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.
Designed by celebrated architect Richard Gluckman, this contemporary waterfront residence sits along one of Orient’s most coveted stretches of coastline in the enclave of Browns Hills. Perfectly positioned for privacy on a generous 1.25-acre lot, the land’s natural elevation affords sweeping Long Island Sound views from nearly every room. A great room with soaring ceilings and a wood-burning fireplace anchors the main level, flowing seamlessly into the kitchen and adjacent dining area—ideal for entertaining. The eastern wing features an en-suite bedroom, well-positioned as a quiet respite for guests. Upstairs, the primary suite includes an en-suite bath and a separate office providing additional flexible space. The expansive grounds offer ample room for a pool or future expansion and are home to a diverse array of birdlife and native plantings, enhancing the tranquility of this coastal retreat. Across the rolling lawn is access to a private beach for sunsets, swims, and picnic dinners. Ideally located minutes from Orient and Greenport Villages and the Cross Sound Ferry to New England, this is a rare opportunity to own a thoughtfully designed modern home in one of the North Fork’s most desirable settings.
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.
Orient - Hillcrest Estates - Overlooking 16 acres of picturesque vineyard, this contemporary home offers a rare blend of natural beauty and modern potential. Surrounded by lush, mature landscaping, the property features an in-ground pool with vineyard views stretching to the east—an idyllic setting for relaxation and entertaining. Step inside to a dramatic Great Room with soaring ceilings, setting the stage for a bright and airy living space. The flowing layout includes an eat-in kitchen, a formal dining room, guest bedroom or office, laundry room and endless opportunities for personalization to make it your own. Upstairs, the second level features two inviting guest bedrooms with a shared full bath, while the spacious primary suite boasts vaulted ceilings, elevated vineyard views, and a generous en-suite bath. Beyond the home, experience the best of North Fork living with exclusive access to Truman Beach, charming local farms, world-class fishing, and renowned farm-to-table dining. Don’t miss this incredible chance to create your dream retreat in the heart of wine country!
Prime .21-acre corner location at the intersection of Main Road and Oyster Ponds Lane, just steps from the charm and amenities of Historic Orient Village. Zoned General Business, this high-visibility property offers exceptional flexibility for both commercial and residential use under current code. Currently home to “The Candyman”—a beloved, third-generation family-owned candy, food production, and retail store totaling 2,695 sq ft—this turn-key operation presents a rare opportunity to step into a nearly world-famous brand with an established customer base and rich local history. Perfect for entrepreneurs seeking to expand their portfolio or launch their first business. Beyond its current use, permitted options include retail stores, wholesale businesses, two-family dwellings, wine-related ventures, and small-scale baking or food processing operations. With its unmatched location, flexible zoning, and deep-rooted community presence, this Orient landmark is an investment opportunity that blends history, charm, and endless potential.
Set on just under a quarter acre, this unique property is zoned General Business, providing one of the most versatile ownership opportunities in the area—permitting both commercial and residential uses under current code. Presently improved with a small office building, the property’s location is unbeatable: a short stroll to Orient Village, the Hampton Jitney stop, and pristine public beaches. The possibilities here are nearly limitless. Ideal for an architect’s satellite office, boutique retail space, or real estate agency, the zoning also allows for retail stores, wholesale business, two-family dwellings, wine-related ventures, and even small-scale baking or food processing operations. Whether you envision a charming live/work space, an income-producing mixed-use investment, or the perfect headquarters for your business, this Orient property delivers rare flexibility, prime visibility, and timeless North Fork charm
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 sunning water views. The spacious kitchen offers ample counter space and flows seamlessly into the dinning and living room areas- perfect for entertaining. Outside, enjoy a private porch over looking 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.
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 work force housing opportunities on the 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!
At the end of a secluded, private one-mile road, where the land meets the Long Island Sound, this newly renovated modern beach house offers breathtaking views, refined design, and total privacy. Set on two-thirds of an acre and surrounded by two 30 acre privately owned parcels of land, one of which is entirely vacant, the home features over 100 feet of private beachfront with a naturally sloped path leading to the shore. Every inch of this residence is bathed in natural light and designed to celebrate its stunning surroundings—from the expansive great room with white oak flooring and gas fireplace to the vaulted dining area and sleek kitchen with a gas stove and integrated workspace. The primary suite includes a spa-inspired bath with a sauna, shower, and bidet, while the additional first floor bedroom has an en-suite bathroom with a second floor bedroom as well. There is a full fitness center in a finished basement with heat and central air conditioning with walk out stairs to the pool area. All new Pella black-framed windows perfectly frame the Sound, with nearly every room offering unobstructed water views. Outside, lush landscaping and vibrant hydrangeas surround a 50’ x 8’ heated saltwater gunite pool with an automatic cover and stone patio, creating a peaceful outdoor retreat ideal for both entertaining and everyday living. The white board and batten siding, matte black metal roof, and detached one-car garage complete the clean, modern aesthetic. With porcelain tile sunroom floors, low taxes, and deeded road rights with private gate, this is a rare opportunity to own a fully renovated waterfront home with unrivaled serenity, where the sunsets, sea breeze, and silence feel like your own private oasis.
Village Lane charmer located a short walk to the bay and all village amenities. Gourmet kitchen, open common space, wonderfully bright and airy. Second floor master suite with window seat, bedroom, bath, sitting room, and rear balcony. Large accessory 2-story studio. Brick patio/garden connecting house and studio for outdoor dining and entertaining.
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.
Nestled on 2.84 acres of picturesque land, this stunning 1867 farmhouse offers the perfect blend of historic charm. With 7 spacious bedrooms and 3 full baths, this expansive home provides ample room for a growing family or anyone seeking a peaceful retreat. Step inside to discover original details like hardwood floors, high ceilings, and charming built-ins that evoke the farmhouse's rich history. The heart of the home features a cozy living room, formal dining area, and a large kitchen that's ready for your personal touch. The standout feature of this property is the former schoolhouse, beautifully converted into a light-filled art studio. Whether you're an artist looking for the perfect creative space or someone in need of a private office, this versatile building adds endless possibilities. Outside, you'll enjoy the serene beauty of the surrounding property, with plenty of room for gardens, outdoor entertaining, or simply unwinding in nature. While the home offers privacy and space, the nearby community beaches provide a perfect spot for swimming, picnicking, or simply enjoying the waterfront lifestyle. This one-of-a-kind home offers an incredible opportunity to own a piece of history while enjoying modern comforts and endless potential. Don't miss out on the chance to make this farmhouse your own! Being Sold As is.
STUNNING ORIENT WATERFRONT PROPERTY WITH CHARMING CAPE HOME – TWO LOTS BEING SOLD TOGETHER. This unique property offers two parcels of land, blending the serene beauty of Orient with the comforts of a Classic Cape-style home. The 1.75-acre waterfront lot, features access to a shared gazebo on a tranquil creek that leads out over the meadow to your own private beach, and has stunning views of Orient Harbor. This scenic setting offers peace and privacy, making it a perfect retreat. Across the street sits a charming 1940s Cape-style home with panoramic Waterview’s. The first floor features a large living room with a wood burning fireplace, perfect for relaxing, formal dining room, a delightful three-season room with picturesque views, spacious kitchen with ample counterspace, a first-floor bedroom and full bath for added convenience. Upstairs, you will find three more bedrooms, each offering ample space and natural light and Waterview’s, along with a full bath. Hardwood floors throughout the home add to the charm and character. This property offers a rare combination of waterfront living, charming history, making it an ideal escape or family home. Additional information: Location Features:Protected Wetland,Separate Hotwater Heater:Y
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.