Neighborhood · Kissimmee, Florida
Kissimmee Highlands
Central Kissimmee living with theme parks minutes away
1
Homes for sale
$315,000
Median list price
$246
Avg price / sqft
1
Median days on market
Kissimmee Highlands sits in the heart of Osceola County, where everyday errands, well-regarded schools, and the pull of Central Florida's theme parks all fall within easy reach. Homes here run modest in size — the median is 1,280 square feet — making it a practical base for buyers who want to be close to it all without paying for square footage they won't use. Walt Disney World is about 29 minutes out, Universal roughly 30, and Orlando International Airport just 26, so weekend plans and travel days stay simple. Families are drawn to assigned schools like Highlands Elementary and Osceola County School for the Arts.
The market here is small and moves fast: there's currently a single active listing among Kissimmee homes for sale, priced at $315,000, and the median days on market is just 1. Over the past year five homes sold at a median of $278,500, with sellers collecting about 99% of asking — a sign that well-priced homes don't linger. If this pocket is tight, it's worth widening the search to nearby communities like Lake Marion Village, Storey Lake, and Solara to see the full range of what the area offers.
Kissimmee Highlands is a community in Kissimmee, Florida.
Quick facts
$315,000 – $315K price range
1,280 sqft median home
5 sold in 12 months
Drive times
On the market now
Homes for sale in Kissimmee Highlands
Every active listing inside the Kissimmee Highlands boundary
Open full map search →The numbers that matter
The Kissimmee Highlands market
5
Sold, last 12 months
$278,500
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
48 days
Median time to sell
Kissimmee Highlands vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Kissimmee Highlands boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Kissimmee Highlands is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Kissimmee Highlands home
≈ $2,145/mo
$315,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
678
Median age
53
Median income
$51,020
Beyond the listings
Living in Kissimmee Highlands
Food & Drink
Top 3% 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.
Attitudes
Top 4% 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.
Emotional
Top 4% in the U.S.Awestruck
Great things are meant to be shared, and this population is eager to show others what they find to be amazing, beautiful and exciting.
Food & Drink
Top 5% in the U.S.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.
Appearance oriented
Top 5% in the U.S.Body Art
Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.
Appearance oriented
Top 8% in the U.S.Men's Style
This population is all about finding the latest in men's style - from fashion to grooming. Captures guys looking to stay on trend and significant others assisting with shopping.
Straight answers
Kissimmee Highlands FAQs
Is Kissimmee Highlands a good place to live?+
It's a central, practical spot in Osceola County with quick access to theme parks — Disney is about 29 minutes away and Universal around 30. Families appreciate the assigned schools, including Highlands Elementary and the Osceola County School for the Arts, and the airport is just 26 minutes out for easy travel.
Is Kissimmee Highlands expensive?+
Not by Central Florida standards — the median sold price over the past year was $278,500, and the current active listing is priced at $315,000. With homes averaging about $246 per square foot and running smaller in size, it's an accessible option for buyers.
What do homes cost in Kissimmee Highlands?+
The single active listing is priced at $315,000, while five homes that sold in the past year had a median sold price of $278,500. Average price per square foot is about $246, with a median home size of 1,280 square feet.
How is the market in Kissimmee Highlands?+
It's a fast, competitive market with limited inventory — the median days on market is just 1, and sellers are averaging 99% of their asking price. With only one active listing right now, buyers should be ready to move quickly and may want to explore nearby Windsor at Westside for more options.
What are the HOA fees and property taxes like?+
Median property taxes run about $3,302 per year. HOA data isn't available for this specific pocket, so confirm any dues on a per-property basis when you find a home you like.
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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