Refine Search
Sort by
$4,000,000
6 Beds ⋅ 7 Baths ⋅ 918863 MLS
This Sound Front home at the edge of a quiet Orient cul-de-sac is more than a haven-it's a destination for those who appreciate the rare union of luxury, privacy, and personality. Here, drama is found in the sweep of panoramic water views and the hush of mornings on a private deck, just upstairs from your own sandy shoreline. Step into soaring, sunlit spaces designed for living boldly: a cathedral-ceilinged great room crowned by a Niamh Barry light sculpture, six uniquely serene bedrooms, and a media lounge fit for both celebration and retreat. Two grand spiral staircases anchor the heart of the home, while an elevator ensures every level is effortless. This is a house that thinks ahead-10-foot ceilings, custom red oak flooring, radiant heat where you want it, a climate-controlled wine room, a butler's pantry for flawless entertaining, and double laundry rooms for seamless living. Outside, a 34'x13' Gunite heated infinity pool and 8'x8' spa blend into Sound views, with private stairs leading to the beach for spontaneous escapes. Security, comfort, and modern ease are ever-present with remote cameras, central vacuum, a triple-car garage, a full-house generator, and avant-garde HVAC and audio systems-leaving you free to focus on what really matters: sunrises, open water, and time well spent. For those who believe a home should never feel ordinary-this Orient retreat awaits.

2670 Grandview Drive, Orient

$2,100,000
3 Beds ⋅ 3 Baths ⋅ 997654 MLS
Set in the heart of Orient’s bucolic Browns Hills, this light-filled contemporary residence offers an exceptional blend of privacy, design, and landscape. Expansive views stretch across open pastoral fields to the bay beyond, creating a setting that feels both peaceful and uniquely North Fork. Spanning three levels, the home features a highly functional floor plan with three bedrooms and three baths, thoughtfully arranged to provide flexibility and comfortable separation of space. Large windows and multiple exposures fill the interior with natural light while framing the surrounding scenery throughout the day. Outside, beautifully developed landscaping surrounds a heated saltwater gunite pool, expansive decking, and outdoor shower, creating an ideal environment for entertaining or quiet summer living. Association access to your Sound Beach completes the offering, adding easy waterfront enjoyment to this serene Orient retreat.

255 S View Drive, Orient

$1,900,000
4 Beds ⋅ 4 Baths ⋅ 956958 MLS
Treat yourself to the astounding panoramic waterviews afforded by this feature-rich luxury home set in the most-easterly enclave on Long Island’s beautiful North Fork. From the full-length living-level deck, Long Island Sound and the Connecticut shoreline beckon to the north; east and south are striking views of Plum Island and Gardiners Bay. Passing through stone pillars and an arched privacy gate, you will first behold this handsome spectacularly built home over the length of the vast brick driveway. Designed and crafted without regard to expense, the home’s deft use of space and robust construction maximize the remarkable water views, provide gracious living spaces, and yield exceptional pride of ownership. Lavish with amenities, including three fireplaces, Viking chef’s kitchen, and a cherry-panelled elevator, it is set on tastefully landscaped grounds of nearly an acre, with ample room for a large pool and tennis. Come home soon!

1680 Lands End Road, Orient

$1,450,000
4 Beds ⋅ 4 Baths ⋅ 932673 MLS
Orient By The Sea — Sound front community with a deeded association beach and park. Two story, 4 bedroom, 3 1/2 bathroom Nantucket style residence in sought-after Orient By-The-Sea. Perfect for year-round or vacation living. Covered mahogany wrap porch welcomes you to this light, open and spacious home that is perfect for entertaining, holiday gatherings, and cozy family time. Living room, great room, formal dining room, large kitchen with informal dining area. Wooden floors, light-filled. Great room has a vaulted ceiling and floor to ceiling gas stone fireplace and hearth, huge windows and transoms. Great room opens to gracious rear covered porch with ceiling fan and skylights, providing shade and "cover" while also permitting natural light. Great room, kitchen, and porch overlook the gorgeous level rear yard. This home features two spacious primary ensuite bedrooms, one on the main level and a second primary ensuite on the second level. A laundry room and powder room complete the main floor. A balcony walkway overlooks the great room from the second floor. Primary ensuite, two additional bedrooms and a full hall bathroom with an additional bonus space with windows and skylights complete the second floor. Attached two-car garage. The level shy acre property offers a serene, private landscape of lawn, mature specimen plantings and plenty of room for a swimming pool. The Cross Sound Ferry, Orient State Park, and Duryea's Restaurant are close by. The beautiful, well-maintained association sound beach, with a stone path, picnic area, and brick barbecue is just around the corner. A very special opportunity to live and enjoy life on the North Fork, from a coveted Orient location.

