Neighborhood · Ocoee, Florida
Windsor Landing
Spacious homes with an easy Orlando commute
2
Homes for sale
$794,500
Median list price
$280
Avg price / sqft
26
Median days on market
Windsor Landing sits in a well-established pocket of Ocoee, surrounded by familiar communities like Wesmere, Westyn Bay, and Sawmill. Homes here run large — the median is around 2,930 square feet — and the neighborhood feeds into Olympia High, Gotha Middle, and Thornebrooke Elementary. It's a practical spot for families who want room to spread out without giving up quick access to the theme parks and downtown.
For buyers today, this is a small, tight market: just two active listings with a median list price of $794,500, and only six homes sold in the past year. Sellers have been getting about 99% of asking, and the median days on market sits at 26, so well-priced homes don't linger. If you're shopping here, expect to move decisively when the right house appears.
Windsor Landing is a community in Ocoee, Florida.
Quick facts
$690,000 – $899K price range
2,930 sqft median home
$107/mo median HOA
6 sold in 12 months
Drive times
On the market now
Homes for sale in Windsor Landing
$899,000$906,500
173 CALLIOPE STREET, OCOEE
5 bd · 5.5 ba · 3,668 sqft
$690,000$700,000
65 CALLIOPE STREET, OCOEE
4 bd · 3 ba · 2,192 sqft
Every active listing inside the Windsor Landing boundary
Open full map search →Find your fit
Browse Windsor Landing
By feature — on the live map
Where the market lives
The numbers that matter
The Windsor Landing market
6
Sold, last 12 months
$742,000
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
16 days
Median time to sell
Windsor Landing vs Ocoee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 0.6% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Windsor Landing boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Windsor Landing is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Windsor Landing home
≈ $5,202/mo
$794,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$107/mo
Median HOA
From current listings inside the boundary
Population
533
Median age
51
Median income
$200,500
Median home value
$716,700
Beyond the listings
Living in Windsor Landing
Lifestyles
Top 5% 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.
Beliefs
Top 6% in the U.S.Spiritual Practices
Making it to church on Sunday, this population is drawn together by their devotion to, primarily Christian, religion. Common activities include worship services and bible studies.
Beliefs
Top 13% in the U.S.Local Engagement
These citizens want to make their neighborhood a better, more beautiful place to live. They're attentive to the needs and affairs of the local community.
Appearance oriented
Top 16% in the U.S.All About Hair
Passionate about all things hair, this population is talking about hair tutorials or the hottest celebrity blowout.
Active
Top 18% in the U.S.Yoga Advocates
Improving flexibility, strength, and overall well-being is the yogi's aim. This population is looking for the right community, instruction, and accessories.
Emotional
Top 18% in the U.S.Awestruck
Great things are meant to be shared, and this population is eager to show others what they find to be amazing, beautiful and exciting.
People who close here
Our Ocoee experts
Straight answers
Windsor Landing FAQs
Is Windsor Landing a good place to live?+
It's a solid choice for families who want large homes and a central West Orange location. The neighborhood is assigned to Olympia High, Gotha Middle, and Thornebrooke Elementary, and sits among established Ocoee communities. You're roughly 23 minutes from downtown Orlando and 21 from Universal.
Is Windsor Landing expensive?+
It sits in the upper-middle range for the area, with a median list price of $794,500 and active listings between $690,000 and $899,000. Homes average about $280 per square foot. There are currently no listings above $1 million, so it stays just under the luxury tier.
What do homes cost in Windsor Landing?+
Right now there are two active listings with a median list price of $794,500, and the median home sold over the past 12 months went for $742,000. At around $280 per square foot on a typical 2,930-square-foot home, you're paying for genuine space. Nearby options in Westyn Bay can offer additional comparisons.
How is the market in Windsor Landing?+
It's a small, steady market — just six homes sold in the past year with only two active listings today. Sellers averaged 99% of asking and homes took a median of 26 days to sell. Low inventory means serious buyers should be ready to act.
What are the HOA fees and property taxes?+
The median HOA is about $107 per month, which is reasonable for the neighborhood. Median property taxes run around $8,383 per year, in line with homes in this price range. Two of the current listings include a pool, and one is gated.
Keep exploring
More Ocoee 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.
Never miss a listing
New Windsor Landing homes, in your inbox
A daily digest of new Ocoee listings — straight from the MLS. Unsubscribe anytime.