12950 Oregon Road, Cutchogue, NY 11935

$2,795,000 · 4 bed · 4 bath · 4,100 sq ft · built 2020 · MLS# 995201 · Active

Bucolic Cutchogue Compound. Set on iconic Oregon Road in Cutchogue, amongst farmstands and vineyards, this incredible 2 acre compound offers exactly the North Fork vibe everyone is looking for. The main house features 4 bedrooms and 3.5 bathrooms, opening out to a 20x44 in ground saltwater pool that quietly becomes the center of summer. Great flexible space throughout, generator ready, full basement, a 3 car garage and a separate studio with its own 4 car garage, giving you all the flexible space you need for guests, work, cars, or a…

Single-family homes in the Mattituck-Cutchogue Union Free School District sold for a median of $999,000 (typically $800,000–$1,580,000) across 120 recorded sales between Oct 7, 2025 and Oct 2, 2026, down 10.4% on the 12 months before. This home's $2,795,000 list price sits in the luxury single-family tier for the Mattituck-Cutchogue Union Free School District.

ZIP 11935 has about 9.2 months of single family inventory — strong buyer's market. A heavily oversupplied market — buyers hold the upper hand, and sellers often offer price cuts or concessions to compete.

At about $19,433 a year, this home's property tax runs roughly 94% above the $10,000 typical for Mattituck-Cutchogue 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