MLS data updated Sep 18, 2026
Brookshire Heights
Established Winter Park living along the Cady Way Trail
Winter Park, FL
Brookshire Heights is an established single-family neighborhood in Winter Park (32792) set off Cady Way, prized for its tree-lined streets, Florida-style homes, and direct access to the Cady Way Trail, with Ward Park and downtown Winter Park nearby.
Median sold: $618K · Median days on market: 13 · Sold-to-list: 96.7% · Source: Stellar MLS
About 1.8 months of inventory — homes are selling faster than new ones come on the market, so sellers hold the leverage (under 4 months = seller's market).
Aggregate statistics from recent Stellar MLS closed sales and live MLS inventory. A market read, not an appraisal of any home or a listing of individual sales.
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Ryan's Take on Brookshire Heights
Brookshire Heights draws a particular kind of Winter Park buyer — typically professionals or executives who want an established neighborhood with real character and no HOA overhead dictating what color to paint their shutters. It's for people who value the freedom to renovate, customize, or build fresh on a lot with mature trees and sidewalks, inside a Winter Park zip code that carries genuine cachet.
The commute anchor is straightforward: Downtown Orlando sits roughly four miles to the west, Downtown Winter Park less than two miles to the east, and both are reachable in under twenty minutes. For buyers who split time between Orlando's corporate core and Winter Park's Park Avenue culture, Brookshire Heights lands at the intersection of both, and SunRail access adds a car-free option for daily commuters.
The housing stock is what makes it interesting: mid-century ranch homes with mature canopy alongside more recent infill builds, all in a walkable setting along the Cady Way Trail, with Ward Park tennis courts, a community pool, and pickleball a short walk away.
Buyers cross-shopping Brookshire Heights tend to look at nearby established neighborhoods east of I-4 — Kenilworth Shores in Winter Park or Dommerich Estates just over the line in Maitland — and occasionally at Baldwin Park, for those who prefer newer construction but will accept an HOA.
— Ryan Solberg, Broker/Owner, MaxLife Realty
Brookshire Heights · 3rd Quarter 2026
20 sales · Stellar MLS · last 12 mo
$618K
Median Sale Price
13 days
Median Days on Market
96.7%
Sold-to-List
$358
Median $/sqft
Recent Sales Map
42 recent individual sales in and around Brookshire Heights · FL public records · no addresses published
Approximate sale locations — dots are offset ±1 home for privacy
| Beds | Baths | Sq Ft | Listed | Sold ▼ | List Price | Sold Price | $/Sq Ft | DOM |
|---|---|---|---|---|---|---|---|---|
| — | — | 3,858 | — | 12/1/25 | — | $935,000 | $242 | — |
| — | — | 2,059 | — | 12/1/25 | — | $770,000 | $374 | — |
| — | — | 1,419 | — | 12/1/25 | — | $675,000 | $476 | — |
| — | — | 2,256 | — | 12/1/25 | — | $605,000 | $268 | — |
| — | — | 1,370 | — | 12/1/25 | — | $530,000 | $387 | — |
| — | — | 2,225 | — | 12/1/25 | — | $479,000 | $215 | — |
| — | — | 1,125 | — | 12/1/25 | — | $470,000 | $418 | — |
| — | — | 1,738 | — | 12/1/25 | — | $455,000 | $262 | — |
| — | — | 1,829 | — | 12/1/25 | — | $450,000 | $246 | — |
| — | — | 1,677 | — | 12/1/25 | — | $450,000 | $268 | — |
| — | — | 1,364 | — | 12/1/25 | — | $450,000 | $330 | — |
| — | — | 1,785 | — | 12/1/25 | — | $440,000 | $246 | — |
| — | — | 1,578 | — | 12/1/25 | — | $420,000 | $266 | — |
| — | — | 1,050 | — | 12/1/25 | — | $418,000 | $398 | — |
| — | — | 1,382 | — | 12/1/25 | — | $415,000 | $300 | — |
| — | — | 1,200 | — | 12/1/25 | — | $395,000 | $329 | — |
| — | — | 1,200 | — | 12/1/25 | — | $375,000 | $313 | — |
| — | — | 1,530 | — | 12/1/25 | — | $365,000 | $239 | — |
| — | — | 1,214 | — | 12/1/25 | — | $350,000 | $288 | — |
| — | — | 4,560 | — | 11/1/25 | — | $1,500,000 | $329 | — |
| — | — | 2,455 | — | 11/1/25 | — | $899,000 | $366 | — |
| — | — | 2,498 | — | 11/1/25 | — | $764,000 | $306 | — |
| — | — | 2,111 | — | 11/1/25 | — | $750,000 | $355 | — |
| — | — | 1,829 | — | 11/1/25 | — | $699,500 | $382 | — |
| — | — | 2,256 | — | 11/1/25 | — | $660,000 | $293 | — |
| — | — | 1,772 | — | 11/1/25 | — | $545,000 | $308 | — |
| — | — | 2,124 | — | 11/1/25 | — | $528,000 | $249 | — |
| — | — | 1,277 | — | 11/1/25 | — | $500,000 | $392 | — |
