What it really costs to own in Florida.
Windermere Trls HOA fees
Windermere, Orange County · 34786
Homes in Windermere Trls (Windermere) pay a median $976 a year in HOA dues, about $81 a month, based on 16 listings. Half fall between $847 and $990. None of the listings we reviewed report a CDD.
What the dues cover
44% of listings report a second association (often a master HOA). The figures above don't include that second fee, so the total can be higher.
Live inventory
For sale in Windermere Trls right now
6 active listings






Windermere Trls cost questions
How much are HOA fees in Windermere Trls?
Homes in Windermere Trls (Windermere) pay a median $976 a year in HOA dues, about $81 a month, based on 16 listings. Half fall between $847 and $990.
Does Windermere Trls 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 Trls, before the mortgage?
HOA and property tax come to about $732 a month at the medians (property tax median $7,805 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 Trls 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 16 addressesin subdivisions matching “WINDERMERE TRLS”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Newbury ParkOrlando · HOA $3,184/yr
- Lakeside / Lks / WindermereWindermere · HOA $5,820/yr
- Mabel BridgeOrlando · HOA $1,280/yr
- Lake Burden SouthWindermere · HOA $2,916/yr
- Royal Legacy EstatesOrlando · HOA $1,908/yr
- Ashlin ParkWindermere · HOA $2,694/yr
- Westside VillageWindermere · HOA $1,600/yr
- Wickham ParkWindermere · HOA $2,912/yr
- Lakes / Windermere-PeachtreeWindermere · HOA $2,036/yr
- Lake Sawyer SouthWindermere · HOA $972/yr
- Windermere SoundWindermere · HOA $4,164/yr
- Lakes WindermereWindermere · HOA $980/yr
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