The median home in Windsor, Connecticut is valued at $353,560, up 6.4% year over year. Typical monthly rent is $2,200, producing a price-to-rent ratio of 13.4x — below the national average of 18x. Windsor is part of the Hartford-East Hartford-Middletown, CT metropolitan area, which CrashWatch tracks daily with real-time stress scores and crash risk analysis.

Home Value$353,560

+6.4%

Rent$2,200/mo

Prices rising — worse for buyers.

Affordability

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Income (annual)

Down Payment

$70,712 on $353,560

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

Out of reach41.1% of income

Need $110,186/yr to afford.

PITI$2,571

P/I41.1%

Afford$241K

Gap-$113K

P&I $1,788Tax $633Ins $150

Renting $371/mo cheaper ($2,200 rent)6.50% 30yr, 20% down, county tax + CT ins. 28% per HUD.

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

Other cities in Connecticut

Compare Windsor with other housing markets across Connecticut.

Darien$2.24M Greenwich$2.19M New Canaan$2.03M Westport$1.9M Weston$1.3M Wilton$1.18M Washington$998K Ridgefield$945K

Full Hartford-East Hartford-Middletown, CT analysis

Stress scores, crash risk, early warning signals, and 12-month price forecasts for the Hartford-East Hartford-Middletown, CT metro.

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Windsor, CT