HOA Communities in Windermere, Florida (2026)
Windermere, Florida has 2 HOA communities listed on HOA's HUB, with monthly dues ranging from $275 to $300 and a median of $288. That places Windermere slightly below the state average for Florida. The local mix skews toward a mix of single-family homes and condominiums. Most communities here (100%) are pet-friendly with rental-friendly bylaws in the majority of associations.
Windermere is home to 2 tracked HOA communities in Windermere County. Across the city, monthly HOA fees span $275 to $300 (median $288). The most common shared amenities across Windermere HOAs are Walking Trails, Parks, Pool. That is roughly 12% below the Florida statewide median of $326. Among the higher-profile associations tracked here is Isleworth Community Association with monthly dues near $300.
Windermere HOA Market Snapshot
Most Common Amenities
Where Windermere Is on the Map
Windermere, Florida is located at approximately 28.501, -81.535. The map below shows the surrounding area, including neighborhoods where the HOA communities listed on this page are located.
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Frequently Asked: HOAs in Windermere, Florida
How big is the HOA market in Windermere, Florida?
HOA's HUB tracks 2 HOA communities in Windermere, Florida across 1 county.
How much do HOA dues cost in Windermere?
The median monthly HOA fee in Windermere is approximately $288 (range $275–$300). Fees vary by amenity package, building age, and whether the community is single-family, condo, or townhome.
Is Windermere in Windermere County?
Windermere is located primarily in Windermere County, Florida.
What amenities do Windermere HOA communities typically offer?
Across the 2 Windermere communities we track, the most frequently offered amenities are Walking Trails, Parks, Pool, Playground. Higher-fee associations often include more of these; simpler communities tend to offer fewer.




