HOA Management Companies in Winter Park, Florida
PropertyManagementSearch tracks 24 HOA management companies in Winter Park, FL. 5 of them hold an active state license (Verified Firm). Their average Google rating is 4.2 stars across 24 rated businesses, and 10 have 100 or more reviews. The highest rated with at least 25 Google reviews are HOST Management Group, LLC (5.0 stars, 124 reviews), Enjoy Life Property Management (5.0 stars, 62 reviews) and JAG Property Management (4.9 stars, 73 reviews).
Is your homeowners association looking for a management company in Winter Park? We track 24 firms that manage HOAs in the Winter Park area, with state licensing, Google ratings, services, and contact details, so your board can build a shortlist and request proposals in one place. In Florida, a firm that manages community associations must hold a community association management firm license from the state (DBPR), so we flag every listing we can match to an active license as a Verified Firm.
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FAQs
How should an HOA board in Winter Park choose a management company?
Ask at least three firms for written proposals with the same scope: financial reporting, collections, vendor management, meeting support, and how many communities each manager handles. Check the firm's state license, call two current client boards, and read the management contract's termination terms before you sign.
How many HOA management companies are there in Winter Park?
PropertyManagementSearch currently tracks 24 HOA management companies serving Winter Park, Florida, refreshed from public sources.
Who are the highest-rated HOA management companies in Winter Park, FL?
Among HOA management companies in Winter Park with at least 25 Google reviews, the highest rated are HOST Management Group, LLC (5.0 stars, 124 reviews), Enjoy Life Property Management (5.0 stars, 62 reviews) and JAG Property Management (4.9 stars, 73 reviews). Ratings are Google Maps data as of October 20, 2026.
How does PropertyManagementSearch rank HOA management companies?
Paid placements come first and are always labeled Featured. Next come firms we matched to an active state license (Verified Firm). Everyone else is ordered by Google rating weighted by review volume, so a 4.9 with 300 reviews outranks a 5.0 with 4. The full method is at https://propertymanagementsearch.com/how-we-rank.
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