Orient

Orient

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$7,500,000
 

38255 Main Road, Orient

Located in coveted Orient point, this 33 acre parcel has 425' of private Sound front beach, breathtaking sunsets and incredible sunrises. Full development rights, so you can create your family compound or a lifestyle subdivision! Let your imagination roam free! Close to Greenport and all the North Fork has to offer, bountiful farm stands, renowned restaurants, beaches, marinas, boating, award winning wineries and great shopping.
Status: Active
$4,299,999
 

1600 Hillcrest Drive, Orient

6 Beds, 7 Baths, 6,600 SqFt
This elegant new construction home sits high up in Hillcrest Estates in highly desirable Orient just minutes to the cross sound ferry, orient state park, local vineyards, farmstands, and beaches, and a short drive to downtown Greenport. Upon entrance, you are warmly greeted by hardwood floors, 10' ceilings, a bright open floor plan connects the kitchen to the living room with a gas fireplace, one of 3 in the home, and a breakfast room with views
Status: Active
New
$3,999,999
 

1790 Grandview Drive, Orient

4 Beds, 4 Baths, 3,900 SqFt
Welcome to 1790 Grandview Drive! This stately Sound Front Home (approx. 3,900 sf) features a welcoming foyer with soaring ceilings and front staircase, luxurious first floor primary suite w/new hardwood floors, kitchen w/ granite countertops and stainless steel appliances and second stair case, living room and den each having a fireplace, office, half bath and a formal dining room. Upstairs has an extraordinarily large landing leading to 3
Status: Active
New
$3,199,000
 

1207 Birds Eye Road, Orient

5 Beds, 3 Baths, 2,400 SqFt
This home is located at 1207 Birds Eye Road, Orient, one of Orient's most premier, private and coveted estate enclaves known as "The Hill". Rare mid-century sound front home set on a shy 1.5 acre lot with 225 feet of private beachfront sits along miles of Long Island Sound with incredible water views, a seaside deck, and huge seaside screened porch. Offering 4/5 bedrooms, 3 full bath home with unparalleled views and absolutely stunning
Status: Active
$3,125,000
 

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
$3,074,000
 

80 Ryder Farm Lane, Orient

3 Beds, 5 Baths, 4,777 SqFt
Memorial Day Weekend Sale. Substantive, Stylish New Construction. Drawn, refined and executed with detailed plans by designer & custom build team. Elevate beach neighborhood living with texture, as the primary design element. Sophisticated finishes, and work from home flexible floor plan, that is sought after and not often found. Professional, expansive kitchen with custom crafted cabinetry in a color aesthetic specific to this property.
Status: Active
Reduced
$2,995,000
 

28410 Main Road, Orient

Be a Gentleman or Gentlewoman "Farmer" in your very own "Dell!" 34.5-acre farm with a mature apple orchard and multiple farm buildings and paddocks to house horses, and other livestock and vegetation to suit your fancy. There is also a large greenhouse and an approved plan to build an 8,600 square-foot agricultural building. The 34.5 acre farm is protected by deer fencing and consists of 29.5 acres of agricultural land (DRS)
Status: Active
$2,650,000
 

2205 Grandview Drive, Orient

5 Beds, 5 Baths, 4,785 SqFt
Stunning Orient New Construction In Coveted Grandview Estates w/ Private Community Beach. 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. Second floor offers a
Status: Active
$2,500,000
 

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
$2,250,000
 

1685 Lands End Road, Orient

4 Beds, 4 Baths,
Spectacular water views await on a shy acre at the end of Orient. This meticulously maintained home features an open floor plan with sound views throughout, wood burning fireplace, vaulted ceiling and chef's kitchen with Viking appliances and Sub-Zero fridge. Step out onto your wrap-around deck, and let the sun shine on you as you watch the boats sail by. Boasting two En-suite bedrooms, one on each floor, with water views from the second
Status: Active
$2,199,000
 

335 Sound View Road Road, Orient

2 Beds, 2 Baths,
This traditional ranch-style home presents a gracious panorama of water and sky with views across the Sound to Connecticut. Nestled among some of the North Fork's finest real estate with forever sunsets is this lovingly cared for home with possibilities galore. Easy one floor living with two beds, two baths, a separate den, a living room and a main porch with wall to wall windows facing the sound opening onto a private stone patio and
Status: Active
$2,100,000
 

28775 Main Road, Orient

4 Beds, 3 Baths, 2,800 SqFt
Meticulously restored & maintained, the Young's family farmhouse is set on 1.6 acres in Orient, surrounded by preserved open space & farm views. Built in 1869, the house underwent a 1909 renovation, when it was " modernized" to the Greek revival style, expanding the porch, adding a wood burning fireplace, elegant staircase & curved wall enclosing the formal dining room. Original features include second staircase, walk-in
Status: Active
$1,796,000
 

1495 Village Lane, Orient

4 Beds, 2 Baths, 2,300 SqFt
This Orient Village Italianate gem was built by George Maxon Vail in c1861, and his same family has continuously occupied this home ever since. Beautiful craftsmanship and historic details are intact throughout the home. The gorgeous floor to ceiling windows fills interior spaces with light. There are 9 rooms, 4 entrances, 2 foyers, 2 staircases, high 10' ceilings 4 bedrooms and 2 baths, an eat-in kitchen with large pantry, laundry room, living
Status: Pending
$1,649,000
 

110 Soundview Road, Orient

5 Beds, 9 Baths,
New Construction Unique Contemporary over 4800 Sq. Ft. Home in Orient By the Sea. Hop, Skip and Jump to the Beach. Invite Your Extended Family and Friends to Enjoy the Dramatic Sound Views from Many Rooms While Maintaining Your Own Privacy. A True Country Club Lifestyle and an Entertainers Delight. Featuring Gourmet Kitchen with Gas Fireplaces, 5 Ensuite Bedrooms, a Panoramic Rooftop, Private Trex Porches, Multiple Garden Areas, Beautifully
Status: Pending
$1,289,000
 

595 Navy Street, Orient

3 Beds, 2 Baths, 1,783 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, 2 bedrooms, 2 full baths, full basement. Close to all Village amenities, yacht club, marina & beaches. Room for a pool.
Status: Coming Soon (Jun 3rd, 2022)
New
$1,200,000
 

22495 Main Road, Orient

3 Beds, 2 Baths, 1,535 SqFt
Architecturally unique, gambrel roof 18th century gem, the "Petty Homestead" has been beautifully restored and maintained with attention to every detail. Original hardwood floors, beadboard and doors, with many preserved architectural details that include 44 windows, wood burning stove, breakfast sunroom, screened porch, walk-in kitchen pantry, skylights, large gardener's shed with electric, and home office. Decades old, manicured
Status: Pending

 


 

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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