Neighborhood · Winter Park, Florida
Winter Park Estates
Established Winter Park living, minutes from everything
1
Homes for sale
$430,000
Median list price
$332
Avg price / sqft
76
Median days on market
Winter Park Estates sits in the heart of one of Orange County's most walkable, tree-lined pockets, with the shops and lakes of greater Winter Park at its doorstep. It's the kind of neighborhood where mid-century homes on generous lots trade hands among families drawn to top-rated schools and a genuine sense of community, with Lake Killarney and Winter Park Pines nearby. Downtown Orlando is about 20 minutes out, and MCO airport roughly 32, so you're connected without living in the noise.
Winter Park Estates is a community in Winter Park, Florida.
Quick facts
$430,000 – $430K price range
1,296 sqft median home
10 sold in 12 months
Drive times
On the market now
Homes for sale in Winter Park Estates
Every active listing inside the Winter Park Estates boundary
Open full map search →The numbers that matter
The Winter Park Estates market
10
Sold, last 12 months
$412,450
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
20 days
Median time to sell
Winter Park Estates vs Winter Park
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 5.5% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Winter Park Estates boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Winter Park Estates is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Winter Park Estates home
≈ $2,890/mo
$430,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
1,032
Median age
39
Median income
$62,880
Median home value
$398,841
Beyond the listings
Living in Winter Park Estates
Food & Drink
Top 3% 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.
Lifestyles
Top 4% in the U.S.Student Life
There's more to student life than academics. It's about the experience - from classes and homecoming, to making lifetime friends and alumni events. These are students at school, taking classes online, or finding other ways to be students in their daily lives.
Hobbies & Interests
Top 4% in the U.S.Animal Advocates
Passionate about animal welfare, this population wants to know how best to care for their own pets (with toys and training) and help other animals find their fur-ever home.
Food & Drink
Top 4% in the U.S.Fueling for Fitness
A population characterized by healthy eating. Often pre-planning for meals for the purpose of fitness and convenience. Likely to participate in meal prep trends.
Hobbies & Interests
Top 5% 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.
Active
Top 5% 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.
On the calendar
Near Winter Park Estates
Jul
13
Mon
View of Oyster Bay
Explore the View of Oyster Bay, an artistic zenith of proficiency, emphasizing vibrant wisteria vines against serene bay backdrops. Discover stunning harmony as structure…
Jul
14
Tue
Being Outdoors
Celebrating the nation's 250th anniversary, the exhibition Being Outdoors delves into the deep-rooted connections between outdoor recreational activities and American ide…
Jul
14
Tue
The Captivating Unknown
The event, The Captivating Unknown, is an art exhibition that explores humanity's fascination with the cosmos through various artistic mediums. The works on display aim t…
Jul
14
Tue
I Remember When...Reflections From The RMA Staff
This exhibition, curated by the staff of the Rollins Museum of Art, showcases a diverse range of media and themes, all centered around the concept of memory and storytell…
Jul
14
Tue
Pathways
This exhibition, a collaboration between the Rollins Museum of Art and the UCF Art Gallery, showcases the diverse works of emerging Florida artists, handpicked by a panel…
Jul
16
Thu
Thursday Thinks Trivia
7:30pm
This challenging trivia night promises a wide range of engaging questions, ensuring something new and exciting for everyone - from pop culture, geography, and history, to…
People who close here
Our Winter Park experts
Straight answers
Winter Park Estates FAQs
Is Winter Park Estates a good place to live?+
It's a well-located, established neighborhood with easy access to downtown Orlando in about 20 minutes and MCO airport in roughly 32. Assigned schools are Winter Park High, Maitland Middle, and Lakemont Elementary, and you're close to Hannibal Square and the lakes that define this part of town.
Is it expensive to buy here?+
It's more attainable than much of Winter Park, with a median list price of $430,000 and homes selling around a median of $412,450 over the last year. At about $332 per square foot for a typical 1,296-square-foot home, it's a reasonable entry into a sought-after area.
What do homes cost in Winter Park Estates?+
The single active listing is priced at $430,000, and 10 homes have sold in the past 12 months at a median of $412,450. Buyers looking in nearby Kenilworth will find a similar established, family-oriented feel.
How is the market right now?+
Inventory is very tight with just one active listing, and homes tend to take about 76 days to sell. Sellers have been getting roughly 96% of their asking price, so pricing is realistic and negotiation room is modest.
What about HOA fees and property taxes?+
There's no reported HOA in this neighborhood, which keeps monthly carrying costs down. The median annual property tax runs about $4,968, so factor that into your budget alongside the purchase price.
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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