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Featured local agent — Winchester, MA
Sarah Mitchell
Compass Real Estate · Winchester, MA
“Your trusted relocation specialist since 2009. 350+ homes sold. Zero-pressure, data-first approach.”
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Winchester, MA Housing Market & Real Estate
Housing market overview · Updated monthly ·
$1.40Mmedian sale price
How is the Winchester, MA housing market right now?
The median home sale price in Winchester, MA is $1.40M, down 21.6% year-over-year. Homes sell in an average of 16 days with 52 active listings. The market is currently a strong seller's market. (Source: Redfin monthly MLS data, as of May 2026 — the most recent Redfin release; Redfin publishes each month's data on a ~6-week lag.)
Is Winchester a buyer's or seller's market?
Winchester, MA is currently a strong seller's market, based on 1.8 months of supply and homes selling in about 16 days. How we determine this →
Homes sold
29
Last 12 weeks
Days on market
16
Fast-moving
Active listings
52
1.8 months supply
Sale-to-list
101.8%
Above asking
What does the Winchester housing market data show?
| Metric | Value |
|---|---|
| Median sale price | $1.40M |
| Median list price | $1.59M |
| Year-over-year price change | -21.6% |
| Average days on market | 16 days |
| Active inventory | 52 listings |
| Months of supply | 1.8 months |
| Sale-to-list price ratio | 101.8% |
| Median price per sq ft | $558/sq ft |
| Homes sold (latest month) | 29 |
| New listings (latest month) | 39 |
| Listings with a price cut | 30.8% |
| Market condition | Strong seller's market |
Source: Redfin · Updated monthly
How much do homes cost in Winchester by property type?
How the Winchester, MA market breaks down across single-family homes, condos, and townhouses.
| Property type | Median price | Price / sq ft | Homes sold | Days on market |
|---|---|---|---|---|
| Single-family | $1.70M | $561/sq ft | 23 | 19 days |
| Condo / Co-op | $355,000 | $560/sq ft | 1 | 157 days |
| Townhouse | $1.05M | $507/sq ft | 5 | 13 days |
Source: Redfin · Updated monthly
The Winchester housing market is currently classified as a strong seller's market with a median sale price of $1.40M. Prices have fallen 21.6% compared to last year, with homes spending an average of 16 days on market, indicating 1.8 months of inventory.With limited inventory, homes sell quickly and buyers should be prepared to act decisively and competitively to secure a property.The price-to-income ratio of 7.3x provides context for how home values compare to local earning capacity.
Homes for sale in Winchester
There are currently 52 homes listed for sale in Winchester, Massachusetts. The median listing price is $1.6M.
Active listings
52
Homes on market
Median list price
$1.6M
Avg. days on market
16
Days until sale
New this week
39
Newly listed
Who lives in Winchester?
Population
22,862
Median income
$218,176/yr
Median age
43 years
Owner-occupied
83.4%
College grads
78.4%
Avg commute
30.8 min
Source: U.S. Census Bureau ACS
What are homes worth in Winchester?
Zillow home value
$1.60M
Zillow rent index
$3,776/mo
Price-to-rent ratio
35.3x
Price-to-income
7.3x
Source: Zillow Research
What is it like to live in Winchester?
Winchester is a community of approximately 23K residents with a median age of 43 years.The median household income is $218,176, which reflects a relatively affluent area with strong earning potential. 78.4% of residents hold a bachelor's degree or higher, indicating a highly educated population.
Homeownership rates are at 83.4%, reflecting strong community stability and long-term resident commitment. The average commute time is 30.8 minutes, which suggests a more suburban or rural location for those willing to commute longer distances.Overall, Winchester offers a balanced lifestyle with accessible home values relative to local income levels.
Which public schools serve Winchester?
7 schools tracked · 4,331 students
The largest public schools serving Winchester, MA by enrollment, drawn from the National Center for Education Statistics. School quality is a commonly cited factor in home-buying decisions — these are the campuses families in this area are most likely to encounter.
Winchester High School
Grades 9-12 · 1,372 students
McCall Middle
Grades 6-8 · 1,039 students
Lynch Elementary
Grades PK-5 · 425 students
Vinson-Owen Elementary
Grades PK-5 · 425 students
Ambrose Elementary
Grades K-5 · 383 students
Lincoln Elementary
Grades K-5 · 349 students
Muraco Elementary
Grades K-5 · 338 students
Source: National Center for Education Statistics, Common Core of Data directory. Updated annually. Ratings and test scores are not currently displayed.
Which cities are near Winchester, MA?
Want a head-to-head view? Compare Winchester side-by-side with any other U.S. city using our market-comparison tool.
Is Winchester a good real estate investment market?
For investors evaluating Winchester, the price-to-rent ratio of 35.3x indicates higher purchase prices relative to rental income, typical of appreciation-focused markets. The market has softened 21.6% year-over-year, potentially creating entry opportunities for strategic buyers.Use our rent vs. buy calculator to analyze whether owning or renting makes more financial sense based on Winchester's current market conditions and your specific situation. Estimate your monthly payment with the mortgage calculator using Winchester's median home price.
Frequently asked questions
What is the average home price in Winchester?
The median home sale price in Winchester is $1.40M, down 21.6% from last year.
How long do homes stay on market in Winchester?
Homes typically spend 16 days on market before going under contract.
What is the median income in Winchester?
The median household income is $218,176 per year.
Is Winchester a buyer's or seller's market?
With 1.8 months of supply, Winchester is currently a strong seller's market.
What is the Zillow home value estimate for Winchester?
The Zillow Home Value Index (ZHVI) for Winchester is $1.60M, representing the typical home value in the area.
What is the median condo price in Winchester?
The median condo/co-op sale price in Winchester, MA is $355,000, compared to $1.70M for a single-family home, based on the latest Redfin data.
How much does a single-family home cost in Winchester?
The median single-family home price in Winchester, MA is $1.70M (about $561 per square foot).
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