ShelterIsland Ranch style home with 3 bedrooms and 2 bathrooms.
36 pictures
House
USD 10,495,000
viewed
Shelter Island Heights, Town of Shelter Island
PatioTerraceFireplaceEquipped kitchenSwimming pool
6 days + 3 hours ago
Walls of glass in the kitchen, dining area, living room, and select bedrooms frame the remarkable water views and glowing sunsets, creating a seamless connection between indoors and out. Step onto the waterfront patio or terrace to experience the setting even more fully. The sleek five-bedroom home includes six full baths and two half baths, with sophisticated finishes and amenities throughout, including 10-foot doors, a kitchen with custom Italian cabinetry and natural stone countertops, a fireplace, media room, and heated waterside pool. Set on 2.12 secluded acres, this exceptional property offers a rare opportunity for refined waterfront living
Architecturally distinctive and deeply connected to its coastal setting, 126 South Midway Road is a private compound that captures the spirit of Shelter
48 pictures
House
USD 8,995,000
viewed
Town of Shelter Island, Suffolk County
GardenDeckSwimming pool
1 week + 1 day ago
This is a one of a kind fully reimagined, architectural masterpiece on ShelterIsland, NY, boasting a flawless 2022 full-gut contemporary renovation by
28 pictures
House
USD 3,995,000
viewed
Shelter Island Heights, Town of Shelter Island
Swimming poolCellar
1 week + 1 day ago
7 Stearns Point The residence is set on 0.70 acres in the heart of ShelterIsland Heights, just moments from Crescent Beach and Sunset Beach.
24 pictures
House
USD 6,995,000
viewed
Shelter Island Heights, Town of Shelter Island
GardenEquipped kitchenSwimming pool
1 week + 1 day ago
Experience a rare combination of privacy, architecture, open water, and resort-like amenities at 66 Gardiners Bay Drive, an exceptional waterfront offering on ShelterIsland.
30 pictures
House
USD 22,000,000
viewed
Shelter Island Heights, Town of Shelter Island
10,000 sq.ft
FireplaceEquipped kitchenSwimming pool
1 week + 4 days ago
Welcome to 12 Clinton Avenue, a distinguished waterfront estate nestled in the heart of ShelterIsland Heights, NY.
View photo
Updated
Foreclosure
House
Request Details
viewed
Town of Shelter Island, Suffolk County
4 Bedrooms
2 Bathrooms
2,529 sq.ft
1 day + 3 hours ago
Beach
At 936 m from Wade's Beach
Park
At 329 m from Mashomack Preserve
Therefore, there could be an opportunity to strike a great deal with the owner and the bank
3 pictures
USD 575,000
viewed
Town of Shelter Island, Suffolk County
Garden
1 week + 3 hours ago
This quiet community known as Long View acres is the perfect place to build your ShelterIsland dream home.
16 pictures
USD 1,595,000
viewed
Town of Shelter Island, Suffolk County
1 week + 3 hours ago
Across the water, protected preserved land ensures that the natural setting and peaceful views will remain undisturbed, adding to the property's sense of privacy and tranquility. Buyers should conduct their own due diligence regarding zoning, permits, wetlands, building potential, waterfront regulations, and all other applicable requirements
30 pictures
House
USD 8,500,000
viewed
Town of Shelter Island, Suffolk County
4 Bedrooms
1,798 sq.ft
DeckFireplaceEquipped kitchen
3 days + 3 hours ago
Set along the quiet shoreline of Pipers Cove Bay in ShelterIsland Heights, this west-facing waterfront retreat is tucked at the end of a private drive
33 pictures
House
USD 2,239,000
viewed
Town of Shelter Island, Suffolk County
GardenDeckEquipped kitchenParking
1 week + 3 days ago
Nestled on a full acre in the heart of ShelterIsland, this exceptional island retreat offers the perfect blend of relaxed elegance and modern comfort.
