Homes zoned for
Windermere High
Zoned for one of West Orange's top high schools
200
Homes for sale
$834,700
Median list price
$441
Avg price / sqft
71
Median days on market
The Windermere High attendance zone covers a swath of southwest Orange County where family-focused neighborhoods meet genuine proximity to the theme parks that put this region on the map — Walt Disney World is roughly 17 minutes away, and even Orlando International sits about 35 minutes out. It's the kind of area where pool homes, gated streets, and a handful of waterfront addresses sit close enough to top schools that buyers plan their whole search around the boundary. You'll find everything from attainable condos to estate properties here, including the luxury enclave of Golden Oak homes for sale that anchors the high end.
For a buyer today, the zone is deep and varied: 198 active listings with a median list price of $824,700 and a range that runs from $295,000 all the way to $27,000,000. Homes are trading at about 97% of asking, but with a median 71 days on market there's room to be selective and negotiate. Start with the live map to see how the price bands cluster across the boundary before you commit to a neighborhood.
Windermere High is an attendance zone in Windermere, Florida.
Quick facts
$290,000 – $27M price range
2,964 sqft median home
$244/mo median HOA
$2,900/mo median rent
623 sold in 12 months
Drive times
On the market now
Homes for sale in this zone
View all 200 →
$1,598,000
6533 CARTMEL LANE, WINDERMERE
4 bd · 3.5 ba · 3,751 sqft
$620,000
13019 GARRIDAN AVENUE, WINDERMERE
4 bd · 3.5 ba · 2,461 sqft
$299,997
8168 BOAT HOOK LOOP UNIT 302, WINDERMERE
2 bd · 2 ba · 1,161 sqft
$2,899,000
4205 CLARICE COURT, WINDERMERE
7 bd · 8.5 ba · 7,042 sqft
$2,190,000
6518 SAWYER SHORES LANE, WINDERMERE
5 bd · 5.5 ba · 3,582 sqft
$1,999,000
8229 TIBET BUTLER DRIVE, WINDERMERE
4 bd · 4 ba · 3,912 sqft
$1,870,000
7467 LAKE ALBERT DRIVE, WINDERMERE
6 bd · 6.5 ba · 5,140 sqft
$1,350,000
9500 PRINCE HARRY DRIVE, ORLANDO
4 bd · 4 ba · 4,150 sqft
$1,348,000
7231 SANGALLA DRIVE, WINDERMERE
5 bd · 4.5 ba · 3,835 sqft
$1,189,000
17538 BLACK RAIL STREET, WINDERMERE
5 bd · 4.5 ba · 4,999 sqft
$1,050,000
5944 CAYMUS LOOP, WINDERMERE
4 bd · 3 ba · 2,984 sqft
$980,000
9277 ROYAL ESTATES BOULEVARD, ORLANDO
5 bd · 3.5 ba · 3,241 sqft
Every active listing inside the Windermere High attendance boundary
Open full map search →Find your fit
Browse the zone
By feature — on the live map
Where the market lives
The numbers that matter
The Windermere High market
623
Sold, last 12 months
$699,000
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
35 days
Median time to sell
Windermere High vs Windermere
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 7.0% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Windermere High boundary. Rolling medians smooth single-month swings in small communities.
What it really costs
Owning here
Owning the median Windermere High home
≈ $5,585/mo
$834,700 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$244/mo
Median HOA
From current listings inside the boundary
$2,900/mo
Median rent
Homes for rent inside the boundary
Population
45,187
Median age
37
Median income
$130,054
Median home value
$530,484
Beyond the listings
Living in Windermere High
Entertainment
Top 7% in the U.S.Film Lovers
Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.
Lifestyles
Top 14% 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.
Hobbies & Interests
Top 14% in the U.S.Wanderlust
Always thinking about their next destination, this population loves exploring new places abroad or right in their own backyard. They hold onto past trips by sharing their favorite memories and pictures year round.
Food & Drink
Top 15% in the U.S.Sweet Treats
This population has a sweet tooth, and they're looking for treats to satisfy their sugar craving, including candy, cupcakes and flavorful toppings.
Pieces of History
You can find these people researching an upcoming exhibit at the natural history museum or learning about a famous monument. This population enjoys learning about the past.
Food & Drink
Coffee Connoisseur
Morning java. Cup of Joe. Caffeine in an IV. Whatever they call it, this population loves coffee and the culture around it.
Straight answers
Windermere High FAQs
Is the Windermere High zone a good place to live?+
It's a well-regarded family area in southwest Orange County, zoned for a sought-after high school and close to the parks — Disney is about 17 minutes out and downtown Orlando around 31. The housing is varied, from pool homes to gated streets, so most buyers can find a fit within the boundary.
Is it expensive to buy here?+
It leans upscale: the median list price is $824,700 and 82 of the 198 active listings are priced at $1M or more. That said, the market stretches from $295,000 at the low end up to $27,000,000, so there's genuine range depending on where you look.
What do homes actually cost in this zone?+
Over the last 12 months 622 homes sold at a median price of $697,000, which runs below the current median list of $824,700. Expect to pay around $442 per square foot, with a median home size near 2,964 square feet.
How is the market right now?+
It's a measured market — homes take a median of 71 days to sell and sellers are getting about 97% of asking. That combination of steady demand and some time on the market means buyers have room to negotiate without rushing.
What should I budget for HOA and taxes?+
The median HOA runs about $245 a month, and median property tax lands around $8,904 a year. If you're weighing renting first, the median rent in the area is roughly $2,900 a month.
Keep exploring
Other Windermere school zones
Homes matched to the official attendance boundary — school zoning changes; always verify with the district. 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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