All Home Types
Winchester, MA Housing Market
What is the housing market like in Winchester today?
Over the three months ending September 2026, Winchester home prices were up 26.3% compared to the same period last year, selling for a median price of $1.8M. On average, homes in Winchester sell after 22 days on the market compared to 19 days last year. There were 65 homes sold in September this year, down from 74 last year.
Median Sale PriceAll Home Types
Median Sale Price
(All Home Types)
$1,786,649
+26.3% YoY | Sep 2026
Based on Redfin calculations of home data from MLS and/or public records.
Location
Data
Sep 2026
Growth
% YoY
Winchester, MA
$1,786,649
+26.3%
United States
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Winchester Migration & Relocation Trends
In Apr '26 - Jun '26, 12% of Winchester homebuyers searched to move out of Winchester, while 88% looked to stay within the metropolitan area.
- Across the nation, 2% of homebuyers searched to move into Winchester from outside metros.
- New York homebuyers searched to move into Winchester more than any other metro followed by Washington and Los Angeles.
Where are people moving to Winchester from?
- 88% of Winchester homebuyers searched to stay within the Winchester metropolitan area.
- Portland was the most popular destination among Winchester homebuyers followed by Miami and Orlando.
Where are people from Winchester moving to?
Number of People Moving to Winchester
least
most
People are moving to Winchester from
| Inbound | Net inflow | ||
|---|---|---|---|
| Metros | Apr '26 - Jun '26 | ||
| 1 | 933 | ||
| 2 | 192 | ||
| 3 | 117 | ||
| 4 | 111 | ||
| 5 | 103 | ||
| 6 | 50 | ||
| 7 | 30 | ||
| 8 | 27 | ||
| 9 | 26 | ||
| 10 | 26 | ||
People are leaving Winchester for
| Outbound | Net outflow | ||
|---|---|---|---|
| Metros | Apr '26 - Jun '26 | ||
| 1 | 1,434 | ||
| 2 | 911 | ||
| 3 | 641 | ||
| 4 | 634 | ||
| 5 | 550 | ||
| 6 | 527 | ||
| 7 | 383 | ||
| 8 | 376 | ||
| 9 | 349 | ||
| 10 | 243 | ||
Methodology
This data does not reflect actual moves. The latest migration analysis is based on a sample of about two
million Redfin.com users who searched for homes across more than 100 metro areas. To be included in this dataset, a Redfin.com user
must have viewed at least 10 homes in a three month period. This dataset excludes all rentals data.
Recently sold homes
Learn about natural hazards and environmental risks, such as floods, fires, wind, and heat that could impact homes in Winchester.
Provided by First Street Foundation
Transportation in Winchester
Learn about the walkability, bikeability, and transit-friendliness of Winchester
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Transit Score®
Somewhat Bikeable
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