
Neighborhood · Orlando, Florida
Winter Hill
A quiet Orlando pocket with real central access
Winter Hill sits in the middle of Orange County's action, close enough to feel the pulse of Orlando without living on top of it. It's the kind of neighborhood where the commute math works in your favor — Downtown Orlando is about 18 minutes away, Universal roughly 20, and Orlando International Airport around half an hour. Neighbors here trade proximity for calm, with communities like Metro West and South Semoran nearby for shopping and everyday errands.
For buyers, this is a small, tightly held market — there are no active listings right now, so timing and a ready agent matter. Over the past year just five homes changed hands, at a median sold price of $339,999, and sellers walked away with about 99% of their asking price. That combination tells you inventory moves quickly and priced-right homes don't sit, so it pays to be watching before a listing goes live.
Winter Hill is a community in Orlando, Florida.
Quick facts
5 sold in 12 months
Drive times
On the market now
Homes for sale in Winter Hill
Nothing active right now.
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Every active listing inside the Winter Hill boundary
Open full map search →The numbers that matter
The Winter Hill market
5
Sold, last 12 months
$339,999
Median sold price
99%
Sale-to-list ratio
What sellers actually get vs asking
11 days
Median time to sell
Winter Hill vs Orlando
Live Stellar MLS data — every listing and closed sale inside the Winter Hill boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Winter Hill is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
Population
1,686
Median age
36
Median income
$72,319
Median home value
$271,481
Beyond the listings
Living in Winter Hill
Culture
Top 3% in the U.S.Hip Hop Culture
Dropping the beat and raising the roof, this population enjoys everything hip hop culture has to offer, including music, dance moves, and fashion.
Entertainment
Top 4% 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.
Food & Drink
Top 5% 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.
Beliefs
Top 6% in the U.S.Local Engagement
These citizens want to make their neighborhood a better, more beautiful place to live. They're attentive to the needs and affairs of the local community.
Active
Top 8% in the U.S.Functional Fitness
Looking good and reaching fitness goals is all about discipline: Eat right. Work hard. No excuses. This population is more likely to view working out as a means to an end.
Culture
Top 9% in the U.S.Dance Devotion
Some dance for fitness, others for fun, and a few turn it into a profession. No matter how these people groove to the music, their love for dance is what bonds them.
On the calendar
Near Winter Hill
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
13
Mon
Blue Man Group
Since 1987, the unique performance act of Blue Man Group has mesmerized its audience with music and art from both mainstream and obscure genres. This trio of men painted…
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
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
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…
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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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