Active

40495 Main Road

Orient, NY 11957
Mark as Favorite
Bed 4

Bed

Bath 3

Bath

SqFt2,081

Sqft

Acres1.13

Acres(Lot)

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 pa ned 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

Read More Expand
Tour with a ByOwner Agent

Detail Ic Property Details

Property Type : Residential

Price : $1,699,999

AD Id : 89406640

MLS Id : 1029031

Beds : 4

Lot Size : 1.13 Acres

Living Area Size : 2,081

Year Built : 1838

Garage : 2

County : Suffolk

  • Map Map

Map

Map What's Nearby

Map Nearby Areas

Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1

    Room Information

    Rooms Total: 12 Basement: Full, Walk-Out Access
  • Flooring Information

    Tile, Wood
  • Interior Features

    Built-in Features, Crown Molding, Eat-in Kitchen, Kitchen Island Appliances: Dishwasher, Dryer, Range, Refrigerator, Stainless Steel Appliance(s), Washer Laundry Features: Laundry Room
  • Heating & Cooling

    Has Heating: Yes Heating: Natural Gas Has Cooling: Yes Cooling: Ductless

  • Building Information

    Year Built: 1838 Construction Materials: Cedar, Shingle Siding Patio And Porch Features: Covered Private Pool: No View: Park/Greenbelt, Water

  • Lot Information

    Lot Size Acres: 1.13 Lot Size Square Feet: 49223

  • Listing Price Information

    Listing Price: $1699999

  • Tax Information

    Parcel Number: 1000-015-00-08-00-014-002 Annual Tax: $8896

  • Parking Information

    Driveway

    Garage Information

    Has Garage: Yes Garage Space: 2

  • School Information

    Elementary School: Oysterponds Elementary School
    Junior High School: Greenport High School
    Senior High School: Greenport High School
  • Utility Information

    Natural Gas Available, Electricity Connected, Natural Gas Connected, Water Connected
  • Location Information

    Direction: Rt 25 East. House on the left hand side just after Plum island Lane. Orient WaterSource: Public, Private, Well
Sell a home like this and save $101,501 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Images
Loading, please wait...

Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
300 Latham Lane, Orient, NY, 11957 $20,000 4 4 3,800 3,800 SqFt
700 Plum Island Lane, Orient, NY, 11957 $949,000 2 2 1,235 1,235 SqFt
290 Windward Road, Orient, NY, 11957 $2,499,999 5 4 4,200 4,200 SqFt
1640 Grandview Drive, Orient, NY, 11957 $4,250,000 4 5 5,200 5,200 SqFt
2055 Grandview Drive, Orient, NY, 11957 $20,000 4 5 5,000 5,000 SqFt
4725 Orchard Street, Orient, NY, 11957 $6,000,000 3 3 2,500 2,500 SqFt
150 N Hillcrest Drive, Orient, NY, 11957 $2,900,000 5 5 4,900 4,900 SqFt
1600 King Street, Orient, NY, 11957 $8,400,000 6 7 5,700 5,700 SqFt
1050 King Street, Orient, NY, 11957 $35,000 3 3 2,246 2,246 SqFt
1060 Willow Terrace Lane, Orient, NY, 11957 $30,000 4 4 3,600 3,600 SqFt

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 08/16/2026 @ 05:49

MLS: 1029031 LISTED BY: Gerald G, Century 21 Albertson Realty 631-765-3800 SOURCE: OneKey MLS

Homes around $1,699,999