Orient NY Real Estate & Homes for Sale

Orient, The Hill. Perched high on a hill above the Long Island Sound, is this exceptional offering in the coveted "The Hill" historic estate enclave. Authentic, classic, grand. Architectural details include 5 fireplaces, 16/1 windows, front entry door with sidelight panes. Beautiful landscape, hardscape, paths and plantings adorn this rolling 1.3 acre property. Swimming pool. 6 bedrooms 4.5 baths. Generous size rooms and waterside screened porch. Stunning sunsets. Owned by the same family for 65 years. The next one could be yours. A truly special Orient property. The possibilities are endless. Set above the stretch where the Sound meets the Bay, it doesn't get any more North Fork than this!

Expansive water views from nearly every room in this charming Orient Harbor Cape. The elevated and beautifully landscaped half-acre parcel features a 3-bedroom, 2.5-bath home with an attached garage and ample room for a pool. The adjacent 2-acre parcel has beachfront on Orient Harbor plus a creekside gazebo shared with the neighboring property. The home features a large first-floor primary suite, living room with wood-burning fireplace, large kitchen overlooking back patio and backyard, waterside sun room and dining room, full basement, and water views of Peconic Bay. Perfectly situated with south and southwest exposure for stunning sunsets and ample natural light. A stone's throw from Village Lane, Latham's farmstand, and multiple beaches. A short drive to Greenport Village, Orient State Park, and the Cross Sound Ferry.

Charming and inviting property in the Orient By The Sea beach community. Desirable half-acre corner lot property. Three bedroom, one and a half bath Colonial with two car garage. This home boasts a welcoming living room with a wood-burning fireplace, adjacent to a cozy sitting room with a wood-burning stove. Large eat-in kitchen with barstool countertop. The dining area has sliding glass doors that lead to a backyard oasis, which includes an awning-covered deck, a 20x40 in-ground saltwater pool with patio surround, and an outdoor shower. Also full basement with tons of potential! The private community beach is a short distance from the home! Located close to the Cross Sound Ferry, Orient State Park, and 10 mins to the heart of Greenport Village. Nature and serenity abound with nearby hiking trails, glorious beaches, and breathtaking sunsets.

A rare opportunity to acquire one of Orient's oldest operating farms, held in the Terry family since 1730. The farmhouse was built by Marcus Terry in 1850 and operated as the Orient Point Post office until 1913. A large barn with loading dock and original outbuildings complete the offering. Development rights for 14.4 acres have been sold, with development rights intact for an additional 5 acres. There are sound beach rights.

Welcome to this modern and spacious 4-bedroom, 2.5-bathroom home in Orient, NY. This residence spans 2400 square feet and sits on a generous 41818 square foot lot, offering a perfect blend of comfort and style. The kitchen seamlessly connects to the formal living area and extends to the spacious family room, both adorned with inviting fireplaces. This home offers the perfect combination of privacy and accessibility. Whether you're looking to unwind by the fireplace, take a dip in the salt water pool, or enjoy the exclusive access to the private beach, this home is designed to accommodate it all. Don't miss the chance to make this stunning property your own. Call today to schedule a viewing!

The Terry Mulford House, one of the oldest houses on Long Island, is spacious and grand on 5.8 private acres. The original Saltbox house was built around 1715 and stands today in its original (beautifully preserved) condition - with no heat, running water or electricity. Another wing was added in the 18th C and another wing added in the 19th C. - all are now connected. The additions have been fully updated with a new kitchen and baths, heat and AC split system. In the 2 newest wings there are a total of 5 bedrooms, 4 renovated full baths, a new kitchen, a 2-story ballroom, a wrap-around front porch & rear courtyard. The property is a short trip to Orient and Greenport Village, Orient State Park, marinas, sound and bay beaches. The property abuts 16 acres of town open space.

One of a kind, Orient Village dream home! This converted Firehouse boasts over 4000sf, 4 bedrooms, 4 full bathrooms, an open concept living space on both floors, 12ft ceilings, and unique features you won't find anywhere else. Conveniently located in the Village with close proximity to the beach. The primary bedroom has an ensuite bathroom and a private screened-in porch. The kitchen was recently updated with Viking appliances, high ceilings with exposed beams, and access to the sun deck. In addition to the updated kitchen, other updates include new electrical, updated central air, new gutters, and new dry wells. There is also a legal second kitchen great for prepping food. This home is truly an entertainer's or artist's paradise with easy-to-manage outdoor space. Outdoor Shower. Located on one of the most desirable and charming streets in Orient Village.

