Orient Homes with Pool

Welcome to Orient, New York – a hidden gem nestled at the eastern tip of Long Island’s North Fork, in Suffolk County. Known for its picturesque landscapes, charming waterfront views, and a rich tapestry of history, Orient is a serene escape that captures the essence of coastal living. With its quaint streets lined with historic homes, local farms, and stunning beaches, this enchanting village offers a perfect blend of tranquility and community spirit.

For those seeking a slice of paradise, Orient is home to a selection of exquisite properties featuring private pools, ideal for enjoying sun-soaked summers and refreshing dips after a day at the beach. Imagine lounging by your own poolside oasis, surrounded by lush gardens and the gentle sounds of nature. These homes with pools not only provide a luxurious retreat but also serve as perfect venues for entertaining friends and family, creating unforgettable memories under the stars.

Living in Orient means immersing yourself in a vibrant community with access to local wineries, farm-to-table dining, and pristine beaches. Whether you are exploring the scenic beauty of Orient Point State Park or indulging in a leisurely stroll along the charming waterfront, there is no shortage of activities to enjoy.

With its unique blend of coastal charm and modern amenities, Orient, NY, truly offers a lifestyle that many dream of. Discover your perfect home with a pool in this idyllic village and embrace the tranquility and beauty that awaits you in Orient. Your dream home is just a splash away!

Newest Orient Homes with Pool

$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

$2,850,000

3 Beds ⋅ 3 Baths ⋅ 972026 MLS

Nestled on a private 4-acre land, subdivided in 3 different lots (1,33 acres lot - 0,67 acres - 2 acres lot) with development rights intact, this attractive, 3 bedrooms, 3 bathrooms historic farmhouse offers the ultimate in privacy. The expansive grounds have already been subdivided into three parcels, providing endless opportunities. Built circa 1812 by one of the original Orient families, and now lovingly restored, this home masterfully combines classic elegance with modern amenities, such as striking wood beam ceilings with original pegs and hand-made nails and original pine floors, all offering a glimpse into the home’s storied past. The spacious family room with kitchen has a huge wood-burning fireplace and French doors leading out to a large bluestone patio area and the heated gunite pool, perfect for entertaining. The first level also includes a wonderful dining room, plus a parlor with a second wood-burning fireplace and also a full bathroom. The original staircase leads to the second floor and a large, bright hall off of which is the primary bedroom and bathroom. There are two additional, generously sized bedrooms and a bathroom in the new addition to the house. Set amidst mature trees and beautifully landscaped, the property is completely fenced in and lined with hedges for ultimate privacy. The large barn which sits majestically on the property was built in 1925 using reclaimed lumber from a ship which washed up nearby, and adds versatile space for a variety of uses. Located just moments from Orient Village and its surrounding beaches and farm stands, this peaceful retreat has it all, whether a full-time residence or a fabulous weekend haven. Photos may include virtual staging and/or digital enhancements. Furnishings and décor shown are for illustrative purposes only. This is a co-listing with Susan Grella and Adrienne Wender of Nest Seekers International.

35335 Main Road, Orient

$2,900,000

5 Beds ⋅ 5 Baths ⋅ L3528746 MLS

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!

150 N Hillcrest Drive, 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.