40495 Main Road, Orient, NY 11957

$1,699,999
  • 40495 Main Road, Orient, NY 11957 Main Photo

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New to the Market Active
BEDS4 BATHS2 full 1 partial SQUARE FEET2,081 MLS#1029031
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLGreenport

Property Description

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

40495 Main Road | MLS# 1029031

This single family home located at 40495 Main Road, Orient, NY 11957 is currently listed for sale with an asking price of $1,699,999. This property was built in 1838 and has 4 bedrooms and 2 full and 1 partial baths with 2081 sq. ft. Main Road is located within the Greenport school district. Search Orient real estate on www.cbamhomes.com today.

Property Features

Property Type: Residential - Single Family
Basement: Bilco Door(s), Full, Walk-Out Access
Basement: Yes
Cooling: Ductless
Fireplaces: 1
Garage: 2
Heating: Natural Gas
Home Style: Craftsman
Lot Size: 1.13 Acres
Taxes: $8,896
Year Built: 1838

Amenities

Built-in Features
Crown Molding
Eat-in Kitchen
Formal Dining
Kitchen Island
Open Kitchen
Original Details
Quartz/Quartzite Counters
Walk Through Kitchen

Feature Descriptions

Appliances: Dishwasher, Dryer, Range, Refrigerator, Stainless Steel Appliance(s), Washer
Attic: Unfinished
Community Features: Park
Days on Site: 4
Exterior: Cedar, Shingle Siding
Fireplace Features: Wood Burning
Fireplace Y/N: Yes
Flooring: Tile, Wood
Formal Dining: Yes
GarageY/N: Yes
House Faces: South
Laundry: Laundry Room
Number Of Kitchens: 1
On Market Date: 2026-08-15
Other Structures: Barn(s)
Parcel Number: 1000-015-00-08-00-014-002
Parking Features: Driveway
Patio And Porch: Covered
Property Attached Y/N: 1
Rental Term: Monthly
Rooms Total: 12
Sewer: Cesspool
Special View Info: Park/Greenbelt, Water
Utilities: Electricity Connected, Natural Gas Connected, Water Connected
Water: Well

Local Schools

High School: Greenport High School
Middle School: Greenport High School
Elementary School: Oysterponds Elementary School
School District: Greenport

Estimate Your Payment

Estimated Payment

$ 9,833.29 per month $8,596.13 Principal & Interest $741.33 Property Tax $495.83 Homeowner's Insurance

Change Payment Information

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(Payments are an estimate and may vary by lender)

Listed By / Shown By

Listing By

Agency Name: Century 21 Albertson Realty
Agency Contact: 631-765-3800

Shown By

Agency Title: Coldwell Banker American Homes
Agency Phone: 866-831-4443

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