Windermere, FL Real Estate & Homes For Sale
253 homes
- NEW - 3 HRS AGO2.49 ACRESKELLER WILLIAMS CLASSIC
- NEW CONSTRUCTIONBUILDABLE PLAN
- NEW - 1 DAY AGO3D VIEWAAA GLOBAL VENTURES PA
- NEW - 1 DAY AGO3D VIEWDOUGLAS ELLIMAN
- NEW - 2 DAYS AGO3D VIEWCOMPASS FLORIDA LLC
- NEW - 2 DAYS AGO3D VIEWHOMEVEST REALTY
- NEW - 2 DAYS AGO3D VIEW0.26 ACRESSOUTHERN REALTY GROUP LLC
- ONE LUXURY INTERNATIONAL LLC
- FLORIDA CONNEXION PROPERTIES
- CHARLES RUTENBERG REALTY ORLANDO
- KELLER WILLIAMS WINTER PARK
- WRA BUSINESS & REAL ESTATE
- REAL BROKER, LLC
- REAL BROKER, LLC
- CHARLES RUTENBERG REALTY ORLANDO
- BALDWIN PARK REALTY LLC
- SOUTHERN REALTY GROUP LLC
- RE/MAX PRIME PROPERTIES
- DIAMOND REAL ESTATE GROUP
- STOCKWORTH REALTY GROUP
- BLUE KEY PROPERTY MANAGEMENT
- ISLEWORTH REALTY LLC
- BHHS FLORIDA REALTY
- THE SIMON SIMAAN GROUP
- COLDWELL BANKER REALTY
- OPENDOOR BROKERAGE LLC
- ISLEWORTH REALTY LLC
- SOUTHERN REALTY GROUP LLC
- BHHS FLORIDA REALTY
- LAKE NONA REALTY LLC
- KELLER WILLIAMS REALTY AT THE PARKS
- BLUE MAGNOLIA REALTY LLC
- PM ELITE REALTY LLC
- IRWIN REALTY GROUP LLC
- Halloween on Trulia
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Windermere, FL Real Estate Trends
Learn about the Windermere, FL housing market through trends and averages.Affordability of Living in Windermere, FL
| Month | Median home value |
|---|---|
| October 2025 | $703k |
| November 2025 | $703k |
| December 2025 | $704k |
| January 2026 | $705k |
| February 2026 | $706k |
| March 2026 | $706k |
| April 2026 | $706k |
| May 2026 | $706k |
| June 2026 | $706k |
| July 2026 | $707k |
| August 2026 | $708k |
| September 2026 | $710k |
Trends and affordability stats are provided by third party data sources.
Average Home Value in Windermere, FL, by Home Size
Currently, there are 16 new listings in Windermere, FL and 253 homes for sale.
| Home Size | Home Value* |
|---|---|
| 2 bedrooms (10 homes) | $333,034 |
| 3 bedrooms (53 homes) | $441,190 |
| 4 bedrooms (88 homes) | $768,018 |
What Locals Say about Windermere
Review Highlights
Windermere offers enduring family appeal: top schools, low crime, cared-for streets, steady value ROI. Residents love safety, top-rated schools, clean well-kept streets, parks, and a tight-knit community. Concerns include rush-hour traffic, no public transit, rapid growth, crowded schools, and nightly fireworks.
AI-generated summary of moderated reviews.
Browse Windermere, FL homes by type

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
Copyright Heartland Association of Realtors. All rights reserved. Information is deemed reliable but not guaranteed.