Neighborhood · Kissimmee, Florida
Four Seasons At Orlando
Gated single-story living minutes from Disney
16
Homes for sale
$502,000
Median list price
$259
Avg price / sqft
60
Median days on market
Four Seasons At Orlando is a gated community on the west side of Kissimmee, close enough to Walt Disney World for a roughly 24-minute drive but tucked away from the tourist bustle. Every active listing here sits behind a gate, and about a third come with a private pool — the kind of low-maintenance, single-story Florida lifestyle that draws both full-time residents and seasonal owners. If you like the idea of theme-park access without living on top of it, this pocket of Kissimmee homes for sale makes a strong case, alongside nearby names like Storey Lake and Windsor at Westside.
Right now there are 14 homes on the market with a median list price of $500,750, spanning from $293,000 up to $982,000. Over the past year 27 homes sold at a median of $450,000, with sellers netting about 97% of asking — a sign of a steady, negotiable market rather than a frenzy. With a median 77.5 days on market, buyers have room to be selective, and comparing options against communities like Solara and Lake Marion Village is worth the time.
Four Seasons At Orlando is a community in Kissimmee, Florida.
Quick facts
$293,000 – $982K price range
2,006 sqft median home
$407/mo median HOA
29 sold in 12 months
Drive times
On the market now
Homes for sale in Four Seasons At Orlando
View all 16 →
$525,000
1915 ESTUARY LANE, KISSIMMEE
3 bd · 2 ba · 2,202 sqft
$355,000
1691 KEY BAY TRAIL, KISSIMMEE
2 bd · 2 ba · 1,557 sqft
$325,000
1647 KEY BAY TRAIL, KISSIMMEE
2 bd · 2 ba · 1,557 sqft
$450,000
1598 WHITEWOOD COURT, KISSIMMEE
3 bd · 2 ba · 2,066 sqft
$549,000$565,000
2185 ANTILLES CLUB DRIVE, KISSIMMEE
3 bd · 2 ba · 1,904 sqft
$489,000
7964 HANSON BAY PLACE, KISSIMMEE
4 bd · 3 ba · 2,261 sqft
$982,000
2159 LIMESTONE TRAIL, KISSIMMEE
4 bd · 3 ba · 2,562 sqft
$675,000$685,000
1981 FLORA PASS PLACE, KISSIMMEE
3 bd · 2 ba · 2,130 sqft
$319,000$337,500
7624 SAND PIERRE COURT, KISSIMMEE
2 bd · 2 ba · 1,437 sqft
$419,000$429,980
1999 KEY BAY TRAIL, KISSIMMEE
2 bd · 2 ba · 1,557 sqft
$685,000$699,000
7774 FOUR SEASONS BOULEVARD, KISSIMMEE
3 bd · 2 ba · 1,969 sqft
$525,000$550,000
7956 HANSON BAY PLACE, KISSIMMEE
3 bd · 2.5 ba · 2,360 sqft
Every active listing inside the Four Seasons At Orlando boundary
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Browse Four Seasons At Orlando
By feature — on the live map
Where the market lives
The numbers that matter
The Four Seasons At Orlando market
29
Sold, last 12 months
$470,000
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
93 days
Median time to sell
Four Seasons At Orlando vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 3.6% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Four Seasons At Orlando boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Four Seasons At Orlando is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Four Seasons At Orlando home
≈ $4,026/mo
$502,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$407/mo
Median HOA
From current listings inside the boundary
Population
216
Median age
51
Median income
$80,574
Median home value
$345,500
Beyond the listings
Living in Four Seasons At Orlando
Hobbies & Interests
Top 3% 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.
Lifestyles
Top 4% 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.
Entertainment
Top 15% 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.
Entertainment
Top 19% in the U.S.Film Lovers
Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.
Relationships
Top 20% in the U.S.Happily Ever After
Whether it's the stress of wedding planning or looking back on that special day, this population has their eyes and hearts focused on lifelong commitment.
Food & Drink
Top 22% in the U.S.Ingredient Attentive
These folks are conscious about what they eat. They're looking for ingredients that not only taste great, but also have great nutritional benefits.
Straight answers
Four Seasons At Orlando FAQs
Is Four Seasons At Orlando a good place to live?+
It's a fully gated community with a low-maintenance, single-story character and quick access to the theme parks — Walt Disney World is about 24 minutes away and Universal roughly 39. Assigned schools include Osceola County School for the Arts, Celebration High School, and Westside K-8 School. The setting appeals to both year-round residents and seasonal owners who want proximity without the crowds.
Is it expensive to buy here?+
The median list price is $500,750, with active listings ranging from $293,000 to $982,000, so there's a real spread depending on size and features. The typical home is around 2,006 square feet at about $266 per square foot. It sits in the mid-range for west Kissimmee homes for sale, with pool homes commanding the upper end.
What do homes cost in Four Seasons At Orlando?+
Over the last 12 months, 27 homes sold at a median price of $450,000, while current listings carry a median of $500,750. Sellers are getting about 97% of asking on average, so there's typically modest room to negotiate. Five of the 14 active listings include a private pool, which tends to sit toward the higher prices.
How is the market right now?+
With 14 active listings and a median 77.5 days on market, this is a measured market that favors patient, selective buyers. Homes sold near 97% of asking over the past year, so pricing is realistic rather than inflated. Comparing options against communities like Storey Lake helps you gauge value before you commit.
What about HOA fees and property taxes?+
The median HOA runs about $408 per month, reflecting the gated setting and shared amenities, and median property taxes come in around $9,442 per year. For owners considering rental income, the median rent in the area is about $2,100 per month. Factor both the HOA and taxes into your monthly budget when comparing homes here.
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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