Courtesy: Douglas Elliman Real Estate
631-288-6244
This newly constructed modern residence offers stunning south-facing water views over West Neck Bay in Shelter Island. Thoughtfully designed to maximize its prime setting, the home spans approximately 3,985 square feet and features 4 ensuite bedrooms and 5.5 bathrooms, providing exceptional comfort and privacy. The interiors showcase a high level of craftsmanship and attention to detail, featuring an open floor plan with elegant white oak and porcelain tile flooring, stone countertops, and premium Thermador appliances throughout. Expansive living spaces are designed to embrace the surrounding views, while the second level covered deck offers the perfect setting for unwinding against a picturesque bay backdrop. Additional amenities include a heated gunite pool, radiant heat, wet bar, fireplace, pantry, and other thoughtful features that enhance everyday living. Ideally situated in Shelter Island, the property provides a peaceful retreat with convenient access to local amenities, beaches, and the area's natural beauty. Whether envisioned as a year-round residence or a serene getaway, this exceptional new construction presents a rare opportunity to enjoy modern luxury in a tranquil waterfront setting.
Courtesy: Atlas Sales Realty
516-407-2250
Welcome to this exceptional custom-built home nestled on 1.1 secluded acres, offering the perfect blend of luxury, comfort and privacy. Hidden at the end of a long driveway, the main house boasts 3 bedrooms and 3.5 bathrooms. The 1st floor main suite features include double doors that open to a private deck, a WIC and an expansive master bathroom equipped with a spa style rain shower. To add to the resort feel, the house is equipped with radiant flooring in all rooms and levels, a two story great room with an indoor/outdoor stone fireplace and a Chef's kitchen with custom-built cabinetry and granite counters. Large sliding doors lead you onto a wrap-around, mahogany deck with views of greenery and a stunning gunite pool. Upon leaving the main house, you will find every car lover's dream. A large barn style 4-car garage with ample height for additional car lifts. The 2nd floor features a 1 BR, 1 Bath apartment, full kitchen and an open floor plan living room/dining room.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-477-0013
A thoughtfully designed retreat offering peace, privacy, and understated luxury. Tucked away on a private drive in the island's center, you're close enough to bike to all of the island’s beaches or restaurants. The approach sets the tone: a winding drive reveals the house gradually. The home emerges across an expansive lawn, its clean black lines and Anderson windows throughout creating a striking silhouette against the natural canopy. That hammock strung between two trees? Exactly where you'll spend Sunday mornings with coffee and a good read. Inside, the design philosophy is clear: let the outside take the stage. White walls, black accents, and a massive window wall make the front yard feel like your living room's best feature. The newly installed Ortal 110 TS fireplace anchors the open space, a sculptural centerpiece that warms the kitchen, dining, and living areas. Ascoli smart lighting throughout means you can set the color temperature to exactly your liking and automate it to match the rhythms of your day. The kitchen features Robern cabinets, a Thermador gas range, a double oven, and a refrigerator, plus a generous island for preparing all that local fish and farmstand produce. Upstairs, three bedrooms include a primary with an ensuite walk-in shower, a second bedroom with queen-sized built-in bunk beds and clever storage nooks, and a third with expansive windows overlooking the rolling front lawn. A second full bathroom with a tub serves the floor. Downstairs, heated floors make winter mornings civilized. The spacious bathroom features Robern cabinets and heated towel rack, while walk-in closets are generous enough that you and your partner won't need to negotiate territory treaties. Every detail considered, nothing overdone. The fully fenced backyard is its own retreat. Your dog thinks it's paradise. Your green thumb agrees. The newly built backyard office/art studio/yoga sanctuary, properly insulated with new windows and doors, offers a legitimate reason to "work from home" that doesn't involve your kitchen table. Whether it becomes your creative sanctuary, your focus zone, or just where you hide from houseguests, it's ready. The house comes with complete pool plans designed by Glenn Lawton at Spatial Arts. Modern amenities where they matter: EV charger, bike and board storage, without sacrificing the serenity that brought you to Shelter Island in the first place. Even the entrance makes a statement with its sculptural fountain and thoughtfully designed wood and bluestone steps.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-749-1155
Nestled on a 1.08 acre lot along Shelter Island’s coveted Dickerson Creek, this Scandinavian-style waterfront cottage embodies quintessential Hamptons elegance with 100 feet of picturesque shoreline and a sparkling pool. Inside, a light-filled and inviting floor plan features three bedrooms and two newly updated bathrooms, designed for modern comfort. The stylishly renovated kitchen is sure to please. Upstairs, a private primary suite awaits, complete with a full bath, walk-in closet, and a large attic that can easily be transformed into additional living space. Two additional bedrooms on the main level provide flexibility for guests or family. Beyond the home, a very large garage and pool house offers exceptional versatility—whether used as-is alongside the main house or reimagined into a spacious family compound. A large front yard provides ample space for parking or a sweeping circular driveway, unlocking endless opportunities to renovate and expand this extraordinary waterfront retreat into the ultimate Hamptons lifestyle. With the potential to add a private dock, the possibilities are truly unparalleled.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-749-1155
