Orient Real Estate

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Newest Listings in Orient

$1,395,000

3 Beds ⋅ 3 Baths ⋅ 1036264 MLS

Orient-by-the-Sea - Exceptional North Fork Living-Located within the sought-after soundfront community of Orient-by-the-Sea, this meticulously maintained Nantucket-style farmhouse offers the ideal blend of comfort, privacy, and charm. Residents enjoy access to a deeded association beach and park, complete with a stone path and picnic area just around the corner. A covered mahogany wraparound porch welcomes you into a bright, open interior filled with natural light. Gleaming wood floors enhance the living room with gas fireplace, while the dining room opens to a spacious 465-square-foot deck - perfect for outdoor dining and entertaining. The inviting kitchen features stainless steel appliances and a delightful breakfast nook. The first-floor primary suite offers direct porch access and a generous private bathroom with a walk-in shower and soaking tub. A laundry room and powder room complete the main level. A separate staircase leads to a spacious great room, ideal for gathering with family and friends, working from home, or creating a flexible recreation space. Upstairs are two comfortable guest bedrooms and a full bathroom. Additional feature includes an attached two-car garage. The full basement adds to the storage space and allows for potential future expansion of the living space. Set on nearly an acre, the level property offers a serene landscape with sweeping lawn, mature specimen plantings, abundant privacy, and ample room for a swimming pool. The Cross Sound Ferry, Orient Beach State Park, and Duryea's Orient Point are all nearby. A rare opportunity to enjoy year-round or seasonal living in one of Orient's most coveted North Fork communities.

870 Parkview 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

$949,000

2 Beds ⋅ 2 Baths ⋅ 1029495 MLS

Located in the sought-after Orient by the Sea community, this charming ranch is just .3 miles from the Association Sound Beach. The .437-acre property includes a spacious fenced backyard with mature specimen trees and three sheds. Interior highlights include an exposed-beam living room ceiling, solid hardwood doors and cabinets, oak and tile floors, a wood-burning stove, and an updated kitchen. Enjoy one floor living in this well-built home.

700 Plum Island Lane, 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

$2,100,000

1019090 MLS

Build your North Fork Sanctuary on the Sound. This is your opportunity to bypass years of time in the application process. Trustees approval already in place allowing a magnificent 2 story Custom Built home with expansive decks and outdoor spaces and a waterside pool overlooking the Sound. A low bluff with just enough elevation and natural steps to the beach located in a cove allows protection and privacy. Just imagine yourself enjoying the quiet days taking in this spectacular view in the home you have always envisioned escaping to on the North Fork. Floor Plans and Site plan available. Contact Agent

