142 Little Fresh Pond Road, Southampton, NY 11968

$1,999,000 · 4 bed · 3 bath · 2,790 sq ft · built 1973 · MLS# 1051253 · Active

Set directly on Little Fresh Pond in Southampton, this distinctive four-bedroom, three-bathroom waterfront residence offers a rare combination of privacy, expansive indoor-outdoor living, and approximately 81 feet of water frontage with a private dock. Situated on .62± acres and thoughtfully renovated and expanded in 2004, the home has been designed to take full advantage of its peaceful setting and connection to the water. The first floor is centered around a sun-filled great room, where expansive sliding glass doors open directly onto more than 1,000± square feet of decking, creating a…

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 $1,999,000 list price sits in the mid-market single-family tier for the Southampton Union Free School District.

ZIP 11968 has about 10.8 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.

At about $4,726 a year, this home's property tax runs roughly 21% below 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