225 Lakeside Drive S, Southold, NY 11971

$2,200,000 · 3 bed · 3 bath · 2,600 sq ft · built 1974 · MLS# 1038709 · Active

Fully renovated and exceptionally private, this sophisticated waterfront contemporary is a true North Fork retreat, pairing stylish interiors with a serene setting and an effortless outdoor lifestyle. Hardwood floors and walls of glass define the open-concept, where a beautifully appointed kitchen flows into the living and dining spaces and an inviting sunroom, all oriented toward the water. Two main-level primary suites and three modern baths offer exceptional comfort and flexibility. Outside, the setting takes center stage. Expansive mahogany decking wraps around a heated saltwater pool overlooking the water, creating a…

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 $2,200,000 list price sits in the upper 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 $14,115 a year, this home's property tax runs roughly 76% 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