Orient Real Estate

Welcome to Orient, New York – a hidden gem nestled at the eastern tip of Long Island in Suffolk County. This quaint hamlet is renowned for its picturesque landscapes, charming waterfront views, and a rich history that dates back to the early 1600s. With its serene atmosphere and friendly community, Orient offers a unique blend of rural charm and coastal beauty, making it an idyllic destination for those seeking a peaceful escape.

The heart of Orient is its stunning natural surroundings, where the Long Island Sound meets the Atlantic Ocean. Residents and visitors alike can enjoy a variety of outdoor activities, from sailing and fishing to hiking along scenic trails. The Orient Beach State Park is a favorite spot, featuring sandy shores and breathtaking views perfect for picnicking or simply soaking up the sun.

History enthusiasts will appreciate the well-preserved architecture and landmarks, such as the historic Orient Point Lighthouse and the quaint local farms that contribute to the area's agricultural charm. The community is also home to a vibrant arts scene, with local galleries and events that showcase the creativity of its residents.

Dining in Orient is a delightful experience, with a selection of charming eateries that serve fresh, locally-sourced cuisine. Whether you’re enjoying a seafood feast or a farm-to-table meal, the flavors of Orient are sure to delight.

With its captivating blend of natural beauty, rich history, and a tight-knit community, Orient, NY, is more than just a destination; it's a place to call home. Come explore all that this enchanting hamlet has to offer!

Newest Listings in Orient

$1,350,000

4 Beds ⋅ 3 Baths ⋅ 1061683 MLS

This Traditional 4-bedroom, 2.5-bath home sits near Orient State Park and the Cross Sound Ferry. The private, landscaped backyard has a pool and patio, plus a large deck with glass doors to the open-plan kitchen and family room, making it ideal for entertaining. The first floor is completed with a private living room, a dining room, laundry, and a powder room. Upstairs, the primary ensuite has a full bath with views of the backyard and pool. Three more bedrooms and a full bath complete the second floor. The finished lower level offers a large recreation space. This home is ideal year-round living or for enjoying North Fork summers.

39595 Main Road, Orient

$749,000

1062908 MLS

Explore the possibilities at 320 Lands' End Road in Orient. This approximately 0.97-acre vacant parcel offers an opportunity to create a North Fork retreat, subject to all required approvals. Located in the Town of Southold and reported within the R-40 residential zoning district, the property provides space to explore a custom home design in this desirable East End setting. Buyers should independently verify zoning, permitted uses, buildability, utilities, septic requirements, and any environmental restrictions. All development is subject to applicable Town, County, and State approvals.

320 Lands End Road, Orient

$1,890,000

3 Beds ⋅ 3 Baths ⋅ 1059854 MLS

Meticulously restored Craftsman on coveted Orchard Street in the heart of Orient Village. The private 0.55-acre lot offers an 18x40 heated in-ground pool, an original two-car garage and an outbuilding. A covered front porch opens to a welcoming foyer, which flows into a living room with a wood-burning fireplace and on to the dining room and eat-in kitchen. A mud room with laundry and a powder room complete the first floor. Upstairs is a primary suite with full bath and two additional bedrooms sharing a second full bath. Stroll to the village shops, country store, post office and yacht club, and enjoy the breezes off Orient Harbor.

845 Orchard Street, Orient

$2,350,000

3 Beds ⋅ 4 Baths ⋅ 1056455 MLS

Set on a spacious, shy acre with open field views, this renovated cedar-shingled farmhouse pairs classic North Fork character with a comprehensive renovation and addition. An expansive wrap-around porch drenched in light and enveloped in beautiful mature hydrangeas gives the home an inviting presence, while the pool and surrounding grounds make the most of its peaceful Orient setting. Inside, the three-bedroom, three-bath home features an open, light-filled floor plan designed for easy living and entertaining. Multiple sets of doors open directly to the deck and porch, creating a natural connection between the interior spaces, outdoor seating areas, pool, and landscape beyond. A bonus loft and finished lower level add valuable flexibility for guests, recreation, or work-from-home space. The property offers a comfortable sense of space, privacy, and connection to its surroundings in one of Orient’s most desirable pastoral locations.

860 Hillcrest Drive, Orient

$1,595,000

4 Beds ⋅ 4 Baths ⋅ 1051631 MLS

Set on a private .98-acre lot at the end of a cul-de-sac, this spacious 4-bedroom, 3.5-bath traditional home, built in 2003, offers approximately 2,900 sq. ft. of comfortable living space. The inviting interior features hardwood floors, an eat-in kitchen with Sub-Zero refrigerator, Wolf range, soapstone countertops, kitchen island and pantry, formal dining room, living room with wood-burning fireplace, mudroom, home office, and first-floor bedroom with nearby half bath. Upstairs, enjoy a family room with fireplace, luxurious primary en suite with Jacuzzi tub and separate shower, two guest bedrooms and additional guest bath. Outside, a fenced rear yard features a heated in-ground pool and bluestone paver patio—perfect for entertaining and summer enjoyment. Additional amenities include a one-car attached garage, whole-house water filtration system, home security system, and deeded beach rights. A wonderful opportunity to enjoy the Orient lifestyle in a beautiful private setting.

