1000 Sound Drive, Greenport, NY 11944

$5,350,000 · 5 bed · 5 bath · 3,700 sq ft · built 2012 · MLS# 1059750 · Active

Perfectly positioned on a bluff overlooking the Long Island Sound, this Nantucket-style cedar-shingled home captures sweeping water views and spectacular sunsets from nearly every vantage point. Multiple waterside decks and balconies make the most of the setting, while a heated pool, outdoor kitchen, and stairs to a private beach create an exceptional environment for summer living and entertaining. Inside, beautifully appointed living spaces include en-suite bedrooms on both the first and second floors, offering flexibility for owners and guests alike. A finished lower level with a private theater provides additional…

Single-family homes in the Greenport Union Free School District sold for a median of $999,000 (typically $725,000–$1,450,000) across 55 recorded sales between Oct 9, 2025 and Oct 1, 2026, down 4.4% on the 12 months before. This home's $5,350,000 list price sits in the luxury single-family tier for the Greenport Union Free School District.

ZIP 11944 has about 6 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 $25,994 a year, this home's property tax runs roughly 225% above the $8,000 typical for Greenport 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