Orient, North Fork - Nantucket inspired waterfront estate with 130' private beach. Featuring over 5,000 sf of upscale living space, this home takes advantage of the hilltop setting & encompasses sweeping views over the LI Sound. Luxury is apparent: spacious covered porch entry leads to foyer, LR w/clerestory windows overlooking the water & vaulted ceilings, large dining room, immaculate kitchen w/breakfast area overlooks the lush landscape of this coastal retreat. Open plan family room w/gas fireplace leads to waterside terrace, primary floor owner's suite w/fireplace, sunroom/sitting room & a home office w/private en suite bath (or 5th bedroom). Upstairs is found a large sitting room, billiard/family room, sewing/craft room, junior owner's suite w/full bath, plus an additional 2 bedrooms w/'Jack & Jill' bath. Immaculate and well-maintained, this 'estate' also features a wine cellar, full house generator, outdoor shower & other quality details not to be missed. Room for a waterside pool. No flood insurance needed. North Fork living at its BEST!

Nestled atop a gently sloping hillside in the quaint hamlet of Orient, this modern yet timeless residence offers a serene retreat. Featuring panoramic vistas of the lush Southern tree canopy and the sweeping Great Peconic Bay, Narrow River, and South Fork, this property is a secluded oasis for those seeking unparalleled privacy on its sprawling 3-acre grounds. The outdoor amenities include a tennis court, a luxurious gunite pool, multiple decks, and a patio with a striking stone fireplace perfect for outdoor gatherings. Inside, the home exudes a harmonious blend of contemporary design and historical charm, seamlessly integrating additions to the original structure. The primary bedroom, positioned at the highest point of the house, boasts breathtaking views and lofty sunlit ceilings, complemented by an en-suite bathroom. The expansive 5000+ sqft interior offers a well-thought-out layout, featuring a home gym, a climate-controlled art storage room, an indoor spa with a hot tub and sauna, two interior wood-burning fireplaces, and custom built-in shelving that adds a touch of sophistication throughout the space.

Low Low Taxes - Location Location - Move into this charming home built in 1850 with extensions along the way in Orient's Historic District. Sit on the porch and take in the water views from both sides of the home. Master on main level and two bedrooms upstairs. The spectacular view can be taken in everywhere. Hardwood floors, natural gas, two full baths. Detached large garage with upper area for storage or more. Needs TLC AS- IS sale. Don't miss this opportunity. Peconic Bay tax are paid by buyer. 2.5 %

180 Degree BREATHTAKING WATER VIEWS & SUNSETS. Imagine waking up to breathtaking panoramic views of the Long Island Sound -moments from the Sound View Beach. Or...lounging on your roof deck enjoying the sounds of the water and the incredible water views.... or even enjoying the fireworks display on the Fourth of July. This isn't just a house, it's a lifestyle. This ULTIMATE WATERSIDE home offers over 5800 SF of space, spread throughout multiple levels of luxurious sundrenched rooms, from a finished lower level to a 4th floor roof-top deck. The 5 EnSuite bedrooms with spacious closets provide a tranquil retreat after a day of enjoying the coastal lifestyle. Not to mention the wrap around decks where you can catch sunsets year-round. This luxurious PARADISE features many amenities including a SPARKLING POOL for refreshing dips on a hot summer day. And for those who love spending time on the water, in addition to the 3-car attached garage, there's the 1.5 car detached garage, providing additional room for your boats complete with a huge storage area on top for your gear. This exceptional property boasts low taxes and a convenient rental permit, allowing you to explore income generating possibilities, or welcome loved ones for extended stays.

Landmark Historic Farmhouse At Orient Point, Which Was Owned by Latham/Edwin King. Water Views, Large Covered Front Porch, Craftsman Style Living Room With Fireplace, Formal Dining Room, Kitchen. Huge Barn At Rear, Which Was Part Of The First Inn in Orient. Set On Over An Acre. The Barn Could Potentially Be A Legal Accessory Apartment. Two 3 Car Garages. Beach Rights. Located At The Source Of Orient's Beautiful Waterways. This Is A Must See! Don't Delay, Take Action Today!

Unique Orient property, 2 lots being sold together. One lot is 1.75 acres waterfront with shared gazebo on the creek out to meadow, Orient Harbor, and private beach. Across the street is a Charming Cape with Plenty of Waterview's originally built in the 1940's, in 2002 a 2nd floor addition, kitchen, and bath renovation was done. The home features are; living room with a wood burning fireplace, formal dining room, ground floor bedroom, full bath, large kitchen, and a three-season room. On the second-floor there are 3three bedrooms, and full bath, hardwood floors throughout the house.

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.

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!

Meticulously restored 1850 Farmhouse on a spacious .72-acre lot with beautiful front and side wrap around porch. The original house includes a foyer that leads into a living room with a wood burning fireplace, formal dining room, ground floor bedroom, and full bath. The second-floor features 2 bedrooms, an office, and a full bath. The house has original wide board floors throughout, original moldings, and doors and walk-up attic. There is a 2-story apartment with sitting room/kitchen, screened back porch, 2nd floor bedroom, full bath, and office alcove. Main house and apartment share a mudroom/laundry room. Property includes 3 zone CAC, ample parking, mature specimen trees, front and side hedges.