luxury farmhouse for sale Orient, United States

Located in the desirable Harborview area of Shelter Island, this modern farmhouse blends luxury, comfort, and coastal living. Just 0.2 miles from a private waterfront association, enjoy easy access to kayaking and the beach. Set on a beautifully landscaped half acre, the home is designed for seamless indoor-outdoor living. The open-concept interior is flooded with natural light, featuring a chef’s kitchen that flows effortlessly to the dining and living areas, highlighting views of the backyard oasis. Outside, relax in the heated pool, outdoor shower, or firepit lounge, or entertain on the spacious deck with retractable awning and covered dining area. With five generous bedrooms, including primary suites on both the first and second floors, the home accommodates guests in style. The upstairs suite features a gas fireplace and covered balcony. The fully finished lower level includes a media room with theater seating, a versatile den or gym with yard access, and a fifth bedroom with a large hall bath. Step inside and start enjoying the best of Shelter Island living.

This sun-drenched ranch unit at Chatham balances modern style with unmatched convenience, situated moments from the vibrant shops and dining on Main Street. The beautifully updated, open-concept floor plan features soaring vaulted ceilings, gleaming hardwoods, and a natural gas fireplace with custom built-ins. Retreat to one of two private bedroom suites, or step outside from the main living area onto your expansive, privately-sited deck. Complete with an attached garage, pristine modern bathrooms, main-level laundry, and a massive, dry unfinished basement for seamless storage, this home delivers the freedom of condo living without sacrificing space. Embrace a relaxed lifestyle in one of the most dynamic and sought-after towns on the Connecticut Shoreline.

Cutchogue Farmstead. Ideal North Fork location. This property includes the home, a 2600 sf barn with horse stalls, water and electric, outbuildings, and 4.5 acres of vines planted in Merlot, Sauvignon Blanc and Riesling varietals. This 1800's restored farmhouse is set on 17.5 acres of level, fertile land. Development rights are intact offering not only agricultural potential but also subdivision and other options. The farmstead's manageable land size is suitable for an eco-friendly, entry level enterprise and also offers additional acreage to an established owner looking to increase crop production. The 3BR, 2 BA farmhouse has a lovely, covered porch with a Western exposure, great for afternoon get-togethers. A patio with a pergola overlooks the planted vines. Opportunity abounds in this 17.5-acre, development rights intact property in Cutchogue, the sunniest place in New York State. REALLY! Central, accessible North Fork location. Bring your concept to life here.

Essex Glen is an enclave of free-standing condominiums where you can enjoy the ease of owning a home without the hassle of maintaining the grounds. This well-maintained unit features 9+ foot ceilings, an open-concept floor plan with a great room, a gas fireplace, and gleaming hardwood floors throughout. The updated kitchen area has stainless steel appliances, granite countertops, and plenty of storage and counter space. Another room at the front of the house could serve as a living room, den, or office. The master suite has two generous walk-in closets and ensuite bath. There are also a laundry and a second bedroom which also has an ensuite bath. A sunroom at the back of the house leads to a deck and patio area in the backyard, perfect for al fresco dining. An unfinished basement and a two-car garage offer plenty of extra storage space.

Privately sited on more than 10 picturesque acres, this special country retreat offers a rare blend of architectural distinction, refined comfort, and effortless indoor-outdoor living. Surrounded by pastoral vistas, the property provides a remarkable sense of privacy. The home is filled with light and character. High ceilings, expansive walls of glass, and beautifully proportioned living spaces create an atmosphere that is both sophisticated and welcoming. The stunning great room serves as the heart of the home, where French doors open to sweeping views and seamlessly connect the interior to the patio for alfresco dining & long lazy days outside. A main-level primary suite offers convenience, allowing for easy single-level living. The well-appointed kitchen flows effortlessly into gathering and dining spaces, making everyday living and entertaining equally enjoyable. A charming, screened porch provides the perfect setting for morning coffee, summer dinners, or quiet evenings overlooking the grounds. Multiple doors and windows frame beautiful views in every direction, bringing the landscape into the home year-round. Complementing the residence is a barn offering endless possibilities. Whether utilized for equestrian pursuits, livestock, hobbies, vehicle storage, or a workshop, the barn enhances the property. A truly special country retreat where timeless design, natural beauty, and the lifestyle of a gentleman's farm come together in perfect harmony.

A Rare North Fork Farmhouse with a Heated Barn and Endless Possibilities Tucked away on three-quarters of an acre in a quiet Mattituck neighborhood, this beautifully updated North Fork farmhouse offers the perfect blend of timeless charm, modern updates, and exceptional versatility. Surrounded by a peaceful setting, the property provides plenty of room to relax, entertain, and enjoy the North Fork lifestyle, with thoughtfully designed indoor and outdoor spaces that make you feel right at home. Designed for comfortable living and effortless entertaining, the home features four bedrooms and four full bathrooms across three finished levels. The thoughtfully renovated interior showcases hardwood floors, custom millwork, a beautifully appointed quartz kitchen with shaker cabinetry, and a wood-burning fireplace that anchors the inviting living and dining areas. All four bathrooms feature radiant heated floors, providing comfort and warmth throughout the year. A first-floor bedroom and full bath provide flexibility for guests or single-level living, while the finished lower level—with an additional bedroom, full bath, and spacious family room—offers exceptional space for recreation, a home office, or extended stays. Upstairs, the primary suite features a generous walk-in closet and beautifully appointed bath, while the second upstairs bedroom also enjoys its own walk-in closet. A standing-seam metal roof, approximately five years old, adds lasting value and peace of mind. Step outside to enjoy a freshly painted rear deck overlooking a newly fenced backyard designed for outdoor living, complete with mature landscaping, a tranquil koi pond, hot tub, dedicated fenced garden area, charming playhouse, and abundant space for a future swimming pool. A truly exceptional feature is the property's heated nearly 1,000-square-foot galvanized steel barn with convenient secondary access from Main Road. Equipped with electricity, oversized doors, soaring ceilings, a durable 12-inch concrete floor, and a wood-burning stove, this remarkable space offers endless possibilities as an artist's studio, workshop, garage, collector's showcase, or substantial storage for boats, vehicles, equipment, and hobbies. Few North Fork properties combine an updated farmhouse with a heated barn of this size and versatility. Paired with its peaceful setting just minutes from Love Lane, the grocery store, beaches, wineries, and farm stands, this is a property that offers exceptional flexibility for the way people live today.

Rare opportunity to own an exceptionally beautiful, turnkey Windermere home overlooking the salt marshes of the Hammonasset River. The 2 BR, 3 bath residence is fully remodeled and upgraded and includes an expansive wrap around stone patio with built-in fire table & entertaining areas. The outside space creates a full outside living room! Views of the marshes are ever-changing from dawn until dusk and from season to season. The property boasts a level back yard that allows an expansive view year-round. Totally fresh, this is the ideal sought-after 2 level floor plan in the Windermere community. Light filled spaces flow into each other on the entry floor & include a living room with fireplace & custom floor to ceiling cabinetry. The updated kitchen offers a large breakfast bar & sitting area adjacent to the dining room. The sunporch features a textured board & batten ceiling and sliding glass doors that lead to the stone patio. The 1st floor is rounded out by 2 bedrooms and 2 fully customized bathrooms. The lower level of the residence includes a sizeable family room/den, full bath, a home gym with infrared sauna, a private office, a laundry room and an organized storage room. This home has been fully updated with new impact windows, HVAC system, electrical system and plumbing throughout. The elegant landscaping has been refreshed and expanded. The detached garage also offers built-in storage and an EV charging dock. This property is a gem!