The Wilderness

The Wilderness is a community of single family homes in Kissimmee, Florida, with a range of options priced between $314,900 and $395,000. There are currently a total of 5 homes for sale in The Wilderness. The smallest Wilderness home presently available is a three bedroom two bathroom residence that is 2,020 square feet (1,468SF Under Air living space), and the largest of the The Wilderness homes currently on the market has four beds and three baths and is a 2,908 square foot (2,345SF Under Air) residence.

Property management fees in Osceola County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in The Wilderness range from $25 to $400. This fee includes common area maintenance, building maintenance, the community pool, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular The Wilderness home.

The Wilderness amenities include a swimming pool. Sports facilities include tennis courts, and basketball court.

The Wilderness HOA rules do allow homeowners to have pets. There is a limit of how many pets you may have. Dogs and cats are allowed.

There are four commercial airports that serve The Wilderness - Kissimmee Gateway (ISM), which is eight miles away; Orlando International (MCO), which is twenty miles away; Orlando Executive (ORL), which is twenty seven miles away, and Lakeland Linder International (LAL), which is 38 miles away from The Wilderness.

The Wilderness real estate activity on the Kissimmee MLS during the past year (as of September 2025) reflects seven homes changing hands, with an average asking price of $334,241 and an average selling price of $331,414. This represents a healthy list-to-sell price ratio of 99% and $161 per square foot. During this period, The Wilderness homes for sale have taken an average of 56 days to sell.

In addition, there are numerous other communities in Kissimmee to choose from, or you may browse all available Kissimmee Real Estate, including some new construction opportunities. Homes for sale in The Wilderness are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in The Wilderness hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Central Florida real estate needs.

The Wilderness Homes For Sale

Under Contract

$395,000

$414,900

MLS#AX-11727138

3270 Deer Lick
Kissimmee, FL 34746

3

3

2

256 Days

$370,000

MLS#MFRO6328313

3477 Hawkin Dr
Kissimmee, FL 34746

4

3

1

2,400 SqFt

0.26 Acres

74 Days

$350,000

MLS#MFRS5135248

4157 Bald Eagle Dr
Kissimmee, FL 34746

3

2

2

2,020 SqFt

0.24 Acres

7 Days

Under Contract

$349,900

MLS#MFRO6342800

4256 Fort Courage Cir
Kissimmee, FL 34746

4

2

2

2,908 SqFt

Pool

0.26 Acres

20 Days

$325,000

MLS#MFRO6346428

3434 Hawkin Dr
Kissimmee, FL 34746

3

2

2

2,251 SqFt

0.23 Acres

4 Days

5 Active Listings in The Wilderness