Neighborhood · Kissimmee, Florida
Seasons
Gated resort-style living minutes from the theme parks
30
Homes for sale
$454,500
Median list price
$242
Avg price / sqft
38
Median days on market
Seasons sits in the stretch of Kissimmee that runs on Central Florida's tourism energy, where gated enclaves and resort-style amenities are the norm and Walt Disney World is about 25 minutes down the road. It's a neighborhood shaped by communities like Storey Lake, Solara, and Windsor at Westside, where pools and clubhouses come standard and the vibe leans toward easy Florida living. If you want proximity to the parks without the resort crowds at your doorstep, this pocket of Kissimmee hits the balance.
Right now there are 25 active listings with a median list price of $489,000, and the market gives buyers some room to negotiate — homes are sitting a median of 74 days and sellers are getting about 97% of asking. Over the past year 40 homes sold at a median of $487,250, so list and sold prices track closely. With 16 of the active listings gated and 12 with pools, the inventory here reflects the community's resort character, and there's meaningful range from $293,000 up to $982,000 including options near Lake Marion Village.
Seasons is a community in Kissimmee, Florida.
Quick facts
$293,000 – $749K price range
1,940 sqft median home
$407/mo median HOA
$2,150/mo median rent
42 sold in 12 months
Drive times
On the market now
Homes for sale in Seasons
View all 30 →
$749,000
7969 HANSON BAY PLACE, KISSIMMEE
3 bd · 2.5 ba · 2,194 sqft
$549,000
7789 FOUR SEASONS BOULEVARD, KISSIMMEE
3 bd · 2.5 ba · 2,360 sqft
$370,000
1105 SEASONS BOULEVARD, KISSIMMEE
4 bd · 3 ba · 1,940 sqft
$355,000
2042 KEY BAY TRAIL, KISSIMMEE
2 bd · 2 ba · 1,557 sqft
$349,900
1908 FLORA PASS PLACE, KISSIMMEE
2 bd · 2 ba · 1,437 sqft
$345,000
1667 KEY BAY TRAIL, KISSIMMEE
2 bd · 2 ba · 1,437 sqft
$345,000
1646 KEY BAY TRAIL, KISSIMMEE
2 bd · 2 ba · 1,557 sqft
$695,000
7748 FOUR SEASONS BOULEVARD, KISSIMMEE
3 bd · 3 ba · 2,754 sqft
$459,000
1525 ERIN BREEZE LANE, KISSIMMEE
3 bd · 2 ba · 1,704 sqft
$419,999
2160 ANTILLES CLUB DRIVE, KISSIMMEE
2 bd · 2 ba · 1,778 sqft
$675,000
2016 FLORA PASS PLACE, KISSIMMEE
3 bd · 2 ba · 2,202 sqft
$549,000
1983 LIMESTONE TRAIL, KISSIMMEE
3 bd · 2 ba · 2,202 sqft
Every active listing inside the Seasons boundary
Open full map search →Find your fit
Browse Seasons
By feature — on the live map
Where the market lives
The numbers that matter
The Seasons market
42
Sold, last 12 months
$487,250
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
92 days
Median time to sell
Seasons vs Kissimmee
Median list price
Price per sqft
Days on market
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
≈ $3,600/mo
$454,500 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
$2,150/mo
Median rent
Homes for rent inside the boundary
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.
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 value gated, amenity-rich living close to the theme parks — 16 of 25 active listings are gated and 12 have pools. Communities like Storey Lake set the tone, and Walt Disney World is about 25 minutes away. The area's resort character also makes it popular with both full-time residents and second-home buyers.
Is Seasons expensive?+
It sits in the mid-to-upper range for the Kissimmee area, with a median list price of $489,000 and an average of $244 per square foot. Listings currently span from $293,000 to $982,000, so there's genuine range depending on size and amenities. For comparison, the median home here runs about 2,042 square feet.
What do homes cost in Seasons?+
The median list price is $489,000 and homes that sold over the past 12 months closed at a median of $487,250 — list and sold prices are essentially in line. That reflects a market where sellers average 97% of their asking price. Expect roughly $244 per square foot across the current Kissimmee inventory here.
How is the market right now?+
It leans toward buyers at the moment, with a median of 74 days on market and 25 active listings to choose from. Forty homes have sold in the past year, so there's steady activity without the frenzy. The 97% sale-to-list ratio means well-priced offers have real negotiating room.
What about HOA fees and property taxes?+
Plan for a median HOA of $407 per month, which is on the higher side and reflects the resort-style amenities common in communities like Solara. Median property taxes run about $8,564 per year. If you're weighing a rental strategy, the median rent in the area is around $2,180 per month.
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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