What it really costs to own in Florida.
Westside Village HOA fees
Windermere, Orange County · 34786
Homes in Westside Village (Windermere) pay a median $1,600 a year in HOA dues, about $133 a month, based on 8 listings. Half fall between $1,600 and $1,600. None of the listings we reviewed report a CDD.
What the dues cover
- Pool25% of listings
Amenities listed: Pool, Playground, Trail(s), Clubhouse.
Live inventory
For sale in Westside Village right now
5 active listings
Westside Village cost questions
How much are HOA fees in Westside Village?
Homes in Westside Village (Windermere) pay a median $1,600 a year in HOA dues, about $133 a month, based on 8 listings. Half fall between $1,600 and $1,600.
Does Westside Village 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 Westside Village, before the mortgage?
HOA and property tax come to about $967 a month at the medians (property tax median $10,000 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 Westside Village 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 8 addressesin subdivisions matching “WESTSIDE VILLAGE”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Wickham ParkWindermere · HOA $2,912/yr
- Windermere SoundWindermere · HOA $4,164/yr
- Lake Sawyer SouthWindermere · HOA $972/yr
- Ashlin ParkWindermere · HOA $2,694/yr
- Windermere TrlsWindermere · HOA $976/yr
- Windermere TerraceWindermere · HOA $1,380/yr
- Lakes WindermereWindermere · HOA $980/yr
- Lakeside / Lks / WindermereWindermere · HOA $5,820/yr
- Lakes / Windermere-PeachtreeWindermere · HOA $2,036/yr
- Lakes / WindermereWindermere · HOA $980/yr
- Lake Burden SouthWindermere · HOA $2,916/yr
- Newbury ParkOrlando · HOA $3,184/yr
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