143 Paddington Circle, Smithtown, NY 11787
$719,000 · 3 bed · 3 bath · 1,934 sq ft · built 2003 · MLS# 1051895 · Active
Enjoy country-club living in this fabulous three-bedroom, 2.5-bath townhouse in the sought-after gated community of Windcrest in Smithtown. The Dover model is the largest townhouse offered in this desirable community of 187 residences. The main level features an inviting living room with a gas fireplace, crown molding, and prefinished hardwood floors, seamlessly opening to the formal dining room. The bright kitchen offers white cabinetry, granite countertops, stainless steel appliances, and a comfortable eating area overlooking the rear paver patio.A cozy den provides the perfect space to relax after a long…
Condos in the Smithtown Central School District sold for a median of $600,000 (typically $490,000–$730,000) across 82 recorded sales between Oct 6, 2025 and Oct 2, 2026, up 0% on the 12 months before. This home's $719,000 list price sits in the upper condo tier for the Smithtown Central School District.
ZIP 11787 has about 1.5 months of condo inventory — hot seller's market. Severe inventory shortage — homes sell fast and often draw multiple offers over asking, giving sellers maximum leverage.
At about $16,853 a year, this home's property tax runs roughly 141% above the $7,000 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 10, 2026 9:45 pm. 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.
