Neighborhood · Winter Park, Florida
Winter Park Heights
An established Winter Park address near lakes and top schools
Winter Park Heights sits inside one of Orange County's most walkable, tree-lined communities, with pockets like Lake Killarney, Winter Park Pines, and Cedarwood Village each carrying their own character. You're roughly 17 minutes from downtown Orlando and 28 from MCO, which keeps daily life connected without giving up the quiet residential feel that defines this part of Winter Park. Families here are drawn to the assigned schools — Lakemont Elementary, Maitland Middle, and Winter Park High.
The market reality is simple: this is a low-inventory, high-value enclave. There are currently no active listings, and only four homes sold in the last 12 months at a median of $2,052,500 — with sellers collecting about 99% of asking on average. If you want in, you'll likely need to move quickly when something in a pocket like Eastbrook hits the market.
Winter Park Heights is a community in Winter Park, Florida.
Quick facts
5 sold in 12 months
Drive times
On the market now
Homes for sale in Winter Park Heights
Nothing active right now.
Set an alert below and we’ll email you the moment something lists here.
Every active listing inside the Winter Park Heights boundary
Open full map search →The numbers that matter
The Winter Park Heights market
5
Sold, last 12 months
$1,810,000
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
0 days
Median time to sell
Winter Park Heights vs Winter Park
Median sold price — 3-yr, 3-mo rolling
▲ 90.5% 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 an established, well-located Winter Park community with easy access to downtown Orlando (about 17 minutes) and MCO (about 28). The assigned schools — Lakemont Elementary, Maitland Middle, and Winter Park High — are a big draw for families. Distinct pockets like Lake Killarney and Waterfall Cove give buyers options within the same area.
Is Winter Park Heights expensive?+
Yes — this is one of Winter Park's higher-value areas. The four homes sold over the last 12 months closed at a median of $2,052,500, so plan accordingly if you're targeting this community.
What do homes cost in Winter Park Heights?+
There are no active listings at the moment, so pricing is best read through recent sales. Over the past year, the median sold price was $2,052,500 across four transactions in areas including Winter Park Pines and Cedarwood Village.
How is the market here?+
It's tight and seller-friendly. With zero active listings and only four homes sold in the last 12 months, inventory is scarce — and sellers averaged about 99% of asking, meaning there's little room for lowball offers when something like an Eastbrook home appears.
What about HOA fees and property taxes?+
We don't have current HOA or property tax figures published for this specific area, as they vary by pocket and individual property. When a listing comes available, we can pull the exact HOA, tax, and rent details for that home so there are no surprises.
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.
Never miss a listing
New Winter Park Heights homes, in your inbox
A daily digest of new Winter Park listings — straight from the MLS. Unsubscribe anytime.