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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.

1 Mulford Ct, Orient

4 Beds, 4 Baths, 3,698 SqFt
Stunning Contemporary Home Beautifully Set On 5.8 Artistically Landscaped Acres Near Orient Pt. Spacious, Light Filled Rooms With Panoramic Views From Most Rooms. Chic Design, Wrap Around Deck On 1st Floor, Gourmet Kitchen, 2 Fireplaces. Upper Balcony Off Master Suite. 20'X40' Vinyl Pool Overlooking Bluff. Clay Tennis Court. 179.4' Frontage On Sound Beach.

2830 Grandview Dr, Orient

6 Beds, 4 Baths, 2,738 SqFt
Contemporary & Chic 3,762 Sq. Ft. 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.

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.

1700 Youngs Rd, Orient

5 Beds, 3 Baths, 2,800 SqFt
Grand Waterview Cedar Shingled Craftsman Only Steps From The Long Island Sound. 5 Bedrooms, 2 Baths. 2 Fireplaces, Kitchen, Dining Room And Huge Porch Overlooking The 1.4 Acre Park Like Grounds Perched Above The Long Island Sound A Short Distance Away. Convenient To Everything.

605 Latham Ln, Orient

5 Beds, 4 Baths,
Meticulously Remodeled Contemporary In Beautiful Orient With Endless Views Of Both The Bay And Sound.Close To Bay Marina And Orient St. Park. High End Details Throughout This 5 Br 4 Bath Home Include, Security System W/Camers, Centralized 5 Zone Audio System, Apple Tv 3 Zones. Plenty Of Room For Friends And Extended Family To Enjoy Themselves While Taking In The Beautiful Views.

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.

675 Orchard St, Orient

4 Beds, 2 Baths, 1,786 SqFt
Beautifully Preserved 19th C Orient Village Historic House In The Heart Of Village On Coveted Orchard St. Set On Deep Lot Offering Unique Privacy & Room For A Pool. 4 Bedrooms & 2 Full Baths, Formal Dining Room, Front Porch & Rear Screened-In Porch, Updated Kitchen & Dining Patio Overlooking Large Pastoral Backyard. Close To Bay And Sound Beaches & Village Amenities.

25825 Main Rd, Orient

3 Beds, 2 Baths, 1,626 SqFt
Mint Condition 1830'S Farmhouse With Separate 2-Story Art Studio/Workshop With 2-Half Baths, Gas Heat & Ac. 20X40 Ft. In-Ground Heated Pool, 1 Gas Fireplace, 2 Wood Burning Fireplaces, Gas Hot Air Heat, Cac, Beautiful Original Woodwork & Hardware. Full House Generator. Electric Fence Installed By Fido's Fences.

1695 Greenway E, Orient

4 Beds, 4 Baths, 3,900 SqFt
Amazing Custom Built Home In Green Acres. 3800 Sq/Ft Of Living Space W/ Gourmet Kitchen: All Viking Appliances. First Floor Master Bedroom W/ Oversized Walk-In Shower & Soaking Tub. Open Living Concept Between Kitchen And Lroom. Separate Den & And Formal Dining Room. Second Floor Features 3 Large Bedrooms, 2 Full Baths And Bonus Room Above Garage. Giant Arborvitaes Line Entire Back Section Of The Property Surrounding In-Ground Swimming

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

265 Racketts Ct, Orient

2 Beds, 2 Baths, 1,214 SqFt
Two Bedroom, Two Bath Farmhouse Set On 1/2 Acre Overlooking Farm Fields And Bay In Orient. Bright And Sunny Home With Beautiful Exposure, Close To All Village Amenities, Jitney To Nyc, Farm Stand, Bay And Sound Beaches.

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.

55 Plum Island Ln, Orient

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

27840 Main Rd, Orient

3 Beds, 2 Baths, 2,200 SqFt
Contemporary, Chic Mid-Century Home On 2.2 Acres In Orient. Three Bedrooms, 2 Full Baths, Open Kitchen. Living Room Opening Onto A Wrap-Around Deck Overlooking Pastoral Property With Farm Views. Hardwood Floors, Beautiful Natural Light & Large Retractable Electric Awning Shading Deck.



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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