s International Realty

Debra Von Brook-Binder

Your Shelter Island Real Estate Expert

A Shelter Island resident since 1991, Debra brings over 20 years of real estate experience combined with 15 years in interior design, construction, and renovations. She knows the island inside and out and is an integral part of the community. Whether you are buying your first island home or selling a waterfront estate, Debra is the agent to call.

Contact Debra

Available Properties on Shelter Island

Browse homes for sale, waterfront properties, land, and seasonal rentals

  • Buildable Lot — Ram Island Drive

    $695,000 Prime 1.2-acre buildable lot on the desirable south side of Shelter Island with water views and room for a pool. Approved building plans available. A rare opportunity to build your dream island home. Listed by Debra Von Brook-Binder, Daniel Gale Sotheby’s International Realty. View Full Listing Details Read more...
    Address: Shelter Island
    New York
    11964
    United States

  • Charming Heights Cottage

    $1,295,000  |  3 Bed  |  2 Bath A beautifully maintained 3-bedroom cottage in Shelter Island Heights with an open floor plan, updated kitchen, wrap-around porch, and a short walk to the beach. This classic island home blends vintage character with modern comfort. Listed by Debra Von Brook-Binder, Daniel Gale Sotheby’s International Realty. View Full Listing Details Read more...
    Address: 15 Prospect Ave
    Shelter Island Heights
    New York
    11965
    United States

  • Waterfront Estate on Dering Harbor

    $4,750,000  |  5 Bed  |  4 Bath Stunning 5-bedroom waterfront property with panoramic views of Dering Harbor and Greenport. Deep water dock, heated pool, expansive lawns, and a renovated chef’s kitchen. One of the premier waterfront offerings on Shelter Island. Listed by Debra Von Brook-Binder, Daniel Gale Sotheby’s International Realty. View Full Listing Details Read more...
    Address: Shelter Island
    New York
    11964
    United States

Getting to Shelter Island

Shelter Island is accessible by ferry from Greenport (North Fork) and North Haven (South Fork).

View Ferry Schedule