The median home in Highwood, Illinois is valued at $449,790, up 6.6% year over year. Typical monthly rent is $2,262, producing a price-to-rent ratio of 16.6x — near the national average of 18x. Highwood 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.

See the full metro analysis: Chicago-Naperville-Elgin, IL-IN-WI stress score, crash risk, and 12-month forecast →

Home Value$449,790

+6.6%

Rent$2,262/mo

AFFORDABILITY

Enter your income for Highwood.

Income (annual)

Down Payment

$89,958 on $449,790

Out of reach — 52.2% of income

Need $139,714/yr to afford.

PITI$3,260

P/I52.2%

Afford$241K

Gap-$208K

P&I $2,274Tax $836Ins $150

Renting $998/mo cheaper ($2,262 rent)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 Highwood with other housing markets across Illinois.

Kenilworth$1927K Winnetka$1731K Glencoe$1507K Bannockburn$1222K Golf$1186K Hinsdale$1182K Lake Forest$1136K South Barrington$1077K

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.

View Chicago-Naperville-Elgin, IL-IN-WI metro →

HIGHWOOD, IL