20 Canterbury Road, Woodbury, NY 11797
$999,000 · 3 bed · 3 bath · 1,900 sq ft · built 1953 · MLS# 1044983 · Coming Soon
Welcome to this charming split-level home nestled in the heart of Woodbury, located in the Syosset School District. Situated on an oversized 85'x150' lot, property offers plenty of space for entertaining, relaxing, and enjoying outdoor living. The beautifully established grounds feature mature specimen plantings adding privacy, character and natural beauty to the property. The home features 3 spacious bedrooms, 2.5 baths, and hardwood flooring throughout all bedrooms. A large den provides additional space for gatherings and everyday living. The 2-car garage offers ample parking and storage. Additional highlights include a…
Single-family homes in the Syosset Central School District sold for a median of $1,315,000 (typically $1,050,000–$1,760,000) across 259 recorded sales between Oct 6, 2025 and Oct 2, 2026, up 7.7% on the 12 months before. This home's $999,000 list price sits in the entry single-family tier for the Syosset Central School District.
ZIP 11797 has about 5.3 months of single family inventory — balanced market. Supply and demand are roughly even, so buyers and sellers share leverage with fair, predictable pricing.
At about $20,063 a year, this home's property tax is in line with the roughly $22,000 typical for Syosset Central School District. Nassau assessments run on a multi-year cycle, so the assessed value behind this bill can lag what the home actually sells for today. A sale does not automatically reset it, and 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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Woodbury Market Trend
Over the past 2 years, Woodbury's median sale price has been uneven, swinging between $895K and $2.2M from month to month — more a sign of a thin or mixed market than a steady, single-direction trend. The typical recent sale has taken about 30 days to go under contract. Part of why that median has moved unevenly month to month is mix shift — which property types happen to sell. The roughly $1.45M blended median combines very different types, so a stretch heavy on single-family (around $1.78M) versus one heavy on condos (around $1.12M) can swing the all-types figure on its own, independent of any change in value. Of 176 recent sales, single-family made up the largest share at about 57% with the highest median near $1.78M, condos about 41% near $1.12M. Because condos, though not the most common, is priced far enough from the rest to pull the blend down, the blended figure tends to sit below the single-family median rather than above it — so a typical single-family house has tended to sell closer to $1.78M, roughly $330K over the headline number. These are past medians, not predictions or guarantees, and individual properties vary widely; anyone weighing a specific property should review current comparable sales for that property type.
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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.
