2 Deepwells Lane, Saint James, NY 11780
$1,999,999 · 5 bed · 5 bath · 4,788 sq ft · built 2002 · MLS# 992489 · Active
Welcome to this spacious 5-bedroom, 5-bath Colonial set on 1.70 acres in the desirable Head of the Harbor section of Saint James. This 4,788 sq ft home features a functional layout with a first-floor bedroom and full bath, formal dining room, living room, and an open kitchen with granite countertops, center island, and eat-in area leading to a large family room with fireplace. The second level includes a primary suite with walk-in closets and a private bath, along with additional generously sized bedrooms. Additional highlights include hardwood flooring, crown molding,…
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 $1,999,999 list price sits in the luxury single-family tier for the Smithtown Central School District.
ZIP 11780 has about 3.6 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 $24,973 a year, this home's property tax runs roughly 66% above 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

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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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Saint James Market Trend
Month-to-month medians in Saint James have been uneven across the past 2 years, ranging anywhere from $602K to $1.01M — more indicative of a thin or property-mix-driven market than of a single direction. After a softer stretch, the most recent months have seen prices tick back up. Homes here have lately been going under contract in roughly 25 days.
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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.
