Neighborhood · Winter Park, Florida
Winter Park Heights
A quiet, established address in the heart of Winter Park
Winter Park Heights sits among the tree-lined streets and lakes that give this corner of Orange County its reputation for understated, established living. You're within reach of neighborhoods like Lake Killarney and Winter Park Pines, the shops and restaurants around Hannibal Square, and the classic character of Kenilworth — all inside one of Central Florida's most walkable, mature communities. Families here are drawn to a strong school assignment and the kind of settled, low-turnover streets that don't change much year to year.
The market reality is straightforward: this is a tightly held pocket with very little inventory. Over the last 12 months only 6 homes sold, at a median price of $1,442,500, and sellers averaged 98% of their asking price. With no active listings right now, buyers should be ready to move quickly and watch Winter Park homes for sale more broadly to catch the next opportunity.
Winter Park Heights is a community in Winter Park, Florida.
Quick facts
6 sold in 12 months
On the market now
Homes for sale in Winter Park Heights
Nothing active right now.
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Every active listing inside the Winter Park Heights boundary
Open full map search →The numbers that matter
The Winter Park Heights market
6
Sold, last 12 months
$1,442,500
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
14 days
Median time to sell
Winter Park Heights vs Winter Park
Median sold price — 3-yr, 3-mo rolling
▲ 67.9% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Winter Park Heights boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Winter Park Heights is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
Population
245
Median age
49
Median income
$193,750
Median home value
$808,200
Beyond the listings
Living in Winter Park Heights
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.
Appearance oriented
Top 22% in the U.S.Fitness Fashion
Workout clothes aren't just for working out anymore. This population enjoys wearing name-brand athletic apparel for fashion and functional purposes.
Hobbies & Interests
Green Thumb
From tiny sprouts and window plants, to flower arrangements and designing a landscape, this population has an affinity for all things green.
Active
Fitness Obsession
Passionate about strength training, this population relies heavily on the encouragement of the exercise community. While these people seek the latest fitness techniques, they're also interested in supplements and equipment.
Food & Drink
Trendy Eats
Meals are a social experience, and these foodies take it to the next level. This population can't wait to snap a pic of their plate and share it before chowing down.
Food & Drink
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.
People who close here
Our Winter Park experts
Straight answers
Winter Park Heights FAQs
Is Winter Park Heights a good place to live?+
It's a settled, walkable neighborhood in the heart of Winter Park, close to the shops and dining around Hannibal Square and surrounding lakes. Homes feed Winter Park High, Maitland Middle, and Lakemont Elementary, which makes it a steady draw for families. The low turnover — only 6 sales last year — tells you people who move here tend to stay.
Is Winter Park Heights expensive?+
Yes, it sits at the upper end of the local market. The median sold price over the last 12 months was $1,442,500, in line with the premium neighborhoods nearby like Kenilworth. Buyers should plan for seven-figure pricing here.
What do homes cost in Winter Park Heights?+
Recent closings put the median at $1,442,500 across the 6 homes sold in the past year. There are currently no active listings, so pricing is best read from recent sales rather than the asking market. It's worth tracking Winter Park homes for sale area-wide to gauge the range.
How is the market in Winter Park Heights?+
It's a low-inventory, seller-favorable market — just 6 homes sold in the last 12 months and none currently active. Sellers averaged 98% of their asking price, so well-priced homes hold their value. Buyers should be prepared to act fast when something does list.
What about HOA fees and property taxes?+
Specific HOA and property tax figures aren't available for the active market here since there are no current listings. Because this is an established neighborhood rather than a heavily amenitized community, buyers should confirm any dues and the exact tax figure on a home-by-home basis. Your agent can pull those numbers from recent sales or the county record.
Keep exploring
More Winter Park 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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