
Neighborhood · Kissimmee, Florida
Overoaks
Spacious homes, low fees, quick drive to Disney
5
Homes for sale
$534,900
Median list price
$209
Avg price / sqft
61
Median days on market
Overoaks is the kind of Kissimmee neighborhood that rewards buyers who want room to spread out without a big-community rulebook. Homes here run large — a median of 2,741 square feet — and about $24 a month in HOA dues keeps the overhead light, a contrast with the resort-heavy addresses like Storey Lake and Solara nearby. With Walt Disney World roughly 39 minutes out and Orlando International about 36 minutes away, it sits in the sweet spot between everyday Central Florida living and the theme-park economy.
For a buyer today, this is a small, calm market. There are just five active listings with a median list price of $534,900, and the four homes sold over the past year closed at a median of $405,000 with sellers collecting about 98% of asking. Homes move in roughly 27 days once priced right, so it pays to be ready — and worth comparing against the broader pool of Kissimmee homes for sale before you commit.
Overoaks is a community in Kissimmee, Florida.
Quick facts
$395,000 – $750K price range
2,741 sqft median home
$24/mo median HOA
$2,600/mo median rent
4 sold in 12 months
Drive times
On the market now
Homes for sale in Overoaks

$560,000
2200 TOURNAMENT COURT, KISSIMMEE
4 bd · 3 ba · 2,741 sqft

$395,000$409,000
1718 GOLFVIEW DRIVE, KISSIMMEE
3 bd · 2 ba · 1,538 sqft

$395,000
1709 GOLFVIEW DRIVE, KISSIMMEE
3 bd · 2 ba · 2,302 sqft

$749,900
2270 TOURNAMENT COURT, KISSIMMEE
4 bd · 3.5 ba · 3,325 sqft

$534,900$539,900
1524 THE OAKS BOULEVARD, KISSIMMEE
4 bd · 2.5 ba · 2,829 sqft
Every active listing inside the Overoaks boundary
Open full map search →Find your fit
Browse Overoaks
By feature — on the live map
Where the market lives
The numbers that matter
The Overoaks market
4
Sold, last 12 months
$405,000
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
102 days
Median time to sell
Overoaks vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 8.8% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Overoaks boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Overoaks is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Overoaks home
≈ $3,613/mo
$534,900 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$24/mo
Median HOA
From current listings inside the boundary
$2,600/mo
Median rent
Homes for rent inside the boundary
Population
579
Median age
47
Median income
$69,121
Median home value
$331,700
Beyond the listings
Living in Overoaks
Relationships
Top 17% in the U.S.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.
Lifestyles
Top 23% in the U.S.Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Food & Drink
Trendy Eats
Meals are a social experience, and these foodies take it to the next level. This population can't wait to snap a pic of their plate and share it before chowing down.
Appearance oriented
All About Hair
Passionate about all things hair, this population is talking about hair tutorials or the hottest celebrity blowout.
Hobbies & Interests
Green Thumb
From tiny sprouts and window plants, to flower arrangements and designing a landscape, this population has an affinity for all things green.
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.
People who close here
Our Kissimmee experts
Iain Robinson
Broker Associate
Dan Schriver
REALTOR®
David Ramirez
Real Estate Agent
Colleen Brown
REALTOR®
Straight answers
Overoaks FAQs
Is Overoaks a good place to live?+
It suits buyers who want larger homes and low fees while staying close to Central Florida's job and tourism hubs. The median home size is 2,741 square feet, HOA dues run about $24 a month, and you're roughly 36 minutes from Orlando International and 39 from Disney. Assigned schools include Osceola County School for the Arts, Horizon Middle, and Liberty High.
Is Overoaks expensive?+
It sits in the mid-range for the Kissimmee market. The median list price is $534,900 with active homes spanning $395,000 to $749,900, and nothing currently listed above $1M. Compared with the resort rentals at Solara, the low $24 median HOA keeps ongoing costs modest.
What do homes cost in Overoaks?+
Active listings run from $395,000 to $749,900, with a median list price of $534,900 and an average of about $209 per square foot. Over the past year, the four homes that sold closed at a median of $405,000, so there's often room between list and final numbers.
How is the market in Overoaks right now?+
It's a small, steady market with just five active listings. Homes that sold over the last 12 months went for about 98% of asking and the median time on market is 27 days, so well-priced homes don't linger. With only four sales in a year, it's worth watching the broader Kissimmee homes for sale for comparables.
What about HOA fees and property taxes?+
The median HOA here is just $24 a month, which is low for the area and reflects a neighborhood without resort-style amenities. Property taxes run a median of $6,730 a year. If you're weighing a rental play, the median rent sits around $2,600 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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