Courtesy: Daniel Gale Sothebys Intl Rlty
631-734-5439
Orient – Set high above the Long Island Sound in the storied enclave known as The Hill, this rare offering captures the essence of classic Orient living. Authentic, timeless, and grand in scale, the home showcases architectural details including five fireplaces, elegant 16-over-1 windows, and a front entry framed by original sidelights. The 1.3-acre grounds unfold across rolling terrain with mature landscaping, stonework, and meandering garden paths. A sparkling swimming pool sits tucked into the landscape, creating a private retreat. Inside, generous rooms and a waterside screened porch invite gatherings large and small, all set against the backdrop of unforgettable sunsets. The home offers space, character, and endless potential. Cherished by the same family for 65 years, it now awaits its next steward. Properties of this caliber and in this location are exceedingly rare. It doesn’t get more quintessentially North Fork than this. A truly special Orient opportunity.
Courtesy: Signature Premier Properties
631-765-6000
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.
Courtesy: Century 21 Albertson Realty
631-765-3800
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.
Courtesy: Douglas Elliman Real Estate
631-354-8100
Introducing 1680 Lands End Road in Orient; a private gated sensational home set on .93 acres of pristine grounds with sweeping panoramic views of both the Bay and the Sound. This luxurious home exemplifies elegance, craftsmanship, and a thoughtful open design throughout. The first level foyer welcomes you to a generous great room with a fireplace, two spacious bedrooms, two bathrooms, a dedicated laundry room, and a back deck overlooking the backyard gardens and water. The second level features an exceptional chef’s kitchen with Viking Professional appliances and Venetian gold marble floors which opens to the formal dining and living room- where water views provide a stunning backdrop. Each space graciously flows together with a two-sided fireplace creating a perfect setting for entertaining on both intimate and grand scales. There are two additional bedrooms on this floor, including a water view primary en-suite with walk-in closet and marble bathroom with bidet. The expansive 2nd floor deck offers ideal vantage points from which to relax, entertain, or simply take in the gorgeous coastal vistas. Additional details include a 900+ square foot clean basement with egress, radiant natural gas heat with 14 zones, central air conditioning, and an elevator. See the amenities list for more details. Distinctive, refined, and undeniably luxurious- with a beach down road, and the Orient State Park and Cross Sound Ferry close by- this home has it all. Welcome to your sensational North Fork retreat!
Courtesy: Douglas Elliman Real Estate
631-354-8100
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!
Courtesy: Charles Rutenberg Realty Inc
516-575-7500
Stunning Post Modern Home in Orient Point. 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. 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.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-477-0013
Well maintained private home in the beloved Green Acres beach community with sound beach at end of road. .63-acre lot that backs onto 63-acres of pastoral undeveloped preserved land. The home features oak floors throughout, 2 bedrooms, 1 full bath, 1-car garage, and shed. Full second floor bonus space and storage under roof eaves. Close to Orient Village and renowned Orient Beach State Park and Orient Ferry.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-734-5439
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.
Courtesy: Corcoran
631-765-1300
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.
Courtesy: Corcoran
631-765-1300
Behind a lush privet hedge, this expansive 102+ acre waterside property offers idyllic privacy, boundless potential, and exceptional versatility across three separate parcels. The spacious 4-bedroom, 4.5-bath main residence awaits your finishing touch - customize and craft your dream home exactly as you envision. Ample natural light, flexible open spaces, and generous proportions provide a canvas ready for refinement inside and out. A single and separate buildable 3/4 acre parcel offers a charming, 2-bedroom, 1-bath cottage offers ideal accommodations for guests, caretaker quarters, rental opportunity, investment, or expansion. This unique estate is agricultural-zoning with development rights sold land. Currently operating as a thriving privet farm, featuring 16,500 mature California Privet shrubs and an additional 8,000 seedlings - yielding opportunities for wholesale, landscaping, and horticultural expansion. Embrace the outdoors with tranquil features including a picturesque pond, a greenhouse for year-round cultivation, and extensive grounds perfect for farming, equestrian pursuits, or simply a peaceful sanctuary away from the hustle and bustle. The layout and multiple outbuildings offer versatility for hobby farming, horses, or creative pursuits. Whether you seek a working agricultural venture, a retreat, or an extraordinary setting for your next chapter, this exceedingly rare North Fork treasure presents an unparalleled opportunity in a coveted location. Could Be You!
Courtesy: Compass Greater NY LLC
631-251-8644
This modern custom-built home, spanning 4200 square feet, is a masterpiece of architectural design, meticulously crafted with thoughtful details at every turn. Situated in the serene landscape of the North Fork, this property boasts breathtaking views that will captivate and inspire. Upon entering, you're greeted by an open pavilion like great room maximizing natural light and panoramic vistas. The interior features sleek lines, high ceilings, and premium finishes, creating a contemporary yet inviting atmosphere. The kitchen is a chef's dream, equipped with state-of-the-art, energy-efficient appliances that make cooking a joy. With ample counter space, custom cabinetry, and a spacious island, it's perfect for both intimate dinners and entertaining guests. The tranquility of the North Fork surrounds this home, offering a peaceful retreat from the hustle and bustle of everyday life. Whether you're lounging on the expansive patio, taking a dip in the pool, or strolling down to the Long Island Sound, you'll find serenity and relaxation at every turn. Beyond the property's boundaries, the North Fork offers an array of attractions to explore. From stunning beaches and charming farms to world-renowned vineyards, fine dining establishments, and boutique shopping, there's something for everyone to enjoy. This architectural gem combines luxury, functionality, and natural beauty to create an unparalleled living experience. Whether you're seeking a tranquil retreat or a sophisticated entertainer's paradise, this custom-built home is sure to exceed your expectations.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-477-0013
Welcome to 150 Hillcrest Dr N, located in Hillcrest Estates. This offering is a "to be built" opportunity and the images are of another Orient property that this builder wrapped up in 2023. At this point, a very similar style home can be built on this lot or the builder can be hired to do a custom build and tailor the property to a buyer's specifications. The property is elevated, slopes gently SW and will offer sweeping farm/water-views over Orient and out to Narrow River and Long Beach Bay. More information on previous Orient projects can be provided by request or bring your plans and allow your vision for your forever home to come to life!
Orient is located in New York. Orient, New York has a population of 1,037. Orient is less family-centric than the surrounding county with 7.27% of the households containing married families with children. The county average for households married with children is 32.94%.
The median household income in Orient, New York is $78,045. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Orient is 62.3 years.
The average high temperature in July is 79.7 degrees, with an average low temperature in January of 23.2 degrees. The average rainfall is approximately 48 inches per year, with 26 inches of snow per year.
