149 Windward Court S, Port Jefferson, NY 11777

$649,990 · 3 bed · 3 bath · 1,900 sq ft · built 1998 · MLS# 1030359 · Active

Welcome to the largest unit in the highly desirable Highlands community! This beautifully updated corner unit offers exceptional space, privacy, and an impressive list of upgrades throughout. The bright and inviting interior features gleaming hardwood floors on the first level, a stunning renovated kitchen, and a spacious primary suite complete with a dedicated vanity area and an elegant frameless glass shower door. Thoughtful storage abounds with three linen closets, while new Andersen windows with a transferable warranty provide energy efficiency and peace of mind. Custom blinds are included with the…

Condos in the Brookhaven-Comsewogue Union Free School District sold for a median of $505,000 (typically $415,000–$580,000) across 43 recorded sales between Oct 10, 2025 and Sep 29, 2026, up 18.8% on the 12 months before.

ZIP 11777 has about 3.5 months of condo inventory — seller's market. Demand is outpacing supply, so homes sell quickly with firm pricing and limited room to negotiate.

At about $6,526 a year, this home's property tax runs roughly 31% above the $5,000 typical for Brookhaven-Comsewogue 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