Welcome to Shelter Island, a hidden gem nestled in the heart of New York’s Suffolk County. This picturesque island, accessible only by ferry, boasts a unique blend of serene natural beauty and rich history, making it an ideal destination for those seeking a tranquil lifestyle away from the hustle and bustle of city life. With its charming beaches, lush landscapes, and vibrant community, Shelter Island offers an inviting atmosphere that captivates residents and visitors alike.
One of the highlights of living in Shelter Island is the strong sense of community fostered by the local schools. The Shelter Island School District is known for its commitment to academic excellence and personal growth. With small class sizes and dedicated educators, students receive a well-rounded education that prepares them for future success. Families are drawn to this area not just for the scenic views and outdoor activities, but also for the nurturing environment that the school district provides.
Homes in Shelter Island are as diverse as the landscape, ranging from quaint cottages to luxurious waterfront estates. Whether you’re looking for a seasonal retreat or a year-round residence, the real estate options here cater to a variety of tastes and budgets. Imagine waking up to breathtaking sunrises, enjoying leisurely strolls along the beach, and participating in community events that bring neighbors together.
In Shelter Island, you’ll find more than just a home; you’ll discover a lifestyle filled with charm, community, and endless opportunities for adventure. Come experience the magic of this enchanting island and see why so many choose to call it home!
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 ...
Listing courtesy of Listing Agent: Christine M. Beckwith (christine.beckwith@elliman.com) from Listing Office: Douglas Elliman Real Estate.
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...
Listing courtesy of Listing Agent: Kristy B. Naddell (kristy.naddell@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Private Retreat with Separate Studio & Pool Potential Tucked away on Shelter Island's coveted southern peninsula, 5 Osprey Lane offers a rare combination of privacy, flex...
Listing courtesy of Listing Agent: Justin P. Stolarczyk (justins@bhsusa.com) from Listing Office: Brown Harris Stevens Hamptons.
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...
Listing courtesy of Listing Agent: Tina Marika Kaasik (marikakaasik@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
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...
Listing courtesy of Listing Agent: Tina Marika Kaasik (marikakaasik@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
Nestled within Shelter Island’s highly sought-after Shorewood Farms community, this exceptional waterfront beach house offers the perfect coastal retreat. Enjoy breathtak...
Listing courtesy of Listing Agent: Tina Marika Kaasik (marikakaasik@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
Pool Possible- subject to Permits and approvals.
Listing courtesy of Listing Agent: Erica Lancellotti (erica.lancellotti@serhant.com) from Listing Office: Serhant East End LLC.
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...
Listing courtesy of Listing Agent: Mackenzie Needham (mackenzieneedham@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
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...
Listing courtesy of Listing Agent: Debra L. Von Brook Binder CBR (debravonbrookbinder@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
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 ...
Listing courtesy of Listing Agent: Elizabeth Melichar (elizabethmelichar@serhant.com) from Listing Office: Serhant East End LLC.
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...
Listing courtesy of Listing Agent: Debra L. Von Brook Binder CBR (debravonbrookbinder@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
This well-maintained, single-level ranch is ideally situated in the desirable Harborview area of Shelter Island, offering association beach access for effortless coastal ...
Listing courtesy of Listing Agent: Debra L. Von Brook Binder CBR (debravonbrookbinder@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.