Single-Family Homes for Sale in Shelter Island, NY Between Free and $2,700,000

(1 - 15 of 345)
  1. Great opportunity for investor, flipper or end user who has the vision to bring this property to its full potential! Adorable Mattituck cottage, located just a half mile from Veterans Memorial Park Beach and the village center, this home offers th...
    Kristy B. Naddell ·2 hours ago on RealtyWW
  2. Opportunity Awaits! Discover your dream home in this prime Southampton location! Nestled on a large 1.4 acre lot, this 4-bedroom, 2.5-bath colonial offers a spacious 2, 580 square feet of living space, perfect for creating your ideal living areas....
    Todd Yovino ·1 hour ago on RealtyWW
  3. This spacious, light, and bright, modern residence is centrally located on a quiet side street, moments to the Villages of Sag Harbor, East Hampton, and Bridgehampton. In impeccable and turnkey condition, this renovated home provides three bedroom...
    James Blueweiss ·13 hours ago on RealtyWW
  4. Set down a private country road, this stunning farmhouse is set on a sprawling 1.71-acre lot, offering 4100 square feet of beautifully crafted living space. As you step through the inviting, sun-drenched foyer with soaring ceilings, you'll be gree...
    William Walters ·1 day ago on RealtyWW
  5. Located in Green Acres development with a private association beach on the Long Island Sound, this charming 2 bedroom, 1 full bathroom cottage situated on.47 of an acre has tremendous potential to make it your own. In addition, the home has a one ...
    Alexander Aquino ·23 hours ago on RealtyWW
  6. Welcome to 455 Beebe Dr, a masterpiece of coastal elegance located in the heart of Cutchogue on the exclusive North Fork of Long Island. This exquisite 4-bedroom residence, fully renovated in 2019, epitomizes high-end living with its blend of time...
    Stephen King, Agent ·1 day ago on RealtyWW
  7. Located in the heart of Shelter Island Heights, this 1880s traditional home was completely restored in 2022, blending historic charm with modern comforts. Thoughtfully updated, the home retains its original character while incorporating today's mu...
    Penelope Moore ·1 day ago on RealtyWW
  8. Experience waterfront living at its finest in this exquisite reimagined home featured in The New York Times Style Magazine and now gracing the market. Boasting an expansive deck and generous yard just under a half acre, this western facing two (2)...
    Hedgerow Exclusive Team ·1 day ago on RealtyWW
  9. This Expanded Ranch sits high on the Bluff w/forever views over the Sound. Living room w/fireplace and sun room on the waterside. Open kitchen and dining. Hardwood floors. There are 4 bedrooms, including a large primary ensuite. Full basement. The...
    Jill Dunbar ·1 day ago on RealtyWW
  10. Presenting a rare and unparalleled opportunity in the Hamptons: This south-facing, well maintained home offers breathtaking 180 degree panoramic views of both Shinnecock Bay and the ocean beyond. While the current owners have plans for a new and e...
    Deborah Srb ·2 days ago on RealtyWW
  11. Located in the heart of East Hampton Village sits this unique and picturesque property that's bursting with potential. Down a long driveway, the existing cottage is set far from the road and has pre-existing non-conforming setbacks, ready to be re...
    John Esposito ·1 day ago on RealtyWW
  12. Beautiful Colonial Home in the Desirable Town of Green port Futures Lr. Formal Dining Rm. Eit Kitchen 4 Beds.3 Full Baths Finished Basement , Beautiful curb appeal , Nice Yard With Built in BBQ Grill and sink. For more details: https://realtyww.i...
    Toula Polios ·2 days ago on RealtyWW
  13. Set on a hilltop in Northside Hills in the Southampton, Sag Harbor area. The home design is based on a classic renovated cedar shingle barn. Entering the home you have a foyer set apart from the main living space. Large open dining area, spacious ...
    Robert M Lohman ·3 days ago on RealtyWW
  14. Located in Shinnecock area of Southampton, this fully renovated 5-bedroom home offers strong opportunity for rental or full time living. The open floor plan with chef's kitchen with breakfast nook opens to spacious den with wood burning fireplace....
    Terry Thompson ·4 days ago on RealtyWW
  15. Discover the chance to own a true piece of Sag Harbor Village history with Holton House, located 2, 100 ft from the center of the village. This charming 3 bed, 2 bath home remained in the same family since the mid-1800s, with only 1 owner since. R...
    Cindy Scholz ·4 days ago on RealtyWW
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