75 Pettys Drive, Orient

$4,250,000

4 Beds ⋅ 5 Baths ⋅ 1007919 MLS

Orient, North Fork - For buyers ready to trade city noise for salt air, open sky, and space to truly exhale, 1640 Grand View Drive in Orient offers the kind of North Fork escape that feels both elevated and completely livable. Set above the shoreline with sweeping, cinematic views over Long Island Sound, this Nantucket-inspired coastal estate combines privacy, scale, craftsmanship, and direct waterfront beauty in one rare offering. With approximately 130 feet of private beach and more than 5,000 square feet of upscale, finely crafted living space, the home is designed around what city life often lacks: light, quiet, room to gather, room to work, and a constant connection to nature. From nearly every principal living area, the setting frames wide-open views of water, sky, and shoreline, creating an everyday backdrop that feels more like a retreat than a residence. A spacious covered porch entry opens to a gracious foyer and sets the tone for the home’s relaxed coastal character. The dramatic living room, with soaring vaulted ceilings, clerestory windows, and expansive Sound views, is made for both slow weekends and effortless entertaining. It is the kind of room that can host a holiday dinner, a laid-back summer gathering, or a quiet night in with multiple fireplaces, a record playing, and the water just beyond the glass. The large dining room offers an elegant setting for dinners with friends and family, while the immaculate kitchen with breakfast area overlooks the lush landscape of this private coastal retreat. The open-plan family room, complete with a gas fireplace, flows naturally to the waterside terrace, blurring the line between indoors and out. Morning coffee, golden-hour cocktails, long summer lunches, and late-night conversations all find their place here, with the Sound as the view. The main level includes a thoughtfully designed owner’s suite with fireplace, sunroom/sitting room, and serene private spaces that make the most of the home’s waterfront orientation. A dedicated home office with private en suite bath adds the flexibility modern buyers want, whether used as a true work-from-home setup, creative studio, guest suite, or potentially a fifth bedroom. Upstairs, the home continues to offer room for everyone and everything: a large sitting room, billiard/family room, sewing or craft room, junior owner’s suite with full bath, and two additional bedrooms connected by a Jack-and-Jill bath. The layout is ideal for hosting weekend guests, extended family, or friends escaping the city for beach days, dinners outside, and slower mornings. Immaculate and exceptionally well-maintained, the estate includes a wine cellar, full-house generator, outdoor shower, and many quality details throughout. The grounds also offer room for a potential waterside pool (permits required), adding the possibility of creating a full resort-style experience at home. For city-area buyers looking for a more grounded way to live without sacrificing style, comfort, or design, 1640 Grand View Drive offers a rare balance: sophisticated coastal architecture, true privacy, direct beach access, and the natural beauty of the North Fork. It is a place to host, recharge, work remotely, spend summers, or simply step into a quieter rhythm of life.

1640 Grandview Drive, Orient

$995,000

1006014 MLS

Beautiful .6 acre, waterview building lot on Willow Terrace in Orient. Deeded bay beach a few doors down. Walking distance to Orient village and Yacht Club. Close to sound beaches and North Fork amenities. Design plans in place for a 4 bed, 4.5 bath cedar shingled home. Septic design complete and Health Department permits in process.

1115 Willow Terrace Lane, Orient

$699,000

998459 MLS

Level .919-acre lot in Hillcrest Estates, Orient, NY. Beautiful site with electric and natural gas in the street. Close to Orient State Park, Orient Village, Truman’s Beach, Sound and Bay Beaches. A short drive to Greenport Village for shopping and restaurants.

405 Hillcrest Drive, Orient

$1,625,000

4 Beds ⋅ 3 Baths ⋅ 999463 MLS

Orient Village- located on a quiet street in the coveted coastal village of Orient, this beautifully maintained 4-bedroom, 2.5-bath home borders preserved land, offering exceptional privacy and a serene natural setting. A welcoming wide front porch sets the tone before entering the foyer, which opens to a spacious living room with a wood-burning fireplace. The home features a large eat-in kitchen, formal dining room, and a sun-filled sunroom overlooking the backyard and gardens. In addition, the first floor includes a generously sized primary bedroom, an additional guest bedroom, and a full bath, providing convenient main-level living. Upstairs, a large loft area offers flexible space for a home office or family room, along with two additional guest bedrooms, a guest bath, and a bonus room ready for your creative expansion ideas. Additional highlights include gleaming wood floors throughout, a large unfinished basement with abundant storage space, and a two-car garage. Ideally located just moments from the Orient Yacht Club, all village amenities, beaches, and the Jitney, this special property presents a rare opportunity to enjoy relaxed North Fork living in one of the area’s most sought-after communities. This is the very special home you have been waiting for.

1060 Navy Street, Orient

$1,395,000

4 Beds ⋅ 2 Baths ⋅ 995799 MLS

Wake up to the sound of gentle waves and breathtaking sunrises over Gardiner Bay in this charming four-bedroom, two bath coastal retreat. Nestled in the heart of Orient, this home blends classic North Fork charm with modern comforts. Step inside to find a bright, airy interior with open-concept living spaces, hardwood floors, and windows that capture stunning water views. The spacious kitchen offers ample counter space and flows seamlessly into the dining and living room areas, perfect for entertaining. Outside, enjoy a private porch overlooking the bay and a short stroll to a private sandy beach and Orient’s quaint village. Whether as a year-round residence, weekend escape or investment property, this gem offers the best of the North Fork.

295 Willow Terrace Lane, 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.

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