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ORANGE COUNTY
Central Florida ยท City guide

Windermere, Florida: Homebuying and Investing Guide

Home values in Windermere sit above the Orange County median, at $987,500. Here is the local picture for buyers and investors.

Illustration: Orange County scenery near Windermere
Illustration

Quick facts

Windermerevs Orange Countyvs Florida
Population3,344 (2025 estimate)
Growth since 20205.9%-1.0 pts-3.0 pts
Median home value$987,500153% higher175% higher
Median gross rent$3,10775% higher86% higher
Median household income$177,778123% higher138% higher
Owner occupied homes95.6%+38.8 pts+28.0 pts

Census survey figures are 2020 to 2024 averages; methods.

Living in Windermere

Windermere is a town in Orange County on an isthmus between Lake Down and Lake Butler.

As an incorporated town, Windermere sets its own zoning inside Orange County.

Known for: Named after Windermere, a lake in the English Lake District; Founded in 1887 by John Dawe; Part of the Lake Butler chain of lakes

Development and roads: Officially incorporated as a municipality on February 2, 1925. The 2020 Census counted 3,030 residents. Source: Wikipedia, Windermere, Florida, accessed October 29, 2026.

Next to the rest of Orange County, homes are pricier than the county median ($987,500 vs $390,100); household incomes are higher ($177,778 vs $79,719); the Census median rent is $3,107, above the county's $1,775 and more homes are owner occupied (95.6% vs 56.8%).

Closest matches on price and rent: Parkland ($983,000, $3,157), Siesta Key ($985,800, $3,501), Coral Gables ($1,089,900, $2,373).

Growth and housing

The Census estimates 3,344 residents in 2025, up from 3,159 in 2020: 5.9% growth.

The housing mix is 0% detached houses and 0% larger buildings.

Risks to price in

Risk itemDetail
County average homeowners insurance with wind$3,610 a year

Buying a home in Windermere

2026 loan limits (county)Amount
FHA, one unit$541,287
Conforming, one unit$832,750
Median home value here$987,500

Price to income: 5.5x, compared with 4.9x for the county.

  • Conventional: the default for buyers with solid credit and 5% or more down.
  • Jumbo: many homes here run near or past the $832,750 conforming limit.

Investing in Windermere

Long term rentals

Windermerevs Orange County
Renter occupied homes4.4%-38.8 pts

Short term rentals

0% of homes are held for seasonal or vacation use (Orange County 2.4%).

Short term rental taxesRate
County tourist development tax6%
State sales tax6% plus any county surtax

Rules vary street by street; verify zoning and HOA limits early. State rules

Property types

Housing stockShare
Single family detached0%
Buildings with 5+ units0%
Manufactured homes0%

Nearby

Other Florida markets

Sources

  1. U.S. Census Bureau, American Community Survey 2020 to 2024 5 year estimates. 2020 to 2024.
  2. U.S. Census Bureau, Population Estimates, Vintage 2025. July 1, 2025.
  3. U.S. Census Bureau, Building Permits Survey, 2025 annual. 2025.
  4. FFIEC HMDA Data Browser, originated loans. 2025 and 2024.
  5. LendingTree: 2026 FHA loan limits in Florida by county (HUD figures). 2026.
  6. Florida Realtors: FHFA sets 2026 conforming loan limits. 2026.
  7. Florida Office of Economic and Demographic Research: 2026 local option tourist tax rates. 2026.
  8. Florida Office of Insurance Regulation, July 2026 Insurance Stability Unit report (average homeowners premium with wind, as of March 31, 2026). March 31, 2026.
  9. Freddie Mac Primary Mortgage Market Survey. week of October 22, 2026.
  10. Wikipedia: List of counties in Florida. checked October 2026.
  11. U.S. Census Bureau county adjacency file. 2024.
  12. Wikipedia county article and statewide lists (colleges, teams, airports); Florida Defense Support Task Force installation map. checked October 2026.
  13. Hurricane landfalls: Wikipedia, List of Florida hurricanes (2000 to present). checked October 2026.

Estimates from public data; they change over time. General information, not investment, tax or legal advice, and not a loan offer. Methods and assumptions.

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