Brookshire Heights
Homes for Sale in Winter Park, FL
All 402 homes for sale in Winter Park, FL · median $599,000 · 168 homes for sale in 32792 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of October 2026, the MLS records 16 closed sales in Brookshire Heights 3Rd Add in Winter Park, FL since 2016, the most recent in December 2025. Across Winter Park as a whole, 494 homes closed in the last 12 months at a median of $449,000, 33 median days on market, with 333 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $7,490 ($6,810 with the full homestead exemption).
Pricing in Brookshire Heights 3Rd Add centers on a median of $675,000, translating to roughly $316 a square foot. With only a handful of closings feeding this snapshot, that figure should be read as a directional marker rather than a tight band — the actual spread between individual sales can be wide depending on lot position, updates, and how a given home was maintained.
The standout number here is time on market: a median of 123 days. That is a slow-moving pocket of the Winter Park resale market right now, which tells sellers to price realistically from day one and tells buyers there is room to negotiate rather than compete.
Nearby homes for sale
No active listings inside Brookshire Heights right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Brookshire Heights 3Rd Add is a small, established pocket of Winter Park in Orange County where sales activity is thin enough that each closing carries real weight in the numbers.
Stellar MLS sales records identify 214 homes in Brookshire Heights that have changed hands since 2004, built between 1958 and 2026 (median 1962), with a median living area of about 1,835 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
County records show 8 qualified sales in Brookshire Heights across 2024–2025 (3 in 2024, 5 in 2025), median $675,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Brookshire Heights is best for.
Best for
- Buyers comfortable pricing off a single median figure rather than a wide range of recent comps
- Buyers with flexibility on timeline who can use a slower market to negotiate on price or terms
- Buyers focused on the home and lot itself rather than a bundled amenity package
Probably not for
- Buyers who need a quick closing timeline given the market's 123-day median days-on-market
- Buyers who want community amenities included, since none were identified from current MLS listings
- Sellers expecting a fast sale without adjusting price based on current market pace
The market around Brookshire Heights
Brookshire Heights is too small for its own price trend, so here is the market around it.
In ZIP 32792, 151 homes are on the market and 19% are under contract — a steady corner of Winter Park.
Across Orange County, 5,774 homes are active and 1,755 pending (23% under contract).
In ZIP 32792 (Winter Park), 617 homes closed in the last 12 months at a median of $408K ($256/sq ft), down 1.9% year over year, with a median 28 days on market. Right now 49 active and 13 pending listings put supply at about 3.4 months — a balanced market. See the live ZIP 32792 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Brookshire Heights specifically. Momentum Research analysis of MLS records.
The Brookshire Heights buying strategy.
If we were buying in Brookshire Heights today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Brookshire Heights.
A Market Defined by Patience
A median days-on-market figure north of four months signals that homes here are not moving on momentum alone. Buyers are taking time to evaluate, and sellers who price aspirationally are likely sitting longer than they'd like. This is a market where condition, presentation, and realistic pricing carry more weight than list-date urgency.
With closings limited to a small window, the median price and price-per-square-foot should be treated as a snapshot of recent activity rather than a fixed ceiling or floor. No community amenities were identified from current MLS listings, so buyers evaluating this pocket are weighing the home and lot itself rather than a shared amenity package.
The location and the amenities are priced into every listing in Brookshire Heights. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a low-volume market like this one, pricing strategy and patience matter more than in fast-moving neighborhoods. We watch the limited comps closely, help sellers set a number that won't stall on the market for months, and help buyers understand what a slower days-on-market figure means for negotiating room.
Brookshire Heights in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Brookshire Heights buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Brookshire Heights sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Brookshire Heights, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Brookshire Heights home worth?
Get a no-obligation home value based on real comparable sales in Brookshire Heights, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Winter Park →
| Location | Winter Park, Orange County, FL · ZIP 32792 |
|---|---|
| Homes in the community | 80 (FL DOR 2025 assessment roll) |
| Years built | 1962–2013 (median 1963.0) |
| Typical living area | 1,827 sq ft (median) |
| Amenities listed by sellers | Fire Alarm |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 82% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2016 through 2025; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Brookshire Heights key facts,” movewithmomentum.com/neighborhoods/brookshire-heights-3rd-add, data as of September 20, 2026.
Housing distress & ownership in Brookshire Heights 3Rd Add, Winter Park
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period October 2026 through October 2026. Deemed reliable but not guaranteed.
More Winter Park home searches
- All homes for sale in Winter Park, FL
- Homes for sale in Orange County, FL
- Winter Park pool homes for sale
- Winter Park waterfront homes for sale
- Gated communities in Winter Park
- Homes under $300K in Winter Park
- Homes from $300K to $500K in Winter Park
- 4-bedroom homes for sale in Winter Park
- Winter Park home values: what is my house worth?
- ZIP 32792 housing scorecard
Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Brookshire Avenue (11 homes on record)
- Brookshire Avenue (10 homes on record)
- Banchory Road (6 homes on record)
- Whitehall Drive (5 homes on record)
- Banchory Road (4 homes on record)
- Cady Way (4 homes on record)
- Banchory Road (2 homes on record)
- Banchory Road (2 homes on record)
- Banchory Road (2 homes on record)
- Banchory Road (2 homes on record)
- Brookshire Avenue (2 homes on record)
- Brookshire Avenue (2 homes on record)
Email me new listings in Brookshire Heights
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Brookshire Heights
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Brookshire Heights will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
How many homes are in Brookshire Heights?
What share of Brookshire Heights is owner-occupied?
When were the homes in Brookshire Heights built?
Who is the best real estate agent for Brookshire Heights?
How do I find a top Winter Park real estate agent who knows Brookshire Heights?
Can Momentum Realty connect me with an agent for Brookshire Heights?
Where is Brookshire Heights, and what county is it in?
Should you buy in Brookshire Heights?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 17, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 32792)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2016 (16 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Brookshire Heights 3Rd Add fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Brookshire Heights with Momentum Realty’s local guides.