Orient

Orient

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$7,000,000
 

Main Road, Orient

Rural Simplicity. 33 Acres Of Prime Waterfront Property On The Li Sound With Development Rights Intact. 425' Of Private Beach Is The Perfect Backdrop For Both Sunrise And Sunset Views. Coveted And Pristine. This Is Your Canvas To Let Your Vision Unfold.
Status: Active
New
$3,999,000
 

38099 Main Road, Orient

3 Beds, 2 Baths, 2,000 SqFt
This spectacular home located on .67 acres with over 100+ feet of sprawling private beach on the LI Sound. This unique and chic property is a rare gem on the North Fork. Newly renovated, this 2000+/-SF home has 3 bedrooms, including 2 first floor suites, 2 baths, a gas fireplace, high ceilings, custom panelled walls and a magnificent sunroom opening up to amazing views. The property also features a one car garage, Gunite Lap Pool with electric
Status: Active
New
$2,925,000
 

22350 & 22420 Main Road, Orient

Two single and separate business zoned properties located at the intersection of Main Rd and Village Lane, Orient. 22350 Main Rd is location of a third-generation family owned candy/ food production/ retail store (2,255 sq ft). 22420 Main Rd is a separate business office, potential retail space (296 sq ft). Both properties have ample parking and are walking distance to the village of Orient with excellent Main Rd exposure. Potential for outdoor
Status: Active
New
$2,589,000
 

1390 Demarest Road, Orient

5 Beds, 4 Baths,
Sound front contemporary home with expansive sound and farm views. 128.8 ft sound frontage. 1.84 acres. Sound view master bedroom with bath, plus additional 4 bedrooms, 2 full baths. living room with sound views and wood burning fireplace, family room, dining room, kitchen, powder room, and detached two bay garage. Generously proportioned, light filled rooms. Well maintained bluff with new stairs to private beach.
Status: Pending
$2,200,000
 

1055 Old Farm Road, Orient

4 Beds, 5 Baths, 4,000 SqFt
Exquisitely designed and custom built Orient Village 3,800+/- sf, 4-bedroom, 6-bath Modern Farmhouse, new construction and gunite pool, on a quiet Village 1.5 acre lot. Rarely will you find a 1.5+/- acre property in Orient Village only with the superb attention to design and detail that a well deserved buyer expects in a move-in-ready home. The home thoughtfully has 3 master bedroom suites, two on the first floor and one on the second floor,
Status: Pending
New
$1,889,000
 

4065 Orchard Street, Orient

4 Beds, 3 Baths, 2,244 SqFt
Exquisitely designed custom built home on 5 secluded acres in the heart of Orient. Property is landscaped with mature spruce & cedar trees, Russian olive groves & flowering beds. House has dramatic open common spaces and first floor master suite that open onto wrap around decks, pergola walkway & screened porches. New chef's kitchen, updated baths, screened porches, expansive awning covered deck, large separate garage (access on two
Status: Active
New
$1,889,000
 

25500 Main Road, Orient

7 Beds, 10 Baths, 3,358 SqFt
The Orient Inn, operating as a successful 5-star B&B, is a restored Arts & Crafts residence backing onto 74-acres of farmland. This majestic home has original details, original wood trim, modern chef's kitchen, 2 gas fireplaces, new mechanicals, new cedar siding, 7 bedrooms, 7 full baths, 3 half baths, 3rd floor attic bonus space & accessory building. 1st floor master bedroom with full bath, private rear entry with deck & private
Status: Active
New
$1,649,000
 

110 Soundview Road, Orient

5 Beds, 9 Baths,
New Construction Unique Contemporary over 4800 Sq. Ft. Gated 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,
Status: Active
New
$1,495,000
 

1460 Hillcrest Drive, Orient

4 Beds, 3 Baths,
Located in quiet Orient this well-appointed home has a traditional floor plan with an attached two car garage. The backyard provides an opportunity to lounge on the patio or by the fire pit, swim in the heated pool and enjoy the outdoor shower or play on the sports court. Set up for entertaining, the property is just shy of an acre and the landscape provides complete privacy. Enjoy hardwood floors throughout with a formal dining room, office,
Status: Active
New
$1,300,000
 

1600 Soundview Road, Orient

3 Beds, 3 Baths,
Beautifully appointed Victorian in desired Orient By the Sea Private Beach Association. Stunning LI Sound views, private beach literally steps away, across the street! Formal DR w/ water views, eat-in-kitchen, SS appliances, granite countertops, open to formal LR w/ gas, stone fireplace. The LR is open to a sitting area overlooking front porch w/ beautiful water views! Master ensuite w/ turret, overlooking Sound, bath w/ jac. tub & shower.
Status: Pending
$1,295,000
 

55 S View Drive, Orient

3 Beds, 2 Baths, 1,600 SqFt
Picture Perfect W/Elegant Renovation. Orient 1950's Cape On A Serene Half Acre in Brown's Hills. 3Br/2Ba; Large Living Room W/Fireplace; Open Kitchen & Formal Dining Area; Hardwood Floors; Porcelanosa Floor & Bath Tiles; High End Fixtures. Screened-In Porch; and Full Basement. Mint Condition. Deeded Sound Beach Rights. Bucolic Views Across Farm Fields to Peconic Bay & Beyond. Room for Pool.
Status: Pending
$1,250,000
 

870 Sound View Road, Orient

3 Beds, 2 Baths, 2,800 SqFt
Orient By The Sea Retreat With Water Views Awaits You. HOA Beach, Large Gourmet Kitchen Perfect For Entertaining, Overlooks Spacious Back Yard With Room For Pool. Family Room With Wood Burning Fireplace, Cozy Library, Plenty Of Storage. Bedroom/Office On Main level. Two Bedrooms On Second Level With Views Of Long Island Sound From Upper Deck-Great For Star Gazing Or Morning Coffee.
Status: Active
New
$1,250,000
 

650 Soundview Road, Orient

3 Beds, 4 Baths, 2,500 SqFt
Located within a coveted private Sound front neighborhood in Orient, you will find this extraordinary water view home. This unique property is perfectly situated to take advantage of its beautiful Sound front views overlooking a sea side parcel across the road. The modern Craftsman features 2600 sqft of open living space, 3 beds, 3.5 baths, chef's kitchen, oversized great room with magnificent Rumford wood burning fireplace, master suite with
Status: Pending
$1,239,000
 

22540 Main Road, Orient

Prime Business or Residential zoned property, gateway to Orient Village, located at the corner of Village Ln. and Main Rd. Classic 19th C building with wrap around porch, open floor plan with potential for a variety of business uses and/ or habitable second floor. Established parking lot and large corner yard/ garden enclosed by privet hedge.
Status: Active
New
$1,239,000
 

22540 Main Road, Orient

2 Beds, 2 Baths, 2,500 SqFt
Prime Business or Residential zoned property, gateway to Orient Village, located at the corner of Village Ln. and Main Rd. Classic 19th C building with wrap around porch, open floor plan with potential for a variety of business uses and/ or habitable second floor. Established parking lot and large corner yard/ garden enclosed by privet hedge.
Status: Active
New
$1,075,000
 

585 Orchard Street, Orient

4 Beds, 2 Baths,
Quintessential 19th Century Orient Farmhouse located on the coveted Orchard Street in the heart of Orient Village. Classic Front Porch, hardwood floors throughout, marble bathroom. Walking distance to Orient Yacht Club, village amenities, marina, bay beaches.
Status: Active
New

 


 

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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