21 E Shore Drive, Southampton, NY 11968

$5,250,000 · 3 bed · 2 bath · 1,330 sq ft · built 1962 · MLS# 983585 · Active

A rare dual-waterfront opportunity in Southampton, this unique property offers direct frontage on both Little Peconic Bay and Fresh Pond, creating an exceptional setting with water on either side. With approximately 111 feet of sandy beach on the bay and a protected bulkhead with dock, the property provides immediate access to open water while also offering a more sheltered environment for boating and watersports. Enjoy long summer days on the beach with swimming, paddleboarding, and kayaking, followed by sunset views over Little Peconic Bay. From your dock, set out with…

Single-family homes in the Southampton Union Free School District sold for a median of $3,150,000 (typically $1,695,000–$5,140,000) across 95 recorded sales between Oct 9, 2025 and Sep 29, 2026, up 27.4% on the 12 months before. This home's $5,250,000 list price sits in the upper single-family tier for the Southampton Union Free School District.

At about $11,033 a year, this home's property tax runs roughly 84% above the $6,000 typical for Southampton 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