23 Colonial Drive, Smithtown, NY 11787
$1,099,988 · 5 bed · 4 bath · 3,800 sq ft · built 1965 · MLS# 1039816 · Active
Welcome to this expansive 3,800-square-foot home offering exceptional space and flexibility. With 5–6 bedrooms, 4 full bathrooms, and a 3-car garage, this home is designed to accommodate a variety of living arrangements. The flexible first-floor layout features three bedrooms, two living areas, two full bathrooms, a kitchenette, and laundry, creating an ideal setup for extended or multigenerational living, guests, or those looking for additional private living space. The main living areas offer cathedral ceilings, abundant natural light, and an inviting sense of openness. The spacious primary bedroom features its own…
Single-family homes in the Hauppauge Union Free School District sold for a median of $850,000 (typically $750,000–$1,000,000) across 144 recorded sales between Oct 6, 2025 and Sep 30, 2026, up 8.3% on the 12 months before. This home's $1,099,988 list price sits in the upper single-family tier for the Hauppauge Union Free 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 $13,261 a year, this home's property tax runs roughly 11% above the $12,000 typical for Hauppauge 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

Listings courtesy of OneKey® MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID as of October 11, 2026 2:30 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 →
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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.
