Educators Realty. The Smart Choice.
Shelter Island Homes For Sale
A rare turnkey Shelter Island retreat with two distinct homes tucked away on nearly an acre in the heart of Shelter Island, 64A North Midway Road presents a truly unique ...
- 5 Beds
- 4 Baths
- 1029569 MLS
Brand new in one of Shelter Island's premier enclaves along Gardiners Bay, this custom 5,535 +/- SF, south-facing residence developed by Juno Homes presents a refined ble...
- 5 Beds
- 7 Baths
- 1027086 MLS
Rare opportunity to own a charming early-1900s Victorian farmhouse in the historic Heights. Set on a quiet road, this inviting home features an extra-large yard perfect f...
- 4 Beds
- 2 Baths
- 1017824 MLS
This quiet community known as Long View acres is the perfect place to build your Shelter Island dream home. Located just minutes from Bootleggers Alley Beach which is kno...
- 1016620 MLS
Nestled within Shelter Island’s highly sought-after Shorewood Farms community, this exceptional waterfront beach house offers the perfect coastal retreat. Enjoy breathtak...
- 5 Beds
- 5 Baths
- 1016596 MLS
Pool Possible- subject to Permits and approvals.
- 2 Beds
- 2 Baths
- 1015995 MLS
Nestled in the highly coveted Hay Beach enclave of Shelter Island, 43 Gardiners Bay Drive is a grand, ˜ 6,100-square-foot coastal estate that redefines luxury through the...
- 5 Beds
- 5 Baths
- 1012419 MLS
Charming cottage-style home offering 3 bedrooms and 2 full baths in a highly desirable central location. Just moments from beautiful beaches, local restaurants, and bouti...
- 3 Beds
- 2 Baths
- 1013318 MLS
Held by a single family for nearly a century, 90 Peconic Avenue carries the kind of history that can't be manufactured - a deep sense of place, of summers lived well, of ...
- 5 Beds
- 4 Baths
- 1007669 MLS
A rare opportunity to own a legacy compound on Shelter Island, this offering brings together three income-producing historic cottages and a separate buildable lot, all ju...
- 6 Beds
- 3 Baths
- 1005789 MLS
Discover a serene sanctuary amidst the natural beauty of Shelter Island. This stunning residence offers breathtaking water views of Miss Annie's Creek, providing an unpar...
- 4 Beds
- 3 Baths
- 1003398 MLS
This well-maintained, single-level ranch is ideally situated in the desirable Harborview area of Shelter Island, offering association beach access for effortless coastal ...
- 3 Beds
- 3 Baths
- 1001893 MLS
Welcome to your dream getaway where modern luxury meets laid-back coastal charm. This Newly renovated 4 Bedroom 3.5 Bathroom home offers perfect blend of style & tranqui...
- 4 Beds
- 4 Baths
- 991700 MLS
An architecturally significant modern retreat set on two private acres within coveted Shelter Island Heights owners association. Floor-to-ceiling glass dissolves the boun...
- 4 Beds
- 6 Baths
- 990118 MLS
Welcome to Shelter Island — a place where time slows down and nature takes center stage. Accessible only by ferry, this rare island community offers a level of peace, pr...
- 4 Beds
- 4 Baths
- 981046 MLS
Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.