40 pictures
House
USD 3,625,000
viewed
Shelter Island Heights, Town of Shelter Island
Office roomEquipped kitchenSwimming pool
2 weeks + 3 hours ago
Nestled in the highly coveted Hay Beach enclave of ShelterIsland, 43 Gardiners Bay Drive is a grand, ˜ 6,100-square-foot coastal estate that redefines
View photo
Updated
Request Details
viewed
Town of Shelter Island, Suffolk County
1 day + 3 hours ago
School
At 877 m from Shelter Island School
Therefore, there could be an opportunity to strike a great deal with the owner and the bank
View photo
Updated
Foreclosure
House
Request Details
viewed
Town of Shelter Island, Suffolk County
3 Bedrooms
3 Bathrooms
2,184 sq.ft
1 day + 3 hours ago
Beach
At 532 m from Upper Beach
Beach
At 921 m from Menhaden Lane Beach
Therefore, there could be an opportunity to strike a great deal with the owner and the bank
View photo
Updated
Request Details
viewed
Shelter Island Heights, Town of Shelter Island
1 day + 3 hours ago
Beach
At 1 km from Crescent Beach
Therefore, there could be an opportunity to strike a great deal with the owner and the bank
29 pictures
USD 1,275,000
viewed
Town of Shelter Island, Suffolk County
GardenFireplaceEquipped kitchenParkingCellar
6 days + 3 hours ago
This well-maintained, single-level ranch is ideally situated in the desirable Harborview area of ShelterIsland, offering association beach access for
29 pictures
House
USD 1,500,000
viewed
Town of Shelter Island, Suffolk County
DeckCellar
6 days + 3 hours ago
Dating back to the original 1871 layout of the ShelterIsland Grove and Camp Meeting Association, Spring Garden Avenue is celebrated for its organic, rolling Featuring full access to the ShelterIsland Heights Association tennis courts and beach club, this proper
18 pictures
House
USD 999,999
viewed
Town of Shelter Island, Suffolk County
GardenDeck
6 days + 3 hours ago
A wonderful opportunity to enjoy easy island living in a move-in-ready home
38 pictures
House
USD 3,795,000
viewed
Town of Shelter Island, Suffolk County
DeckEquipped kitchen
1 week + 3 hours ago
Nestled within Shelter Island’s highly sought-after Shorewood Farms community, this exceptional waterfront beach house offers the perfect coastal retreat
44 pictures
House
USD 1,850,000
viewed
Town of Shelter Island, Suffolk County
Swimming pool
1 week + 1 day ago
Discover a serene sanctuary amidst the natural beauty of ShelterIsland.
32 pictures
House
USD 1,495,000
viewed
Shelter Island Heights, Town of Shelter Island
GardenFireplaceCellar
1 week + 4 days ago
Just a stone’s throw from downtown shopping, restaurants, and all that the Heights has to offer, this is a rare find in one of Shelter Island’s most sought-after
30 pictures
House
USD 2,800,000
viewed
Shelter Island Heights, Town of Shelter Island
GardenGymDeckBalconyFireplaceEquipped kitchenSwimming pool
2 weeks + 3 hours ago
Located in the desirable Harborview area of ShelterIsland, this modern farmhouse blends luxury, comfort, and coastal living.
29 pictures
House
USD 1,350,000
viewed
Town of Shelter Island, Suffolk County
1,200 sq.ft
Garden
Jul 23, 2026
Perfectly quiet location in ShelterIsland!
31 pictures
House
USD 2,690,000
USD 2,950,000
9%
viewed
Silver Beach, Town of Shelter Island
4 Bedrooms
2 Bathrooms
2,289 sq.ft
Equipped kitchen
1 week + 2 days ago
Beach
At 1 km from Shell Beach
A rare opportunity to own waterfront in Silver Beach, one of Shelter Island’s most beautiful and sought-after enclaves.
View photo
House
USD 2,690,000
USD 2,950,000
9%
viewed
Silver Beach, Town of Shelter Island
4 Bedrooms
2 Bathrooms
2,289 sq.ft
1 week + 5 days ago
A rare opportunity to own waterfront in Silver Beach, one of ShelterIsland
11 pictures
Land
USD 3,750,000
viewed
Town of Shelter Island, Suffolk County
43,560 sq.ft
2 weeks + 5 days ago
Beach
At 272 m from Wade's Beach
Beach
At 1 km from Shell Beach
SHELTERISLAND WATERFRONT This one acre waterfront building offers unobstructed views and breathtaking sunsets overlooking Noyac Bay.
View photo
House
USD 1,350,000
viewed
Shelter Island Heights, Town of Shelter Island
2 Bedrooms
2 Bathrooms
1,464 sq.ft
DeckFireplaceEquipped kitchen
2 weeks + 5 days ago
thoughtfully designed spaces, beautiful hardwood flooring throughout, and an impressive collection of amenities for year-round living or the perfect island
View photo
Land
USD 3,750,000
viewed
Town of Shelter Island, Suffolk County
2 weeks + 6 days ago
SHELTERISLAND WATERFRONT This one acre waterfront building offers unobstructed views and breathtaking sunsets overlooking Noyac Bay.
View photo
House
USD 1,999,999
viewed
Shelter Island Heights, Town of Shelter Island
6 Bedrooms
5 Bathrooms
6,098 sq.ft
3 weeks + 1 day ago
Welcome to 4 Bayview Avenue, a remarkable residence nestled in the historic heart of ShelterIsland Heights.
