What it really costs to own in Florida.
Windermere Isle HOA fees
Windermere, Orange County · 34786
Homes in Windermere Isle (Windermere) pay a median $3,564 a year in HOA dues, about $297 a month, based on 9 listings. Half fall between $3,212 and $3,592. None of the listings we reviewed report a CDD.
What the dues cover
- Maintenance Grounds67% of listings
- Cable TV56% of listings
- Pool56% of listings
- Internet56% of listings
- Management22% of listings
Amenities listed: Pool, Playground, Maintenance, Park, Trail(s).
Live inventory
For sale in Windermere Isle right now
5 active listings
Windermere Isle cost questions
How much are HOA fees in Windermere Isle?
Homes in Windermere Isle (Windermere) pay a median $3,564 a year in HOA dues, about $297 a month, based on 9 listings. Half fall between $3,212 and $3,592.
Does Windermere Isle have a CDD?
None of the listings we reviewed report a CDD. Check the tax bill on any home you're serious about: a CDD shows up there as a separate assessment.
What does it cost each month to own in Windermere Isle, before the mortgage?
HOA and property tax come to about $1,136 a month at the medians (property tax median $10,069 a year). Insurance and the mortgage come on top. Property tax resets after a sale under Florida's homestead rules, so a buyer's bill can be higher than the seller's.
Where do these numbers come from?
Stellar MLS via Repliers listings in Windermere Isle from January 2026 to October 2026: homes for sale now plus closed sales in that period, one data point per address (rentals excluded). Fees are converted to annual figures. Individual homes vary by association and home type, so confirm the exact fee on any home before you make an offer.
Source: Stellar MLS via Repliers, January 2026 to October 2026. Medians from 9 addressesin subdivisions matching “WINDERMERE ISLE”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Palms at WindermereWindermere · HOA $2,940/yr
- Lakes / Windermere-PeachtreeWindermere · HOA $2,036/yr
- Lakeview Pointe / Horizon West PWinter Garden · HOA $3,120/yr
- MezzanoWinter Garden · HOA $2,166/yr
- Lake Sawyer SouthWindermere · HOA $972/yr
- Westside VillageWindermere · HOA $1,600/yr
- Windermere SoundWindermere · HOA $4,164/yr
- Summerlake PdWinter Garden · HOA $3,020/yr
- Wickham ParkWindermere · HOA $2,912/yr
- SummerlakeWinter Garden · HOA $3,020/yr
- Windermere TerraceWindermere · HOA $1,380/yr
- Signature Lks-PclWinter Garden · HOA $2,400/yr
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