550 Madison Avenue, Greenport, NY 11944
$1,276,000 · 3 bed · 3 bath · 1,500 sq ft · built 2025 · MLS# 998976 · Active
Welcome to 550 Madison Avenue in Greenport, a thoughtfully designed New Construction farmhouse that feels comfortable from the moment you arrive. The covered front porch is more than an architectural detail. There is actually room for a chair and side table, creating the perfect spot for a quiet morning coffee. Inside, wide 6-inch oak floors connect the bright, open living spaces. The powder room is conveniently located near the front entrance, but it is tucked far enough away from the open living room, dining area, and kitchen to give everyone…
Single-family homes in the Greenport Union Free School District sold for a median of $999,000 (typically $725,000–$1,450,000) across 55 recorded sales between Oct 9, 2025 and Oct 1, 2026, down 4.4% on the 12 months before. This home's $1,276,000 list price sits in the upper single-family tier for the Greenport Union Free School District.
ZIP 11944 has about 6 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 $9,680 a year, this home's property tax runs roughly 21% above the $8,000 typical for Greenport 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
Greenport Market Trend
Over the past 2 years, Greenport has resisted a single storyline: the median sale price has bounced between $410K and $1.48M, the kind of swing that typically reflects a thin or mixed market. After a softer stretch, the most recent months have seen prices tick back up. Homes here have lately been going under contract in roughly 100 days.
More homes nearby
- All homes for sale in Greenport, NY
- Homes for sale in Suffolk County, NY
- All Long Island & NYC listings
- Homes in ZIP 11944
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.
