Neighborhood · Winter Park, Florida
Brookshire Heights
A quiet Winter Park pocket with a top elementary
4
Homes for sale
$785,000
Median list price
$414
Avg price / sqft
24
Median days on market
Brookshire Heights sits in the heart of Winter Park, an established Orange County neighborhood built around its namesake Brookshire Elementary and an easy pace of tree-lined streets. It's the kind of place where families put down roots for the schools — Brookshire Elementary, Winter Park Pines, Glenridge Middle, and Winter Park High all serve the area — while staying minutes from the city's shops and lakes. You're a short hop from Lake Killarney and the walkable energy of Hannibal Square, with downtown Orlando about 19 minutes down the road.
Here's the market reality: this is a low-turnover neighborhood, and right now there are no active listings on the MLS. Over the past 12 months, 20 homes sold at a median price of $640,000, with sellers collecting about 97% of asking on average. If you want in, be ready to move quickly when a home does hit — inventory in pockets like this and neighboring Kenilworth tends to disappear fast.
Brookshire Heights is a community in Winter Park, Florida.
Quick facts
$530,000 – $900K price range
1,693 sqft median home
20 sold in 12 months
Drive times
On the market now
Homes for sale in Brookshire Heights
$530,000
510 FITZWALTER DRIVE, WINTER PARK
3 bd · 2 ba · 1,385 sqft
$899,900$925,000
2572 FIFESHIRE DRIVE, WINTER PARK
4 bd · 2.5 ba · 2,578 sqft
$895,000
618 BLAIRSHIRE CIRCLE, WINTER PARK
4 bd · 3 ba · 1,876 sqft
$675,000$699,000
2260 COLDSTREAM DRIVE, WINTER PARK
4 bd · 2 ba · 1,509 sqft
Every active listing inside the Brookshire Heights boundary
Open full map search →Find your fit
Browse Brookshire Heights
By feature — on the live map
Where the market lives
The numbers that matter
The Brookshire Heights market
20
Sold, last 12 months
$617,500
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
13 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
▲ 44.9% 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
≈ $4,759/mo
$785,000 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, family-oriented Winter Park neighborhood zoned for Brookshire Elementary and Winter Park High, two of the reasons buyers keep circling back. You're close to Lake Killarney and Winter Park's shopping, with downtown Orlando about 19 minutes away. The low turnover tells you people who move here tend to stay.
Is Brookshire Heights expensive?+
It sits in Winter Park's solid mid-to-upper range, with a median sold price of $640,000 over the past year. That's a real Winter Park address without stretching into the seven-figure territory you'll find in some of the lakefront pockets. For renters, the median is around $3,543 a month.
What do homes cost in Brookshire Heights?+
Over the last 12 months, 20 homes sold at a median of $640,000. There are no active listings at the moment, so when one comes up it's worth acting fast — you can compare current options across Winter Park homes for sale while you wait.
How is the market in Brookshire Heights?+
It's a tight, seller-favored market: 20 sales in a year and no active inventory right now. Sellers averaged about 97% of asking, so buyers should expect competition and come prepared with a clean, well-structured offer.
What about HOA fees and property taxes?+
HOA and property tax figures aren't currently reported for this neighborhood in the MLS data, which is common for established single-family streets without a mandatory association. Your agent can pull the exact tax and any HOA details on a specific property before you write an offer.
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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