What it really costs to own in Florida.
Wilderness HOA fees
Kissimmee, Osceola County · 34746
Homes in Wilderness (Kissimmee) pay a median $400 a year in HOA dues, about $33 a month, based on 6 listings. Half fall between $400 and $400. None of the listings we reviewed report a CDD.
What the dues cover
- Pool50% of listings
- Recreational Facilities33% of listings
Amenities listed: Tennis Court(s), Playground, Pool.
Live inventory
For sale in Wilderness right now
3 active listings
Wilderness cost questions
How much are HOA fees in Wilderness?
Homes in Wilderness (Kissimmee) pay a median $400 a year in HOA dues, about $33 a month, based on 6 listings. Half fall between $400 and $400.
Does Wilderness 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 Wilderness, before the mortgage?
HOA and property tax come to about $297 a month at the medians (property tax median $3,158 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 Wilderness 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 6 addressesin subdivisions matching “WILDERNESS”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Isles of BellalagoKissimmee · HOA $1,776/yr
- BellalagoKissimmee · HOA $2,460/yr · CDD $351/yr
- CoopersmithKissimmee · HOA $4,440/yr
- Banyan Cove at Cypress WoodsKissimmee · HOA $1,200/yr
- Reedy ReserveKissimmee · HOA $2,592/yr
- Concorde EstatesKissimmee · HOA $140/yr · CDD $3,231/yr
- PoincianaKissimmee · HOA $1,200/yr
- Overlook ReserveKissimmee · HOA $1,202/yr
- Stepping StoneKissimmee · HOA $1,020/yr
- Pleasant Hill LakesKissimmee · HOA $370/yr
- Poinciana EstatesKissimmee · HOA $796/yr
- Eagle LakeKissimmee · HOA $900/yr
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