What it really costs to own in Florida.
Winding Oaks HOA fees
Weeki Wachee, Hernando County · 34614
Homes in Winding Oaks (Weeki Wachee) pay a median $1,045 a year in HOA dues, about $87 a month, based on 7 listings. Half fall between $1,045 and $1,045. None of the listings we reviewed report a CDD.
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For sale in Winding Oaks right now
7 active listings
Winding Oaks cost questions
How much are HOA fees in Winding Oaks?
Homes in Winding Oaks (Weeki Wachee) pay a median $1,045 a year in HOA dues, about $87 a month, based on 7 listings. Half fall between $1,045 and $1,045.
Does Winding Oaks 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 Winding Oaks, before the mortgage?
HOA and property tax come to about $114 a month at the medians (property tax median $320 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 Winding Oaks 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 “WINDING OAKS”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Sandal KeyWeeki Wachee · HOA $1,380/yr · CDD $2,720/yr
- Lake HideawayWeeki Wachee · HOA $1,380/yr · CDD $4,458/yr
- Woodland WatersWeeki Wachee · HOA $175/yr
- Camp A Wyle Rv ResortWeeki Wachee · HOA $1,860/yr
- Glen Hills VillageWeeki Wachee · HOA $4,525/yr
- Glen LakesWeeki Wachee · HOA $2,484/yr
- Seasons at Glen LakesWeeki Wachee · HOA $1,713/yr
- Greens at the HeatherWeeki Wachee · HOA $4,524/yr
- WaterfordBrooksville · HOA $100/yr · CDD $2,325/yr
- High PointBrooksville · HOA $552/yr
- High Point MhBrooksville · HOA $552/yr
- HeatherWeeki Wachee · HOA $288/yr
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