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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

Search Oak Run on the map

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

Orlando Int’l Airport (MCO)≈ 19 min
Universal Orlando≈ 23 min
Downtown Orlando≈ 25 min
Walt Disney World≈ 28 min

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

Oak Run$360K
Kissimmee Co.$375K

Price per sqft

Oak Run$195
Kissimmee Co.$213

Days on market

Oak Run91d
Kissimmee Co.89d

Median sold price — 3-yr, 3-mo rolling

▼ 1.1% yr/yr

$345K$378K$410KOct ’23Apr ’26

Homes sold per month

035Oct ’23Apr ’26

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

Principal & interest $1,896
Property tax $457
Insurance (est.) $210

$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

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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