2220 Akerly Pond Lane, Southold, NY 11971

$999,000 · 5 bed · 2 bath · built 1800 · MLS# 1054880 · Active

Steeped in history dating back to the early 1800s, this five-bedroom, two-bathroom home once served as the main farmhouse of an expansive agricultural tract. Set on two sprawling acres, the property features a large gambrel barn, sweeping lawns, and a white picket fence that complements its classic farmhouse charm. Surrounded by preserved farmland, this pastoral setting is conveniently located in the heart of Southold Hamlet.

Single-family homes in the Southold Union Free School District sold for a median of $985,000 (typically $765,000–$1,700,000) across 88 recorded sales between Oct 9, 2025 and Sep 22, 2026, down 9.9% on the 12 months before. This home's $999,000 list price sits in the mid-market single-family tier for the Southold Union Free School District.

ZIP 11971 has about 5.1 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 $9,113 a year, this home's property tax runs roughly 14% above the $8,000 typical for Southold 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