The median home in Rupert, Vermont is valued at $406,119, up 2.9% year over year. Rupert is part of the Bennington, VT metropolitan area, which CrashWatch tracks daily with real-time stress scores and crash risk analysis.

Home Value$406,119

+2.9%

Prices rising — worse for buyers.

Affordability

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Income (annual)

Down Payment

$81,224 on $406,119

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

Out of reach44.8% of income

Need $119,871/yr to afford.

PITI$2,797

P/I44.8%

Afford$254K

Gap-$152K

P&I $2,054Tax $643Ins $100

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

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

Other cities in Vermont

Compare Rupert with other housing markets across Vermont.

Stowe$1.04M Charlotte$822K Landgrove$789K Norwich$760K Dorset$717K Stratton$695K Woodstock$693K Pomfret$679K

Full Bennington, VT analysis

Stress scores, crash risk, early warning signals, and 12-month price forecasts for the Bennington, VT metro.

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Rupert, VT