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N/A, Orient

Breathtaking Views From This 11 Acre Waterfront Parcel. With Approximately 500 Feet On The Long Island Sound. A Low Bluff Allows You To Step Out And Stroll Down To The Water. Watch The Magnificent Sound Sunsets. A Quiet And Peaceful Spot To Build Your Dream Home. In Close Proximity To The Cross Sound Ferry From Connecticut. A Short Drive To The Best Farm stands And Vineyards On The Island As Well As Delicious And Award Winning Restaurants.
Status: Active

1010 Bight Road, Orient

5 Beds, 5 Baths, 4,935 SqFt
FRAMING STARTED IN ORIENT! PRICE REDUCTION. Luxurious new build set in Pettys Bight Estates in Orient can be your dream come true. Secluded and private with beach access, this North Fork Nantucket-styled home will offer everything you could imagine with top-of-the-line finishes throughout. What better opportunity to own a brand-new construction with a luxurious feel and the opportunity to work with the builders to create your forever home on the
Status: Pending

150 Hillcrest Drive, Orient

5 Beds, 5 Baths,
Welcome to 150 Hillcrest Dr N. Opportunity knocks as purchasers have the ability to build to suit. The developer of this property are offering design plans ranging from 3500-5000 livable sqft w/ attached two car garage, chef's kitchen, open floor plan, multiple en-suite bedrooms, in-ground pool (w/options) and multiple balconies. The properties unique contour allows for sweeping country views and possible distant bay views as the property sits
Status: Active

1600 Hillcrest Drive, Orient

6 Beds, 7 Baths, 6,600 SqFt
Located In Exclusive Hillcrest Estates & In Close Proximity To Historic Orient Village, Truman Beach & Cross Sound Ferry. This Custom-Built Home Offers Sun Soaked 10' Ceilings Throughout w/ Crown Molding, Custom Built-In Shelving & Over 6000 sqft Of Living Space. Stunning Water-Views To The North Year Round & When The Leaves Drop You'll Be Able To See Across The Bay To Montauk To The South. Key Features Are Great Room w/ Chefs
Status: Active

2205 Grandview Drive, Orient

5 Beds, 5 Baths, 4,785 SqFt
20x40 Pool & Patio Now Included. Stunning Orient New Construction In Grandview Estates w/ Private Beach Access. Enter through an impressive foyer w/ high sun soaked ceilings, and transition into a stunning great room w/ floor to ceiling glass, chef's kitchen and double sided fireplace. Addt'l main level features are formal dining room with butlers pantry connecting to kitchen, 1st floor en-suite bedroom and formal living room with fireplace.
Status: Active

37900 Main Road, Orient

4 Beds, 3 Baths, 2,700 SqFt
Forever Views! Welcome to 37900 Main Rd Orient. This property abuts 17 acres of protected State Land that will forever preserve the breathtaking views of sweeping marsh lands, Orient State Park and Gardiners Bay. You will enjoy lazy summer days in this property's 16x32 in-ground pool and total privacy via the mature surroundings and placement of the home. The interior layout in outstanding with high 10' ceilings throughout the open living room,
Status: Active

28410 Main Road, Orient

Rare opportunity to live your best life on the ultimate North Fork Farmstead surrounded by NYS Preserved land with water proximity in every direction. 5 acre Parcel with Development Rights Intact to design the Country House of your dreams. Plus 29.5 acre working farmstead. This exceptional farm includes many acres of vegetables, an apple orchard, sunflower field, goats, sheep, chickens, horses and other animals as well as multiple farm
Status: Pending

22350 & 22420 Main Road, Orient

Orient Village, North Fork - NOT TO BE MISSED - two commercial properties each w/a building w/parking, side by side for a total of .42 acres (.21 each) ...Iconic location on Main Road just off of Village Lane. Zoned BUSINESS, which allows for a variety of uses including All uses in A/C zone (tasting room), retail, wholesale, warehouse, BAKING and FOOD PROCESSING, garden/nursery center, beverage distribution, residential 1& 2 family house,
Status: Active

885 Old Farm Road, Orient

3 Beds, 2 Baths,
Secluded North Fork Cape Situated On 1.27 Acres Featuring 3 Nice Size Bedrooms W/ One On The Main Level, 2 Full Bathrooms, Living / Dinning Room, Eat In Kitchen With Exiting Out To Deck to Back Yard, Unfinished Basement And A 1 Car Garage.
Status: Active

