Neighborhood · Kissimmee, Florida
Wilderness
Quiet Kissimmee living within reach of the parks
5
Homes for sale
$349,990
Median list price
$204
Avg price / sqft
38
Median days on market
Wilderness sits in the southern reaches of Osceola County, part of the wider Kissimmee landscape where you trade the density of the tourist corridor for something calmer and more residential. It's the kind of place that puts you within a reasonable drive of the region's big draws — Walt Disney World is about 46 minutes out, Orlando International Airport roughly 48 — without living on top of them. Families here are zoned for schools like Chestnut Elementary School for Science and Engineering and Liberty High School, and neighbors in nearby communities like Lake Marion Village share a similar low-key, spread-out feel.
For buyers, the current picture is a thin one: just six active listings with a median list price of $349,990. With no recorded sales in the past year, this is a market where inventory turns over slowly and pricing signals come from a small sample. If you're comparing options, it's worth looking at the busier neighboring communities like Storey Lake and Solara to understand where Wilderness fits on price and lifestyle.
Wilderness is a community in Kissimmee, Florida.
Quick facts
$315,000 – $395K price range
1,884 sqft median home
$33/mo median HOA
$2,000/mo median rent
6 sold in 12 months
Drive times
On the market now
Homes for sale in Wilderness
$394,500
3270 DEER LICK COURT, KISSIMMEE
3 bd · 2.5 ba · 1,941 sqft
$349,990
3430 Hawkin Drive, Kissimmee FL 34746, KISSIMMEE
3 bd · 2 ba
$315,000$319,900
4121 CANNON COURT, KISSIMMEE
3 bd · 2 ba · 1,436 sqft
$394,500
3270 Deer Lick CT, Kissimmee FL 34746, KISSIMMEE
3 bd · 2.5 ba · 1,941 sqft
$349,000$370,000
4109 CANNON COURT, KISSIMMEE
4 bd · 2 ba · 1,827 sqft
Every active listing inside the Wilderness boundary
Open full map search →Find your fit
Browse Wilderness
By feature — on the live map
The numbers that matter
The Wilderness market
6
Sold, last 12 months
$336,000
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
28 days
Median time to sell
Wilderness vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 0.6% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Wilderness boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Wilderness is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Wilderness home
≈ $2,436/mo
$349,990 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$33/mo
Median HOA
From current listings inside the boundary
$2,000/mo
Median rent
Homes for rent inside the boundary
Population
623
Median age
69
Median income
$88,292
Median home value
$289,000
Beyond the listings
Living in Wilderness
Beliefs
Top 6% in the U.S.Spiritual Practices
Making it to church on Sunday, this population is drawn together by their devotion to, primarily Christian, religion. Common activities include worship services and bible studies.
Hobbies & Interests
Top 14% in the U.S.Wanderlust
Always thinking about their next destination, this population loves exploring new places abroad or right in their own backyard. They hold onto past trips by sharing their favorite memories and pictures year round.
Entertainment
Top 18% in the U.S.Lighthearted Fun
This population is all about keeping the mood light and good, clean fun. Common activities include spending time outdoors, catching up with friends, and dancing.
Attitudes
Top 20% in the U.S.Home & Leisure
There's no place like home. This activity is highest when people are feeling relaxed, like sharing a meal with friends or enjoying their morning coffee in their own home.
Lifestyles
Top 22% in the U.S.Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Culture
Top 23% in the U.S.Sites to See
This population finds the most beautiful sites just by looking up. Sunrise, sunset or sometime in between, these people love to marvel at man-made and natural wonders.
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Wilderness FAQs
Is Wilderness a good place to live?+
It suits buyers who want a calmer, residential pace in southern Osceola County while staying within a reasonable drive of the parks and the airport. Families appreciate the school zoning, which includes Chestnut Elementary School for Science and Engineering and Liberty High School. It's a quieter alternative to the higher-density resort communities nearby.
Is Wilderness expensive?+
With a median list price of $349,990, the area sits in a moderate range for the Kissimmee market rather than at the top end. There are no active listings above $1M here, so it skews toward mainstream buyers rather than the luxury segment. Comparing against communities like Solivita can help you gauge where the value lands.
What do homes cost in Wilderness?+
The current median list price is $349,990 across the six active listings. Because inventory is so limited and there were no recorded sales in the past 12 months, per-square-foot and size figures aren't reliably established. Expect pricing to reflect that small, slow-moving sample.
How is the market in Wilderness?+
It's a low-inventory market with just six homes actively listed and no sales recorded over the past year. That means fewer comparables and a slower cadence than busier Kissimmee communities. Buyers should be patient and lean on a local agent to read pricing against neighboring areas.
What about HOA fees and property taxes?+
Specific HOA and property tax figures aren't currently available for the active Wilderness listings, so it's important to verify these on a per-property basis before making an offer. Fees vary widely across Osceola County communities depending on amenities and community structure. Your agent can pull the exact numbers for any home you're considering.
Keep exploring
More Kissimmee neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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