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.

Home Value$692,305

-3.2%

Rent$2,535/mo

Prices falling — better for buyers.

Affordability

Enter your income for Windermere.

Income (annual)

Down Payment

$138,461 on $692,305

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

Out of reach69.6% 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$9.49M Golden Beach$7.5M Fisher Island$6.39M Lake Buena Vista$6.09M Jupiter Inlet Colony$3.62M Manalapan$3.57M Golf$2.87M Boca Grande$2.63M

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

Weekly briefing

Every Monday — score changes, top movers, and what shifted. Free.

Windermere, FL