Neighborhood · Winter Springs, Florida
Hollowbrook
Quiet Seminole County living close to Orlando
Hollowbrook is a small residential pocket of Winter Springs, the kind of place where the streets stay quiet and the commute to work stays short. It sits among established Seminole County neighborhoods like Tuscawilla, Deer Run and the Highlands, with the North Orlando Ranches nearby — a corner of the county built for families who want space without giving up access. Downtown Orlando is about 24 minutes away and Orlando International Airport roughly 32, so weekday travel and weekend getaways both stay manageable.
For buyers, this is a tightly held neighborhood: there are no active listings at the moment, and only four homes have sold here in the past twelve months. Those sales landed at a median price of $433,500, with sellers getting about 98% of asking on average — a sign that when a home does come up, it moves at close to full price. If you want to be here, patience and a ready pre-approval matter more than negotiating room.
Hollowbrook is a community in Winter Springs, Florida.
Quick facts
$2,700/mo median rent
4 sold in 12 months
Drive times
On the market now
Homes for sale in Hollowbrook
Nothing active right now.
Set an alert below and we’ll email you the moment something lists here.
Every active listing inside the Hollowbrook boundary
Open full map search →The numbers that matter
The Hollowbrook market
4
Sold, last 12 months
$433,500
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
31 days
Median time to sell
Hollowbrook vs Winter Springs
Median sold price — 3-yr, 3-mo rolling
▼ 0.9% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Hollowbrook boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Hollowbrook is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
Population
1,735
Median age
38
Median income
$112,598
Median home value
$398,400
Beyond the listings
Living in Hollowbrook
Food & Drink
Top 1% in the U.S.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.
Food & Drink
Top 3% in the U.S.Coffee Connoisseur
Morning java. Cup of Joe. Caffeine in an IV. Whatever they call it, this population loves coffee and the culture around it.
Appearance oriented
Top 4% in the U.S.Body Art
Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.
Entertainment
Top 5% in the U.S.Film Lovers
Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.
Lifestyles
Top 5% in the U.S.LGBTQ Culture
This population is characterized by the expression of gay pride, gender identity, and accepting alternative lifestyles.
Culture
Top 8% in the U.S.Artistic Appreciation
Galleries, city murals, and skillful latte art gets this population excited. They're always on the lookout for creative expression.
On the calendar
Near Hollowbrook
Jul
12
Sun
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
12
Sun
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
12
Sun
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
12
Sun
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
12
Sun
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
12
Sun
Diana
Diana: The Musical is a compelling journey into the life of Princess Diana, exploring her struggles with royal expectations, a distant husband, and media scrutiny, all se…
Straight answers
Hollowbrook FAQs
Is Hollowbrook a good place to live?+
It's a quiet, established residential neighborhood in Winter Springs, well suited to buyers who want a settled Seminole County setting. Downtown Orlando is about 24 minutes away and the airport around 32, and homes are assigned to Lake Howell High, Tuskawilla Middle and Red Bug Elementary.
Is Hollowbrook expensive?+
It sits in the mid-to-upper range for the area, with homes selling at a median of $433,500 over the past year. That's a solid single-family price point for Winter Springs without reaching into the luxury tier.
What do homes cost in Hollowbrook?+
There are no active listings right now, so the clearest guide is recent sales: four homes closed in the last twelve months at a median of $433,500. Sellers averaged about 98% of their asking price, so expect little wiggle room when a home does hit the market.
How is the market in Hollowbrook?+
It's a low-inventory, tightly held neighborhood — zero active listings and just four sales in the past year. With sellers getting roughly 98% of asking, well-priced homes tend to move quickly, so being ready to act is key.
What about renting or HOA and taxes?+
The median rent in the area runs about $2,700 per month, a useful benchmark if you're weighing renting against buying. Specific HOA and property tax figures aren't available for Hollowbrook right now, so confirm those details on any individual home before you write an offer.
Keep exploring
More Winter Springs 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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