Neighborhood · Winter Park, Florida
Brookshire Heights
A quiet Winter Park pocket zoned for top schools
1
Homes for sale
$630,000
Median list price
$329
Avg price / sqft
0
Median days on market
Brookshire Heights sits in the heart of Winter Park, an Orange County community known for its tree-lined streets and easy proximity to the city's cultural core. The neighborhood is anchored by its assigned schools — Winter Park High, Glenridge Middle, and the namesake Brookshire Elementary — which makes it a steady draw for families. You're a short hop from established neighbors like Winter Park Pines and Lake Killarney, and downtown Orlando is about 19 minutes by car.
For buyers, the reality is a tight, competitive market. Over the past 12 months, 18 homes sold here at a median price of $602,500, and sellers collected roughly 97% of their asking price — a sign of real demand and disciplined pricing. With no active listings on the market right now, this is a neighborhood where you'll want to move quickly and know your numbers before something comes up. It's worth watching the broader Winter Park homes for sale alongside nearby Hannibal Square if you're flexible on location.
Brookshire Heights is a community in Winter Park, Florida.
Quick facts
$630,000 – $630K price range
1,915 sqft median home
18 sold in 12 months
Drive times
On the market now
Homes for sale in Brookshire Heights
Every active listing inside the Brookshire Heights boundary
Open full map search →The numbers that matter
The Brookshire Heights market
18
Sold, last 12 months
$602,500
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
15 days
Median time to sell
Brookshire Heights vs Winter Park
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 2.6% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Brookshire Heights boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Brookshire Heights is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Brookshire Heights home
≈ $3,757/mo
$630,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
784
Median age
42
Median income
$131,420
Median home value
$478,000
Beyond the listings
Living in Brookshire Heights
Relationships
Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
Hobbies & Interests
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.
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.
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.
Lifestyles
LGBTQ Culture
This population is characterized by the expression of gay pride, gender identity, and accepting alternative lifestyles.
Attitudes
Volunteering & Giving
Expressing a desire to give back and do good for the community, this behavior emphasizes charity. Common activities include volunteering, fundraisers, and donations.
People who close here
Our Winter Park experts
Straight answers
Brookshire Heights FAQs
Is Brookshire Heights a good place to live?+
It's a well-located Winter Park neighborhood zoned for Winter Park High, Glenridge Middle, and Brookshire Elementary, which appeals to families. You're minutes from established areas like Kenilworth and about 19 minutes from downtown Orlando. The mix of schools and central location makes it a dependable long-term choice.
Is Brookshire Heights expensive?+
It sits in the mid-to-upper range for Winter Park, with a median sold price of $602,500 over the past 12 months. That's a meaningful investment but reasonable for the school zoning and central location. Comparing it to nearby Winter Park Pines can help you gauge value.
What do homes cost in Brookshire Heights?+
Over the last year, 18 homes sold at a median price of $602,500. There are currently no active listings, so a live median list price isn't available — which is why tracking new inventory closely matters here.
How is the market in Brookshire Heights?+
It's a tight, competitive market: 18 homes sold in the past 12 months and sellers received about 97% of their asking price on average. With zero active listings right now, well-priced homes tend to move quickly, so buyers should be ready to act.
What about HOA fees and property taxes?+
Current MLS data doesn't show a median HOA fee or property tax figure for Brookshire Heights, in part because there are no active listings to pull from. Property taxes in Orange County are assessed on value, so budget accordingly against the roughly $602,500 median sold price. Your agent can pull exact figures on any specific home.
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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