40495 Main Road, Orient, NY 11957

$1,699,999 · 4 bed · 3 bath · 2,081 sq ft · built 1838 · MLS# 1029031 · Active

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…

Single-family homes in the Oysterponds Union Free School District sold for a median of $1,230,000 (typically $875,000–$2,045,000) across 37 recorded sales between Oct 13, 2025 and Sep 29, 2026, down 5.4% on the 12 months before.

ZIP 11957 has about 7.6 months of single family inventory — buyer's market. Ample inventory gives buyers strong choice and negotiating leverage, with frequent price adjustments.

At about $8,896 a year, this home's property tax runs roughly 48% above the $6,000 typical for Oysterponds Union Free School District. Suffolk bills combine town, school and special-district levies, so two homes at the same price in neighboring districts can carry materially different taxes. Exemptions such as STAR, Senior or Veteran move the number as well — a new owner's bill is often not the same as the seller's.

OneKey MLS (recorded LI sales, trailing 12mo) + actual tax