HOA Communities in Winter Park, Florida (2026)
Winter Park, Florida has 2 HOA communities listed on HOA's HUB, with monthly dues ranging from $225 to $375 and a median of $300. That places Winter Park 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 mixed rental policies.
The Winter Park HOA market spans 2 tracked communities in Winter Park County. Across the city, monthly HOA fees span $225 to $375 (median $300). The most common shared amenities across Winter Park HOAs are Pool, Fitness Center, Playground. That is roughly 8% below the Florida statewide median of $326. Among the higher-profile associations tracked here is Winterbrook Homeowners Association, Inc. with monthly dues near $375.
Winter Park HOA Market Snapshot
Most Common Amenities
Where Winter Park Is on the Map
Winter Park, Florida is located at approximately 28.598, -81.353. The map below shows the surrounding area, including neighborhoods where the HOA communities listed on this page are located.
Other Top HOA Cities in Florida
Browse HOA communities across Florida
Frequently Asked: HOAs in Winter Park, Florida
How big is the HOA market in Winter Park, Florida?
HOA's HUB tracks 2 HOA communities in Winter Park, Florida across 1 county.
How much do HOA dues cost in Winter Park?
The median monthly HOA fee in Winter Park is approximately $300 (range $225–$375). Fees vary by amenity package, building age, and whether the community is single-family, condo, or townhome.
Is Winter Park in Winter Park County?
Winter Park is located primarily in Winter Park County, Florida.
What amenities do Winter Park HOA communities typically offer?
Across the 2 Winter Park communities we track, the most frequently offered amenities are Pool, Fitness Center, Playground, Walking Trails. Higher-fee associations often include more of these; simpler communities tend to offer fewer.



