600 Highwood Road, Southold, NY 11971

$1,295,000 · 2 bed · 2 bath · 1,925 sq ft · built 1976 · MLS# 1066839 · Active

Distinctive Design. Natural Privacy. Your North Fork Retreat. Tucked into a cul-de-sac on 1.37 acres, 600 Highwood Road in Southold is a thoughtfully customized two-bedroom, two-bath A-frame where striking architecture meets relaxed North Fork living. Roman clay, white oak flooring, and exposed wood beams bring warmth and texture to the double-height great room, while custom built-ins add character and functionality throughout. Designed for effortless entertaining, the home offers inviting spaces to gather in every season. A soft, monochromatic palette continues into the kitchen, featuring a quartz-topped island, plaster hood, stainless…

Single-family homes in the Southold Union Free School District sold for a median of $961,000 (typically $765,000–$1,580,000) across 86 recorded sales between Oct 23, 2025 and Sep 22, 2026, down 12.6% on the 12 months before. This home's $1,295,000 list price sits in the upper single-family tier for the Southold Union Free School District.

ZIP 11971 has about 5.9 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 $8,339 a year, this home's property tax is in line with the roughly $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