The median home in Highland, Wisconsin is valued at $277,997, up 2.3% year over year. Highland is part of the Madison, WI metropolitan area, which CrashWatch tracks daily with real-time stress scores and crash risk analysis.

Home Value$277,997

+2.3%

Prices rising — worse for buyers.

Affordability

Enter your income for Highland.

Income (annual)

Down Payment

$55,599 on $277,997

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

Stretch30.9% of income

Above 28% but manageable with cuts.

PITI$1,934

P/I30.9%

Afford$252K

Gap-$26K

P&I $1,406Tax $429Ins $100

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

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

Other cities in Wisconsin

Compare Highland with other housing markets across Wisconsin.

Oconomowoc Lake$1.99M Shorewood Hills$1.13M Maple Bluff$967K River Hills$895K Linn$733K Summit$730K Delafield$722K Nashotah$691K

Full Madison, WI analysis

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Highland, WI