Rachel Jean-Baptiste
Map of Overoaks
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Neighborhood · Kissimmee, Florida

Overoaks

Spacious homes an easy drive from the parks

1

Homes for sale

$749,900

Median list price

$226

Avg price / sqft

2

Median days on market

Search Overoaks on the map

Overoaks sits in the part of Kissimmee where larger lots and generous floor plans win out over density — homes here run around 3,325 square feet, the kind of space families settle into for the long haul. You're close enough to the action that Walt Disney World is about 39 minutes out and Orlando International Airport roughly 36, but the neighborhood itself reads quiet and residential. It's a practical Osceola County base if you want room to spread out without leaving the theme-park corridor behind.

The market here is thin and moves fast. There's currently just one active listing at $749,900, while the seven homes sold over the past year closed at a median of $405,000 — a wide gap that tells you inventory swings hard depending on what's on the table. Sellers have been getting about 98% of asking, and the median home sat only one day on market, so if something in Overoaks fits your criteria, be ready to act. Buyers wanting more options should also watch the broader Kissimmee homes for sale market and nearby communities like Storey Lake and Solara.

Overoaks is a community in Kissimmee, Florida.

Quick facts

$749,900$750K price range

3,325 sqft median home

$21/mo median HOA

$2,195/mo median rent

7 sold in 12 months

Drive times

Orlando Int’l Airport (MCO)36 min
Walt Disney World39 min
Universal Orlando42 min
Downtown Orlando43 min

On the market now

Homes for sale in Overoaks

Every active listing inside the Overoaks boundary

Open full map search →

The numbers that matter

The Overoaks market

7

Sold, last 12 months

$405,000

Median sold price

98%

Sale-to-list ratio

What sellers actually get vs asking

83 days

Median time to sell

Overoaks vs Kissimmee

Median list price

Overoaks$750K
Kissimmee Co.$379K

Price per sqft

Overoaks$226
Kissimmee Co.$216

Days on market

Overoaks2d
Kissimmee Co.53d

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

1.2% yr/yr

$370K$423K$475KAug ’23May ’26

Homes sold per month

023Aug ’23May ’26

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

$4,870/mo

Principal & interest $3,951
Property tax $688
HOA / fees $21
Insurance (est.) $210

$749,900 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$21/mo

Median HOA

From current listings inside the boundary

$2,195/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.

Straight answers

Overoaks FAQs

Is Overoaks a good place to live?+

It suits buyers who want a larger home in a quiet residential setting with quick access to the theme-park corridor — Disney is about 39 minutes and downtown Orlando roughly 43. Assigned schools include the Osceola County School for the Arts, Horizon Middle, and Liberty High. If you prefer a more resort-style community, nearby Windsor at Westside is worth comparing.

Is Overoaks expensive?+

It's a mid-to-upper range Kissimmee neighborhood. The seven homes sold in the past year closed at a median of $405,000, though the single active listing is priced at $749,900 — a reminder that the small inventory can skew the picture depending on what's available.

What do homes cost in Overoaks?+

Recent sales landed at a median of $405,000, while the current active listing sits at $749,900 and runs about $226 per square foot. With homes here averaging 3,325 square feet, you're paying for space more than for a compact footprint.

How is the Overoaks market right now?+

Tight and quick. There's just one home active, sellers averaged 98% of asking over the past year, and the median days on market was a single day — so serious buyers should have financing lined up and be prepared to move when a home lists. Watching the wider Kissimmee homes for sale market helps you catch new inventory.

What are the HOA fees and property taxes like?+

The HOA is notably low at a median of $21 a month, so you're not carrying heavy community dues. Property taxes run higher, with a median of $8,251 a year, which reflects the larger home sizes in the neighborhood.

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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