luxury houses for sale Orient, United States

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 Ranch in Hay Beach is sited on 1.06 Acres, with an eat-in-kitchen, a formal dining room, a den/family room, 3 bedrooms, one of which is a Master Bedroom suite with a walk-in closet, and 2 additional guest bedrooms with hall bath. This spacious home also features Cathedral/Vaulted/High Ceiling, Hardwood Floors, a Home Office, Pantry, Powder Room, Sky Light, and Storage.

An outdoor oasis is one element of this extraordinary property. This one of a kind 5 bedroom, 3.5 bath residence features a 20' x 50' heated gunite pool with waterfall, extensive hand cut stone patios, stone walls and numerous outdoor sitting areas. The 1st floor Master bedroom wing with spacious bedroom and 19 x 18 Master sitting room with soaring beamed fir ceiling and gas fireplace leads to the pool area. Designed for entertaining family and friends this special home features open sitting /dining area with gas fireplace leading to outdoor living space, open kitchen with 2 wall ovens and 2 stove tops, leading to large living room with gas fireplace. In addition, the first floor boasts a guest bedroom, bath and home office. The second floor offers 3 guest bedrooms and a guest bath. Close to all North Fork activities including Greenport Village, beaches, area marinas and steps from public golf course, wineries and restaurants. A truly magnificent property.....

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.

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.

Turn-key mixed use offering in the heart of Greenport Village. This space was completely overhauled in 2017 w/ all new HVAC, plumbing and electric. The property is located in the commercial retail district of the village and offers an array of uses, which include and not limited to accessory apartment, gallery, eating and drinking establishment, studio, event space, dry retail, professional office, etc.. The space is currently set up and CO'd as a restaurant and features a large bar, two bathrooms and an area that would be perfect for an open kitchen on the main floor. The second level is a lounge w/ additional half bathroom offering additional seating and views of Greenport shipyard and Greenport Harbor. The lower level consists a prep area, walk-in fridge, ample space for storage and a majority of the mechanicals. This is an investor opportunity or a great space for an end user operator in an ideal location 1 block from the center of the Village

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.

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.

100 South Ferry Road, Shelter Island, NY 11964

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.

880 Kerwin Boulevard, Greenport, NY 11944

31 Terry Dr, Shelter Island, NY 11964

Waterfront Year-Round, Two-Family, Income Producing Home on Long Island Sound overlooking the tranquil blue waters with a large, private, sandy beach in desirable Hawks Nest Beach Association! Relax and rejuvenate in the ocean air and sea breezes. Quintessential beach cottage where a lifetime of memories are made! A two-family home with two completely separate units, each with an eat-in Kitchen open to a Living Room, a Sun-filled Enclosed Porch overlooking the beach and water, and each include three bedrooms and one full bathroom on each side. Almost every room has a Waterview. You can rent one side and enjoy the other! So many water activities to enjoy, swimming, paddle boarding, sailing, and more. Charming, Shoreline, community features art galleries, restaurants, an historic district, and shopping, tennis and golf nearby. Cross Lane Park features basketball and tennis courts for more recreation. Conveniently located only two hours from New York and Boston. Amtrak train nearby. Once in a lifetime opportunity where a lifetime of memories are made!

This waterfront upside-down house has been completely renovated to take complete advantage of the idyllic scenery. The house has three bedrooms, including a master with ensuite bath, on the first floor. The second floor has an open plan with over-sized living area, kitchen, dining area and a powder room. There is ample outside decking on both floors for entertaining and taking in the views.