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 over an acre along Shelter Island's coveted Dickerson Creek, this Scandinavian-style waterfront cottage offers a serene escape with 100 ft. of gorgeous shoreline. Imagine waking up to breathtaking sunrises and launching your paddle board right from your backyard. Inside, discover a light-filled comfortable floor plan enhanced by Swedish-inspired decor. The home features three bedrooms and two newly updated bathrooms, ensuring modern comfort. The stylishly renovated kitchen is sure to please. Upstairs, a private primary suite awaits, complete with a full bath and a walk-in closet. Two additional bedrooms are located on the main level. Step outside to enjoy stunning water views and a sparkling in-ground waterside pool, perfect for relaxing on warm summer days. This peaceful waterfront retreat is your perfect sanctuary.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-749-1155
Perched 59 feet above sea level for commanding views and peace of mind, this exceptional contemporary estate—designed by noted architect Kenton van Boer—rests on 9.4 private acres, of which 2.7 acres are buildable, and offers 561 feet of premier waterfront on Smiths Cove. Sweeping panoramic vistas of the Sound and the tranquil yacht anchorage set the scene for direct beachfront access and creek frontage along the serene Miss Annie’s Creek—plus the rare opportunity to create your own private dock and mooring. The 1,504-square-foot residence features 2 bedrooms, a study and 2 spa-inspired full baths. A chef’s kitchen anchors the open layout, flowing into a light-filled living room with a stone-accented fireplace and a custom built-in dining area. Thoughtful architectural details by Kenton van Boer. Quartzite flagstone masonry patios and walkways add an additional 1,120 square feet of outdoor living, seamlessly extending the home’s footprint and immersing you in the surrounding natural beauty. Nestled in a serene coastal setting of wood shingles, flagstone patios, and unspoiled shoreline, this property offers unmatched privacy while being just moments from the Shelter Island Ferry to Sag Harbor. A rare blend of seclusion, convenience, and timeless design.
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, partially completed 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, and generator in the basement are not being represented. This home is being sold "As Is"
Courtesy: Douglas Elliman Real Estate
631-354-8100
This enchanting Shelter Island home feels like a true getaway. Tucked into a peaceful setting, it offers a sense of calm and ease the moment you arrive. The house has a warm and welcoming atmosphere, with open, airy spaces that invite you to slow down and unwind. A large living room and kitchen create the heart of the home, centered by a wood-burning fireplace - perfect for gathering with friends or family. Cozy bedrooms provide comfort and privacy, while the flow of the house makes it easy to host and enjoy time together. With a separate entrance to the upstairs, this additional living space offers rental opportunity or dual living accommodation. With its retreat-like atmosphere and charming character, this home is a place to relax, recharge, and enjoy all that Shelter Island has to offer. Some highlights include new appliances, a new water filtration system, beautiful landscaping, and room for a pool!
Courtesy: Daniel Gale Sothebys Intl Rlty
631-749-1155
Nestled on a serene .58-acre parcel just minutes from Wades Beach and Fresh Pond, this well-maintained ranch-style home offers the perfect blend of classic Shelter Island charm and modern convenience. Built in 1967 and lovingly cared for, the home features 1,340 square feet of single-level living with 3 bedrooms and 2 full baths, including a primary en-suite for added comfort and privacy. The light-filled interior boasts a thoughtful layout, complemented by a hall bath tastefully renovated in 2021. The property also includes a full basement, partially finished, offering flexible space for storage, recreation, or hobbies. Energy-conscious buyers will appreciate the owned solar panels, reducing utility costs and enhancing sustainability. In the expansive backyard, you'll find a versatile barn built in 2006, complete with a wood shop on the first floor and a spacious second-floor storage area. While the barn is equipped with propane heat, there is no running water. Whether you're looking for a full-time home, a weekend getaway, or a place with space to create, this Shelter Island spot has it all-great location, charm, and room to make it your own, just minutes from the beach and peaceful island surroundings.
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.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-749-1155
Discover unparalleled privacy and serenity within the heart of the 2,350-acre Mashomack Nature Preserve, a rare and cherished enclave. At the culmination of a secluded, winding drive, this newly constructed architectural gem unveils itself, a testament to modern design and uncompromising quality. Spanning 3,800 square feet, this residence is a symphony of light and space, framed by walls of glass that capture breathtaking, panoramic views of Coecles Harbor from every angle. Immerse yourself in the seamless flow of the open floor plan, where living, dining, and culinary spaces merge effortlessly, all bathed in natural light and framed by the tranquil water views. Step onto the expansive waterfront deck, a natural extension of the living space, and become one with the pristine beauty of the preserve. This home features two luxurious en-suite bedrooms, including a master retreat, and two additional well-appointed bedrooms sharing a stylish bath, each boasting generous closet space. Every detail has been meticulously curated, from the premium amenities to the top-of-the-line appliances, ensuring a lifestyle of effortless elegance. A testament to its exceptional design, this residence is a proud recipient of the prestigious 2024 Sara National Design Award. Enjoy modern comfort with SEER 12+ cooling and a thoughtfully designed interior featuring a combined living/dining room. This is more than a home; it's a rare opportunity to live in harmony with nature, surrounded by breathtaking beauty and unparalleled exclusivity.
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.
