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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. 3 Beds,  2 Baths
    lot 20,474 sqft
    MLS 3518834
    6 Days on Market
  2. 5 Beds,  5 Baths
    6,000 sqft   lot 2.00 ac
    MLS 3513979
    35 Days on Market
  3. 3 Beds,  2 Baths
    1,161 sqft   lot 21,780 sqft
    MLS 3513923
    35 Days on Market
  4. 4 Beds,  5 Baths
    3,689 sqft   lot 27,008 sqft
    MLS H6276020
    36 Days on Market
  5. 3 Beds,  3 Baths
    1,795 sqft   lot 43,560 sqft
    MLS 3508513
    63 Days on Market
  6. 4 Beds,  5 Baths
    lot 8.12 ac
    MLS 3508407
    63 Days on Market
  7. 3 Beds,  2.5 Baths
    1,637 sqft   lot 39,640 sqft
    MLS 3498830
    110 Days on Market
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