
Homes zoned for
Gateway High School
Central Kissimmee living within reach of every Orlando exit
152
Homes for sale
$339,000
Median list price
$225
Avg price / sqft
34
Median days on market
The Gateway High School zone sits in the heart of Kissimmee, close enough to the theme-park corridor to feel connected but far enough to keep prices grounded. It's a practical, everyday part of Osceola County — a mix of established neighborhoods and a handful of gated communities, with 27 gated and 19 pool listings active right now. Families weighing school options often compare it to nearby draws like the Osceola County School for the Arts and Westside K-8 School.
For a buyer today, this is one of the more attainable pockets of the metro. The median list price is $339,000 and homes are selling in about 34 days, with sellers pulling in roughly 98% of asking — a balanced market that rewards decisive offers without demanding a bidding war. If your search extends beyond this zone, browse the full range of Kissimmee homes for sale or start with the live map.
Gateway High School is an attendance zone in Kissimmee, Florida.
Quick facts
$119,900 – $3.5M price range
1,492 sqft median home
$150/mo median HOA
$1,900/mo median rent
399 sold in 12 months
Drive times
On the market now
Homes for sale in this zone
View all 152 →
$450,000
125 TEAKWOOD DRIVE, KISSIMMEE
4 bd · 2 ba · 1,702 sqft

$379,900
2169 REMINGTON POINTE BOULEVARD, KISSIMMEE
3 bd · 2 ba · 1,466 sqft

$205,000
59 E COUNTRY COVE, KISSIMMEE
2 bd · 2 ba · 960 sqft

$799,900
501 ROYAL PALM DRIVE, KISSIMMEE
5 bd · 3.5 ba · 3,130 sqft

$560,000
2590 BORINQUEN DRIVE, KISSIMMEE
3 bd · 2 ba · 2,118 sqft

$465,000
2386 RUTH LANE, KISSIMMEE
4 bd · 2 ba · 1,836 sqft

$445,000
2948 CREST DRIVE, KISSIMMEE
4 bd · 2.5 ba · 1,923 sqft

$435,000
1326 SWEETWOOD BOULEVARD, KISSIMMEE
3 bd · 2 ba · 1,571 sqft

$421,500
2807 VIA LARGO COURT, KISSIMMEE
5 bd · 3.5 ba · 3,140 sqft

$405,000
1450 AMANDA ROAD, KISSIMMEE
4 bd · 2.5 ba · 1,998 sqft

$399,000
2808 MILL RUN BOULEVARD, KISSIMMEE
3 bd · 2 ba · 1,275 sqft

$394,990
2609 MILL RUN BOULEVARD, KISSIMMEE
3 bd · 2 ba · 1,280 sqft
Every active listing inside the Gateway High School attendance boundary
Open full map search →Find your fit
Browse the zone
By feature — on the live map
Where the market lives
The numbers that matter
The Gateway High School market
399
Sold, last 12 months
$358,550
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
28 days
Median time to sell
Gateway High School vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 4.7% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Gateway High School boundary. Rolling medians smooth single-month swings in small communities.
What it really costs
Owning here
Owning the median Gateway High School home
≈ $2,445/mo
$339,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$150/mo
Median HOA
From current listings inside the boundary
$1,900/mo
Median rent
Homes for rent inside the boundary
Population
55,088
Median age
39
Median income
$65,221
Median home value
$273,596
Beyond the listings
Living in Gateway High School
Entertainment
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.
Food & Drink
Fueling for Fitness
A population characterized by healthy eating. Often pre-planning for meals for the purpose of fitness and convenience. Likely to participate in meal prep trends.
Entertainment
Party Life
The party don't stop until the sun comes up. Loud music, crowds, and shots are a recipe for a great night out for these people.
Beliefs
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.
Food & Drink
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.
Attitudes
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.
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Gateway High School FAQs
Is the Gateway High School area a good place to live?+
It's a central Kissimmee location that balances access and affordability — Orlando International Airport is about 23 minutes away and downtown Orlando roughly 32. Families also value the proximity to other Osceola schools like Celebration High School, and there's a healthy mix of gated and pool homes among the active listings.
Is it expensive to buy here?+
Compared to much of the Orlando metro, it's relatively affordable, with a median list price of $339,000 and listings ranging from $119,900 up to $3,499,000. At an average of $225 per square foot on a median home size of about 1,497 square feet, your money goes further here than in many nearby zones.
What do homes cost in this zone?+
Over the last 12 months, 399 homes sold at a median price of $358,550, while current active listings sit at a $339,000 median. The single $1M+ listing and seven waterfront options show there's range, but most inventory clusters in the mid-$300s.
How is the market right now?+
It's balanced and moving at a healthy pace — the median days on market is 34, and sellers are getting about 98% of their asking price on average. With 151 active listings, buyers have real choice without the frenzy of a pure seller's market.
What about HOA fees and property taxes?+
The median HOA runs about $150 per month, which is common given the 27 gated communities in the zone, and median property tax lands around $3,546 per year. If you're weighing renting first, the median rent here is about $1,900 per month.
Keep exploring
Other Kissimmee school zones
Homes matched to the official attendance boundary — school zoning changes; always verify with the district. 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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