What it really costs to own in Florida.
Four Seasons at Orlando HOA and CDD fees
Kissimmee, Osceola County · 34747
Homes in Four Seasons at Orlando (Kissimmee) pay a median $4,884 a year in HOA dues, about $407 a month, based on 35 listings. Half fall between $4,884 and $5,760. 100% of listings with a known CDD status (35) report one, with a median $3,612 a year collected on the property tax bill.
HOA by home type
| Single-family homes | $4,884/yr | 24 listings |
| Townhomes and villas | $5,760/yr | 11 listings |
Condos and townhomes usually pay more because their dues cover the building, roof or exterior insurance.
What the dues cover
- Guard - 24 Hour83% of listings
- Pool77% of listings
- Maintenance Grounds69% of listings
- Recreational Facilities46% of listings
- Trash40% of listings
- Security26% of listings
Amenities listed: Pool, Gated, Clubhouse, Fitness Center, Tennis Court(s), Pickleball Court(s).
Live inventory
For sale in Four Seasons at Orlando right now
19 active listings








Four Seasons at Orlando cost questions
How much are HOA fees in Four Seasons at Orlando?
Homes in Four Seasons at Orlando (Kissimmee) pay a median $4,884 a year in HOA dues, about $407 a month, based on 35 listings. Half fall between $4,884 and $5,760.
Does Four Seasons at Orlando have a CDD?
Yes, most homes. 100% of the 35 listings with a known CDD status report one, and 35 gave an amount: a median $3,612 a year (range $1,588 to $4,325). Listings are a sample, not the district's records, so check the tax bill for the exact home. The CDD is billed on the property tax bill, not by the HOA. Part of it usually pays down bonds that end on a set date, while the operations part continues.
What does it cost each month to own in Four Seasons at Orlando, before the mortgage?
HOA, CDD and property tax come to about $1,441 a month at the medians (property tax median $8,793 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 Four Seasons at Orlando 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 35 addressesin subdivisions matching “FOUR SEASONS AT ORLANDO”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Indian RidgeKissimmee · HOA $70/yr
- Lake Wilson ReserveKissimmee · HOA $2,520/yr
- Windsor HillsKissimmee · HOA $2,060/yr
- Formosa ValleyKissimmee · HOA $4,308/yr
- Wyndham PalmsKissimmee · HOA $3,258/yr
- Encore at ReunionKissimmee · HOA $10,284/yr · CDD $3,161/yr
- Wyndham Palms CondoKissimmee · HOA $4,044/yr
- Ventura at Windsor Hills CondoKissimmee · HOA $4,248/yr
- Crestwynd BayKissimmee · HOA $4,000/yr
- Rolling Hills EstatesKissimmee · HOA $635/yr
- Windsor Palms TownhomesKissimmee · HOA $2,400/yr
- Summerville ResortKissimmee · HOA $6,300/yr
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