Neighborhood · Kissimmee, Florida
Kissimmee Highlands
An unpretentious Kissimmee address close to everything
1
Homes for sale
$315,000
Median list price
$246
Avg price / sqft
1
Median days on market
Kissimmee Highlands is the kind of established Osceola County neighborhood where single-story homes sit on real lots and the pace stays low-key. You're roughly 29 minutes from Walt Disney World, 30 from Universal Orlando, and 26 from Orlando International Airport, so the theme-park economy and the airport commute are both within easy reach without living on top of the crowds. Compare it against the broader Kissimmee homes for sale market and it reads as one of the more grounded, everyday-living pockets in the area.
For a buyer today, this is a thin, fast-moving corner of the market. There is currently just one active listing at $315,000, and homes that sold over the past year moved quickly — a median of 1 day on market with sellers collecting about 99% of asking. If the Highlands is quiet, the surrounding options aren't: resort-style communities like Storey Lake and Solara, the 55+ setting at Solivita, and lakeside living at Lake Marion Village all sit nearby if the fit isn't quite right.
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
▲ 21.4% yr/yr
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.
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Kissimmee Highlands FAQs
Is Kissimmee Highlands a good place to live?+
It's an established, low-key neighborhood with quick access to the region's biggest draws — about 29 minutes to Disney, 30 to Universal, and 31 to downtown Orlando. Families also value the school assignments, which include Osceola County School for the Arts and Highlands Elementary. If you want resort amenities instead, Storey Lake is close by.
Is it expensive to buy here?+
No — pricing is on the attainable end for the area. The current active listing sits at $315,000, and homes sold over the past year had a median sold price of $278,500. For comparison shopping, the wider Kissimmee homes for sale market gives you a fuller range.
What do homes cost in Kissimmee Highlands?+
Expect roughly $246 per square foot on a median home size around 1,280 square feet, which puts the single active listing at $315,000. Recent closings landed at a median of $278,500. Inventory is tight, so serious buyers should be ready to move.
How is the market right now?+
It's fast and seller-friendly but very low on supply — there's just one active listing today, and only five homes sold in the past 12 months. Those sales moved at a median of 1 day on market with sellers getting about 99% of asking. If nothing's available, nearby Solara is worth a look.
What about HOA fees and property taxes?+
Property taxes run a median of about $3,302 per year here. HOA data isn't currently available for the neighborhood, which is common for older, non-gated communities. If HOA-managed amenities matter to you, a community like Solivita offers that structure.
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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