21 Hillside Drive W, Sag Harbor, NY 11963
$2,500,000 · 3 bed · 2 bath · 1,800 sq ft · built 1994 · MLS# 1068832 · Active
Discover chic style and easy living in this beautifully renovated turn-key home, nestled within Sag Harbor Village's prestigious waterfront community. Every detail of this residence has been meticulously considered for maximum enjoyment. The upper level welcomes you with an airy and open floor plan, bathed in natural light. A chic modern chef's kitchen awaits, flowing into a sun-filled great room - perfect for entertaining. This level also features two bedrooms and a newly renovated bathroom complete with a luxurious soaking tub and spa shower. Downstairs is an inviting retreat, offering…
Single-family homes in the Sag Harbor Union Free School District sold for a median of $2,345,000 (typically $1,700,000–$4,150,000) across 50 recorded sales between Oct 20, 2025 and Sep 30, 2026, up 21.8% on the 12 months before. This home's $2,500,000 list price sits in the mid-market single-family tier for the Sag Harbor Union Free School District.
ZIP 11963 has about 9.9 months of single family inventory — strong buyer's market. A heavily oversupplied market — buyers hold the upper hand, and sellers often offer price cuts or concessions to compete. Homes here are still selling close to asking, at a median 98.7% of final list price.
At about $5,424 a year, this home's property tax runs roughly 23% below 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

Listings courtesy of OneKey® MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID as of October 30, 2026 10:15 pm. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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Single-family price trend · Sag Harbor Union Free School District
Single-family homes in the Sag Harbor Union Free School District sold for a median of $2,345,000 across 50 recorded sales between Oct 20, 2025 and Sep 30, 2026, up 21.8% on the median of the 12 months before. This is a year-over-year comparison of recorded sales, not a forecast.
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Looking for off-market opportunities or a property attorney's read on this listing? Contact Joseph DeVito — Lic. R.E. Associate Broker + NY-licensed real estate attorney.
