45 Shadyrest Drive, Sag Harbor, NY 11963
$1,850,000 · 3 bed · 3 bath · 2,059 sq ft · built 1967 · MLS# 1043921 · Active
Classic Hamptons living in Sag Harbor’s sought-after Sunset Shores community. Set on nearly half an acre, this cedar-shingled Colonial offers three bedrooms, three full bathrooms, and 2,059± square feet across two entirely above-grade levels. A sweeping circular drive introduces the home, where a gracious foyer opens to an expansive living room with broad bay window. The adjoining dining area and open kitchen feature white cabinetry, stone countertops, stainless-steel appliances, a generous center island, and sliding glass doors connecting to the backyard. A full bathroom and dedicated laundry room complete the…
Single-family homes in the Sag Harbor Union Free School District sold for a median of $2,350,000 (typically $1,700,000–$4,200,000) across 51 recorded sales between Oct 4, 2025 and Sep 30, 2026, up 20.8% on the 12 months before. This home's $1,850,000 list price sits in the mid-market single-family tier for the Sag Harbor Union Free School District.
At about $5,590 a year, this home's property tax runs roughly 20% below the $7,000 typical for Sag Harbor 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

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Based on information submitted to the MLS GRID as of October 11, 2026 3:30 am. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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Looking for off-market opportunities or a property attorney's read on this listing? Contact Joseph DeVito — Lic. R.E. Associate Broker + NY-licensed real estate attorney.
