
Neighborhood · Kissimmee, Florida
Seasons
Gated living minutes from the theme parks
22
Homes for sale
$454,975
Median list price
—
Avg price / sqft
—
Median days on market
Seasons sits in the stretch of Kissimmee where everyday Florida life meets the pull of the parks — Walt Disney World is about 25 minutes away, Orlando International Airport roughly 33, and Universal around 38. It's a community built for people who want a gated, low-maintenance base close to the action, and the surrounding area gives you plenty of company, from Storey Lake to Solara and the larger Kissimmee homes for sale market that shares these roads. With 14 of the 22 active listings inside gated communities and 8 offering private pools, this is a corner of the county that leans toward resort-style comfort.
For a buyer today, the numbers tell a balanced story. The median list price is $454,975 and homes are moving at 97% of asking, but a median 84.5 days on market means sellers aren't rushing and there's room to negotiate on the right property. If ownership isn't the plan yet, nearby options like Lake Marion Village and Solivita round out a market where the median rent runs $2,200 a month.
Seasons is a community in Kissimmee, Florida.
Quick facts
Drive times
On the market now
Homes for sale in Seasons
View all 22 →
$459,950
1255 SEASONS BOULEVARD, KISSIMMEE
4 bd · 3 ba · 1,940 sqft

$370,000
1105 SEASONS BOULEVARD, KISSIMMEE
4 bd · 3 ba · 1,940 sqft

$355,000
1691 KEY BAY TRAIL, KISSIMMEE
2 bd · 2 ba · 1,557 sqft

$450,000
1598 WHITEWOOD COURT, KISSIMMEE
3 bd · 2 ba · 2,066 sqft

$486,500
2103 LIMESTONE TRAIL, KISSIMMEE
3 bd · 2 ba · 2,066 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

$424,900
7661 SAND PIERRE COURT, KISSIMMEE
2 bd · 2 ba · 1,437 sqft

$499,000$525,000
1315 SEASONS BOULEVARD, KISSIMMEE
6 bd · 5.5 ba · 2,881 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
Every active listing inside the Seasons boundary
Open full map search →The numbers that matter
The Seasons market
Seasons vs Kissimmee
Median list price
Median sold price — 3-yr, 3-mo rolling
▲ 30.2% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Seasons boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Seasons is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Seasons home
≈ $3,024/mo
$454,975 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
655
Median age
33
Median income
$86,250
Median home value
$337,300
Beyond the listings
Living in Seasons
Lifestyles
Top 7% 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.
Hobbies & Interests
Top 9% 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.
Attitudes
Top 16% in the U.S.Deal Seekers
These people are hunting discounts, contests, and promotions. The population loves a good sale, and they can't wait to share their bargain finds and winnings with friends and family.
Food & Drink
Top 17% 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.
Emotional
Top 25% in the U.S.Happy Place
Expressing feelings of safety, comfort and happiness - especially with loved ones.
Entertainment
Film Lovers
Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.
On the calendar
Near Seasons
Jul
11
Sat
Sunset Saturday Artisan Market
Visitors will revel in the lively Sunset Saturday Artisan Market, teeming with local crafters and unique vendors from Central Florida. Event-goers can enjoy rhythm-filled…
Jul
11
Sat
Sunset Craft, Food, and Drink Market
This market is a bubbling hub of creativity with over 20 artisan vendors from across Florida. Attendees can indulge in hand-crafted food and beverages while dancing to th…
Jul
11
Sat
Dockside Dueling Pianos
Tap your toes during this electrifying evening of musical entertainment. Watch as talented pianists engage in a friendly yet fierce battle of skills, taking song requests…
Jul
11
Sat
Promenade Racing Car and Truck Show
The Promenade Racing Car and Truck event is a thrilling spectacle where car enthusiasts can marvel at an array of various makes and models you won't often find elsewhere…
Jul
11
Sat
Walt Disney World Park Meetup
The Orlando Social Network (OSN) is a vibrant community that facilitates adults in meeting, connecting, and building friendships through a variety of fun events, includin…
Jul
11
Sat
Marrakech Nights
6:00pm
Immerse yourself in the vibrant Moroccan culture with traditional music, belly dancing, and a menu brimming with authentic Moroccan flavors. Marrakech Nights offers a uni…
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Seasons FAQs
Is Seasons a good place to live?+
It's a strong fit if you want gated, resort-style living close to Central Florida's attractions — 14 of 22 active listings are gated and 8 have pools. Disney is about 25 minutes away, the airport 33, and downtown Orlando roughly 40, so you're well-positioned whether you're commuting or entertaining guests.
Is Seasons expensive?+
It sits in the mid-range for the area, with a median list price of $454,975 and active listings running from $296,901 up to $982,000. There are no listings above $1M right now, so it stays accessible relative to some of the pricier nearby communities like Storey Lake.
What do homes cost in Seasons?+
Expect to pay around $247 per square foot, with a median home size near 1,955 square feet. Over the last 12 months 39 homes sold at a median price of $482,000, and sellers averaged 97% of their asking price.
How is the market in Seasons right now?+
There are 22 active listings and homes are taking a median 84.5 days to sell, which gives buyers time to weigh their options. That said, closed sales at 97% of asking show sellers aren't giving away much on well-priced homes.
What about HOA fees and property taxes?+
The median HOA here runs $407 a month, reflecting the gated, amenity-rich character of the area, and the median property tax is about $8,328 a year. Factor both into your budget alongside the mortgage, especially compared with communities like Solivita that carry their own fee structures.
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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