Real Estate

Real Estate and Homes for Sale in Shelter Island, NY

(1 - 15 of 67)
  1. Escape to tranquility in this beautiful contemporary home nestled on Shelter Island. Built in 1993, this 3-bedroom, 3.5-bathroom residence boasts 2, 460 square feet of meticulously crafted living space, perfectly positioned to capture breathtaking...
    Debra Von Brook-binder ·1 day ago on RealtyWW
  2. Live like an Islander in this Perfect Hamptons Pied-a-terre! This 4 bedroom Cottage nestled in the heart of Shelter Island, offers every ingredient for the perfect summer recipe on spacious 3/4 of an acre parcel. Waiting for you is a sun-drenched ...
    Cynthia Beck ·1 week ago on ListedBuy
  3. Crescent Beach Hideaway. Rarely does a beautiful, four bedroom 2.5 bath, turn key home with a large screened in porch come on the market that is only a stone's throw from one of Shelter Island's most popular swimming beaches. Plus, The Shelter Isl...
    Angelo Piccozzi ·1 week ago on RealtyWW
  4. Located in a desirable area of Shelter Island known as Hay beach, This traditional home is ready for it's new owner. The home offers an open floor plan with vaulted ceilings, a chef's kitchen with a large island and dining area. The master suite o...
    Christine Beckwith ·1 week ago on RealtyWW
  5. Stylishly Renovated in Shelter Island Surrounded by the natural beauty of Shelter Island, this stylishly renovated Mid-Century 'A- Frame'. Located on a quiet road and blending minimalistic, well-designed interiors, with the comfort of refined desi...
    Rachel L Rushforth-worrell ·2 weeks ago on RealtyWW
  6. There is nothing like this magnificent water front modern with panoramic views out to CT. The word WOW is an understatement referring to the architectural design which will take your breath away. The entry opens up to an expansive great room. The ...
    Melina Wein ·2 weeks ago on RealtyWW
  7. If you are seeking a turn-key home with room to roam, look no further...Located in Shelter Island's Hay Beach and set on nearly an acre of land, this elegant traditional has been recently renovated, offering bay views and easy access to a sandy be...
    Penelope Moore ·3 weeks ago on RealtyWW
  8. Sitting on 3.25 Acres and a minute to the South Ferry, this wonderful, light filled home sits off the road with beautiful views of the rolling hills. Main house features 4 bedrooms and 4 full baths on two levels. The newly remodeled open kitchen f...
    Peter M. Mccracken ·3 weeks ago on RealtyWW
  9. In a real estate market tight on inventory, comes a rare opportunity in Shelter Island to build your Hamptons dream compound with 875 feet of water frontage and Suffolk County Department of Health Services ("SCDHS") and Department of Environmental...
    The Breitenbach Advisory Team ·4 weeks ago on RealtyWW
  10. Nestled amidst the serene beauty of Shelter Island, this stunning residential home presents an unparalleled opportunity for those seeking a tranquil retreat. Boasting breathtaking water views of Miss Annie's Creek in the renowned Mashomack Preserv...
    Debra Von Brook-binder ·Over 4 weeks ago on RealtyWW
  11. Discover your slice of perfectly preserved paradise on Shelter Island, with ample room for expansion and a brand-new pool. This impeccably preserved architectural masterpiece dates back to 1840 and stands as one of the few Greek Revival homes on S...
    Lisa Bass ·Over 4 weeks ago on RealtyWW
  12. Renowned design team Heiberg Cummings delivers unmatched verve and passion to Shelter Island with a visionary, chic new construction home-Osprey House. This well-equipped, contemporary beach house offers 4, 500 +/- sq. ft. of open-concept living s...
    Stacey Cohen ·Over 4 weeks ago on RealtyWW
  13. This newly updated ranch house on Tuthill Drive (a private road on Big Ram Island) has been reimagined with the greatest attention to detail and quality. The open plan connects a spacious sun and (high fidelity) TV room with living room (and wet b...
    M. Wein Realty Inc. ·Over 4 weeks ago on LinkURealty
  14. COMING SOON!!! A wonderfully maintained contemporary with winter water views of Gardiner's Bay and year round views of the beautiful fairways of Gardiner's Bay Country Club. Bring your golf cart and clubs, it doesn't get any better then this for t...
    Angelo Piccozzi ·Over 4 weeks ago on RealtyWW
  15. The ultimate sunrise and sunset views adorn this special waterfront 3 bedroom home on Mabel's Creek overlooking Shelter Island Sound and the Shelter Island South Ferry route to and from Sag Harbor's North Haven. This renovated 2 story cottage/beac...
    Cynthia R Barrett ·Over 4 weeks ago on RealtyWW

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