What it really costs to own in Florida.
Cypress Reserve HOA fees
Winter Garden, Orange County · 34787
Homes in Cypress Reserve (Winter Garden) pay a median $900 a year in HOA dues, about $75 a month, based on 8 listings. Half fall between $900 and $900. None of the listings we reviewed report a CDD.
What the dues cover
- Pool63% of listings
- Common Area Taxes38% of listings
- Maintenance Grounds38% of listings
Amenities listed: Pool, Playground, Park, Clubhouse, Trail(s).
Cypress Reserve cost questions
How much are HOA fees in Cypress Reserve?
Homes in Cypress Reserve (Winter Garden) pay a median $900 a year in HOA dues, about $75 a month, based on 8 listings. Half fall between $900 and $900.
Does Cypress Reserve 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 Cypress Reserve, before the mortgage?
HOA and property tax come to about $687 a month at the medians (property tax median $7,347 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 Cypress Reserve 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 “CYPRESS RESERVE”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Black Lake ParkWinter Garden · HOA $1,480/yr
- Winter GroveWinter Garden · HOA $2,880/yr
- Southern Pines CondoWinter Garden · HOA $5,424/yr
- Westside TownhomesWinter Garden · HOA $728/yr
- Stoneybrook WestWinter Garden · HOA $2,920/yr · CDD $775/yr
- Townhomes Winter GardenWinter Garden · HOA $5,088/yr
- Stoneybrook West DWinter Garden · CDD $565/yr
- Windtree Gardens CondoWinter Garden · HOA $3,600/yr
- Hickory HammockWinter Garden · HOA $2,823/yr
- Grove / OaklandOakland · HOA $1,800/yr
- Oakland ParkWinter Garden · HOA $2,500/yr
- Wintermere PointeWinter Garden · HOA $1,100/yr
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