
Homes zoned for
Winter Park High
A top-rated school zone with room to grow
304
Homes for sale
$707,495
Median list price
$455
Avg price / sqft
39
Median days on market
The Winter Park High attendance zone pulls in buyers who want a respected school assignment without leaving the eastern Orlando orbit around Alafaya. It's a settled, family-first stretch where established neighborhoods sit close to everyday errands, and where downtown Orlando is roughly 19 minutes away and Orlando International Airport about 34. Waterfront and pool homes give the zone real range, from starter-sized houses to estate-scale properties.
The market here is broad and busy: 308 active listings span from $80,000 all the way to $12.5 million, with a median list price of $697,450. Homes are moving at a healthy clip — a 39-day median on market and sellers collecting about 97% of asking — so pricing discipline matters on both sides. Browse the live map to see where the value sits at your number.
Winter Park High is an attendance zone in Alafaya, Florida.
Quick facts
$80,000 – $13M price range
2,064 sqft median home
$430/mo median HOA
$2,273/mo median rent
1,173 sold in 12 months
Drive times
On the market now
Homes for sale in this zone
View all 304 →
$2,490,000
2656 MEETING PLACE, ORLANDO
5 bd · 5 ba · 3,982 sqft

$789,000
2080 GOLDWATER COURT, MAITLAND
4 bd · 2 ba · 2,280 sqft

$630,000
2504 FORFARSHIRE DRIVE, WINTER PARK
3 bd · 2 ba · 1,915 sqft

$594,500
2010 SUMMERFIELD ROAD, WINTER PARK
3 bd · 2 ba · 1,889 sqft

$294,900
2458 LONG MEADOW WAY, ORLANDO
2 bd · 2 ba · 981 sqft

$280,000
3321 ROYAL STREET, WINTER PARK
3 bd · 2 ba · 1,197 sqft

$6,888,888
2661 VIA TUSCANY, WINTER PARK
4 bd · 4.5 ba · 4,636 sqft

$4,250,000
229 ALEXANDER PLACE, WINTER PARK
4 bd · 5 ba · 4,431 sqft

$2,569,999
1754 TAYLOR AVENUE, WINTER PARK
5 bd · 4.5 ba · 3,670 sqft

$2,549,000
1823 SUNSET DRIVE, WINTER PARK
5 bd · 4.5 ba · 3,479 sqft

$2,350,000
140 E MORSE BOULEVARD UNIT J, WINTER PARK
3 bd · 3 ba · 2,143 sqft

$2,150,000
1205 FALCON DRIVE, ORLANDO
5 bd · 5 ba · 4,017 sqft
Every active listing inside the Winter Park 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 Winter Park High market
1,173
Sold, last 12 months
$589,990
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
28 days
Median time to sell
Winter Park High vs Alafaya
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 7.2% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Winter Park High boundary. Rolling medians smooth single-month swings in small communities.
What it really costs
Owning here
Owning the median Winter Park High home
≈ $4,874/mo
$707,495 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$430/mo
Median HOA
From current listings inside the boundary
$2,273/mo
Median rent
Homes for rent inside the boundary
Population
98,019
Median age
39
Median income
$111,111
Median home value
$547,667
Beyond the listings
Living in Winter Park High
Food & Drink
Top 13% in the U.S.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.
Relationships
Top 13% 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 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 15% in the U.S.Bookish
Always seeking the next book, article, or poem to read, this activity is prevalent in areas where reading is a way of life. Although a solo activity, the expression of the love of books is a bonding, communal experience.
Entertainment
Top 16% in the U.S.Party Life
The party don't stop until the sun comes up. Loud music, crowds, and shots are a recipe for a great night out for these people.
Emotional
Top 17% in the U.S.Happy Place
Expressing feelings of safety, comfort and happiness - especially with loved ones.
Straight answers
Winter Park High FAQs
Is the Winter Park High zone a good place to live?+
It's a strong fit for families who prioritize the school assignment and want established neighborhoods with everyday convenience. The location keeps downtown Orlando around 19 minutes out and Orlando International Airport about 34, so commuting and travel stay manageable. With 1,169 homes sold in the past year, it's a proven, active community rather than a quiet backwater.
Is it expensive to buy here?+
It sits on the higher end for the area, with a median list price of $697,450 and average pricing near $453 per square foot. That said, the range is wide — active listings run from $80,000 to $12.5 million — and 119 of the current listings are priced at $1 million or more, which pulls the top of the market up.
What do homes actually cost?+
Over the last 12 months the median sold price was $588,000, below the $697,450 median list price, which tells you where negotiations tend to land. The typical home is around 2,044 square feet, and you can filter by budget on the live map to see what your number buys.
How is the market right now?+
It's balanced and moving — the median days on market is 39, and sellers are getting about 97% of asking on average. With 308 active listings against 1,169 sales in the past year, there's enough inventory to have choices but not so much that well-priced homes linger.
What should I expect for HOA and taxes?+
The median HOA runs about $440 per month and median property tax lands near $6,037 per year, so budget for both on top of your mortgage. If you're weighing renting first, the median rent in the zone is around $2,350 per month.
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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