The median home in Middletown, Virginia is valued at $435,490, up 1.2% year over year. Middletown is part of the Winchester, VA-WV metropolitan area, which CrashWatch tracks daily with real-time stress scores and crash risk analysis.

Home Value$435,490

+1.2%

Prices rising — worse for buyers.

Affordability

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Income (annual)

Down Payment

$87,098 on $435,490

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

Out of reach42.1% of income

Need $112,843/yr to afford.

PITI$2,633

P/I42.1%

Afford$289K

Gap-$146K

P&I $2,202Tax $298Ins $133

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

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

Other cities in Virginia

Compare Middletown with other housing markets across Virginia.

Great Falls$1.63M McLean$1.42M Waterford$1.28M Dunn Loring$1.19M Upperville$1.14M Vienna$1.13M Middleburg$1.11M Aldie$1.08M

Full Winchester, VA-WV analysis

Stress scores, crash risk, early warning signals, and 12-month price forecasts for the Winchester, VA-WV metro.

View Winchester, VA-WV metro

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Middletown, VA