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40495 Main Road

Orient, NY, 11957

$1,699,999
4Bedrooms
3Bathrooms
2,081Interior sq ft
1.13Acres
1838Year built

AN INTRODUCTION

A closer look.

Steeped in the history of Orient, this exceptional Craftsman-style residence occupies a remarkable setting along historic Main Road, once known as King’s Highway, directly across from the entrance to Orient Beach State Park. Originally purchased by a member of the pioneering Latham farming family, the home was thoughtfully expanded in the 1920s with the addition of its signature wide front porch and interior improvements. In 1938, the family donated the land across the street that would become the entrance to today’s Orient Beach State Park, forever connecting this property to one of the North Fork’s most treasured destinations. Architecturally, the home showcases timeless Craftsman character with distinctive three part windows across the front facade, each crowned with elegant lozenge paned transoms. The welcoming front entrance, framed by classic sidelights, opens to interiors where original woodwork, period doors, and handcrafted details remain beautifully intact. Modern updates to the large country kitchen, bathrooms, natural gas heating, and central air provide today’s comforts while preserving the home’s historic integrity. The property’s story extends beyond the main residence. A historic building from the famed Orient Point Inn, a resort established in 1672, was relocated to the backyard in the early twentieth century. Once serving as the inn’s men’s rooms and kitchen building, it now anchors the grounds as a fascinating reminder of Orient’s maritime heritage. Life here is defined by both history and location. Relax on the expansive front porch where seasonal water views, cool coastal breezes, and the distant sound of ferry horns create an unmistakable North Fork atmosphere. The original wood-burning fireplace, gracious front and rear staircases, and oversized country kitchen invite gatherings both large and small. Protected open space bordering one side of the property, paired with a classic neighboring farmhouse and historic barn on the other, preserves the peaceful character that has defined Orient for generations. Just moments away are Orient Beach State Park, Duryea’s Marina and Restaurant, the Cross Sound Ferry, and Orient Point County Park with its iconic lighthouse. Whether exploring by bicycle, spending the day on the beach, or simply enjoying the quiet rhythm of this waterfront community with some of the best fishing off of Plum Gut, every day feels connected to the rich history and natural beauty that make Orient one of Long Island’s most treasured destinations. This is more than a historic home. It is an opportunity to become the next steward of a property that has helped shape the story of Orient for generations

Property overview

Property type
Single Family Residence
Architecture
Craftsman
Condition
Actual
Year built
1838
Lot size (sq ft)
49,223
Status
Active
Listed
2026-08-15
MLS number
KEY1029031

Interior & comfort

Interior features
Built-in Features, Crown Molding, Eat-in Kitchen, Formal Dining, Kitchen Island, Open Kitchen, Original Details, Quartz/Quartzite Counters, Walk Through Kitchen
Appliances
Dishwasher, Dryer, Range, Refrigerator, Stainless Steel Appliance(s), Washer
Heating
Natural Gas
Cooling
Ductless
Basement
Bilco Door(s), Full, Walk-Out Access
Fireplaces
1

Outdoors & amenities

Parking
Driveway
Garage spaces
2
Views
Park/Greenbelt, Water

Schools & location

Postal town
Orient
County
Suffolk County
School district
Greenport
Elementary school
Oysterponds Elementary School
Middle school
Greenport High School
High school
Greenport High School

Taxes & utilities

Annual property taxes
$8,896
Tax year
2025
Association
No
Water
Well
Sewer
Cesspool

Listing courtesy of Century 21 Albertson Realty · 631-765-3800
MLS #KEY1029031 · Active

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