244 N Main Street, Southampton, NY 11968

244 N Main Street, Southampton, NY 11968

$3,750,000 · 6 bed · 7 bath · 4,046 sq ft · built 1999 · MLS# 1035855 · Active

SOUTHAMPTON VILLAGE CHARM - IDEAL LOCATION, TIMELESS APPEAL Nestled in the heart of Southampton Village, this recently renovated colonial home seamlessly blends historic charm with modern convenience. Beyond being a stunning residence, this home offers a proven rental history, making it a compelling investment opportunity. Just minutes from the vibrant village center, this property captures the essence of Southampton living. With 6 bedrooms, 7 bathrooms, and a thoughtful layout, this residence is perfectly suited for luxurious living and entertaining. The main level features an inviting open floor plan, highlighted by…

Single-family homes in the Southampton Union Free School District sold for a median of $3,150,000 (typically $1,695,000–$5,140,000) across 95 recorded sales between Oct 9, 2025 and Sep 29, 2026, up 27.4% on the 12 months before. This home's $3,750,000 list price sits in the upper single-family tier for the Southampton Union Free School District.

At about $10,575 a year, this home's property tax runs roughly 76% above the $6,000 typical for Southampton 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.

Personal-use terms and which listings this site shows: MLS & Data Disclosures

Southampton Market Trend

Momentum in Southampton has been building over the past 2 years — the median sale price has climbed roughly 51% year over year to about $3.9M while time on market has generally shortened. That combination points to conditions favoring sellers — and if it continues, further firming is possible.

More homes nearby

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.