$1,699,999
4 Beds
2.5 Baths
2,081 sqft (on 1.13 acres)
40495 Main Road, Orient, NY 11957
Est. Mortgage $11,454/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 1838
1.13 acre lot
$817/sqft
Garage
Local Information
- Map ViewExplore the area around 40495 Main Road.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
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
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
Open House
Saturday, September 05
2:00 PM to 3:00 PM
Last check for updates: about 12 hours ago
Listing by: Century 21 Albertson Realty, (631) 765-3800
Gerald J. Cibulski CBR E-PRO CRS G, (631) 404-2507
Source: OneKey® MLS as distributed by MLS GRID, MLS#1029031
Also Listed on OneKey® MLS as distributed by MLS GRID.
Home Details for 40495 Main Road
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Interior Details Basement: Bilco Door(s),Full,Walk-Out AccessNumber of Rooms: 12 |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 2081 Square Feet |
Appliances & Utilities Utilities: Electricity Connected, Natural Gas Connected, Water ConnectedAppliances: Dishwasher, Dryer, Range, Refrigerator, Stainless Steel Appliance(s), WasherDishwasherDryerLaundry: Laundry RoomRefrigeratorWasher |
Heating & Cooling Heating: Natural GasHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Natural Gas |
Fireplace & Spa Number of Fireplaces: 1Fireplace: Wood BurningHas a Fireplace |
Gas & Electric Has Electric on Property |
Windows, Doors, Floors & Walls Flooring: Tile, Wood |
Levels, Entrance, & Accessibility Levels: TwoFloors: Tile, Wood |
View Has a ViewView: Park/Greenbelt, Water |
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Exterior Home Features Patio / Porch: CoveredOther Structures: Barn(s)Foundation: Concrete PerimeterNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Driveway |
Water & Sewer Sewer: Cesspool |
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Cumulative Days on Market: 18Days on Market: 25 |
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Year Built Year Built: 1838Year Renovated: 1920 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Craftsman |
Building Construction Materials: Cedar, Shingle SidingAttached To Another Structure |
Property Information Condition: ActualParcel Number: 1000015000800014002 |
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Price List Price: $1,699,999Price Per Sqft: $817 |
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MLS Status: Active |
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Direction & Address City: Orient |
School Information Elementary School: Oysterponds Elementary SchoolJr High / Middle School: Greenport High SchoolHigh School: Greenport High SchoolHigh School District: Greenport |
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Listing Agent Listing ID: 1029031 |
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Building Area Building Area: 2081 Square Feet |
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Community Features: ParkNot Senior Community |
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No HOA |
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Lot Area: 1.13 Acres |
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Special Conditions: None |
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Listing Agreement Type: Exclusive Right To Sell |
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BasementMls Number: 1029031Attic: UnfinishedWater ViewWater View: WaterAttribution Contact: 631-765-3800Showing Requirements: Call Listing Agent |
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Park |
Around this home
What Locals Say about Orient
At least 7 Trulia users voted on each feature.
100 % Say car is needed
100 % Say it's dog friendly
100 % Say yards are well-kept
100 % Say kids play outside
100 % Say people would walk alone at night
92 % Say parking is easy
89 % Say there's wildlife
86 % Say there's holiday spirit
78 % Say there are community events
74 % Say neighbors are friendly
73 % Say they plan to stay for at least 5 years
60 % Say there are sidewalks
55 % Say it's quiet
38 % Say it's walkable to grocery stores
31 % Say streets are well-lit
25 % Say it's walkable to restaurants
Sourced by Trulia users. Learn more about our methodology.
