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Cypress Cay HOA fees
Kissimmee, Osceola County · 34746
Homes in Cypress Cay (Kissimmee) pay a median $3,840 a year in HOA dues, about $320 a month, based on 7 listings. Half fall between $3,600 and $3,852.
What the dues cover
- Internet57% of listings
- Cable TV43% of listings
- Pool43% of listings
- Maintenance Structure29% of listings
Amenities listed: Basketball Court.
Live inventory
For sale in Cypress Cay right now
5 active listings





Cypress Cay cost questions
How much are HOA fees in Cypress Cay?
Homes in Cypress Cay (Kissimmee) pay a median $3,840 a year in HOA dues, about $320 a month, based on 7 listings. Half fall between $3,600 and $3,852.
Does Cypress Cay have a CDD?
14% of the listings we reviewed report a CDD, too few to publish an amount. 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 Cay, before the mortgage?
HOA and property tax come to about $682 a month at the medians (property tax median $4,347 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 Cay 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 “CYPRESS CAY”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Villas at Seven Dwarfs Lane CondoKissimmee · HOA $7,212/yr
- Coral Cay ResortKissimmee · HOA $3,468/yr
- Veranda PalmsKissimmee · HOA $4,760/yr
- Club CortileKissimmee · HOA $4,272/yr
- Cove / Storey LakeKissimmee · CDD $2,145/yr
- Sweetwater Club CondoKissimmee · HOA $5,820/yr
- Cove at Storey LakeKissimmee · HOA $3,656/yr · CDD $2,145/yr
- Royal Palm Bay CondoKissimmee · HOA $4,200/yr
- Villas Del Sol at Kissimmee CondoKissimmee · HOA $4,178/yr
- Storey LakeKissimmee · HOA $5,316/yr · CDD $1,341/yr
- Sonoma Resort at TapestryKissimmee · HOA $7,160/yr
- Villas at Laguna Bay CondoKissimmee · HOA $5,988/yr
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