The median home in Windermere, Florida is valued at $692,305, down 3.2% year over year. Typical monthly rent is $2,535, producing a price-to-rent ratio of 22.8x — well above the national average of 18x. Windermere is part of the Orlando-Kissimmee-Sanford, FL metropolitan area, which CrashWatch tracks daily with real-time stress scores and crash risk analysis.

See the full metro analysis: Orlando-Kissimmee-Sanford, FL stress score, crash risk, and 12-month forecast →

Home Value$692,305

-3.2%

Rent$2,535/mo

AFFORDABILITY

Enter your income for Windermere.

Income (annual)

Down Payment

$138,461 on $692,305

Out of reach — 69.6% of income

Need $186,300/yr to afford.

PITI$4,347

P/I69.6%

Afford$279K

Gap-$414K

P&I $3,501Tax $496Ins $350

Renting $1,812/mo cheaper ($2,535 rent)6.50% 30yr, 20% down, county tax + FL ins. 28% per HUD.

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

Other cities in Florida

Compare Windermere with other housing markets across Florida.

Jupiter Island$9494K Golden Beach$7499K Fisher Island$6393K Lake Buena Vista$6088K Jupiter Inlet Colony$3619K Manalapan$3569K Golf$2871K Boca Grande$2635K

Full Orlando-Kissimmee-Sanford, FL analysis

Stress scores, crash risk, early warning signals, and 12-month price forecasts for the Orlando-Kissimmee-Sanford, FL metro.

View Orlando-Kissimmee-Sanford, FL metro →

WINDERMERE, FL