Brookshire Heights
Homes for Sale in Winter Park, FL
All 394 homes for sale in Winter Park, FL · median $644,000 · 157 homes for sale in 32792 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
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.
As of November 2026, the MLS records 8 closed sales in Brookshire Hgts in Winter Park, FL since 2012, the most recent in March 2017. Across Winter Park as a whole, 887 homes closed in the last 12 months at a median of $499,000, 37 median days on market, with 329 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $8,320 ($7,650 with the full homestead exemption).
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).
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 closer look at the Brookshire Heights market
The housing stock is 110 homes built between 1958 and 2023, and 79% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
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.
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 | 110 (FL DOR 2025 assessment roll) |
| Years built | 1958–2023 (median 1959.0) |
| Typical living area | 1,512 sq ft (median) |
| Owner-occupied (homestead) share | 79% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2012 through 2017; 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-hgts, data as of September 20, 2026.
Housing distress & ownership in Brookshire Hgts, 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 November 2026 through November 2026. Deemed reliable but not guaranteed.
More Winter Park home searches
- All homes for sale in Winter Park, FL
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- Homes under $300K in Winter Park
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- Winter Park home values: what is my house worth?
- ZIP 32792 housing scorecard
Winter Park guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes (Orange County)
- Homestead exemption (Orange County)
- Home insurance cost
- New construction
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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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?
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 32792)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2012 (8 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?
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The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. A Momentum agent can price yours against live local comps.
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See how Brookshire Hgts fits the bigger picture — live prices, inventory, and Momentum Scores: