What it really costs to own in Florida.
Crestwood HOA fees
Kissimmee, Osceola County · 34741
Homes in Crestwood (Kissimmee) pay a median $960 a year in HOA dues, about $80 a month, based on 5 listings. Half fall between $960 and $960.
What the dues cover
- Pool20% of listings
- Maintenance Grounds20% of listings
Amenities listed: Park, Playground, Pool, Gated.
Live inventory
For sale in Crestwood right now
2 active listings


Crestwood cost questions
How much are HOA fees in Crestwood?
Homes in Crestwood (Kissimmee) pay a median $960 a year in HOA dues, about $80 a month, based on 5 listings. Half fall between $960 and $960.
Does Crestwood have a CDD?
Not enough listings reported CDD status to say. Check the property tax bill: a CDD appears there as a separate non-ad valorem assessment.
What does it cost each month to own in Crestwood, before the mortgage?
HOA and property tax come to about $542 a month at the medians (property tax median $5,547 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 Crestwood 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 5 addressesin subdivisions matching “CRESTWOOD”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Flora Ridge CondoKissimmee · HOA $4,788/yr
- Townhomes of Flora RidgeKissimmee · HOA $2,880/yr
- Cranes CoveKissimmee · HOA $700/yr
- Stonehurst at StonefieldKissimmee · HOA $2,676/yr
- Preserve at TapestryKissimmee · HOA $1,526/yr
- Cypress ReserveKissimmee · HOA $1,198/yr
- Cypress Reserve VillasKissimmee · HOA $4,275/yr
- Sonoma Resort at TapestryKissimmee · HOA $7,160/yr
- Cove at Storey LakeKissimmee · HOA $3,656/yr · CDD $2,145/yr
- TapestryKissimmee · HOA $2,304/yr · CDD $659/yr
- Cove / Storey LakeKissimmee · CDD $2,145/yr
- Villas at Shadow BayKissimmee · HOA $4,008/yr
Get a real value review from our team.
We'll pull the recent sales in your community and tell you what your home would sell for today. No obligation.
