What it really costs to own in Florida.
Wintermere Pointe HOA fees
Winter Garden, Orange County · 34787
Homes in Wintermere Pointe (Winter Garden) pay a median $1,100 a year in HOA dues, about $92 a month, based on 7 listings. Half fall between $1,076 and $1,100. None of the listings we reviewed report a CDD.
What the dues cover
- Private Road29% of listings
- Recreational Facilities29% of listings
Amenities listed: Gated, Playground, Tennis Court(s), Park.
Live inventory
For sale in Wintermere Pointe right now
3 active listings
Wintermere Pointe cost questions
How much are HOA fees in Wintermere Pointe?
Homes in Wintermere Pointe (Winter Garden) pay a median $1,100 a year in HOA dues, about $92 a month, based on 7 listings. Half fall between $1,076 and $1,100.
Does Wintermere Pointe 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 Wintermere Pointe, before the mortgage?
HOA and property tax come to about $531 a month at the medians (property tax median $5,275 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 Wintermere Pointe 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 7 addressesin subdivisions matching “WINTERMERE POINTE”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Stoneybrook West DWinter Garden · CDD $565/yr
- Butler BayWindermere · HOA $2,386/yr
- SummerportWindermere · HOA $1,560/yr
- CasabellaWindermere · HOA $6,422/yr
- Winter GroveWinter Garden · HOA $2,880/yr
- Black Lake ParkWinter Garden · HOA $1,480/yr
- Belle MeadeWinter Garden · HOA $2,000/yr
- Lake Cawood CoveWindermere · HOA $3,360/yr
- Stoneybrook WestWinter Garden · HOA $2,920/yr · CDD $775/yr
- Stone CreekWinter Garden · HOA $548/yr
- Cypress ReserveWinter Garden · HOA $900/yr
- Orchard HillsWinter Garden · HOA $2,260/yr
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