$1,699,999
 $9,126 est/mo Sourced by Back At You

40495 Main Road,Orient, NY 11957

Orient, NY 11957

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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 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

Details

MLS #1029031
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1838
Days On Site18
Listing Provided ByCentury 21 Albertson Realty | Gerald J. Cibulski CBR E-PRO CRS G

Features

Bed(s)4
Bath(s) 3 Total
SQ Feet2,081
Garage2
BasementY
Story(s)2
Acreage1.13
Property ViewPark, Greenbelt, Water

Interior

CoolingDuctless
HeatingNatural Gas
Interior FeaturesBuilt-in Features, Crown Molding, Eat-in Kitchen, Formal Dining, Kitchen Island, Open Kitchen, Original Details, Quartz/Quartzite Counters, Walk Through Kitchen
AppliancesDishwasher, Dryer, Range, Refrigerator, Stainless Steel Appliance(s), Washer

Exterior

Construction MaterialsCedar, Shingle Siding
Foundation DetailsConcrete Perimeter

Parking

Garage Yes / NoYes
Parking FeaturesDriveway

Utilities

UtilitiesElectricity Connected, Natural Gas Connected, Water Connected
SewerCesspool

Location

Community FeaturesPark

Taxes

Tax Year2025
Tax Assessed Value9000
Tax Annual Amount8896

Area Information

StateNY
CountySuffolk County
CityOrient
Zip Code11957
School DistrictGreenport High School
Elementary SchoolOysterponds Elementary School
High SchoolGreenport High School
Listing VS Median (in 11957)
Price:
$1,699,999
low | high
Med:
$35,000
100% of Average
sqft:
2,081
low | high
Med:
2,246
42.071119654012% of Average
$ / sqft:
$817
low | high
Med:
$16
100% of Average
On site:
18
low | high
Med:
235
7.659574468085% of Average
Sourced by Back At You

Market Activity 11957

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Learn More About This Property

StateNY
CountySuffolk County
CityOrient
Zip Code11957
School DistrictGreenport High School
Elementary SchoolOysterponds Elementary School
High SchoolGreenport High School
Listing VS Median (in 11957)
Price:
$1,699,999
low | high
Med:
$35,000
100% of Average
sqft:
2,081
low | high
Med:
2,246
42.071119654012% of Average
$ / sqft:
$817
low | high
Med:
$16
100% of Average
On site:
18
low | high
Med:
235
7.659574468085% of Average
Sourced by Back At You
Nearby Listings (Within 1/2 mile)
Price: $1.274M - $2.124M
sqft: 1,500 - 2,500
Nearby Listings Property ImageNearby Listings Details
395 Uhl Lane Property Photo 1
$950,000
395 Uhl Lane
Orient, NY 11957
Listing Updated: August 16, 2026 at 12:33:13 AM PDT