Brookshire Heights
Homes for Sale in Winter Park, FL
All 337 homes for sale in WINTER PARK, FL · median $664,900 · 70 homes for sale in 32792 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-09-12, 7 recorded sales closed at a median of $589,900, $403 per square foot, a median 12 days on market, sellers accepting 96% of original asking (+1% versus the prior year). Homes listed or recently sold were built 1959 - 2023; none of the 7 geocoded homes sit in a FEMA special flood hazard zone (median elevation 93 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $9,840 ($9,160 with the full homestead exemption).
Brookshire Heights right now
🟡 Still climbing. The trailing-12-month median ($590K) is up 0.7% from the prior 12 months ($586K). With about 2 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 12. Confidence: Low (7 and 5 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 15, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
Nearby homes for sale
No active listings inside Brookshire Heights 1St Add 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 market snapshot (as of September 12, 2026): the median sale price is about $590K ($403 per sq ft over the trailing 12 months of closed sales), and a median 12 days on market for closed sales. The trailing-12-month median is up 1% from the prior 12 months, computed from record-level Stellar MLS closed sales (7 closings in the current window).
In ZIP 32792 (WINTER PARK), 612 homes closed in the last 12 months at a median of $408K ($259/sq ft), down 2.0% year over year, with a median 28 days on market. Right now 48 active and 14 pending listings put supply at about 3.3 months - a balanced market. See the live ZIP 32792 housing market and the Orange County market.
Brookshire Heights is a community of 80 homes in Winter Park, Orange County, built between 1958 and 2023 (median 1959.0), with a median living area of about 1,500 square feet. 85% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Brookshire Heights. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Brookshire HeightsPhotos from Stellar MLS listings in Brookshire Heights; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 12 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($590K) IS the median in the snapshot above, and the move from 2025 ($586K) IS the +0.7% one-year change.
Windows contain 0 to 7 sales each (7 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2007 through 2026. Deemed reliable but not guaranteed.
BROOKSHIRE HEIGHTS 1ST ADD Market Scorecard
BROOKSHIRE HEIGHTS 1ST ADD is currently a no active listings market. Limited supply, a median asking price of n/a.
Typical home value in the 32792 ZIP is $398,663, about 20.6% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Brookshire Heights 1St Add Winter Park, 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 September 2026 through September 2026. Deemed reliable but not guaranteed.
Brookshire Heights on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Life at Brookshire Heights
- Park · reported on 3 of 5 listings
- Playground · reported on 2 of 5 listings
- Pool · reported on 2 of 5 listings
- Pickleball Court(s) · reported on 1 of 5 listings
- Dog Park · reported on 1 of 5 listings
- Golf Carts OK · reported on 1 of 5 listings
- Golf · reported on 1 of 5 listings
- Golf Course · reported on 1 of 5 listings
- Tennis Court(s) · reported on 1 of 5 listings
- Trail(s) · reported on 1 of 5 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
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
At a median of $403 per square foot, Brookshire Heights prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The trailing-12-month median up 1% year over year. Homes that do trade take a median 12 days on market, useful leverage on any listing that has lingered.
The housing stock is 80 homes built between 1958 and 2023, and 85% 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.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Brookshire Heights buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (7.4). Basis: Recent Direction +0.7% year-over-year; Owner Commitment 85% owner-occupied; Pricing Power 96.1% sale-to-list. Refreshed with each data update.
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 →
Frequently Asked Questions
What is the median home price in Brookshire Heights?
How long do homes in Brookshire Heights take to sell?
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?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 14, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 12, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 32792)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2007 (25 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.
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See how Brookshire Heights 1St Add fits the bigger picture — live prices, inventory, and Momentum Scores:
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