luxury real estate for sale Shelter Island, United States

Nestled in the sought after Gardiners Bay Estates, this immaculate Craftsman-style residence on the North Fork boasts 4 bedrooms and 3.5 baths, accompanied by access to a breathtaking private association beach at the end of the block. Bathed in natural light streaming through plentiful windows and skylights, this home exudes warmth and charm. The main level seamlessly blends an open concept floor plan featuring a spacious kitchen equipped with a 36 Bertazzoni professional range, a generous living room with a wood-burning fireplace, a convenient half bath, laundry room and an inviting en suite bedroom. Ascending to the second floor reveals a luxurious primary bedroom, complete with an en suite bath, vaulted ceilings, a walk-in closet and a screened-in balcony ideal for unwinding. Two additional bedrooms and another full bathroom round out the upper level. For boating enthusiasts, the association offers docking and mooring options ranging from $10 to $37 per foot. Outside, the low-maintenance fenced backyard provides a relaxing setting for entertaining, with a built-in firepit and ample space for al fresco dining. The outdoor shower is perfect for rinsing off after a day at the private association beach which overlooks Orient State Park, Bug Lighthouse and Shelter Island. Annual HOA for 2024 is $1,200

Welcome to 12910 Main Road in the heart of East Marion. This recently updated waterfront property offering features a main house with over 70 feet of beachfront on Gardiners Bay, providing breathtaking panoramic water views and sun-rises to the southeast. The property also includes a charming and fully updated legal guest cottage. This exceptional property presents a primary en suite bedroom on the second floor with a private balcony, an open kitchen and living area with water views from every angle, two guest bedrooms, three full bathrooms, two gas fireplaces, a summer kitchen in the guest cottage, and additional living space in the guest cottage with high vaulted ceilings and bonus room on second floor of guest cottage. Imagine the ease of summer living by the beach on the sun-soaked stone patio of this property. Furthermore, there is the potential for installing an in-ground pool on the premises. Don't miss the opportunity to make this piece of paradise on the North Fork your own and start living the dream today!

Experience the perfect blend of luxury and convenience in this meticulously crafted New Construction home just outside Greenport Village. Enjoy a short walk to a stunning Bay beach, or easily explore the vibrant waterfront district of the Village Waterfront District. With three floors of spacious living space, including generously sized bedrooms and a fully finished basement, this home has it all. The kitchen, living, and dining areas flow seamlessly together in a Great Room concept, complete with a cozy fireplace and direct access to a stone patio, spa-style pool, and beautifully landscaped yard. The attention to detail is evident throughout, with custom molding, built-in shelving, and elegant touches in every room. Plus, for those working remotely, this home is fully equipped with Cat-5 hook-ups in every room of the house and adds to the many features that make this a great seasonal rental investment property for it’s new owner, with very low annual carrying costs. Don't miss out on the opportunity to own this exceptional Greenport home. Experience the perfect blend of style, comfort, and convenience today.

Beautifully preserved with many original details, intact turn of the century Farmhouse set on ? acre with two original accessory structures and mature plantings. Three bedrooms, 1.5 baths, wrap-around porch, updated cedar shake roof, updated kitchen appliances, charming sunny mudroom, hard wood floors, original woodwork, and moldings. Large private rear garden that backs onto -35.46 acres of preserved land. Close to public beaches, State Park, East Marion Country store, Jitney stop to NYC and Greenport Village, beach rights to Truman's Beach.

101 Sterling Street, Greenport, NY 11944

Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village's most beautiful residential streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry, and ground floor maritime space with a half bath. Four blocks from the center of the village's shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 10 features two bedrooms, two full baths, and one half-bath. Open-concept kitchen/dining/living room. 539 sq ft maritime space with an additional half bath. Sale is subject to the terms & conditions of an offering plan.

Step back in time in this uniquely intact and restored 19th C two family home with many original features including original wide board floors, original mantles, moldings, doors, beadboard, glass fronted kitchen cabinets, etc. Period two story barn, privy and gardeners shed. Established landscaped garden and specimen trees. Covered front, rear porch and screened porch. Exceptionally deep rear property.

A tour de force of luxury design by boutique builder David Rimland of Rimland Construction and Hunt Architecture, this custom 5 bedroom, 4910 square foot North Haven home with a heated gunite pool, exceptional outdoor spaces, and a finished lower level with gym and sauna is offered for sale pre-construction and slated for completion in 2023. Walls of reclaimed granite and glass will pair with yellow cedar shingle to create a stunning exterior finish. Interior finishes will incorporate oak, Tadelakt plaster, polished concrete, and reclaimed granite walls bridge the indoor and outdoor spaces. Located on a half acre near the bay in North Haven, privacy landscaping ensconces the stunning outdoor spaces that will include a covered porch with outdoor fireplace, an adjacent screened porch, and and outdoor grill kitchen to supplement the heated, gunite pool. Private terraces off the luxurious primary bedroom suite and guest suite overlook the rear grounds. Once the farmstead home of Julian Hawthorne, son of Nathaniel Hawthorne, North Haven was dubbed, the jewel of the South Fork, and was a retreat for literary and theatrical figures. Set for completion in 2023, a rare opportunity to own new construction of supreme quality minutes away from Short Beach, Long Beach and Sag Harbor Village.

Meticulously restored 2 family 19th C Farmhouse with beautiful front and side wrap around porch, rear screened porch, foyer, living room with wood burning fireplace, original wide board floors, original moldings, and doors throughout. Property offers main house with 3 bedrooms, 2 baths and separate apartment with sitting room/ kitchen, screened back porch, 2nd floor bedroom, full bath, and office alcove, for a total of 4 bedrooms and 3 bathrooms.

Waterfront home with floating dock and bulkhead with water views and bay breezes on protected Stirling Harbor with access to Peconic Bay. Featuring covered waterside front porch, great room with gas fireplace, formal dining room, spacious eat-in kitchen, half bath, and laundry on first floor. Master suite with sitting room/office and full bath, and 2 additional bedrooms and full bath on second floor. Attached 2-car garage.