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Neighborhood · Ocoee, Florida

Windsor Landing

Gated living with a quick line to Orlando

3

Homes for sale

$775,000

Median list price

$256

Avg price / sqft

21

Median days on market

Search Windsor Landing on the map

Windsor Landing sits in the pocket of Ocoee that trades highway noise for quiet, gated streets and pool-backed lots — a place where you can slip out to Universal in about 21 minutes or reach downtown Orlando in roughly 23. Homes here run to a comfortable scale, and the neighborhood is assigned to Olympia High, Gotha Middle, and Thornebrooke Elementary, all names that carry weight with local buyers. It shares this corner of Ocoee with established communities like Wesmere, Westyn Bay, and Silver Bend, so you get the feel of a settled, family-minded enclave rather than a raw new build.

The market here is thin and steady rather than frantic. With just two active listings and a median list price of $712,500, buyers won't be tripping over options — but the nine sales over the past year tell you homes do move, and sellers pulled in about 97% of asking. Expect to spend time getting to know inventory across the broader Ocoee homes for sale if the two current listings don't fit, since anything that comes up in Windsor Landing tends to sit for a couple of months before it trades.

Windsor Landing is a community in Ocoee, Florida.

Quick facts

$737,000 – $940K price range

3,245 sqft median home

$107/mo median HOA

9 sold in 12 months

Drive times

Universal Orlando≈ 21 min
Downtown Orlando≈ 23 min
Walt Disney World≈ 32 min
Orlando Int’l Airport (MCO)≈ 34 min

On the market now

Homes for sale in Windsor Landing

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

1
2
$500K–$750K$750K–$1.0M

The numbers that matter

The Windsor Landing market

9

Sold, last 12 months

$770,000

Median sold price

97%

Sale-to-list ratio

What sellers actually get vs asking

26 days

Median time to sell

Windsor Landing vs Ocoee

Median list price

Windsor Landing$775K
Ocoee Co.$438K

Price per sqft

Windsor Landing$256
Ocoee Co.$240

Days on market

Windsor Landing21d
Ocoee Co.57d

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

$720K$775K$830KFeb ’24Aug ’26

Homes sold per month

023Feb ’24Aug ’26

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

≈ $4,946/mo

Principal & interest $4,083
Property tax $546
HOA / fees $107
Insurance (est.) $210

$775,000 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 gated, quiet corner of Ocoee assigned to Olympia High, Gotha Middle, and Thornebrooke Elementary, which draws steady family interest. The quick commute — about 23 minutes to downtown Orlando and 21 to Universal — makes it practical for work and play alike. It's the kind of settled neighborhood that sits comfortably among established communities like Wesmere.

Is Windsor Landing expensive?+

It's a mid-to-upper-tier Ocoee neighborhood, with a median list price of $712,500 and recent sales landing at a median of $789,500. At roughly $268 per square foot, you're paying for space and a gated setting rather than luxury extras — there are currently no listings above $1M.

What do homes cost in Windsor Landing?+

The two active listings range from $650,000 to $775,000, with a median list of $712,500 for homes around 2,719 square feet. Over the past year, nine homes sold at a median of $789,500, so recent buyers paid a bit above today's asking prices.

How is the market in Windsor Landing?+

It's a low-inventory, steady market — just two homes are active right now, and the typical listing takes about 62 days to sell. Sellers have been getting roughly 97% of their asking price, so there's modest room to negotiate but not a fire sale; if the current options don't fit, it's worth watching the wider Ocoee homes for sale.

What about HOA fees and property taxes?+

The median HOA runs about $107 a month, which is reasonable for a gated community with pool-equipped homes. Property taxes come in around $5,699 a year at current values, so budget both into your monthly carrying costs.

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.

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