Market trends in Orient
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
13
1MoM
Home Value
Trulia Estimate
$1.68MSince last month
Increased$402K (+31.5%)Since last year
Increased$346K (+26%)Since last sale
Increased$1M (+248.3%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +78% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $1.68M |
| August 2026 | $1.71M |
| July 2026 | $1.28M |
| June 2026 | $1.27M |
| May 2026 | $1.34M |
| April 2026 | $1.41M |
| March 2026 | $1.4M |
| February 2026 | $1.36M |
| January 2026 | $1.32M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.33 | Single-Family Home | $770,000 | 05/29/26 | 4 | 2.5 | 2,100 | |
0.25 | Single-Family Home | $1,450,000 | 06/10/26 | 4 | 3.5 | 2,700 | |
0.17 | Single-Family Home | $1,010,000 | 10/29/25 | 3 | 3 | 2,400 | |
0.30 | Single-Family Home | $1,900,000 | 09/02/26 | 4 | 4 | 3,359 | |
0.41 | Single-Family Home | $1,095,000 | 07/06/26 | 3 | 1.5 | 1,245 | |
0.60 | Single-Family Home | $875,000 | 10/27/25 | 3 | 2 | 1,621 | |
0.31 | Single-Family Home | $2,100,000 | 10/30/25 | 4 | 4.5 | 4,028 | |
0.67 | Single-Family Home | $825,000 | 04/23/26 | 2 | 2 | 1,264 | |
0.65 | Single-Family Home | $968,000 | 06/10/26 | 2 | 1 | 962 | |
0.63 | Single-Family Home | $1,775,000 | 09/09/25 | 5 | 4.5 | 2,950 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.04 | $1,614,900 | 3 | 2.5 | 4,155 | Off Market | |
0.12 | $2,386,900 | 3 | 2.5 | - | Off Market | |
0.13 | $949,000 | 2 | 1.5 | 1,235 | For Sale | |
0.17 | $1,175,000 | 3 | 3 | 2,400 | Off Market | |
0.19 | $699,000 | Studio | 1 | - | For Sale | |
0.19 | $1,395,000 | 3 | 2.5 | 2,580 | For Sale | |
0.21 | $1,615,000 | 3 | 2.5 | 1,700 | Off Market | |
0.24 | $1,342,500 | 3 | 2 | 1,649 | Off Market | |
0.23 | $1,009,600 | 3 | 1.5 | - | Off Market | |
0.25 | $1,450,000 | 4 | 3.5 | 2,700 | Recently Sold | |
0.26 | $1,515,900 | 4 | 2.5 | 2,400 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 15, 2026 Source: OneKey® MLS as distributed by MLS GRID #1029031 | PriceChange | $1,699,999 Price decreased by 5% |
May 3, 2024 Source: OneKey® MLS as distributed by MLS GRID #3549163 | Listed For Sale | $1,795,000 |
Nov 24, 2017 Source: N/A | Sold | $481,928 |
Feb 8, 2012 Source: Agent Provided | ListingRemoved | $769,000 |
Nov 8, 2011 Source: Agent Provided | Listed For Sale | $769,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | Unavailable | $1,636,364 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Gerald J. Cibulski CBR E-PRO CRS G, Century 21 Albertson Realty, (631) 765-3800
Agent Phone: (631) 404-2507
Based on information submitted to the MLS GRID as of 2026-09-04 01:03:20 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information
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Frequently asked questions about 40495 Main Road
- What is the estimated monthly payment for 40495 Main Road?Based on a $1,699,999 list price with 20% down at today's rates, the estimated monthly payment for 40495 Main Road in Orient, NY is approximately $12,004 (about $8,809 principal & interest, $2,621 property taxes, $75 homeowner's insurance, and $499 PMI). This is an estimate. Actual payment depends on your loan terms.
- What do residents say about Orient?Residents describe Orient, NY as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See homes for sale in Orient, NY.
- What are the closest schools to 40495 Main Road?The closest schools to 40495 Main Road in Orient, NY are Greenport High School (Middle, rated 5/10), Oysterponds Elementary School (Pre-K, rated 4/10).
- What is 40495 Main Road estimated to be worth?Trulia's estimated value for 40495 Main Road in Orient, NY is $1,678,500.
- Does 40495 Main Road have air conditioning?Yes, 40495 Main Road in Orient, NY has air conditioning.
- Does 40495 Main Road have laundry facilities?Yes, 40495 Main Road in Orient, NY has in-unit laundry.
40495 Main Road, Orient, NY 11957 is a 4 bedroom, 3 bathroom, 2,081 sqft single-family home built in 1838. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Aug 10, 2026. The MLS # for this home is MLS# 1029031.