43 Gardiners Bay Drive, Shelter Island, NY 11964

$3,290,000 · 5 bed · 5 bath · 6,106 sq ft · built 1985 · MLS# 1012419 · Active

Nestled in the highly coveted Hay Beach enclave of Shelter Island, 43 Gardiners Bay Drive is a grand, ˜ 6,100-square-foot coastal estate that redefines luxury through the lens of effortless living. Set on a sprawling 0.92-acre parcel with captivating winter water views of Gardiners Bay, this masterfully designed home offers a seamless daily rhythm, beginning in the light-filled foyer where exquisite millwork meets glass doors that open to the expansive grounds. Designed for both high-end entertaining and absolute ease, the flowing main level connects a stately firelit living room to…

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.

At about $14,714 a year, this home's property tax runs roughly 84% above the $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