HOA Communities in Winter Park, Florida (2026)
Winter Park, Florida has 2 HOA communities listed on HOA's HUB, with monthly dues from $372 to $490 and a median of $431.
The Winter Park HOA market skews toward condo (1), single-family (1). Common amenities here include picnic area, sports courts, boat dock. Median dues run about 30% above the Florida average.
Winter Park HOA Market Snapshot
Communities
2
tracked
Median Fee
$431/mo
avg $431/mo
Fee Range
$372-$490
monthly
Pet Friendly
50%
1 of 2
Rentals OK
50%
1 of 2
Airbnb OK
50%
1 of 2
Property Types
Condo (1)Single-Family (1)
Most Common Amenities
Picnic Area (1)Sports Courts (1)Boat Dock (1)RV Parking (1)Community Pool (1)
Nearby Cities in Orange County
Other Top HOA Cities in Florida
Miami
30 communities · Avg $362/mo
Orlando
26 communities · Avg $359/mo
Jacksonville
23 communities · Avg $324/mo
Titusville
23 communities · Avg $336/mo
Naples
22 communities · Avg $305/mo
Vero Beach
19 communities · Avg $354/mo
Boynton Beach
18 communities · Avg $349/mo
Boca Raton
17 communities · Avg $275/mo
Melbourne
15 communities · Avg $277/mo
St. Petersburg
11 communities · Avg $364/mo
Tampa
11 communities · Avg $329/mo
Orange Park
10 communities · Avg $337/mo
Frequently Asked: HOAs in Winter Park, Florida
What is the average HOA fee in Winter Park, Florida?
The median monthly HOA fee across 2 tracked Winter Park communities is $431 (average $431), ranging from $372 to $490.
How many HOA communities are in Winter Park?
HOA's HUB tracks 2 HOA communities in Winter Park, Florida.
Are Winter Park HOA communities pet friendly?
About 50% of tracked Winter Park communities (1 of 2) allow pets, subject to breed and size rules.
Can you rent in Winter Park HOA communities?
Roughly 50% of Winter Park communities allow long-term rentals and 50% allow short-term / Airbnb rentals. Check each community's CC&Rs.