The median home in Oakland, Illinois is valued at $133,286, up 11.7% year over year. Oakland is part of the Charleston-Mattoon, IL metropolitan area, which CrashWatch tracks daily with real-time stress scores and crash risk analysis.

Home Value$133,286

+11.7%

Prices rising — worse for buyers.

Affordability

Enter your income for Oakland.

Income (annual)

Down Payment

$26,657 on $133,286

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

Affordable17.2% of income

Under the 28% guideline.

PITI$1,072

P/I17.2%

Afford$218K

Room+$84K

P&I $674Tax $248Ins $150

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

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

Other cities in Illinois

Compare Oakland with other housing markets across Illinois.

Kenilworth$1.93M Winnetka$1.73M Glencoe$1.51M Bannockburn$1.22M Golf$1.19M Hinsdale$1.18M Lake Forest$1.14M South Barrington$1.08M

Full Charleston-Mattoon, IL analysis

Stress scores, crash risk, early warning signals, and 12-month price forecasts for the Charleston-Mattoon, IL metro.

View Charleston-Mattoon, IL metro

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Oakland, IL