Central Florida · Orange County
Living in Windermere, made simpler.
Windermere is an incorporated town in southwest Orange County, settled in the 1880s and chartered in 1925 on an isthmus between Lake Down and Lake Butler. It sits at the center of the 13-lake Butler Chain, designated Outstanding Florida Waters by the state, and much of the town's original street grid remains graded dirt roads that the town deliberately maintains.
- Butler Chain of Lakes
- Dirt-road downtown streets
- Friday farmers market on Town Square
- Oak-canopy historic core
An independent, privately operated community guide — not the official site of any city, county, school district, HOA, or developer.
Start here
Everything Windermere, in one place
Why Windermere
Who it suits
Suits boating, water-skiing, and fishing access to Outstanding Florida Waters, a walkable small town core with a weekly market, and quiet low-speed streets, with commutes via Conroy-Windermere Road and SR 429.
More about living here- Butler Chain of Lakes
- Dirt-road downtown streets
- Friday farmers market on Town Square
- Oak-canopy historic core
Planning a move to Windermere? Say hello and we will happily point you toward useful local resources.
Stay in the loop
Join the neighborhood list
An occasional, friendly note about what's happening around Windermere. No spam, unsubscribe anytime.