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.

See the full metro analysis: Madison, WI stress score, crash risk, and 12-month forecast →

Home Value$277,997

+2.3%

AFFORDABILITY

Enter your income for Highland.

Income (annual)

Down Payment

$55,599 on $277,997

Stretch — 30.9% 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$1986K Shorewood Hills$1133K Maple Bluff$967K River Hills$895K Linn$733K Summit$730K Delafield$722K Nashotah$691K

Full Madison, WI analysis

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

View Madison, WI metro →

HIGHLAND, WI