# 40495 Main Road, Orient, NY 11957 > **TL;DR:** 4bd/3ba single family, $1,699,999 ($817/sqft), built 1838, 2,081 sqft. > Fireplace, View. Est. $9,092/mo. Listed 35 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,699,999 | | Price/sqft | $817 | | Bedrooms | 4 | | Bathrooms | 2 full, 1 half | | Square Feet | 2,081 | | Year Built | 1838 | | Lot Size | 49,223 sqft (1.13 acres) | | Stories | 2 | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 35 | ## Why This Home Stands Out - **Views** - Water, Park ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $8,596 | | Estimated Insurance | $496 | | **Total** | **$9,092** | ## Nearby Schools - **Elementary:** Oysterponds Elementary School - **Middle:** Greenport High School - **High:** Greenport High School ## Key Amenities - Fireplace - View ## Property Highlights - Built in 1838 - 1.13 acre lot - 2 stories - Fireplace ## Description ### Agent 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 ## Location - **Address:** 40495 Main Road, Orient, NY 11957 - **County:** Suffolk County - **Coordinates:** 41.155094, -72.245341 - **Google Maps:** https://www.google.com/maps?q=41.155094,-72.245341 ## Listing Agent - **Name:** Gerald J. Cibulski CBR E-PRO CRS G - **Brokerage:** Century 21 Albertson Realty - **Phone:** 6314042507 - **Broker Phone:** (631) 765-3800 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/40495-Main-Rd_Orient_NY_11957_M30303-22804?f=listhub&s=MLSLINY&m=1029031&c=propsimple) ## Photos ![40495 Main Road - Photo 1](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f4100807943r.jpg) ![40495 Main Road - Photo 2](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f489896319r.jpg) ![40495 Main Road - Photo 3](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f401569868r.jpg) ![40495 Main Road - Photo 4](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f2090795736r.jpg) ![40495 Main Road - Photo 5](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f1460028097r.jpg) ![40495 Main Road - Photo 6](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f3998513452r.jpg) ![40495 Main Road - Photo 7](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f2403434556r.jpg) ![40495 Main Road - Photo 8](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f46563341r.jpg) ![40495 Main Road - Photo 9](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f908063445r.jpg) ![40495 Main Road - Photo 10](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f175783411r.jpg) ![40495 Main Road - Photo 11](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f2597071599r.jpg) ![40495 Main Road - Photo 12](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f2442653309r.jpg) ![40495 Main Road - Photo 13](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f1640857688r.jpg) ![40495 Main Road - Photo 14](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f4071941884r.jpg) ![40495 Main Road - Photo 15](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f2478712431r.jpg) ![40495 Main Road - Photo 16](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f377455235r.jpg) ![40495 Main Road - Photo 17](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f1463933068r.jpg) ![40495 Main Road - Photo 18](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f3610560550r.jpg) ![40495 Main Road - Photo 19](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f4112158013r.jpg) ![40495 Main Road - Photo 20](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f3569377116r.jpg) ![40495 Main Road - Photo 21](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f3636396974r.jpg) ![40495 Main Road - Photo 22](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f3248392063r.jpg) ![40495 Main Road - Photo 23](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f1381224755r.jpg) ![40495 Main Road - Photo 24](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f208407786r.jpg) ![40495 Main Road - Photo 25](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f2635268262r.jpg) ![40495 Main Road - Photo 26](http://lh.rdcpix.com/95a8f46f974a51e441a93a90d3a6839dl-f1735865444r.jpg) --- **MLS#:** 1029031 | **Updated:** 2026-09-13 **Source:** listhub *Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/40495-main-road-orient-ny-11957-1029031) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/40495-main-road-orient-ny-11957-1029031#listing", "url": "https://www.propertysimple.ai/listing/40495-main-road-orient-ny-11957-1029031", "name": "40495 Main Road, Orient, NY 11957", "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. 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