429 Kaplan Avenue, Greenport, NY 11944

$775,000 · 3 bed · 2 bath · 2,200 sq ft · built 1978 · MLS# 1037952 · Active

Charming Greenport Village Getaway Enjoy the best of the North Fork from this inviting 3-bedroom, 2-bath home, perfectly located near all that Greenport Village has to offer. Stroll to Mitchell Park, waterfront dining, restaurants, shops, and the Shelter Island Ferry, or spend the day exploring nearby vineyards and Greenport Harbor Brewing Company. A wonderful opportunity to enjoy the relaxed charm, walkability, and vibrant lifestyle of Greenport Village—close to everything, yet your own peaceful retreat.

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 $775,000 list price sits in the mid-market 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 $5,200 a year, this home's property tax runs roughly 35% below 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