Custom built by Reich Eklund in 1985 and thoughtfully maintained, this classic ShelterIsland Shingle beach house sits on a level acre along one of the
21 pictures
House
USD 4,800,000
viewed
Town of Shelter Island, Suffolk County
5 Bedrooms
3,325 sq.ft
GardenTerraceBalconyParkingCellar
1 week + 1 day ago
waterfront that has remained unchanged while the world around it evolved.nCustom built by Reich Eklund in 1985 and thoughtfully maintained, this classic ShelterIsland Shingle beach house sits on a level acre along one of the Island's most coveted stretches of waterfront 190 feet of Silver Beach shoreline, fully
Custom built by Reich Eklund in 1985 and thoughtfully maintained, this classic ShelterIsland shingled beach house sits on a level acre along one of the
13 pictures
House
USD 3,250,000
viewed
Town of Shelter Island, Suffolk County
GardenTerraceDeckEquipped kitchen
1 week + 3 days ago
Discover a one-of-a-kind ShelterIsland retreat where historic farmhouse charm meets inspired modern living.
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House
USD 4,800,000
viewed
Town of Shelter Island, Suffolk County
5 Bedrooms
3,325 sq.ft
GardenBalconyParkingCellar
1 week + 4 days ago
waterfront that has remained unchanged while the world around it evolved.nCustom built by Reich Eklund in 1985 and thoughtfully maintained, this classic ShelterIsland Shingle beach house sits on a level acre along one of the Island's most coveted stretches of waterfront 190 feet of Silver Beach shoreline, fully
16 pictures
USD 900,000
viewed
Town of Shelter Island, Suffolk County
1 week + 4 days ago
17 Brander Parkway, ShelterIsland, NY 11964
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Updated
Request Details
viewed
Hay Beach, Town of Shelter Island
1 day + 2 hours ago
Beach
At 1 km from Menhaden Lane Beach
Therefore, there could be an opportunity to strike a great deal with the owner and the bank
27 pictures
House
USD 15,995,000
viewed
Shelter Island Heights, Town of Shelter Island
GardenParkingSwimming pool
3 days + 2 hours ago
Built in 1914 by industrialist Samuel Hird and later lovingly stewarded by cosmetics magnate Bob Ruttenberg, this extraordinary ShelterIsland Estate is
32 pictures
House
USD 2,230,000
viewed
Town of Shelter Island, Suffolk County
GardenTerraceFireplaceEquipped kitchenCellar
Oct 11, 2026
Set on a well-proportioned acre in one of Shelter Island’s most sought-after neighborhoods, this 1850s farmhouse offers charm, generous living space, and Just a stone’s throw from Coecles Harbor Marina, this property presents an opportunity to enjoy the tranquility of ShelterIsland
36 pictures
House
USD 1,180,000
USD 1,225,000
4%
viewed
Town of Shelter Island, Suffolk County
GardenDeckFireplaceEquipped kitchenParkingSwimming pool
1 week + 4 days ago
ShelterIsland Ranch style home with 3 bedrooms and 2 bathrooms.
42 pictures
House
USD 5,995,000
USD 6,995,000
14%
viewed
Shelter Island Heights, Town of Shelter Island
GardenTerraceEquipped kitchenSwimming pool
1 week + 4 days 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.
36 pictures
House
USD 10,495,000
viewed
Shelter Island Heights, Town of Shelter Island
PatioTerraceFireplaceEquipped kitchenSwimming pool
2 weeks + 3 days 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
50 pictures
House
USD 3,100,000
viewed
Town of Shelter Island, Suffolk County
TerraceSwimming pool
2 weeks + 3 days ago
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
GardenTerraceDeckSwimming pool
2 weeks + 5 days ago
This is a one of a kind fully reimagined, architectural masterpiece on ShelterIsland, NY, boasting a flawless 2022 full-gut contemporary renovation by
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Updated
Foreclosure
House
Request Details
viewed
Town of Shelter Island, Suffolk County
4 Bedrooms
2 Bathrooms
2,529 sq.ft
1 day + 2 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
16 pictures
USD 1,595,000
viewed
Town of Shelter Island, Suffolk County
Swimming pool
3 weeks + 2 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 22,000,000
viewed
Shelter Island Heights, Town of Shelter Island
10,000 sq.ft
GardenFireplaceEquipped kitchenSwimming pool
3 weeks + 1 day ago
Welcome to 12 Clinton Avenue, a distinguished waterfront estate nestled in the heart of ShelterIsland Heights, NY.
3 pictures
USD 575,000
viewed
Town of Shelter Island, Suffolk County
Garden
Sep 25, 2026
This quiet community known as Long View acres is the perfect place to build your ShelterIsland dream home.
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Updated
Foreclosure
House
Request Details
viewed
Town of Shelter Island, Suffolk County
3 Bedrooms
3 Bathrooms
2,184 sq.ft
1 day + 2 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
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Updated
Request Details
viewed
Shelter Island Heights, Town of Shelter Island
1 day + 2 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
18 pictures
House
USD 985,000
USD 999,999
1%
viewed
Town of Shelter Island, Suffolk County
GardenDeck
5 days + 2 hours ago
A wonderful opportunity to enjoy easy island living in a move-in-ready home
32 pictures
House
USD 1,275,000
USD 1,495,000
15%
viewed
Shelter Island Heights, Town of Shelter Island
GardenTerraceFireplaceCellar
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
38 pictures
House
USD 3,795,000
viewed
Town of Shelter Island, Suffolk County
GardenTerraceDeckEquipped kitchen
2 weeks + 3 days 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
GardenSwimming pool
2 weeks + 3 days ago
Discover a serene sanctuary amidst the natural beauty of ShelterIsland.
29 pictures
USD 1,275,000
viewed
Town of Shelter Island, Suffolk County
GardenFireplaceEquipped kitchenParkingCellar
2 weeks + 6 days ago
This well-maintained, single-level ranch is ideally situated in the desirable Harborview area of ShelterIsland, offering association beach access for
30 pictures
House
USD 2,800,000
viewed
Shelter Island Heights, Town of Shelter Island
GardenGymDeckBalconyFireplaceEquipped kitchenSwimming pool
2 weeks + 6 days ago
Located in the desirable Harborview area of ShelterIsland, this modern farmhouse blends luxury, comfort, and coastal living.
33 pictures
House
USD 2,239,000
viewed
Town of Shelter Island, Suffolk County
GardenDeckEquipped kitchenParkingSwimming pool
3 weeks + 2 hours 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.
29 pictures
House
USD 1,250,000
viewed
Town of Shelter Island, Suffolk County
1,200 sq.ft
GardenTerrace
3 weeks + 2 days ago
Perfectly quiet location in ShelterIsland!
40 pictures
House
USD 3,290,000
viewed
Shelter Island Heights, Town of Shelter Island
Office roomTerraceEquipped kitchenSwimming pool
Oct 11, 2026
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
11 pictures
House
USD 3,250,000
viewed
Town of Shelter Island, Suffolk County
4 Bedrooms
3 Bathrooms
3,097 sq.ft
DeckEquipped kitchen
6 days + 2 hours ago
School
At 435 m from Shelter Island School
Discover a one-of-a-kind ShelterIsland retreat where historic farmhouse charm meets inspired modern living.
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