luxury real estate for sale Orient, United States

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.

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.

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

Lovely 3 bedroom 2.5 bath home in the Hay Beach area of Shelter Island. The kitchen has high-end appliances and granite countertops opening to the living room with a fireplace and dining area, also a den area for watching TV and playing games. Enjoy the inground pool and Bullfrog custom hot tub, and dining patio. The home is sited on .96 partially wooded acres and has a 2-car garage with a circular driveway.

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.

1.48 acre, private, cleared flag lot close to Greenport Village.

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.

1000 9th Street, Greenport, NY 11944

20F South Ferry Road, Shelter Island, NY 11964

Convenient to all at 28 Smith Street. The address was originally owned by the Smith family, and it's newly built, well considered, expanded and very charming with three bedrooms 2 full baths and room for a pool on a centrally located corner lot.

4 Irene Lane, Shelter Island, NY 11964

Situated on a shy acre, is a beautiful traditional, Hampton's style shingle home. With over 5000 sq. ft. of living space on mostly one level, this home has it all. The grand foyer welcomes you with vaulted ceilings and opens into the living room with wood burning fireplace. The chef's kitchen offers luxury appliances, large island, granite counters, wet bar and breakfast area. Most rooms lead to the rear courtyard, with patio, wood burning fireplace and heated Gunite pool. The primary bedroom en-suite and the separate guest wing with den and fireplace creates an estate like feeling. Enjoy this amazing home and add an additional builders acre that is adjacent to this home. This property is centrally located and minutes to beaches, shops, dining, school and ferries to both the Hamptons and the North Fork.

The time is right to snatch up this great lot on the lovely cul-de-sac of Longboat Court. There are only a handful left on this beautiful, established street in the resort community of Captain's Cove. Buy now and build later but I'm not sure you will want to wait! Build your dream home and start enjoying all that Captain's Cove has to offer. The many amenities include two outdoor pools and one indoor pool, tennis courts, the community marina and boat ramp, exercise room, the playground, and a restaurant at the Marina Club. Minutes to the beach! Just a short ride to Ocean City, Maryland, Chincoteague Island, or Assateague Island.

Nestled among the shores of Pipes Cove, this exquisite bayfront home offers the ultimate beach lifestyle, combining relaxation and panoramic views around Conkling Point over to Shelter Island. Every Wednesday evening, chill out on the waterside patio and watch the Shelter Island sailboat races. Have front row seats to the annual 4th of July Shelter Island fireworks display. If you're an early riser, here you'll be captivated by breathtaking sunrises. Launch kayaks, paddle boards, or even a small sailboat from your own beachfront, and explore the waters at your leisure. The home exudes warmth & character, inviting you to unwind and revel in the simple pleasures of life on the Bay. The open floor plan with living, dining, & kitchen are thoughtfully designed to maximize water views and natural light. The primary suite is on the first level with 2 additional bedrooms & a full bathroom. Upstairs has a loft and unfinished space ready to be built out. All of this, only a 3 minute drive to the coveted Greenport Village.

Don't miss out on this Light-filled 3-bedroom, 2-bath custom built modular home, built in 2020. It offers a superior living experience with its solar-powered, Energy Star, and LEED compliant features. Located across the street from Peconic Bay, it boasts peek-a-boo views of the bay with nearby access points to a kayak launch, and tranquil Pipes Cove. This ranch layout includes an upstairs room that can serve as additional living space or an office, providing privacy from the rest of the house with a walk out veranda. Thoughtful gardens outside the living room blur the lines between indoors and outdoors, enhancing the overall ambiance. Residents can relax on the veranda or in the living room while enjoying the scenic views. Additionally, the property features a two-car garage, suitable for parking or storing water sports equipment, and a full, spacious basement that offers ample storage and potential for additional living space. Take advantage of the nearby attractions of the North Fork, including Shelter Island, beaches, farms, vineyards, and restaurants, all while enjoying the tranquility of a small-town atmosphere. Whether you're looking for a peaceful retreat or an active lifestyle surrounded by nature, this home offers the best of both worlds.

THIS TURNKEY HAS IT ALL Uniquely perched above a magical 1.30+/- acres this 3,000 sf+/- newly renovated waterfront contemporary sits on the revered and sheltered Menantic Creek. 300 feet of water frontage with a private deep-water dock with the capacity for 4 boats that allows for easy access to West Neck Harbor and the Peconic Bay beyond, all within close proximity to the coveted Island Boatyard, rightfully secures this home as a boater's paradise. Extensive decks, a Japanese style rock-terrace, abundant lush gardens, a newly built gunite pool surrounded by white marble, a hot-tub, outdoor shower and sauna are all easily accessible from the home, designed for ultimate indoor-outdoor living. The interior has soaring ceilings and is flooded by natural light from the bank of waterfront windows and sliding glass doors. The kitchen features quartz countertops and stainless steel appliances and adjoins an all year glassed-in pavilion that overlooks the spectacular Menantic Creek vista. All bathrooms have been meticulously renovated, the primary with Carrara marble. There are two bedrooms on the first floor, including a large first floor primary suite with stunning water views and direct access to decking and all that the property affords. There is an additional first floor bedroom with an ensuite bathroom. The second floor consists of another primary suite offering phenomenal panoramic water views plus an additional bedroom and a private office overlooking the every changing landscape, an expansive lawn and the luxurious pool. The finished lower level has a full bath that adds an additional 800+/- square feet of living space. A two car garage and separate garden shed, and the possibility of expansion rounds out this offering . A stellar location near world class restaurants and shopping, a quick drive to the south ferry to North Haven/Sag Harbor, golf, tennis and so much more. 11 Dickerson Drive is the very best of year-round living on Shelter Island.