217 Windward Court N, Port Jefferson, NY 11777

$499,990 · 2 bed · 3 bath · 1,572 sq ft · built 1997 · MLS# 1056103 · Active

Highly desirable Clipper model tucked away in a quiet corner of The Highlands featuring street-level entry, attached one-car garage, private driveway and nearby guest parking. Impeccably maintained with an open floor plan featuring a bright kitchen with breakfast bar open to the dining area and spacious living room with sliders to a beautiful paver patio and landscaped grounds—perfect for relaxing or entertaining. The second level offers two generously sized bedrooms, including a spacious primary suite with vaulted ceiling, his & hers double closets and en-suite bath, plus an additional bedroom,…

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. This home's $499,990 list price sits in the mid-market condo tier for the Brookhaven-Comsewogue Union Free School District.

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 $5,591 a year, this home's property tax runs roughly 12% 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