What it really costs to own in Florida.
Regal Oaks at Old Town HOA fees
Kissimmee, Osceola County · 34746
Homes in Regal Oaks at Old Town (Kissimmee) pay a median $5,223 a year in HOA dues, about $435 a month, based on 34 listings. Half fall between $5,220 and $7,500. None of the listings we reviewed report a CDD.
What the dues cover
- Pool76% of listings
- Cable TV74% of listings
- Internet74% of listings
- Maintenance Structure74% of listings
- Maintenance Grounds65% of listings
- Trash62% of listings
Amenities listed: Pool.
Live inventory
For sale in Regal Oaks at Old Town right now
25 active listings








Regal Oaks at Old Town cost questions
How much are HOA fees in Regal Oaks at Old Town?
Homes in Regal Oaks at Old Town (Kissimmee) pay a median $5,223 a year in HOA dues, about $435 a month, based on 34 listings. Half fall between $5,220 and $7,500.
Does Regal Oaks at Old Town 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 Regal Oaks at Old Town, before the mortgage?
HOA and property tax come to about $769 a month at the medians (property tax median $4,004 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 Regal Oaks at Old Town 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 “REGAL OAKS AT OLD TOWN”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Celebration NorthCelebration · HOA $1,780/yr · CDD $576/yr
- Georgetown at CelebrationCelebration · HOA $6,857/yr · CDD $439/yr
- Charleston PlaceCelebration · CDD $611/yr
- Georgetown at Celebration CondoCelebration · HOA $10,398/yr · CDD $440/yr
- Greenpoint Essential Hotel CondoKissimmee · HOA $3,720/yr
- LucayaKissimmee · HOA $6,660/yr
- Mirasol at Celebration CondoCelebration · HOA $9,780/yr · CDD $439/yr
- Paradise CayKissimmee · HOA $2,640/yr
- Blossom Park Villas CondoKissimmee · HOA $7,116/yr
- Villas at SomersetKissimmee · HOA $6,540/yr
- Parkway Palms Resort Maingate CondoKissimmee · HOA $7,560/yr
- Compass BayKissimmee · HOA $3,263/yr
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