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.

See the full metro analysis: Winchester, VA-WV stress score, crash risk, and 12-month forecast →

Home Value$435,490

+1.2%

AFFORDABILITY

Enter your income for Middletown.

Income (annual)

Down Payment

$87,098 on $435,490

Out of reach — 42.1% 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$1629K McLean$1425K Waterford$1278K Dunn Loring$1188K Upperville$1141K Vienna$1132K Middleburg$1114K Aldie$1081K

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 →

MIDDLETOWN, VA