HOA Communities in Winter Garden, Florida (2026)
Winter Garden, Florida has 6 HOA communities listed on HOA's HUB, with monthly dues ranging from $225 to $450 and a median of $350. That places Winter Garden slightly above 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.
HOA's HUB lists 6 active HOA communities in Winter Garden in Winter Garden County. Across the city, monthly HOA fees span $225 to $450 (median $350). Among Winter Garden communities tracked: 83% permit long-term rentals, 33% allow short-term / Airbnb-style rentals, 100% are pet-friendly. The most common shared amenities across Winter Garden HOAs are Fitness Center, Walking Trails, Pool. Relative to the Florida statewide median ($326), Winter Garden runs roughly 7% higher. Among the higher-profile associations tracked here is Grove Park HOA with monthly dues near $450. Use the community list below to compare fees, amenities, and pet or rental policies across Winter Garden HOAs.
Winter Garden HOA Market Snapshot
Most Common Amenities
Where Winter Garden Is on the Map
Winter Garden, Florida is located at approximately 28.487, -81.605. The map below shows the surrounding area, including neighborhoods where the HOA communities listed on this page are located.
About Winter Garden, Florida
City in Florida, United States
Winter Garden is a city in western Orange County, Florida, United States. Located 14 miles (23 km) west of Downtown Orlando, it is part of the Orlando metropolitan area. The population was 46,964 as of the 2020 census.
Continue reading on WikipediaAll HOA Communities in Winter Garden

Fox Meadow HOA

Fox Meadow Trails
Grove Park HOA

Independence Community Association, Inc.

Summerlake management office
The Villas at Tucker Oaks
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Frequently Asked: HOAs in Winter Garden, Florida
How big is the HOA market in Winter Garden, Florida?
HOA's HUB tracks 6 HOA communities in Winter Garden, Florida across 1 county.
How much do HOA dues cost in Winter Garden?
The median monthly HOA fee in Winter Garden is approximately $350 (range $225–$450). Fees vary by amenity package, building age, and whether the community is single-family, condo, or townhome.
Are Winter Garden HOAs pet-friendly?
Of the 6 Winter Garden communities tracked, 6 (100%) are pet-friendly. Most allow domestic pets with weight and breed limits; check individual community CC&Rs for specifics.
Can I rent out a home in Winter Garden?
5 of 6 Winter Garden communities (83%) permit long-term rentals. Short-term rentals (Airbnb / VRBO) are permitted in 2 (33%).
Is Winter Garden in Winter Garden County?
Winter Garden is located primarily in Winter Garden County, Florida.
What amenities do Winter Garden HOA communities typically offer?
Across the 6 Winter Garden communities we track, the most frequently offered amenities are Fitness Center, Walking Trails, Pool, Dog Park. Higher-fee associations often include more of these; simpler communities tend to offer fewer.
What's the cheapest HOA in Winter Garden, and what's the most expensive?
The lowest tracked monthly HOA fee in Winter Garden is $225 and the highest is $450. The wider the amenity package (pools, gates, landscaping, on-site management), the higher the dues tend to run.