585 Orchard Street, Orient

3 Beds, 2 Baths, 1,825 SqFt
Charming mid-19th C Farmhouse in the heart of Orient Village. The interior has been recently gutted with some structural upgrades which include a new cedar shake roof. Included with the sale are plans for a 3 bedroom, 2 bath home, open common space, room for a pool. Some original wide floors on 2nd floor. Separate original accessory structure. Location is walking distance to beaches , marinas, & village amenities.
Status: Active

595 Navy Street, Orient

3 Beds, 3 Baths, 2,400 SqFt
Mid Century style home in the heart of Orient Village. Large open common area, wood burning brick fireplace, sunroom, spacious office/studio, hardwood floors, 3 bedrooms, 3 full baths, full basement. Close to all Village amenities, yacht club, marina & beaches. Room for a pool. CAC on first floor only. Property is in the Historic District.
Status: Pending

420 Old Farm Road, Orient

A very rare opportunity to own nearly 1.5 acres of pristine land located on bucolic Old Farm Rd in historic Orient Village. This land is ready to build. There is a test well on the property and the land has already received health department septic permit approval for up to five bedrooms. Create your dream home in a wonderful location, which has access to world class beaches, close proximity to Greenport Village, Orient Yacht Club as well as
Status: Active

1800 Village Lane, Orient

3 Beds, 3 Baths,
Magnificent Village Lane home with direct views of Orient Harbor. This home blends old world charm with modern day amenities. Interior has sophistication and style while keeping historic feel of home. Wide plank hardwood floors, large windows, formal dining room, master bdrm on first floor w/ensuite bath. An impeccable home for the discerning customer. Spend a summer in one of Orient's premier historic homes enjoying amazing sunsets over the
Status: Active

1050 King Street, Orient

3 Beds, 3 Baths, 2,246 SqFt
Vineyard Views. Modern Farmhouse on private 1 acre located on the only private, working vineyard in Orient Village. 16 x 32 heated pool, newly renovated chef's kitchen and baths. Home features 3 bedrooms, 3 full baths. Ground floor designed with open common space and designer furnishings for luxurious entertaining, featuring living room with cathedral ceiling with sliders to pool and deck, eat-in kitchen and dining room with sliders to vineyard
Status: Active

845 Orchard Street, Orient

3 Beds, 3 Baths, 2,800 SqFt
Magnificent farmhouse in the heart of Orient Village. Gunite pool and pool house, three glorious bedrooms with shiplap and stone baths. Gourmet chefs kitchen with top of the line appliances and stone and wood counter. Hardwood floors throughout. Lots of light and architectural interest. Close to all the North Fork has to offerFarmhouse, The best of Orient.
Status: Active

260 Orchard Street, Orient

3 Beds, 2 Baths,
Nantucket beauty with pool located at 260 Orchard Street, Orient, available for July, August or September. Steps from Village Lane shops, bay and sound front swimming beaches. Spend your summer vacation in coveted Orient village. This pristine home is beautifully designed and decorated with details you will appreciate through out. Lovely floor plan, professional chef's kitchen and dining room, living room with wood burning fireplace, den, and 2
Status: Active



Orient is known as the “Gateway to New England,” because of its local ferry service to Connecticut. In fact, Ferry Service has connected Orient Point to southern New England for more than a century.

Orient is separated from the rest of Southold Town by the “Causeway,” which features some of the world’s most stunning views. Long Island Sound is visible to the north and the serene Gardiner’s and Peconic Bays to the south.

Along with nearby East Marion, Orient was once known as Oysterponds, because of the abundance of shellfish. In 1836 Oysterponds split, forming what is now known as East Marion and Orient. The name Orient was chosen to reflect its easternmost position on the North Fork.

The hamlet was originally settled by five families through a land grant from the King of England in the 17th century. Orient would later be used as a base of operations by British commanders such as Benedict Arnold during the American Revolution conducting raids on Yankee-held Connecticut. Among Benedict Arnold's headquarters was a local tavern owned and operated by the Vail family on what "Village Lane". Many of the hamlet's older structures are included in the Orient Historic District, which was added to the National Register of Historic Places in 1976.

Orient's winter population swells to well over 1000 during the summer months, with many calling Orient their second home. Besides a post office, a gas station, and a country store, Orient has no real business center and depends largely on nearby Greenport for every-day necessities.

Orient Point is home to the area’s largest beach, Orient State Park, featuring one of the most pristine maritime forests on the North Fork. It is a true nature lover’s paradise.

Students attend Oysterponds Elementary School, in Orient, until sixth grade. They then attend Greenport for the remainder of their school career.

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