
Neighborhood · Kissimmee, Florida
Oak Hollow
Steady Kissimmee living within reach of everything
2
Homes for sale
$379,950
Median list price
$228
Avg price / sqft
246
Median days on market
Oak Hollow is a small residential pocket of Kissimmee in Osceola County, the kind of place where homes sit on modest lots and the pace stays quiet. It's zoned to a strong local lineup that includes Osceola County School for the Arts and Mill Creek Elementary School, and the location does a lot of quiet work: Orlando International Airport is about 22 minutes out, Universal Orlando roughly 26, and Walt Disney World around 31. If you want to be near the Kissimmee homes for sale market without paying resort-community premiums, this is a practical corner of it.
The market here is thin and slow-moving, which cuts both ways for a buyer. Just two homes are active right now, with a median list price of $379,950 and a median 219 days on market — sellers aren't in a hurry, but neither is the demand pushing them. Over the past year seven homes sold at a median of $365,000, and sellers collected about 99% of asking, so there's little fat to negotiate away once a home is priced right. Nearby options like Lake Marion Village and Storey Lake are worth a look if you want more inventory to compare against.
Oak Hollow is a community in Kissimmee, Florida.
Quick facts
$359,900 – $400K price range
1,704 sqft median home
7 sold in 12 months
Drive times
On the market now
Homes for sale in Oak Hollow

$400,000$405,000
1541 AMHERST LANE, KISSIMMEE
4 bd · 2 ba · 2,002 sqft

$359,900
2542 CAMPHORWOOD CIRCLE, KISSIMMEE
3 bd · 2 ba · 1,406 sqft
Every active listing inside the Oak Hollow boundary
Open full map search →Find your fit
Browse Oak Hollow
Where the market lives
The numbers that matter
The Oak Hollow market
7
Sold, last 12 months
$365,000
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
31 days
Median time to sell
Oak Hollow vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 14.1% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Oak Hollow boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Oak Hollow is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Oak Hollow home
≈ $2,302/mo
$379,950 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
681
Median age
40
Median income
$59,652
Median home value
$280,223
Beyond the listings
Living in Oak Hollow
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 Hollow FAQs
Is Oak Hollow a good place to live?+
It's a quiet residential neighborhood in Kissimmee with an easy commute footprint — about 22 minutes to Orlando International Airport and 28 to downtown Orlando. Families often value the school zoning, which includes Osceola County School for the Arts and Mill Creek Elementary School. It suits buyers who want steady residential living rather than a resort or vacation-rental setting.
Is Oak Hollow expensive?+
Not by Central Florida standards — the median list price is $379,950 and recent sales landed at a median of $365,000. Property taxes are light too, at roughly $1,082 a year. Compared with resort-style communities like Solara, it reads as an affordable, no-frills residential choice.
What do homes cost in Oak Hollow?+
Active listings currently range from $359,900 to $400,000, with a median of $379,950 and an average of about $228 per square foot. Homes here run around 1,704 square feet at the median, so you're generally looking at right-sized single-family properties rather than large estates.
How is the market in Oak Hollow right now?+
It's small and slow — just two homes are active and the median time on market is 219 days. That said, the seven homes sold over the past year fetched about 99% of asking, so well-priced homes still trade close to list. Buyers get time to think, but there's limited room to lowball once a seller has priced correctly.
What about HOA fees and taxes in Oak Hollow?+
Property taxes are the main recurring cost, with a median of about $1,082 per year. HOA data isn't available for this neighborhood in the current figures, so confirm any association dues directly on a specific listing. If HOA structure matters to you, communities like Windsor at Westside publish clearer fee schedules for comparison.
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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