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Main Rd, 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.

2830 Grandview Dr, Orient

6 Beds, 4 Baths, 2,738 SqFt
Contemporary & Chic Get-Away On 1.23-Acre Sound Front Lot With 147 Ft. Of Private Beach Offering Privacy On Secluded Cul-De-Sac Location. Vaulted Ceilings, Open Common Space, Glass Walls Inform The House W/Stunning Light & Water Views. Professional Eat-In Kitchen, Wood Burning Fireplace, In-Ground Pool, Gracious Master Suite, +5 Bedrooms.

1 Mulford Ct, Orient

4 Beds, 5 Baths, 3,698 SqFt
Stunning Contemporary Home Beautifully Set On 5.8 Artistically Landscaped Acres Near Orient Pt. Spacious, Light Filled Rooms With Panoramic Sound Views From Most Rooms. Chic Design With Wrap Around Deck On 1st Floor, Gourmet Kitchen, 2 Fireplaces, One In Living Room, The Other In Master Bedroom. 4 Ensuite Bedrooms Each With Full Bath. Sound Front Upper Balcony Off Master Suite. 20 X 40 Pool Overlooking Bluff. Clay Tennis Court. 179.4' Frontage

860 Diedricks Rd, Orient

4 Beds, 5 Baths, 3,450 SqFt
This Newly Constructed And Methodically Laid Out 3,450+ Square Ft Modern Farm House Boasts 4 Bedrooms, 3 Full Baths, 2 Half Baths And A Salt Water Swimming Pool Outlined With Blue Stone Copping. Envisioned For Entertaining; Features Include A Gourmet, Eat-In, Chef's Kitchen Featuring Cambria Quartzite Counter Tops With Solid Custom Wood Cabinets And An Open Concept Living Room Complete With 17 Foot Ceiling And Double Height Slate Gas Fire Place.

2720 King St, Orient

3 Beds, 2 Baths,
Orient Village- Waterview, Newly Renovated Cedar Shingled 3-4 Bedrooms, 2 New Baths , Fireplace, Central Ac, On 1/2 Acre With Pool House, New Gunite Pool And Fully Fenced In Yard Located In Coveted Orient Village Only Steps To 2500 Feet Of Orient Harbor Beach. Peaceful And Private Setting But Convenient To All. Wonderful Turnkey Opportunity.

170 Bay Ln, Orient

4 Beds, 2 Baths, 1,800 SqFt
Quintessential Early 20th C Bay Front Baybreeze Cottage Located On Coveted Bay Lane In Orient Village. .235-Acre Lot, 83.2 Ft. Of Private Bay Frontage, 4-Bedrooms, 2 Full Baths ,1-Car Free Standing Garage. Electric Car Charging Station. Outdoor Shower. Fabulous Views Of Orient Harbor & Yacht Club From The Front Porch & Second Floor Bedrooms.

35800 Main Rd, Orient

This 23.3 Acre Parcel Of Land Is Divided Into Three Separate Parcels Consisting Of A 4.7 Acre Building Parcel, An 8.3 Acre Parcel With Development Rights Sold & A 10.1 Acre Parcel Of Protected & Free Flowing Wetlands, Suitable For Year Round Shellfishing That Leads Directly To Orient Harbor. The Property Provides The Opportunity To Build A Private Compound Overlooking The Bay, Surrounded By Preserved Farmland, Close To Sandy Bay Beaches,

560 Grandview Dr, Orient

4 Beds, 3 Baths, 2,856 SqFt
Charming, Victorian Style Home On 1-Acre In Grandview Estates Designed For Easy Entertaining. Relax On The Wrap Around Porch & Entertain In Large Open Common Area Which Opens Onto Rear Deck. Gracious Entry Hall & 2nd Floor Landing, Wood Burning Fireplace In Living Room & Master Bedroom, Hard Wood Floors, 1st Floor Bedroom, Back Yard Deck, 2nd Floor Balcony Off Master & 2nd Bedroom, Cac, Central Vac, Full House Generator, Room For

925 Youngs Rd, Orient

3 Beds, 2 Baths, 1,700 SqFt
Best Of Orient. Spacious, Open 3-4 Bedroom Home With Wonderful .75Acre Private Yard. Living Room W/Fireplace. Hardwood Floors. Enclosed Outdoor Shower. Screened In Porch. Perfectly Situated Between Village Lane & Spectacular Long Island Sound Beach. Enjoy All The North Fork & A Coastal Lifestyle Offers.