| — | — | 2,427 | — | 11/1/25 | — | $469,500 | $193 | — |
| — | — | 1,978 | — | 11/1/25 | — | $460,000 | $233 | — |
| — | — | 1,929 | — | 11/1/25 | — | $350,000 | $181 | — |
| — | — | 4,644 | — | 10/1/25 | — | $1,422,800 | $306 | — |
| — | — | 2,759 | — | 10/1/25 | — | $850,000 | $308 | — |
| — | — | 2,372 | — | 10/1/25 | — | $700,000 | $295 | — |
| — | — | 1,456 | — | 10/1/25 | — | $515,000 | $354 | — |
| — | — | 1,508 | — | 10/1/25 | — | $490,000 | $325 | — |
| — | — | 1,564 | — | 10/1/25 | — | $480,000 | $307 | — |
| — | — | 2,015 | — | 10/1/25 | — | $455,500 | $226 | — |
| — | — | 1,623 | — | 10/1/25 | — | $450,000 | $277 | — |
| — | — | 1,469 | — | 10/1/25 | — | $425,000 | $289 | — |
| — | — | 818 | — | 10/1/25 | — | $401,000 | $490 | — |
| — | — | 1,458 | — | 10/1/25 | — | $370,000 | $254 | — |
Currently For Sale
3 active listings in Brookshire Heights
$342/sqft
View details
$477/sqft
View details
$463/sqft
View details
| Beds | Baths | Sq Ft | List Price | $/Sq Ft | DOM | Pool |
|---|---|---|---|---|---|---|
| 3 | 3 | 2,488 | $850,000 | $342 | 1 | — |
| 4 | 3 | 1,876 | $895,000 | $477 | 1 | ✓ |
| 4 | 2 | 1,509 | $699,000 | $463 | 4 | — |
Brookshire Heights Market — Common Questions
Is Brookshire Heights a buyer's or seller's market in 2026?+
Brookshire Heights is currently a seller's market with about 1.8 months of inventory. About 1.8 months of inventory — homes are selling faster than new ones come on the market, so sellers hold the leverage (under 4 months = seller's market).
What is the median home sale price in Brookshire Heights?+
Based on Florida Department of Revenue public records over the last 6 months, the median sale price in Brookshire Heights is approximately $618K, down about 1.2% from a year earlier.
How many homes are for sale in Brookshire Heights?+
There are currently 3 active listings in Brookshire Heights, with homes selling at roughly 1.7 per month. That works out to about 1.8 months of inventory.
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Ryan Solberg
MaxLife Realty
321.373.3536
5.0 ★ · 42 reviews
What clients say
All 42 reviews on Zillow“We would strongly suggest working with Joshua Rueckert and Ryan Solberg. He was very knowledgeable and got our home sold quickly. He always took our calls too — what a great experience.”
“Highly organized. Moves very quickly. Broad reaching resources, up-to-date advertising methods. Hard working, has all the materials for staging on hand — and sold in less than 30 days.”
Report generated September 18, 2026 at 9:30 AM ET· Powered by Stellar MLS
MLS Data:Active and pending listing data is sourced from the Stellar MLS as distributed by MLS GRID. Listings courtesy of Stellar MLS as distributed by MLS GRID. 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. The MLS GRID does not guarantee the accuracy of this data, which may not reflect all real estate activity in the area.
Sold Data: Sales analysis is derived from Florida Department of Revenue public property records(arm's-length transactions). Ryan Solberg and MaxLife Realty LLC are not affiliated with Brookshire Heightsor its HOA. This report is not intended to solicit properties already listed for sale nor to cause a breach of an existing agency relationship. Data should be independently verified. E&OE.
Based on information submitted to the MLS GRID as of September 18, 2026 at 6:52 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Moving to Brookshire Heights
Utilities & Services
Brookshire Heights is in Orange County, Florida. Here's who to call to get power, water, and trash service set up in your name before closing.
Electric
Orlando Utilities Commission (OUC) · (407) 423-9018City of Orlando and parts of unincorporated Orange County. OUC also provides water in its territory.
Duke Energy Florida · (800) 700-8744Most of unincorporated Orange County, plus Winter Garden, Apopka, and Ocoee.
Water & Sewer
Orange County Utilities · (407) 836-5515Unincorporated Orange County (water & sewer).
OUC — Water (City of Orlando) · (407) 423-9018City of Orlando — OUC provides both water and electric.
Listings courtesy of Stellar MLS as distributed by MLS GRID
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.
Based on information submitted to the MLS GRID as of September 18, 2026 at 6:52 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA