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Surrounded by tranquil waters separating the town from the rest of Suffolk County, Shelter Island sits at the far eastern end of Long Island, nestled between the North and South Forks. This 8,000-acre island, accessible only by boat or private plane, offers a rich history, laid-back vibe, scant traffic, and gentler real estate prices.

A uniquely blended quirky, artsy, rural, and cosmopolitan community, Shelter Island offers an indescribable beauty where breathtaking ocean and wilderness views form the backyards of grand historic homes and charming seaside cottages. The town is a fantasia of Victoriana complete with an abundance of untouched land.

More than a third of the island encompasses a complete wilderness of protected woodlands, marshes, freshwater ponds, and tidal creeks, inhabited by a range of wildlife including osprey, ibis, hummingbirds, muskrats, foxes, harbor seals, and terrapins. The land is also home to several Braille, nature, and bird-watching trails.

Top beaches, golf courses, yacht clubs, and restaurants give residents a place to unwind and play after work. A vacation destination since the 1870s, Shelter Island offers 70 boat landings including ample opportunity for boating, golfing, fishing, and hiking. The Yacht Club remains a social center for summer families today.

Many residents have deep family roots dating back to the Colonial period. Summer residents are fifth generation visitors. Wary of overdevelopment, the town board recently passed measures to regulate short-term rentals, preventing a freewheeling Airbnb-style tourist culture from overtaking the quiet charm residents and visitors love.

Contact Team Rita today to schedule viewings for homes in Shelter Island, New York. Call to schedule a free consultation with one of our real estate agents.


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  1. 2 Beds,  2 Baths
    1,100 sqft   lot 24,830 sqft
    MLS 3304131
    3 Days on Market
  2. 8 Beds,  5 Baths
    3,098 sqft   lot 1.11 ac
    MLS 3301141
    12 Days on Market
  3. 3 Beds,  1 Bath
    1,100 sqft   lot 33,106 sqft
    MLS 3296070
    32 Days on Market
  4. 3 Beds,  3 Baths
    1,544 sqft   lot 1.62 ac
    MLS 3281279
    101 Days on Market
  5. 4 Beds,  3 Baths
    2,650 sqft   lot 43,560 sqft
    MLS 3278713
    103 Days on Market
  6. 2 Beds,  1 Bath
    732 sqft   lot 39,640 sqft
    MLS 3280948
    108 Days on Market
  7. 5 Beds,  5 Baths
    4,475 sqft   lot 32,670 sqft
    MLS 3271725
    145 Days on Market
  8. 3 Beds,  2 Baths
    1,717 sqft   lot 1.70 ac
    MLS 3260204
    192 Days on Market
  9. 7 Beds,  5 Baths
    4,538 sqft   lot 3.16 ac
    MLS 3249543
    226 Days on Market
  10. 5 Beds,  4 Baths
    3,325 sqft   lot 43,560 sqft
    MLS 3221220
    313 Days on Market
  11. 10 Beds,  10 Baths
    lot 3.20 ac
    MLS 3175696
    542 Days on Market
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