The median home in Sleepy Hollow, Illinois is valued at $451,267, up 4.0% year over year. Sleepy Hollow is part of the Chicago-Naperville-Elgin, IL-IN-WI metropolitan area, which CrashWatch tracks daily with real-time stress scores and crash risk analysis.

Home Value$451,267

+4.0%

Prices rising — worse for buyers.

Affordability

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Income (annual)

Down Payment

$90,253 on $451,267

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

Out of reach52.3% of income

Need $140,143/yr to afford.

PITI$3,270

P/I52.3%

Afford$242K

Gap-$210K

P&I $2,282Tax $839Ins $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 Sleepy Hollow 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 Chicago-Naperville-Elgin, IL-IN-WI analysis

Stress scores, crash risk, early warning signals, and 12-month price forecasts for the Chicago-Naperville-Elgin, IL-IN-WI metro.

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Sleepy Hollow, IL