775 Mulford Court, Orient

$1,200,000

2 Beds ⋅ 2 Baths ⋅ 1052203 MLS

A beautifully preserved 19th-century Victorian home set in the heart of Orient Village. The large screened three-season porch opens onto a picturesque rear garden, perfect for entertaining. A detached garage, recently renovated with heat, A/C, and EV charging — currently an art studio, but fully functional as a garage with intact new garage doors. The first-floor features custom cabinetry, a formal dining room, original radiators, a powder room, and the screened porch. Upstairs are two bedrooms and a full bath. Both the front and rear gardens have been professionally landscaped. Just steps from the post office, Country Store, yacht club, marina, and bay and sound beaches.

1405 Village Lane, Orient

$1,189,000

4 Beds ⋅ 4 Baths ⋅ 1051989 MLS

Welcome to this wonderful circa 1890s 2-family farmhouse in the beautiful hamlet of Orient! Pristine and updated with the antique feel of yesteryear! The main home has 4 bedrooms 2.5 baths with wide planked wood floors and original moldings. The eat-in wainscot kitchen with new appliances has plenty of cabinetry and counter space. The formal dining room and spacious living room with fireplace easily open to the covered wrap around front porch overlooking flowering gardens and the lush grassy yard- a perfect retreat for entertaining, or sipping your morning coffee or tea. An ensuite bedroom on the 1st level, plus 2 bedrooms, an office/den and hallway bath upstairs. The 3rd level full attic has plenty of room for storage and possible future expansion. The attached 1-bedroom apartment features its own private entrance with a delightful screened-in porch, an open living, dining and kitchen space, and an ensuite bedroom. The beautiful side yard has room for vegetable and flower gardens, and there is a small shed for garden tools in the backyard. Come experience the peaceful North Fork life in this quintessential farmhouse. You will be just a few blocks from the historic village of Orient and town beaches. Savor the unspoiled beauty and nature in Orient. This home is move-in ready, and awaits your special touch!

25105 Main Road N, Orient

$2,250,000

3 Beds ⋅ 2 Baths ⋅ 1035595 MLS

Located in the heart of Orient Village, across the street from the Yacht Club and near all Village amenities, this fully updated nineteenth-century home features a wrap-around front porch, original hardwood floors, three bedrooms, first & second floor full baths, and a large eat-in kitchen with original pantry. The home has a front and rear staircase and a glass pocket door between the living room and formal dining room. A pathway leads through the rear garden to a two-story accessory structure of approximately 1,714 square feet, currently used as an artist's studio and art storage. The grounds are professionally landscaped with mature plantings, a dining patio, and multiple seating areas. Rarely does a property this unique come to market in Orient Village, the crown jewel of the North Fork.

1945 Village Lane, Orient

$950,000

2 Beds ⋅ 2 Baths ⋅ 1035706 MLS

Orient By The Sea —North Fork living at Its Best- Located in the sought-after Orient By-The-Sea community, this charming two-bedroom, two-bath expanded ranch offers the ease of one-level living on a private, level, shy-acre property. With a deeded association beach and park just around the corner, this is a wonderful opportunity for both year-round and vacation living. The spacious, light-filled great room is the center of the home, with doors opening to an expansive patio with a retractable electric awning. Designed for outdoor living and entertaining, this inviting space overlooks the landscaped, park-like grounds and offers ample room for a swimming pool. The interior features two bedrooms and two full baths, including one with a generously sized walk-in shower. Additional living spaces include a welcoming dining room, comfortable living room, updated kitchen with a breakfast nook, and convenient laundry access. The home’s easy layout and abundance of natural light create a warm and inviting atmosphere throughout. The 1-car garage offers space for storage or future expansion. Enjoy all that Orient and the North Fork have to offer, with the Cross Sound Ferry, Orient State Park, and Duryea’s Restaurant just minutes away. The beautifully maintained association sound beach is a neighborhood treasure, featuring a stone path and picnic area, perfect for relaxing by the water, gathering with friends and family, and enjoying spectacular North Fork sunsets. A special opportunity to live, relax, and enjoy the North Fork lifestyle in one of Orient’s most desirable communities.