26700 Main Rd, Orient

4 Beds, 3 Baths, 2,430 SqFt
19th C Farmhouse on .75 acre. Stunning views of open farmland. 4 fireplaces, country kitchen, dining room, front parlor, library, brick patio w/grape arbor. 2nd floor master w/bath & fireplace. Original architectural details. 38 windows provide sunny exposures. Detached 1-car garage. 550 sq ft barn with 2 bay garage, workshop, 2nd floor storage. Room for pool.

795 Oyster Pond Ln, Orient

3 Beds, 1 Bath, 1,435 SqFt
Impeccably Maintained 1,435 Sq. Ft., Mint Condition Mid - C Style Ranch Located In The Heart Of Orient Village. Beautiful, Quiet Location, Close To All Village Amenities, Marina, Orient Yacht Club, Bay And Sound Beaches. House Amenities Include Brick Fireplace, Cac, Upgraded Mechanicals, New Windows, Private Rear Yard With Large In-Ground Pool: 16X32 Lap Area & Shallow Play Area, Screened Porch, Large Two Plus Car Garage And Automatic

650 Three Waters Ln, Orient

3 Beds, 4 Baths, 2,300 SqFt
Contemporary Home In Orient By The Sea, Built In 2002. Features An Open Floor Plan With Soaring Ceilings, 2 Story Stone Fireplace, 3 Bedrooms/3.5 Baths - Master On Each Floor Plus 2 Car Garage With Loft. Relax By The Pool Or Soak In The Hot Tub. All This Down The Road From Your Private Sound Beach And Around The Corner Orient State Park And Cross Island Ferry.

595 Navy St, Orient

2 Beds, 2 Baths, 1,783 SqFt
Mid Century style home in the heart of Orient Village. Large open common area, wood burning brick fireplace, hardwood floors, sun room, full basement. Close to all Village amenities - yacht club, marina & beaches. Room for a pool.

670 Hillcrest Dr, Orient

3 Beds, 2 Baths, 1,770 SqFt
Mint condition, fully renovated home in Hillcrest Estates, Orient. Private and beautifully set on .92 acres, overlooking vineyard, open space and planned conservation easement. New gourmet kitchen, hardwood floors, wood burning fireplace, 1-car garage, mature specimen trees and room for a pool.

39405 Main Rd, Orient

3 Beds, 2 Baths, 2,000 SqFt
Beautifully Restored 3-Bed, 2-Bath Farmhouse On .83 Acres. Inviting Entry With A Light & Bright Living Room To The Left And A Spacious Formal Dining To The Right. Through The Dining Room Is The Gourmet Eat-In-Kitchen And Den W/ Wood-Burning Fireplace Which Leads To A New Wrap Around Trek Deck. Wood Floors Throughout, Cac, Gas Heat, And Large Attic With Potential For Studio Space. Add'l 2 Story Garage With Studio Above. The Grounds Allow

N/A, Orient

3 Beds, 3 Baths, 2,600 SqFt
Built In 2006, Spacious Two Story Home Located On A Shy Acre With Room For A Pool Is Located In Orient-By-The-Sea And Is Walking Distance To A Private Association Beach On The Long Island Sound, Bayside Commercial Marina & Orient State Park. The Interior Features Cherry Wood Floors, Granite Countertops, Eat-In-Kitchen, Formal Dining Room, Living Room, Separate Den, Two Guest Bedrooms And Master En Suite With Walk-In-Closets And Balcony. Move



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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