23 Hillcrest Drive, Smithtown, NY 11787

23 Hillcrest Drive, Smithtown, NY 11787

$759,999 · 4 bed · 2 bath · 1,475 sq ft · built 1952 · MLS# 1060645 · Active

Welcome to 23 Hillcrest Drive, Smithtown! — where modern elegance, timeless charm, and the beauty of North Shore living come together! Situated on an expansive half-acre-plus property, this beautifully reimagined residence offers the perfect combination of sophisticated finishes, versatile living spaces, and an exceptional location. LOW TAXES OF ONLY $8650! From the moment you arrive, the home's impressive curb appeal sets the tone, featuring new siding, Brand 30 year architectural roof, elegant stone front steps and walkways, refreshed front and rear entryways, a newly paved blacktop driveway, and a detached…

Single-family homes in the Smithtown Central School District sold for a median of $845,000 (typically $735,000–$995,000) across 440 recorded sales between Oct 6, 2025 and Oct 2, 2026, up 5% on the 12 months before. This home's $759,999 list price sits in the mid-market single-family tier for the Smithtown Central School District.

ZIP 11787 has about 2.7 months of single family inventory — seller's market. Demand is outpacing supply, so homes sell quickly with firm pricing and limited room to negotiate.

At about $8,650 a year, this home's property tax runs roughly 42% below the $15,000 typical for Smithtown Central 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

Listings courtesy of OneKey® MLS as distributed by MLS GRID.

Based on information submitted to the MLS GRID as of October 11, 2026 4:30 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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Smithtown Market Trend

Over the past 2 years, Smithtown has strengthened — the median sale price has risen roughly 5% year over year to around $859K, and homes have generally been selling faster. Sellers currently hold the stronger hand, and if the pattern persists, prices could continue to firm.

Considering Smithtown? Explore the Smithtown community guide →