The median home in Chester, Massachusetts is valued at $288,969, down 0.7% year over year. Chester is part of the Springfield, MA metropolitan area, which CrashWatch tracks daily with real-time stress scores and crash risk analysis.

Home Value$288,969

-0.7%

Prices falling — better for buyers.

Affordability

Enter your income for Chester.

Income (annual)

Down Payment

$57,794 on $288,969

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

Stretch30.4% of income

Above 28% but manageable with cuts.

PITI$1,900

P/I30.4%

Afford$266K

Gap-$23K

P&I $1,461Tax $289Ins $150

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

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

Other cities in Massachusetts

Compare Chester with other housing markets across Massachusetts.

Nantucket$2.97M Chilmark$2.28M Weston$2.18M Wellesley$1.95M Edgartown$1.77M Aquinnah$1.73M Dover$1.72M West Tisbury$1.6M

Full Springfield, MA analysis

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

View Springfield, MA metro

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Chester, MA