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# :3508513 Shelter Island Heights Waterfront Property ! This contemporary 3-bedroom home with stunning sunset and water views, perched above trees, is fantastic place for someone looking for a serene and picturesque setting. Decks surrounding the living areas providing plenty of outdoor spaces for relaxation and entertainment. The bright and open living room with a fireplace, dining room, and eat-in kitchen not only offer spacious living areas but also encompass spectacular views of Pipers Cove Bay. The premier bedroom suite on the main floor with a balcony offers privacy and a place to unwind while still enjoying the scenic surroundings. The 50 foot shorefront of white sand beach is an oasis. A boat mooring, room for pool, tennis and beach club member add splendid amenities to this package
3 Bevan Place, Shelter Island, NY, 11964
ML# :3414136 Enjoy all The Hamptons have to offer in this newly recreated waterfront home in the heart of West Neck Harbor! Complete with a boat and complimentary captain at the end of your private dock. Every detail was masterfully thought through by a leading design team. The floor plan offers a first-floor primary suite, four additional private guest bedrooms with two gracious common living spaces, a dining area and adjacent guest cottage. Every room was uniquely designed, each having endless water views of West Neck Harbor. Outdoor living includes a heated, salt water, gunite pool with spa, accompanied by a sauna and outdoor shower. From the patio, take a walk down the waterfront deck to watch the stunning sunset. Soak in every minute of summer at this waterfront retreat.
15 Montclair Avenue, Shelter Island, NY, 11964
ML# :3527102 Lovely Hay Beach Home with Pool. Nicely appointed seasonal 4 bedrooms, 3 bath home with in-ground 9’ diving pool awaiting your arrival. Spacious home on a shy acre with deck and patio for outdoor entertaining. Close to beaches, shopping, restaurants and ferries to both forks! Come to Shelter Island this summer and enjoy the natural beauty of it all- Fire pit, gazebo, chairs, and lounges are included. Well-behaved dog-friendly home. Permit # 2023-V-0005
13 Primrose Place, Shelter Island, NY, 11964
ML# :3521653 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.
47L S Ferry Rd, Shelter Island, NY, 11964
ML# :3490377 Luxurious Village of Dering Harbor. Ready to build 4450 sf home, 2 car garage, pool and patio situated on pristine wooded 3.1 acres overlooking private golf course. Additional 1 acre preserved land between the property and Manhanset Road. Private road on a cul-de-sac. Architectural drawings include site plan, floor plans, elevations and specification list. Suffolk County Department of Health Services permit good until 2026. Site survey included.
2 Dering Woods Rd, Shelter Island, NY, 11964
ML# :3541723 Exciting opportunity awaits in one of Long Island’s most distinctive and nostalgic locations. The bar/restaurant formerly known as The In Between offers a truly unique setting for your new venture. Nestled on over 10, 000 square feet of flat land, this property boasts a full basement, two bathrooms, an external walk-in fridge, a reach-in fridge in the basement, a keg fridge, and an oil hot water heater. Additionally, the property features two lightly used cesspools. If you’ve ever dreamt of owning a restaurant in a prime location on Long Island, this is the perfect opportunity for you. The property is also available for rent, and owner financing is an option for qualified buyers. Don’t miss out on the chance to own or establish your business in one of the most sought-after hotspots in the area. Make your dream a reality.
85 N Ferry Rd, Shelter Island, NY, 11964
ML# :3530361 Summer on Shelter Island with Association Beach Modern and Pristine light filled 2200sf 5 bedroom Beach House in Shelter Island’s South Ferry Hills. The open floor plan highlights the oversized marble center island kitchen with seating for 5 and french doors leading out to a huge mahogany deck for entertaining and casual lounging. The first floor also includes a den, a formal living area with walls of windows a primary bedroom and bath. while a secondary den offers plenty of space for entertaining. An additional four bedrooms and full bath are located on the second floor. The South Ferry Hills Association private community beach is around the corner with picnic benches, a boat launch and enclosed waters of Smith Cove for paddleboarding, kayaking and boating. Close to the South Ferry and not far from Shelter Island’s, restaurants (including Leon 1909, The Pridwin, Vine Street Cafe, The Chequit, Sunset Beach, Salt and The Rams Head Inn), public beaches, golf courses and Mashomack Preserve.
2 Linda Rd, Shelter Island, NY, 11964
ML# :3532284 This lovely ranch located in Hay Beach on 1.06 Acres, is in an ideal setting, close to beaches and golf courses. Boasting 3 bedrooms and 2.5 baths, one of which is the primary ensuite bedroom with a walk-in closet, providing comfortable accommodation. This spacious home features an eat-in-kitchen illuminated by a skylight, cathedral / vaulted ceilings, hardwood floors, a pantry, and powder room, home office, a formal dining room, and an inviting living room with fireplace, and sliding glass doors leading to an outdoor deck. The outdoor area is perfect for enjoying the serene surroundings. Additionally, there is a full basement, partially finished, and a spacious 2-car garage. With all these amenities and priced to sell this property presents a wonderful opportunity for prospective buyers.
5 Country Club Drive, Shelter Island, NY, 11964
ML# :3508407 SHELTER ISLAND COMPOUND WITH ABILITY TO SUBDIVIDE Welcome to a haven of natural beauty with limitless opportunities. This meticulously crafted Shelter Island 8.45acre estate property is currently configured with 3 substantial structures: a 3Bed/4Bath primary residence, a 2-car carriage house with loft apartment and a 3 stall horse barn with tack room and loft space. This is a rare opportunity to live your equestrian dreams OR IF YOU’RE NOT A HORSE ENTHUSIAST, this C-Zone property can be reimagined as your own sprawling compound with commercial/work options or the property can be subdivided into separate parcels. The pastures, paddocks and cedar grove make this a true gem for horse enthusiasts, a family compound with multiple dwelling options or as gym/yoga, art studio or light commercial/work spaces. The centerpiece of this remarkable estate is the main residence, a 3225 square foot country home boasting 3bedrooms and 4 bathrooms. All bedrooms are ensuite and the home also boast formal dining room, entry way, main floor laundry and ample size living/family room. Also on the first floor, the primary suite is equipped with a beautiful sunroom with radiant heat floors. large dressing room, and extra-large ensuite bathroom with soaking tub. The second floor has two ensuite bedrooms and a bonus family/ media room as optional 4th bedroom with high ceilings. The finished expansive lower level with full bath is walk out to the rolling property. Above the two-car garage there is loft apartment space with kitchen and full bathroom. This expansive space also boasts high ceilings and a balcony overlooking the 18x 44 gunite pool with waterfall. In addition, the property has a functional horse barn with 3 stalls tack room and loft space OR reimagine to suit your needs. As a horse farm this expansive Shelter Island property represents a rare opportunity to own a world-class equestrian estate in one of the most beautiful and sought-after locations in the region. Whether you are a seasoned equestrian or simply seeking a serene escape, this property features the perfect blend of luxury, natural beauty, and equestrian excellence. Don’t miss your chance to make this dream equestrian retreat your own.
44 St Marys Rd, Shelter Island, NY, 11964