815 Uhl Lane, Orient

$1,260,000
4 Beds ⋅ 2 Baths ⋅ 965468 MLS
Rare and truly spectacular, this protected water view setting is one of Orient’s most exceptional offerings. Perched atop the historic hill of the former Mount Pleasant Hotel — once a beloved East End vacation retreat — this remarkable property captures the very essence of North Fork coastal living. Set on 2.87 acres (.87 on Munn Lane combined with 2.0 acres at 20400 Main Road) stretching from Munn Lane to the shoreline of the Great Peconic Bay, the property enjoys sweeping, unobstructed water views — including Bug Light and the Orient Yacht Club — direct bay frontage, and unforgettable sunrises and sunsets that paint the sky in every season. Originally dating to the 1940s, the spacious, quintessential North Fork cape-style home offers 4 bedrooms and 2 baths with generous living space and timeless charm, plus a walk-out basement with garage providing storage, workshop space, or future finishing potential. Whether you envision restoring its classic character, thoughtfully updating and expanding to maximize the panoramic views, or creating a waterfront compound, the setting offers extraordinary flexibility and long-term value. Imagine mornings spent with coffee overlooking the bay as sailboats drift by, afternoons kayaking or paddleboarding from your own shoreline, and evenings gathered with friends for sunset dinners under open skies. With ample acreage and privacy, there is room for gardens, a pool, entertaining terraces, or simply quiet moments surrounded by coastal breezes and the soothing sound of the water. Located in the North Fork’s easternmost hamlet, Orient is cherished for its maritime heritage, preserved farmland, beaches, boating, wineries, farm stands, and ferry access to New England — a peaceful coastal escape sought by buyers seeking privacy, nature, and authenticity. Here, life moves at a different pace — where beach walks, vineyard afternoons, and sunset evenings along the shore become part of your everyday rhythm.

275 Munn Lane, Orient

$1,150,000
4 Beds ⋅ 2 Baths ⋅ 958425 MLS
You have to come back and see this house with me because it’s got that real “grandma’s classic 1940s winter weekend” energy in the best way that has been on the short list feeling. Picture this: it’s snowing outside, and we’re posted up in the big living room with the granite fireplace going. Knotty pine paneling, bookshelves built in on both sides of the hearth, and that warm glow that makes you feel settled. We’ve got Monopoly spread out on the coffee table, a huge bowl of popcorn (the legit kind made on the stove), and a record playing… then playing again… then somehow playing again because that’s what happens in houses like this. And of course there’s always that one person in our group who breaks out a slide projector, vacation slides from back in the day with the vintage clothing, the hair styles, taking in the moments. This house just fits that vibe perfectly. Then you walk into the sunroom and it changes gears: slate floors under your feet, water views straight out toward the beach, and it becomes the reading and lounging zone. Newspapers, magazines, tuna melts, tomato and rice soup. It’s basically the best relaxing room. Outside, it’s the kind of winter that makes you want to actually do stuff: we can go sledding down Munn Lane, then heading to the Causeway beach to see what the sea rolled in, perfect for seaglass collecting. That whole shoreline exploration where you come back with cold cheeks and a pocket full of little treasures. The layout is great too, wood floors through most of the house, and there’s that first-floor bedroom space (or den) with water views across the street that ties the whole country home feeling. It’s cozy, practical, and somehow still feels special. And the garage… three bays, but it doesn’t feel like “just a garage.” It feels like a workshop where projects are always in motion. The kind of place where sleds, bikes, paddleboards, clam rakes, fishing poles, beach chairs, and coolers all have a home. Here’s the kicker: it comes with two pieces of land, including the waterfront property across the street. So those water views? Protected. There’s about 50 feet of sandy beach, and the path to the water is right across the street, perfect for kayaking or paddleboarding in the summer. And sitting on the hill, the elevation is high enough that you’re not sitting stressing about flood issues. In the summer you’re up on the hill watching fireworks in Orient Village, with views from the living room, sunroom, and that main-floor bedroom/den. It’s peaceful, authentic, and it feels connected to the real local story—ice boat racing off Narrow River Road, oyster farming, clamming, fishing… all of it. This is what relaxation looks like when “country” means coastal, classic, and this is what we wanted.

