Winchester MA
122 active listings out of 11K total properties we track across 9 Winchester ZIPs — listings, off-market homes, rentals, and full sales/tax history. Refreshed nightly.
While you're here, take in the bigger picture — maps below show Boston metro, not just Winchester. Same company, same dataset, different resolution.
Inventory breakdown
Distribution of the 122 currently-active listings in Winchester, MA. Full dataset covers 11K properties — listings, off-market homes, rentals, and full history.
ZIP codes in Winchester
Drill into any ZIP for hex-level breakdowns.
Nearby cities
Other Massachusetts cities within driving distance.
Get Winchester, MA data in your app
GET https://api.straply.com/v1/markets/city/winchester-ma
Authorization: Bearer $STRAPLY_KEY{
"city": "winchester-ma",
"total_tracked": 11240,
"active": 122,
"median_list": 1797000
}Winchester, MA real estate: market summary
As of April 2026, Straply tracks 11,240 homes in Winchester, MA, with 122 active for sale at a median list price of $1,797,000 (~$574/sq ft). Notably, it's a high-end market — 33% of recent sales were $1M or more.
- Median list price
- $1,797,000
- Median $/sq ft
- $574
- Active listings
- 122
- Median sale price
- $1,330,000 (-5% YoY)
- Properties tracked
- 11,240
Frequently asked: Winchester, MA real estate
What is the median home price in Winchester?
The median list price in Winchester, MA is $1,797,000 (about $574 per square foot), based on 122 active listings tracked by Straply as of April 2026.
What price range are homes in Winchester?
Active listings in Winchester, MA concentrate in: 42% $2m+ and 34% $1m–$2m.
Are home prices in Winchester going up or down?
The median sale price is $1,330,000, down 5% year over year. Straply tracked 316 sales here over the past 12 months.
How many homes are for sale in Winchester?
Straply is tracking 122 active listings in Winchester, MA out of 11,240 properties on record as of April 2026.
How old are the homes in Winchester?
Most homes in Winchester, MA were built in the 1950s. About 26% were built after 1980, while 39% predate 1940. The newest tracked home dates to 2026.
What types of homes are in Winchester?
Winchester, MA is mostly single-family homes (74% of listings). Also common: townhouses 15%, condos 10%.
How many bedrooms do homes in Winchester typically have?
The most common size in Winchester, MA is 5+ bd.
What are the most active ZIP codes in Winchester?
The ZIP codes with the most active listings in Winchester, MA are 01890, 01944.
What areas are near Winchester?
Nearby markets Straply also tracks include Wakefield, Melrose, Stoneham, Saugus.
Data as of April 2026. Source: Straply. For address-level history and programmatic access, use the Straply API.