ML# :3551800 Escape to tranquility in this beautiful contemporary home nestled on Shelter Island. Built in 1993, this 3-bedroom, 3.5-bathroom residence boasts 2, 460 square feet of meticulously crafted living space, perfectly positioned to capture breathtaking water views from nearly every room. Upon entry, you’re greeted by the inviting ambiance of the great room, featuring a majestic gas fireplace and expansive windows framing panoramic vistas of the tranquil pond. Sliders invite you to step outside onto the deck, where you can savor morning coffee or entertain guests against the backdrop of serene waters. Adjacent to the great room, a screened porch awaits, providing a peaceful retreat for relaxation in the cool breeze. Close Proximity to Wades Beach and less than a mile to South Ferry, just a short distance to the Hamptons.
1 Deer Park Lane, Shelter Island, NY, 11964
ML# :3567654 Step into the grandeur of this lovingly restored Historic Tudor home, a masterpiece built in 1901. Impeccable craftsmanship defines this 6-bedroom, 4.5-bathroom residence, where history meets modern luxury. The home boasts 6 meticulously restored fireplaces, each upgraded with heatilators for efficient warmth. The plaster has been refurbished, preserving its original charm. Additional insulation on the 2nd and 3rd floors ensures comfort and energy efficiency. A chef’s dream, the kitchen has been completely renovated and now includes a newly added butler’s pantry. New heating and central AC systems have been installed throughout, ensuring year-round comfort. Outside, the property is adorned with a new heated 20 x 50 Gunite pool and hot tub, complemented by a classic brick patio that enhances the elegance of the estate. A generous deep water dock accommodates multiple boats, perfect for those who cherish waterfront living. A rare opportunity to own a piece of architectural history.
9 & 7 Westmoreland Dr., Shelter Island, NY, 11964
ML# :3513979 Presenting Shelter Island Farm. Just completed and spread across acres of historic Shelter Island farmland, words cant begin to describe this new construction farm style estate from Wall Street Journal House Of The Year developers, Mike & Kerry Gaynor. Come visit Shelter Island, have lunch at one of our many new hotels and restaurants and schedule your private tour of this stunning new estate. There is absolutely nothing else like it anywhere on the market.
8 Cobbetts Lane, Shelter Island, NY, 11964
ML# :3574873 Great location, this home is just blocks from beach access. Come enjoy this property centrally located,
26 Ole Buck Run, Shelter Island, NY, 11964
ML# :3565240 Ultimate serenity & potential to expand await you on these scenic 5.5 acres at the end of a 1000’ private driveway. Expansive Artist’s studio w/wall of windows on 1st floor & apartment with separate entrance above. Elegant, elevated in-ground pool with commanding view of rolling lawns, woods, vegetable & perennial gardens, fruit trees & large stocked man-made pond. Conveniently located less than a mile from South Ferry & a short distance to Wades Beach & Mashomack Preserve.
72 S Ferry Rd, Shelter Island, NY, 11964
ML# :3554498 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.
4 Gazon Rd, Shelter Island, NY, 11964
ML# :3543543 Nestled amidst the serene beauty of Shelter Island, this stunning residential home presents an unparalleled opportunity for those seeking a tranquil retreat. Boasting breathtaking water views of Miss Annie’s Creek in the renowned Mashomack Preserve, this residence seamlessly blends relaxation with pristine natural surroundings. As you step onto the property, you’re greeted by the charm of covered porches, and heated pool, inviting you to unwind and soak in the picturesque vistas that stretch as far as the eye can see. Whether you’re savoring your morning coffee or hosting intimate gatherings with loved ones, these serene outdoor spaces provide the perfect backdrop for every occasion.
4 Irene Lane, Shelter Island, NY, 11964
ML# :3569658 Step into timeless elegance with this iconic single-family residence with an option for an owner-occupied 5-bedroom bed & breakfast (B&B) license. Originally constructed in 1902 and beautifully reimagined to meet modern standards. Nestled in the serene Shelter Island Heights, 7 Stearns Point Road offers an exquisite blend of historic charm and contemporary luxury. This expansive property sits on a 0.70- acre parcel, equipped with 5, 838 +/- sq. ft. of living space, plus a spacious basement level adding 2, 588 +/- sq. ft. The property features 7 ensuite bedrooms complemented by 2 large living rooms and a well-appointed kitchen. Recent renovations have expanded the living space to include an extension with 2 additional bedrooms, a stunning double-height Great Room, as well as a state-of-the-art gym/yoga studio. Enjoy the beautiful backyard with a heated 40x18 in-ground Gunite pool, perfect for relaxing after a day exploring the nearby Crescent Beach and Sunset Beach which is moments away. The property also includes a full liquor license, which enhances its appeal as a premier vacation destination. The spacious basement areas provide ample storage and laundry facilities, ensuring convenience. A wonderful investment opportunity for an owner-occupied 5-bedroom bed and breakfast. The property also includes 2 driveways. Key Features: - Historic property built in 1902, fully renovated - 9 bedrooms and 9 bathrooms, including recent additions - Option for an owner-occupied 5 Bedroom bed and breakfast - Two driveways - Heated 40x18 in-ground Gunite pool - State-of-the-art gym/yoga studio - Full-height basements for storage and laundry - Walking distance to Crescent Beach & Sunset Beach - Full liquor license
7 Stearns Point Rd, Shelter Island, NY, 11964
ML# :3557181 This split level home with 1.47 acres is located in the silv er beach area of Shelter Island. When you walk into the home you are invited into the main room of the home with large vaulted ceilings and an open airy concept. There are 2 bedrooms with 2 bathrooms on the upper level and 1 bedroom and bathroom on the lower level. The backyard has a large heated gunite pool to enjoy with a pool house that has a living room, half bathroom and a gym. The added bonus to this property is that it has a tennis/basket ball court which is hard to find on Shelter Island.
3 Crab Creek Rd, Shelter Island, NY, 11964
ML# :3523302 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.
3 Seagull Rd, Shelter Island, NY, 11964