20715 Main Road, Orient

$1,095,000
3 Beds ⋅ 2 Baths ⋅ 953196 MLS
Welcome to this lovely water-view ranch style home in the coveted Orient by the Sea community. A truly inviting home offering the perfect blend of coastal serenity and easy one level living. The front entrance opens to a bright living room with a wood-burning fireplace which graciously flows into the dining area. The eat-in kitchen has stainless steel appliances and connects conveniently to the mudroom and half bath. There are three sunny bedrooms- all with hardwood floors, and a full tiled hallway bathroom. The crown moulding adds a touch of classic detail on the freshly painted walls. A delightful three-season sunroom with authentic wainscoted ceilings, teak floors, and new windows is the perfect space to relax and enjoy the scenic backyard views, relax and read, or dine in style. Additional features include central air conditioning, two-car garage, full basement, and attic—offering abundant storage. This home has easy access to the community beach and park just down the road- a perfect setting for picnics and sunsets by the Sound. Also located close to Orient Beach State Park, Cross Sound Ferry, and the historic village of Orient. Oh, and you will love the low taxes! This home is a true North Fork retreat by the Sound!

350 Soundview Road, Orient

$830,000
3 Beds ⋅ 2 Baths ⋅ 988496 MLS
Welcome to this meticulously maintained Craftsman home in the heart of Orient. A home where timeless character meets modern, move-in condition. This mint condition 3 bedroom, 2 bath offers a perfect blend of classic architectural charm with bonus modern amenities. Set on a private, landscaped yard, this property offers a serene outdoor retreat. Perfect for relaxing, dining alfresco, or enjoying the peaceful surroundings. Ideally located just moments from Village Lane, pristine Bay and Sound beaches, and Orient's beloved local amenities. This home places you at the center of one of the North Fork's most desirable coastal communities. Whether you're searching fora primary residence, weekend getaway, or investment property, this exceptional Craftsman delivers on location, condition, and lifestyle.

23530 Main Road, Orient

$770,000
4 Beds ⋅ 3 Baths ⋅ 947427 MLS
Stunning North Fork Colonial in Orient Welcome to your dream home on the beautiful North Fork. Situated on a flat spacious acre with mature specimen trees provide privacy in the desirable community of Orient by the Sea. This post modern residence offers the perfect blend of luxury and comfort with 4 generous bedrooms, including a remarkable 3-room primary suite on the main floor featuring a private sitting room, this home is designed for relaxation and privacy. The great room boasts soaring ceilings and a striking stone fireplace with gleaming hardwood floors and walls of glass fill the living area with natural sunlight and warmth throughout the year. Entertain guests with ease on the wrap-around covered porch, ideal for gatherings and enjoying the tranquil surroundings. The kitchen offers classic wood cabinets, stainless steel appliances and quartz counters and backsplash. As part of a private deeded beach community, you are minutes away from the beach with your own private park area -- pristine beach, kayak launch, swimming, fishing, picnic, entertainment area and outdoor grill. Watch the sunset on the Long Island sound or visit North Fork wineries, world-class golf courses, charming towns and villages, country farm stands, fine dining, shopping and more. Conveniently located near the Orient Point Ferry, Orient Beach State Park and dining, entertainment and marina at Duryea’s Beach Club. Experience the best of coastal living in an area celebrated for its beauty and vibrant lifestyle.

175 Uhl Lane, Orient

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.