What it really costs to own in Florida.
Watermark HOA fees
Winter Garden, Orange County · 34787
Homes in Watermark (Winter Garden) pay a median $1,968 a year in HOA dues, about $164 a month, based on 34 listings. Half fall between $1,908 and $1,968. None of the listings we reviewed report a CDD.
HOA by home type
| Single-family homes | $1,968/yr | 29 listings |
| Townhomes and villas | $2,940/yr | 5 listings |
Condos and townhomes usually pay more because their dues cover the building, roof or exterior insurance.
What the dues cover
- Pool41% of listings
- Recreational Facilities35% of listings
Amenities listed: Playground, Tennis Court(s), Fitness Center, Clubhouse, Pool, Basketball Court.
Live inventory
For sale in Watermark right now
22 active listings








Watermark cost questions
How much are HOA fees in Watermark?
Homes in Watermark (Winter Garden) pay a median $1,968 a year in HOA dues, about $164 a month, based on 34 listings. Half fall between $1,908 and $1,968.
Does Watermark 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 Watermark, before the mortgage?
HOA and property tax come to about $790 a month at the medians (property tax median $7,512 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 Watermark 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 34 addressesin subdivisions matching “WATERMARK”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Panther ViewWinter Garden · HOA $1,764/yr
- Lakeshore PreserveWinter Garden · HOA $5,169/yr
- Highlands / Summerlake GrovesWinter Garden · HOA $1,338/yr
- Lakeview Pointe / Horizon West PWinter Garden · HOA $3,120/yr
- MezzanoWinter Garden · HOA $2,166/yr
- SummerlakeWinter Garden · HOA $3,020/yr
- Summerlake PdWinter Garden · HOA $3,020/yr
- HawksmoorWinter Garden · HOA $1,524/yr
- Windermere IsleWindermere · HOA $3,564/yr
- Storey GroveWinter Garden · HOA $2,652/yr
- Palms at WindermereWindermere · HOA $2,940/yr
- WaterleighWinter Garden · HOA $3,060/yr · CDD $2,000/yr
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