Neighborhood · Kissimmee, Florida
Four Seasons At Orlando
Gated single-story living close to Disney
16
Homes for sale
$494,450
Median list price
$253
Avg price / sqft
75
Median days on market
Four Seasons At Orlando is a fully gated community in Kissimmee, the kind of place where every one of the current listings sits behind a controlled entrance and the pace stays deliberately low-key. You're about 24 minutes from Walt Disney World and 41 from Orlando International, so the theme-park side of Central Florida is easy reach without living on top of it. If you like the idea of a manicured, resort-style pocket of Osceola County, it shares that DNA with nearby Storey Lake and Solara, while Lake Marion Village and Windsor at Westside round out the wider Kissimmee landscape.
For a buyer today, there are 16 active listings with a median list price of $494,450, spanning $293,000 to $685,000. Homes here have been taking their time — a median of 75 days on market — which gives you room to negotiate, though sellers over the past year still pulled in about 97% of asking. Roughly a third of the active homes have a private pool, so if that's on your list, plan to move on the right one.
Four Seasons At Orlando is a community in Kissimmee, Florida.
Quick facts
$293,000 – $685K price range
2,006 sqft median home
$408/mo median HOA
$2,600/mo median rent
30 sold in 12 months
Drive times
On the market now
Homes for sale in Four Seasons At Orlando
View all 16 →
$549,000
7789 FOUR SEASONS BOULEVARD, KISSIMMEE
3 bd · 2.5 ba · 2,360 sqft
$355,000
1691 KEY BAY TRAIL, KISSIMMEE
2 bd · 2 ba · 1,557 sqft
$345,000
1667 KEY BAY TRAIL, KISSIMMEE
2 bd · 2 ba · 1,437 sqft
$420,000
1896 FLORA PASS PLACE, KISSIMMEE
2 bd · 2 ba · 1,557 sqft
$534,000$549,000
2185 ANTILLES CLUB DRIVE, KISSIMMEE
3 bd · 2 ba · 1,904 sqft
$499,900$525,000
1915 ESTUARY LANE, KISSIMMEE
3 bd · 2 ba · 2,202 sqft
$489,000
7964 HANSON BAY PLACE, KISSIMMEE
4 bd · 3 ba · 2,261 sqft
$445,000$450,000
1598 WHITEWOOD COURT, KISSIMMEE
3 bd · 2 ba · 2,066 sqft
$675,000$685,000
1981 FLORA PASS PLACE, KISSIMMEE
3 bd · 2 ba · 2,130 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
$510,000$525,000
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
30
Sold, last 12 months
$467,500
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
95 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
▼ 6.6% 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
≈ $3,956/mo
$494,450 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$408/mo
Median HOA
From current listings inside the boundary
$2,600/mo
Median rent
Homes for rent 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 gated, low-key community in Osceola County with easy theme-park access — about 24 minutes to Disney and 39 to Universal. The scale is manageable, with a median home around 2,006 sqft, and it draws buyers who want a resort feel without being in the middle of the tourist corridor. Assigned schools include Osceola County School for the Arts and Celebration High School.
Is it expensive to buy here?+
The median list price is $494,450, with active homes ranging from $293,000 up to $685,000. At roughly $253 per square foot, it lands in the mid-market for this part of Kissimmee — not the cheapest, but well short of the $1M tier, which has no listings here right now.
What do homes cost in Four Seasons At Orlando?+
Over the last 12 months, 30 homes sold at a median price of $467,500. Current asking prices run a bit higher, with the median list at $494,450, and sellers have been getting about 97% of asking — so there's typically some negotiating room, but not a fire sale.
How is the market right now?+
There are 16 active listings and homes are sitting a median of 75 days on market, which is a slower, more patient pace that favors buyers. With 30 sales in the past year and sellers netting around 97% of asking, it's a steady market rather than a frenzied one.
What about HOA fees and property taxes?+
The median HOA runs about $408 per month, which reflects the gated, amenity-oriented nature of the community. Median property taxes come in around $8,800 per year, so budget for both alongside your mortgage when you're comparing homes.
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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