Brookshire Heights
Homes for Sale in Winter Park, FL

All 364 homes for sale in Winter Park, FL · median $684,500 · 80 homes for sale in 32792 · Orange County homes for sale

Community in Winter Park · Orange County · ZIP 32792
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data14 years of closingsUpdated twice daily

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.

2260 COLDSTREAM DRIVE
$699K · 0.0 mi away
4 bd · 2 ba · 1,509 sqft
2260 COLDSTREAM DRIVE
Listed by KELLER WILLIAMS WINTER PARK
2345 BROOKSHIRE AVENUE
$850K · 0.1 mi away
3 bd · 3 ba · 2,488 sqft
2345 BROOKSHIRE AVENUE
Listed by KELLER WILLIAMS WINTER PARK
2032 KIMBRACE PLACE
$1.80M · 0.2 mi away
5 bd · 4 ba · 3,382 sqft
2032 KIMBRACE PLACE
Listed by SIMPLICITY: A RE BROKERAGE CO
508 BRECHIN DRIVE
$629K · 0.3 mi away
3 bd · 2 ba · 1,783 sqft
508 BRECHIN DRIVE
Listed by MTL REALTY LLC
616 BRECHIN DRIVE
$999K · 0.4 mi away
4 bd · 4.5 ba · 2,638 sqft
616 BRECHIN DRIVE
Listed by PREMIER SOTHEBY'S INTL. REALTY
618 BLAIRSHIRE CIRCLE
$895K · 0.4 mi away
4 bd · 3 ba · 1,876 sqft
618 BLAIRSHIRE CIRCLE
Listed by REAL BROKER, LLC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

As of September 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, 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).

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).

ZIP and county figures describe the wider market, not Brookshire Heights specifically. Momentum Research analysis of MLS records.

If we were buying in Brookshire Heights today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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.

“

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.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Brookshire Heights homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Brookshire Heights.
In short
  • 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.

The takeaway

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.

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 →

Real comps, not an automated estimate.

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-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?

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.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
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Thinking of selling in Brookshire Hgts? See the Orange County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

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 Heights0.1 mi away · median $650K, 3 sales/12 moBrookshire Heights0.1 mi away · median $590K, 7 sales/12 moBHBrookshire Heights0.2 mi away · 80 homes, built 1962–13Brookshire Heights0.2 mi away · median $560K, 7 sales/12 mo

Browse all neighborhood guides →

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