32 Contessa Court, Port Jefferson, NY 11777

$1,599,000 · 5 bed · 4 bath · 4,200 sq ft · built 1985 · MLS# 1014504 · Active

Experience the essence of a Hampton-Style Classic Contemporary offering spectacular water views and an extraordinary outdoor lifestyle. This exceptional property features a beautifully designed backyard with expansive bluestone patio, spa, inground gunite heated pool, perfect for entertaining or peaceful relaxation. Enjoy a true country club lifestyle just minutes from private resident-only beaches, kayaking, sailing, harbor-front park, charming cafes, live theater, LIRR, Ferry service and nearby hospitals and university. A rare opportunity to embrace resort-like amenities and the best of the North Shore's coastal lifestyle. All in the renowned Port Jefferson…

Single-family homes in the Port Jefferson Union Free School District sold for a median of $835,000 (typically $740,000–$975,000) across 79 recorded sales between Oct 8, 2025 and Sep 24, 2026, up 11.3% on the 12 months before. This home's $1,599,000 list price sits in the luxury single-family tier for the Port Jefferson Union Free School District.

ZIP 11777 has about 5.1 months of single family inventory — balanced market. Supply and demand are roughly even, so buyers and sellers share leverage with fair, predictable pricing.

At about $22,965 a year, this home's property tax runs roughly 53% above the $15,000 typical for Port Jefferson 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