Brookshire Heights
Homes for Sale in Winter Park, FL
All 364 homes for sale in Winter Park, FL · median $684,500 · 121 homes for sale in 32792 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 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 128 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 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 HeightsHomes for Sale in Winter Park, FL 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 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, 137 homes are on the market and 21% are under contract — a steady corner of Winter Park.
Across Orange County, 5,909 homes are active and 1,877 pending (24% 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 →
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: September 19, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| 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.
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See how Brookshire Heights Add fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Brookshire Heights
Where is Brookshire Heights?
Brookshire Heights is a community in Winter Park, Orange County, Florida, ZIP 32792.
Are there homes for sale in Brookshire Heights right now?
No active listings inside Brookshire Heights at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Brookshire Heights have an HOA or CDD?
No HOA is on record for Brookshire Heights in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
Nearby Communities
Explore more neighborhoods near Brookshire Heights with Momentum Realty’s local guides.
Brookshire Heights 3Rd Add Market Scorecard
Brookshire Heights 3Rd 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: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.