311 Main Street, Sag Harbor, NY 11963

$9,600,000 · 4 bed · 6 bath · 2,670 sq ft · built 1850 · MLS# 1058964 · Active

Set along the water on one of Sag Harbor Village's most storied streets, this exceptional Captain's Row estate unfolds across nearly .60 +/- acres of beautifully landscaped grounds. Built circa 1850, this beautifully restored and renovated Greek Revival Sag Harbor waterfront home sits directly on Main Street with frontage on Otter Pond and views toward Upper Sag Harbor Cove. Mature trees, rolling lawns, hydrangeas and established gardens surround the residence, pool and spa, and multiple structures, creating a private waterfront setting just moments from the center of the Village. Expanded…

Single-family homes in the Sag Harbor Union Free School District sold for a median of $2,350,000 (typically $1,700,000–$4,200,000) across 51 recorded sales between Oct 4, 2025 and Sep 30, 2026, up 20.8% on the 12 months before. This home's $9,600,000 list price sits in the luxury single-family tier for the Sag Harbor Union Free School District.

At about $23,321 a year, this home's property tax runs roughly 233% above the $7,000 typical for Sag Harbor 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