Central Florida · Orange County
Living in Winter Garden, made simpler.
Winter Garden's cobblestone Plant Street is one of the best-preserved historic downtowns in Central Florida, with independent shops, restaurants, the Garden Theatre, and a Saturday farmers market that draws visitors from across the region. The West Orange Trail runs straight through the middle of it all.
An independent, privately operated community guide — not the official site of any city, county, school district, HOA, or developer.
Start here
Everything Winter Garden, in one place
New Resident Guide
Utilities, licenses, homestead exemption — the move-in checklist.
Read the guide →Storm Ready
Live alerts, the kit, shelters, and after-storm safety.
Get ready →Things to Do
The parks, landmarks, and weekends locals actually rate.
Explore →Schools
How zoning works here and where to verify any address.
Check schools →Cost of Living
Property taxes, the homestead exemption, and an estimator.
Run numbers →Healthcare
The systems serving the area, and when to go where.
Read →Events
The official calendars worth bookmarking.
Find events →Directory
Verified official and civic resources, all in one place.
Open directory →Why Winter Garden
Who it suits
Families who want excellent schools and a real downtown they can bike to, plus commuters heading to Orlando or the attractions via SR-429.
More about living here- Historic Plant Street downtown
- West Orange Trail
- Garden Theatre
- Saturday farmers market
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