61 N Cartwright Road, Shelter Island, NY 11964

$2,230,000 · 5 bed · 4 bath · 3,262 sq ft · built 1858 · MLS# 1058792 · Active

Set on a well-proportioned acre in one of Shelter Island’s most sought-after neighborhoods, this 1850s farmhouse offers charm, generous living space, and an exceptional location, with room for a pool. The main level features a spacious living room with a wood-burning fireplace, a dining room with a second wood-burning fireplace, and a bright sunroom. The open kitchen offers two exterior doors leading to side porches, providing an inviting connection to the outdoors and an ideal setting for entertaining. Upstairs are five generously sized bedrooms and three full bathrooms. A full…

Single-family homes in the Shelter Island Union Free School District sold for a median of $1,900,000 (typically $1,450,000–$2,800,000) across 22 recorded sales between Oct 10, 2025 and Aug 27, 2026, up 11.8% on the 12 months before.

ZIP 11964 has about 22.9 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 $7,579 a year, this home's property tax is in line with the roughly $8,000 typical for Shelter Island 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