The median home in Winchester, Missouri is valued at $229,961, up 2.9% year over year. Winchester is part of the St. Louis, MO-IL metropolitan area, which CrashWatch tracks daily with real-time stress scores and crash risk analysis.

Home Value$229,961

+2.9%

Prices rising — worse for buyers.

Affordability

Enter your income for Winchester.

Income (annual)

Down Payment

$45,992 on $229,961

Example: $75,000 household income. Change it above to see your own.

Affordable24.2% of income

Under the 28% guideline.

PITI$1,515

P/I24.2%

Afford$266K

Room+$36K

P&I $1,163Tax $186Ins $167

6.50% 30yr, 20% down, county tax + MO ins. 28% per HUD.

Home Buying Kit For Dummies (2025)Financing, negotiation, closing

Other cities in Missouri

Compare Winchester with other housing markets across Missouri.

Huntleigh$2.29M Village of Loch Lloyd$1.29M Ladue$1.27M Westwood$1.24M Frontenac$1.2M Town and Country$1.09M Clarkson Valley$876K Clayton$830K

Full St. Louis, MO-IL analysis

Stress scores, crash risk, early warning signals, and 12-month price forecasts for the St. Louis, MO-IL metro.

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Winchester, MO