The median home value in Shelter Island, NY is $2,107,500.
This is
higher than
the county median home value of $565,700.
The national median home value is $338,100.
The average price of homes sold in Shelter Island, NY is $2,107,500.
Approximately 44.36% of Shelter Island homes are owned,
compared to 3.9% rented, while
51.75% are vacant.
Shelter Island real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Shelter Island real estate agent to arrange a tour today!
This stunning, fully renovated waterfront home features 4 bedrooms and 5 baths, with year-round blooming gardens. It boasts 113 feet of waterfront, a stone patio with a firepit, and a Gunite heated pool surrounded by lush landscaping for privacy. Perched on a bluff, winding stairs lead to a dock with 4.5 feet at low tide. The home includes two primary suites with water views, two guest suites, a living room with cathedral ceilings, a large kitchen and dining area, a full bath, and a media room. All rooms offer views of the stone patio and water. Ready for immediate move-in. Schedule a viewing soon.
Surrounded by preserved land this classic home has an absolutely magnificent setting that includes stunning water views. The open kitchen, breakfast room and family room creates a comfortable bright living area that walks out to a lovely patio overlooking Gardiners Bay . The more formal dining and living room with fireplace also provides amazing views of the water. The spacious primary bedroom with balcony is as dreamy as the view, which is truly incredible. An oversized bath and additional upper-level bedroom complete this private owner's area. Two main level bedrooms serviced by a full bath will accommodate family and friends beautifully. A two-car garage and studio with a half bath is a great place to set up your game room or home office. A full basement with high ceilings can be finished to incorporate an exercise or workout room. Lush landscaping with charming stone walls on 1.90 acres completes this peaceful location.
Nestled amidst rolling lawns, woods, and a stocked pond, this serene 5.5-acre property offers the ultimate in privacy and tranquility. A 1,000-foot private driveway leads you to this expansive estate, where endless possibilities await. The property features a spacious artist's studio with a wall of windows on the first floor and a separate apartment above, providing ample space for both work and living. Enjoy the elegant elevated in-ground pool, offering stunning views of the surrounding natural beauty. Conveniently located less than a mile from South Ferry and a short distance to Wades Beach and Mashomack Preserve, this property offers the perfect blend of seclusion and accessibility.
Experience the epitome of coastal living in this meticulously maintained one-level home, nestled in a charming beach community. Renovated in 2012 by Fokine Construction, this stunning residence offers breathtaking water views of Menantic Creek from nearly every room. Inside, you'll find an open-concept floor plan featuring a vaulted living room with a cozy fireplace, a dining area, and a custom chef's kitchen. Step outside onto the waterside deck, adorned with mahogany railings and stainless wire, for a serene outdoor retreat. The primary bedroom is a true oasis, complete with two walk-in closets and a luxurious en-suite bathroom. Enjoy the tranquility of the 1.29-acre shared parcel extending into the creek. This quiet enclave offers the perfect blend of luxury and natural beauty, making it an ideal coastal retreat.
Move in and immediately enjoy this elegant Colonial home on an expansive parklike property with all the amenities you have dreamed of. The bright, open and airy main floor features 9 foot ceilings. a spacious living room with wood burning fireplace, gourmet kitchen with high end appliances and large ground floor primary suite. Outside enjoy multiple outdoor living destinations; entertain on the living room like bluestone covered front porch, lounge by the heated gunite pool with travertine surround, enjoy a good book or barbecue on the back deck or relax with friends around the firepit. A short distance down the private road is your private waterfront parcel complete with a large dock perfect for launching your power boat, paddleboards and kayaks or enjoying sunset and "docktails" on your floating lounge. The second floor of the home is perfectly appointed for family and guests with four generously sized bedrooms in two wings separated by a bonus living room. A separate, detached two story carriage house sits nearby and has room for two cars or a large exercise room on the ground floor and a spacious studio with vaulted ceiling, full bath and kitchenette on the second floor. Centrally located on a quiet private road this tranquil property feels away from it all and yet you are within close proximity to everything, restaurants, Dering Harbor Village and sandy beaches. This beautiful home is the luxurious retreat you have been looking for to enjoy leisurely days on this magical island.
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 unparalleled escape from the ordinary. Step onto the property and be captivated by the charm of covered porches and a heated pool, inviting you to relax and soak in the picturesque vistas. Whether you're enjoying a quiet morning coffee or hosting unforgettable gatherings, this waterfront oasis provides the perfect backdrop for every occasion. Don't miss this opportunity to own a piece of paradise in Mashomack Preserve.
Nestled on 1.06 acres of serene beauty, this charming ranch-style home offers the perfect blend of comfort and coastal living. Enjoy easy access to pristine beaches, world-class golf courses, and all the amenities Hay Beach has to offer. Inside, you'll find a spacious and inviting interior with hardwood floors, vaulted ceilings, and a skylight-lit eat-in kitchen. The primary suite features a walk-in closet and a private en-suite bathroom, providing a tranquil retreat. Additional bedrooms, a home office, a formal dining room, and a cozy living room with a fireplace offer ample space for relaxation and entertaining. Step outside to your private outdoor oasis, ideal for enjoying the coastal breeze and entertaining guests. A finished basement and a spacious two-car garage provide plenty of storage and workspace. Don't miss this opportunity to own a piece of paradise in Hay Beach. Schedule your private showing today!
The ultimate sunrise and sunset views adorn this special waterfront 3 bedroom home on Mabel's Creek overlooking Shelter Island Sound and the Shelter Island South Ferry route to and from Sag Harbor's North Haven. Sit outside and renovated 2 story cottage/beach house getaway with water views from most rooms in the house on a quiet street ending at a private Shorewood Association boat launch access to the Shelter Island Sound. Available when living in Shorewood, are community tennis courts, beach access and boat launches and mooring rights. Take a cruise on your kayak, paddle board or boat directly from your private access onto Mabel's Creek from the back yard. A private boat dock is also a possibility. This is a one-of-a-kind must see property for the low-key buyer who dreams of bucolic waterfront vistas and color-filled skies each and every morning and evening while enjoying breakfast or dinner on the water facing patio or read a novel while relaxing amidst the water's waves. Do a cheese tasting at White Oak, bear tasting at thee Shelter island brewery or wine tasting at the many new restaurants on Shelter Island including The Rams Head Inn, Leon1909, The Pridwin Inn, The Chequit, play a round of golf at the Shelter Island Golf Club and Flying Goat Restaurant or watch the sunsets over Crescent Beach at the famous Sunset Beach. So close to Sag Harbor on the South Fork are shops, restaurants and Bay Street Theater while Sagaponack and Bridgehampton have pristine white sand ocean beaches, farmland, Wolffer Estate Stables and Vineyard, and world class private golf courses on the South Fork or head to Greenport via the North Ferry for a day on the North Fork touring over 33 wineries, farm stands, shops and restaurants.
In our beloved 2,350 acres of Mashomack Nature Preserve, there are a handful of residences. At the end of this long private road through this preserve, one can find this breathtaking newly constructed modern home with no details left behind. This expertly crafted home is loaded with premium amenities, top-of-the-line appliances, and walls of windows overlooking Coecles Harbor, this home has no comparisons. With 3,800 sq. ft., the home features an open floor plan with sweeping water views from every vantage point, whether dining, cooking, or lounging. Continue entertaining outside on the large outdoor waterfront deck where you become one with nature. The master and one of the guest bedrooms are en-suite, and the 2 additional bedrooms share a bath. All the bedrooms have abundant closet storage.