Set on a beautifully level 1.47 acre lot adjacent to a serene town-owned park, this delightful cottage-style home offers a unique opportunity just moments from Montclair Colony, Salt Restaurant, and the Island Boatyard Marina. Originally built in 1960, the main residence features a spacious open-plan living and dining area with a cozy fireplace, a formal dining room, and a sunroom off the kitchen-perfect for relaxing or entertaining. There's plenty of potential here to update or expand with your own design vision. The property also includes a separate, renovated 1-bedroom cottage, complete with a legal kitchen, spacious bathroom, and inviting living area-ideal for guests, extended family, or as a rental income opportunity. A detached 2-car garage and ample outdoor space, including room for a pool, complete this rare offering in one of the area's most desirable locations. Owned solar panels provide significant energy savings with little to no ongoing cost. Don't miss your chance to enjoy the peaceful living just minutes from local favorites and the charm of the surrounding community. The sauna, lap pool in the basement are not being represented. This home is being sold "As Is"
Courtesy: Douglas Elliman Real Estate
631-354-8100
A buyers dream rooted in nature, enhanced by design. This modern farmhouse nestled in the heart of Shelter Island, NY. completed in 2024, sits on a generous 2.16 acres of immaculate grounds, is a mere half mile from the South Ferry, placing convenience at your doorstep. Boasting six bedrooms, each with their own en-suite, and two additional half-baths, this residence effortlessly blends style and function. The open floor plan is an entertainer's dream, seamlessly connecting the living, dining, and kitchen areas. The expansive living room showcases large vaulted ceilings with a floor to ceiling doors with transoms, inviting an abundance of natural light into the space, creating a warm and welcoming atmosphere with an indoor outdoor flow. The kitchen is a culinary delight featuring high-end stainless steel appliances, modern shaker style cabinetry, a wet bar, and pantry. The design is thoughtful and efficient, making it the perfect place to prepare meals and entertain guests. The primary suite, located for optimal privacy, is a sanctuary of peace and relaxation. It features a double shower with steam, creating a spa-like experience within your own home. The second-floor hosts three additional en-suite bedrooms, one of which has its own private deck, offering a tranquil space for morning coffee or evening reflection. The lower level presents a TV room and two more en-suite bedrooms, offering flexibility for various lifestyle needs. The property also includes a heated gunite pool, a large tiled patio, and a pickle ball/sport court, promising endless outdoor entertainment. The entire home is unified by stunning white oak flooring and complemented by well-thought-out outdoor landscape lighting, emphasizing the property's architectural beauty. The community environment is as inviting as the home itself. With easy access to local amenities and the South Ferry, residents can enjoy the best of Shelter Island living but also having the convenience to the “Sag Harbor Village” and “The Hamptons”. Experience the perfect blend of modern luxury and comfort in this well-designed home. No expense was spared in creating this oasis.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-288-1050
For the first time in over a century, this extraordinary collection of generationally owned properties is being offered together as a singular and rare opportunity. Nestled along the serene and picturesque Menantic Creek, these three separate parcels combined total 4.9 acres, which have been combined into one sale, presenting an unrivaled waterfront retreat. The Menantic Creek, known as Hurricane Hole for boat protection during storms, offers boating access to both the North and South Forks and a short run to Montauk. For the boating enthusiast, this offering includes a 100-foot stationary dock, complete with a 6-foot-wide walkway with a bench, as well as a 12-foot plastic ramp leading to a 30x6 ft. floating dock with three anchor pilings. Two moorings on the creek are also available, pending reapplication. At the heart of this offering is 15A Menantic Road, a legally designated two-family residence with a breathtaking 3,944 square feet of meticulously renovated living space. This refined home features five bedrooms, 4 plus 2 1/2 baths, and a 483-square-foot garage, all thoughtfully designed to maximize the stunning creek views. Taxes: $12,206.00 Adjacent to this residence is 15 Menantic Road, a pristine and vacant 1.3-acre parcel, offering endless potential to further enhance this exceptional estate. Taxes: $4,325.00 Completing the trio is 13 Menantic Road, a charming 1930s bungalow with two bedrooms and one bath set on 1.47 acres and a brand new two story 4 bedroom, 2.5 bath home with attached two car garage in the final stages of completion. Taxes: $8,521.00 What truly sets this estate apart is its extraordinary arboretum-like setting, adorned with a curated collection of rare and mature specimen trees, including Copper Beech, Southern Magnolia, White Birch, Monkey Puzzle, Dawn Redwoods, Linden, Osage Orange, Red Japanese Maple, and Dogwood. The natural beauty of this land is simply unparalleled. This is a once-in-a-lifetime opportunity to own a waterfront compound with limitless potential—a legal multi-family residence, a historic bungalow, a new construction home and an untouched parcel—all in one of the most coveted locations. A truly rare find for the discerning buyer seeking exclusivity, natural beauty, and unparalleled waterfront living.
Shelter Island is located in New York. Shelter Island, New York has a population of 3,661. Shelter Island is less family-centric than the surrounding county with 13.78% of the households containing married families with children. The county average for households married with children is 32.94%.
The median household income in Shelter Island, New York is $100,094. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Shelter Island is 51.3 years.
The average high temperature in July is 80.7 degrees, with an average low temperature in January of 23.1 degrees. The average rainfall is approximately 48.2 inches per year, with 26.2 inches of snow per year.