395 Uhl Lane, Orient

$1,699,999

4 Beds ⋅ 3 Baths ⋅ 1029031 MLS

Steeped in the history of Orient, this exceptional Craftsman-style residence occupies a remarkable setting along historic Main Road, once known as King’s Highway, directly across from the entrance to Orient Beach State Park. Originally purchased by a member of the pioneering Latham farming family, the home was thoughtfully expanded in the 1920s with the addition of its signature wide front porch and interior improvements. In 1938, the family donated the land across the street that would become the entrance to today’s Orient Beach State Park, forever connecting this property to one of the North Fork’s most treasured destinations. Architecturally, the home showcases timeless Craftsman character with distinctive three part windows across the front facade, each crowned with elegant lozenge paned transoms. The welcoming front entrance, framed by classic sidelights, opens to interiors where original woodwork, period doors, and handcrafted details remain beautifully intact. Modern updates to the large country kitchen, bathrooms, natural gas heating, and central air provide today’s comforts while preserving the home’s historic integrity. The property’s story extends beyond the main residence. A historic building from the famed Orient Point Inn, a resort established in 1672, was relocated to the backyard in the early twentieth century. Once serving as the inn’s men’s rooms and kitchen building, it now anchors the grounds as a fascinating reminder of Orient’s maritime heritage. Life here is defined by both history and location. Relax on the expansive front porch where seasonal water views, cool coastal breezes, and the distant sound of ferry horns create an unmistakable North Fork atmosphere. The original wood-burning fireplace, gracious front and rear staircases, and oversized country kitchen invite gatherings both large and small. Protected open space bordering one side of the property, paired with a classic neighboring farmhouse and historic barn on the other, preserves the peaceful character that has defined Orient for generations. Just moments away are Orient Beach State Park, Duryea’s Marina and Restaurant, the Cross Sound Ferry, and Orient Point County Park with its iconic lighthouse. Whether exploring by bicycle, spending the day on the beach, or simply enjoying the quiet rhythm of this waterfront community with some of the best fishing off of Plum Gut, every day feels connected to the rich history and natural beauty that make Orient one of Long Island’s most treasured destinations. This is more than a historic home. It is an opportunity to become the next steward of a property that has helped shape the story of Orient for generations

40495 Main Road, Orient

$8,400,000

6 Beds ⋅ 7 Baths ⋅ 964447 MLS

Rare opportunity to own a uniquely private 7.49-acre bay front estate in Orient Village. This exceptional waterfront property features a spacious 5700 sq ft main residence with 6 bedrooms, 7 baths, three wood burning fireplaces, three bay garage, expansive front and rear covered porches and panoramic bay views. The 20 x 44 heated pool is complemented with a 860 sq ft pool house featuring open common area, kitchenette, full bath, laundry, two changing rooms, outdoor shower, & porch – creating an ideal setting for entertaining and summer living. A fully fenced clay 60 x 120 ft tennis court is expertly sited, so sun glare is never an issue. The property offers an additional free-standing two-bay garage with second floor bonus space providing flexible options for recreation, boat/bike storage or studio space. The 195 ft wide private walkout bay beach offers sweeping Harbor views of Long Beach State Park, Bug Light House and Orient Yacht Club. The property is ideally located within walking or biking distance to the Village of Orient, Orient Yacht Club, local marinas, Post Office, the Country Store, Oysterponds Historical Society and all village amenities.

1600 King Street, Orient

$6,000,000

3 Beds ⋅ 3 Baths ⋅ 1015950 MLS

Set on 9.1 remarkably private acres in one of Orient's most scenic and protected landscapes, this distinctive residence offers a rare combination of architectural character, beautifully developed grounds, and sweeping pastoral views across meadows, Hallock Bay, and Gardiners Bay beyond. Originally part of the historic Hallock farm, the property has been thoughtfully cultivated over decades. Specimen trees, extensive landscaping, and a pond create a setting that feels both intentional and deeply connected to the surrounding natural environment. The elevated position captures expansive vistas while preserving a remarkable sense of privacy. The cedar-clad home was designed to maximize natural light and take full advantage of its extraordinary surroundings. Floor-to-ceiling windows frame the landscape, while more than 1,000 square feet of porches and decking create a seamless relationship between indoor and outdoor living. Classical proportions are balanced by a contemporary coastal sensibility, resulting in a residence that feels timeless, comfortable, and distinctly North Fork. Outdoor amenities are equally compelling. A large gunite pool is set within a bluestone surround and complemented by a brick patio and pergola-covered terrace. The accessory building immediately adjacent incorporates a pool house, substantial loft space, and a two-car garage, providing flexibility for storage, recreation, or studio use. Located within the coveted Narrow River corridor, the property offers easy access to quiet beaches, exceptional wildlife viewing, and the marina, while remaining moments from Orient Village. Properties of this scale and setting rarely come to market, particularly in a location where protected landscapes and enduring views define long-term value.

4725 Orchard Street, Orient

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.