Neighborhood · Kissimmee, Florida
Wilderness
An easygoing Kissimmee pocket with room to breathe
4
Homes for sale
$339,500
Median list price
$211
Avg price / sqft
229
Median days on market
Wilderness sits in Osceola County, part of the greater Kissimmee area where the pace stays relaxed and the theme parks are close enough to matter but far enough to keep the neighborhood quiet. Homes here run a comfortable middle size — a median of about 1,884 square feet — and the location puts you roughly 46 minutes from Walt Disney World and under an hour from Orlando International Airport. If you like the idea of a settled, low-key community with the rest of Kissimmee at your fingertips, this is that kind of place. Nearby communities like Storey Lake, Solara and Windsor at Westside round out the wider market.
For a buyer today, this is a small, focused market — just five active listings, with a median list price of $349,990 and a range from $309,900 to $394,500. Homes are moving at a median of 47 days, and over the past year sellers have collected about 98% of their asking price, so there's some room to negotiate but not a lot of fire sales. With Lake Marion Village and other options nearby, it pays to move deliberately when the right home shows up.
Wilderness is a community in Kissimmee, Florida.
Quick facts
$301,000 – $415K price range
1,684 sqft median home
$33/mo median HOA
$2,000/mo median rent
5 sold in 12 months
Drive times
On the market now
Homes for sale in Wilderness
$301,000
4116 CANNON COURT, KISSIMMEE
3 bd · 2 ba · 1,482 sqft
$330,000
3486 HAWKIN DRIVE, KISSIMMEE
3 bd · 2.5 ba · 1,833 sqft
$349,000$370,000
4109 CANNON COURT, KISSIMMEE
4 bd · 2 ba · 1,827 sqft
$415,000
3394 HAWKIN DRIVE, KISSIMMEE
3 bd · 2 ba · 1,540 sqft
Every active listing inside the Wilderness boundary
Open full map search →Find your fit
Browse Wilderness
By feature — on the live map
Where the market lives
The numbers that matter
The Wilderness market
5
Sold, last 12 months
$315,000
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
21 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
≈ $2,295/mo
$339,500 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's a quiet, settled corner of Kissimmee with mid-size homes and an easy drive to the theme parks and Orlando International Airport, about 46 and 48 minutes respectively. Assigned schools include Osceola County School for the Arts and Liberty High School. The low $33/month median HOA and relaxed pace suit buyers who want space and value over resort-style density.
Is Wilderness expensive?+
It sits in the mid-range for the Kissimmee market, with a median list price of $349,990 and active homes running from $309,900 to $394,500. At about $203 per square foot, it's an accessible price point for a community this close to Central Florida's attractions. Compared to pricier nearby options like Storey Lake, it's a practical choice.
What do homes cost in Wilderness?+
Currently the median list price is $349,990, and over the past 12 months homes sold at a median of $315,000. With a median size around 1,884 square feet, buyers are getting solid space for the money at roughly $203 per square foot.
How is the market in Wilderness right now?+
It's a small, steady market with just five active listings and five sales in the past year. Homes take a median of 47 days to sell, and sellers are getting about 98% of their asking price, so serious offers are close to list. Because inventory is tight, being ready to act matters.
What are the HOA fees and property taxes like?+
The median HOA runs about $33 a month, which is on the lighter side for the area. Median property taxes come in around $4,183 a year. Together those are manageable carrying costs for a home in this price range.
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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