
Neighborhood · Kissimmee, Florida
Oak Run
An easygoing Kissimmee address close to everything
1
Homes for sale
$359,900
Median list price
$195
Avg price / sqft
91
Median days on market
Oak Run is a compact residential pocket in Osceola County where the appeal is practical: modestly sized single-family homes, quick commutes, and a location that puts the whole Orlando corridor within reach. With Orlando International Airport about 19 minutes away, Universal roughly 23, and Walt Disney World around 28, this is a neighborhood built for people who want to live near the region's biggest draws without paying resort-corridor prices. It sits comfortably among wider Kissimmee homes for sale and neighbors like Lake Marion Village and the vacation-focused Storey Lake.
For buyers, the market here is tight and steady. There are just 2 active listings right now with a median list price of $359,900, and over the past year 14 homes sold at a median of $355,000 — with sellers collecting about 98% of asking. Homes move in a reasonable 28.5 days, so you'll want to be ready to act, but you won't find the bidding frenzy that hits pricier communities like Solara or Windsor at Westside.
Oak Run is a community in Kissimmee, Florida.
Quick facts
$359,900 – $360K price range
1,842 sqft median home
$1,100/mo median rent
10 sold in 12 months
Drive times
On the market now
Homes for sale in Oak Run
Every active listing inside the Oak Run boundary
Open full map search →The numbers that matter
The Oak Run market
10
Sold, last 12 months
$355,000
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
32 days
Median time to sell
Oak Run vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 1.1% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Oak Run boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Oak Run is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Oak Run home
≈ $2,563/mo
$359,900 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$1,100/mo
Median rent
Homes for rent inside the boundary
Population
1,470
Median age
44
Median income
$63,930
Median home value
$284,523
Beyond the listings
Living in Oak Run
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.
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.
Lifestyles
Daily Grind
Whether throwing punches at the boxing club or punching the clock at work, this population likes to talk about their hard work.
Relationships
Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
Entertainment
Competitive Nature
These folks have their head in the game. Whether it's creating a card game tournament with friends or cheering on the home team, these people want to win.
Entertainment
Late-night Leisure
Ready to turn up when the sun goes down, this population is looking for nighttime entertainment at home or out on the town.
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Oak Run FAQs
Is Oak Run a good place to live?+
It's a good fit if you value location and value over flash — you're about 25 minutes from downtown Orlando and under half an hour from the theme parks. Assigned schools include Mill Creek Elementary, Denn John Middle, and Gateway High, with the well-regarded Osceola County School for the Arts also in the mix. The neighborhood is quiet and residential rather than a vacation-rental hub.
Is Oak Run expensive?+
Not by Kissimmee standards. The median list price is $359,900 and the average is about $252 per square foot, which lands well below the resort-style communities and keeps it approachable for owner-occupants. For comparison, nearby vacation-oriented neighborhoods like Storey Lake tend to run higher.
What do homes cost in Oak Run?+
Active listings currently range from $349,900 to $369,900, with a median of $359,900. Over the past 12 months, 14 homes sold at a median price of $355,000, so list and sold values are closely aligned. Most homes here run around 1,499 square feet.
How is the market in Oak Run right now?+
It's tight and moving steadily. Only 2 homes are active, sales close in a median of about 28.5 days, and sellers are getting roughly 98% of their asking price. That combination means motivated buyers should come prepared to move quickly when a home hits the market.
What about HOA fees and property taxes?+
Median property taxes run about $4,084 per year, which is typical for homes in this price range in Osceola County. HOA data isn't available for the neighborhood right now, so confirm any dues on a specific listing before you commit. If you're weighing a rental instead, the median in the area is about $2,300 a 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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