Neighborhood · Winter Springs, Florida
Hollowbrook
A quiet Winter Springs pocket with room to breathe
2
Homes for sale
$487,000
Median list price
$210
Avg price / sqft
7
Median days on market
Hollowbrook sits in the heart of Seminole County's Winter Springs, a community that trades on tree-lined calm rather than flash. It shares a zip code and a rhythm with established neighbors like Tuscawilla and Deer Run, and it's zoned to Lake Howell High, Tuskawilla Middle, and Red Bug Elementary. Downtown Orlando is about 24 minutes away and MCO roughly 32, so you get suburban quiet without cutting yourself off from the metro.
The market reality here is scarcity: there are no active listings in Hollowbrook right now, so this is a neighborhood you watch and pounce on. Over the last 12 months just 4 homes sold, at a median of $433,500, with sellers netting about 98% of asking. If you're serious, it's worth also tracking nearby Highlands and Sunrise Estates while you wait for the right Hollowbrook door to open, and broader Winter Springs homes for sale for backup options.
Hollowbrook is a community in Winter Springs, Florida.
Quick facts
$449,000 – $525K price range
2,340 sqft median home
$34/mo median HOA
$2,800/mo median rent
2 sold in 12 months
Drive times
On the market now
Homes for sale in Hollowbrook
$525,000
4038 BISCAYNE DRIVE, WINTER SPRINGS
4 bd · 2.5 ba · 2,181 sqft
$449,000
3600 BISCAYNE DRIVE, WINTER SPRINGS
4 bd · 2 ba · 2,498 sqft
Every active listing inside the Hollowbrook boundary
Open full map search →Find your fit
Browse Hollowbrook
By feature — on the live map
Where the market lives
The numbers that matter
The Hollowbrook market
2
Sold, last 12 months
$395,000
Median sold price
95%
Sale-to-list ratio
What sellers actually get vs asking
71 days
Median time to sell
Hollowbrook vs Winter Springs
Median list price
Price per sqft
Days on market
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.
What it really costs
Owning here
Owning the median Hollowbrook home
≈ $3,170/mo
$487,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$34/mo
Median HOA
From current listings inside the boundary
$2,800/mo
Median rent
Homes for rent inside the boundary
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.
Straight answers
Hollowbrook FAQs
Is Hollowbrook a good place to live?+
It's a quiet, established Winter Springs neighborhood with mature surroundings and easy access to the wider Seminole County community. Homes are zoned to Lake Howell High, Tuskawilla Middle, and Red Bug Elementary, and downtown Orlando is only about a 24-minute drive. The low sales volume reflects how few residents are eager to leave.
Is Hollowbrook expensive?+
It sits in a comfortable mid-market range for the area, with a median sold price of $433,500 over the past year. That's competitive for Winter Springs, and you can compare it against nearby Tuscawilla to gauge value. It's neither entry-level nor luxury — a solid family-home price point.
What do homes cost in Hollowbrook?+
There are currently no active listings, so pricing comes from recent sales rather than what's on the market today. The 4 homes sold in the last 12 months came in at a median of $433,500. When a home does list, expect it to reflect that established range.
How is the market in Hollowbrook right now?+
It's a tight, low-inventory market — zero active listings and just 4 sales over the past year. Sellers averaged 98% of asking, which tells you buyers act fast when a home appears. Set up alerts and be ready to move, or watch Deer Run for parallel options.
What about HOA fees and property taxes?+
We don't have current published HOA or property tax figures for Hollowbrook, since there are no active listings to pull those details from. Once a home lists, we can confirm the specific dues and tax figures for that property. Reach out and we'll get you the exact numbers for any home you're considering.
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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