Neighborhood · Orlando, Florida
Chickasaw Woods
East Orlando living close to downtown and the airport
1
Homes for sale
$399,000
Median list price
$279
Avg price / sqft
14
Median days on market
Chickasaw Woods sits on Orlando's east side, an easy 17-minute run to downtown and just 18 minutes from Orlando International Airport. It's a settled residential pocket where homes run around 1,431 square feet on average, the kind of place that appeals to buyers who want a real neighborhood without paying for a resort-style master-planned zip code. Kids here are zoned for Hidden Oaks Elementary, Liberty Middle, and Colonial High, and the location keeps you connected to the rest of the metro without a long commute.
For buyers, the market reality is tight. There's currently just one active listing on the market, priced at $399,000, so inventory is thin and moves fast. Over the past year nine homes sold at a median of $355,000, with sellers averaging 101% of asking — a signal you'll want to come in prepared. If Chickasaw Woods doesn't have the right fit, it's worth widening the search to nearby Metro West, Hunters Creek, or the broader pool of Orlando homes for sale.
Chickasaw Woods is a community in Orlando, Florida.
Quick facts
$399,000 – $399K price range
1,431 sqft median home
9 sold in 12 months
Drive times
On the market now
Homes for sale in Chickasaw Woods
Every active listing inside the Chickasaw Woods boundary
Open full map search →Find your fit
Browse Chickasaw Woods
By feature — on the live map
The numbers that matter
The Chickasaw Woods market
9
Sold, last 12 months
$355,000
Median sold price
101%
Sale-to-list ratio
What sellers actually get vs asking
5 days
Median time to sell
Chickasaw Woods vs Orlando
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 14.7% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Chickasaw Woods boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Chickasaw Woods is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Chickasaw Woods home
≈ $2,509/mo
$399,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
954
Median age
41
Median income
$80,563
Median home value
$305,700
Beyond the listings
Living in Chickasaw Woods
Relationships
Top 1% 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.
Food & Drink
Top 1% in the U.S.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.
Food & Drink
Top 1% in the U.S.Asian Food & Culture
Asian culture has a lot to offer, but the Asian cuisine tends to be the most frequently referenced. This population is talking about Asian dishes, holidays, and drinks.
Emotional
Top 1% in the U.S.Gratitude
From generous tipping to standing ovations, this population has a way with giving someone a pat on the back.
Culture
Top 1% in the U.S.Dance Devotion
Some dance for fitness, others for fun, and a few turn it into a profession. No matter how these people groove to the music, their love for dance is what bonds them.
Lifestyles
Top 1% 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.
People who close here
Our Orlando experts
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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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