Housing Market Report
Winchester City, VA
Data through February 2026 · Updated monthly
Homes are selling quickly with few price cuts
Avg Home Value
$352,002
▲ 3.7% year-over-year
Days to Pending
36 days
Homes For Sale
72
Avg Rent/Month
$1,590
▲ 4.5% year-over-year
The Winchester City, VA housing market is continuing to appreciate. The average home value is $352,002, up 3.7% year-over-year as of February 2026. Homes are spending a median of 36 days on the market before going pending. 0.2% of active listings have had a price cut.
There are currently 72 homes for sale in the county, with 19 new listings hitting the market each month.
The average asking rent in Winchester City is $1,590 per month, up 4.5% year-over-year. For investors, the gross rent multiplier on a median-priced home is approximately 18.5, indicating moderate cash flow potential.
Bottom-tier homes (under the 33rd percentile) are currently valued at $265,237, making them the primary target range for investors looking at wholesale deals, fix-and-flip projects, or BRRRR strategies.
Free Home Value Estimate
What's your home worth in Winchester City?
Get a free estimate based on recent sales and market data in your neighborhood. See how your home compares.
Free · Takes 30 seconds · Based on real sale data
Market Snapshot
Winchester City Housing Market at a Glance
Key metrics for Winchester City as of February 2026. Year-over-year changes show how the market has shifted in the last 12 months.
| Metric | Dec 2025 | Jan 2026 | Feb 2026 | 3-Mo Change |
|---|---|---|---|---|
| Avg Home Value | $349,410 | $350,730 | $352,002 | ▲ 0.7% |
| Single Family Value | $350,535 | $351,848 | $353,087 | ▲ 0.7% |
| Median List Price | $419,133 | $410,833 | $399,417 | ▼ 4.7% |
| Avg Rent/Month | $1,596 | $1,582 | $1,590 | ▼ 0.4% |
| Homes For Sale | 79 | 77 | 72 | ▼ 8.9% |
| New Listings | 28 | 24 | 19 | ▼ 32.1% |
| % Listings w/ Price Cut | 0.3% | 0.3% | 0.2% | ▼ 25.0% |
Home Values
Winchester City Home Value Trend (2000–2026)
All-home median values including the 2008 housing crash, 2020 COVID surge, and 2022 rate shock. Switch between All Homes, Single Family, Bottom Tier, Top Tier, and Rent to compare trends.
Source: Zillow Research ZHVI / ZORI · Updated monthly
Market Breakdown
What Homes Cost in Winchester City
Home values broken down by bedroom count, ZIP code neighborhood, and property type. 3-bedroom homes are valued at $338,026 in Winchester City. 1-bedroom units start at $220,311.
| Bedroom Count | Avg Value | Last 30 Days | Last Year |
|---|---|---|---|
| 1 Bedroom | $220,311 | ▲ 0.9% | ▲ 7.8% |
| 2 Bedrooms | $268,604 | ▲ 0.5% | ▲ 4.6% |
| 3 Bedrooms | $338,026 | ▲ 0.4% | ▲ 3.7% |
| 4 Bedrooms | $506,657 | ▲ 0.1% | ▲ 2.7% |
| 5+ Bedrooms | $644,677 | No Change | ▲ 2.0% |
The table above reflects average home values and rent in Winchester City, broken down by bedroom count, neighborhoods, and property types. Data sourced from Zillow Research.
Market Tiers
Buyer vs. Investor Segments
Bottom-tier homes (under 33rd percentile) are the primary target for wholesale investors using the 70% rule. In Winchester City, bottom-tier homes are valued at $265,237.
Bottom Tier
Under 33rd percentile
$265,237
▲ 5.5% YoY
Wholesale / investor range
Mid Tier
33rd-67th percentile
$352,002
▲ 3.7% YoY
Typical buyer range
Top Tier
Over 67th percentile
$526,338
Luxury / high-end
Market Activity
Supply, Demand and Pricing Power
How quickly homes are selling, how many are available, and whether sellers or buyers have the upper hand in Winchester City.
Homes For Sale
72
19 new/month
% Listings w/ Price Cut
0.2%
$840 median cut
Median List Price
$399,417
Rental Market
Rent Trends in Winchester City
Zillow Observed Rent Index (ZORI) tracks typical asking rent, controlling for quality mix. Rent in Winchester City is up 4.5% compared to last year. At current prices, the price-to-rent ratio is 18.5x annual rent.
Avg Asking Rent
$1,590
Year-over-Year
+4.5%
▲ 4.5%
Month-over-Month
+0.5%
▲ 0.5%
Price-to-Rent Ratio
18.5x
Rent trend (ZORI)
Source: Zillow Research ZHVI / ZORI · Updated monthly
Metro Context
Winchester City vs. Winchester
How Winchester City compares to the broader Winchester metropolitan area.
| Metric | Winchester City | Metro Avg |
|---|---|---|
| Avg Home Value | $352,002 | $379,865 |
| Days to Pending | 36 days | -- |
| % Sold Below List | -- | 0.6% |
| Avg Rent/Month | $1,590 | $1,789 |
By Neighborhood
Home Values in Winchester City by ZIP Code
Compare home values and price trends across neighborhoods in Winchester City. Click any ZIP to see its full market report.
Nearby Markets
Other Counties in VA
Explore home values and trends in other VA counties. Compare markets to find investment opportunities.
Accomack
$236,874
▼ 2%Last year
Albemarle
$544,769
▲ 2%Last year
Rent: $1,997/mo
Alexandria City
$673,561
▲ 1%Last year
Rent: $2,212/mo
Alleghany
$173,555
▲ 1%Last year
Amelia
$315,037
▲ 5%Last year
Amherst
$253,361
▼ 2%Last year
Rent: $1,139/mo
Appomattox
$277,704
▲ 8%Last year
Arlington
$810,771
▲ 0%Last year
Rent: $2,576/mo
Frequently Asked Questions
Ready to see what your home is actually worth?
Get comps from recent sales near you, backed by real transaction data. Free, instant, no obligation.
Data Sources and Methodology
Market data on this page comes from the Zillow Home Value Index (ZHVI) and Zillow Observed Rent Index (ZORI), updated monthly by Zillow Research. ZHVI measures the typical home value for a given region based on Zillow's proprietary automated valuation model, smoothed and seasonally adjusted to remove noise. ZORI measures the typical observed market-rate rent across the region, controlling for quality mix changes.
Sale price, inventory, days-on-market, and sale-to-list metrics are sourced from Zillow Research public data releases. All data is refreshed on the 17th of each month. This report was last updated February 2026.
Explore More
Nearby Counties
Tools for Winchester City
Investing in Winchester City?
Run your ARV and MAO instantly with live market data