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Brookshire Heights Winter Park Florida Homes For Sale

Below you can view all the homes for sale in the Brookshire Heights subdivision located in Winter Park Florida. Listings in Brookshire Heights are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Brookshire Heights, give us a call at 407-278-2057.

Brookshire Heights | For Sale

$725,000

View 681 Darcey Dr Winter Park FL
View 681 Darcey Dr Winter Park FL
View 681 Darcey Dr Winter Park FL
Listed For 10 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3488

  • Year Built

    1966

  • $/SqFt

    $207

Fabulous A+ rated schools and close proximity to shopping, Park Avenue and Downtown. Welcome Home! MLS#O5755279. Coldwell Banker Residential Re. MFR

Brookshire Heights | For Sale

$588,000

View 519 Darcey Dr Winter Park FL
View 519 Darcey Dr Winter Park FL
View 519 Darcey Dr Winter Park FL
Listed For 13 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3045

  • Year Built

    1958

  • $/SqFt

    $193

If buyer needed a 4th bedroom, there is plenty room upstairs for buyer to add wall to make another bedroom. MLS#O5755107. Fannie Hillman & Associates. MFR

Brookshire Heights | Pended

$379,900

View 2429 Whitehall Cir Winter Park FL
View 2429 Whitehall Cir Winter Park FL
View 2429 Whitehall Cir Winter Park FL
Listed For 34 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1551

  • Year Built

    1962

  • $/SqFt

    $244

You won't want to miss this!! ! MLS#O5752567. Watson Realty Corp. MFR

Brookshire Heights | Pended

$280,000

Reduced By $19,000

View 2225 Coldstream Dr Winter Park FL
View 2225 Coldstream Dr Winter Park FL
View 2225 Coldstream Dr Winter Park FL
Listed For 39 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1527

  • Year Built

    1958

  • $/SqFt

    $183

Close to Winter Park hospital, shopping and dining. MLS#O5751453. Premier Sothebys Intl. Realty. MFR

Brookshire Heights | For Sale

$375,000

Reduced By $45,000

Listed For 47 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1812

  • Year Built

    1964

  • $/SqFt

    $206

Downtown Winter Park restaurants and shopping is a seven minute drive. MLS#T3145269. Community Realty Associates. MFR

Brookshire Heights | For Sale

$309,900

Listed For 48 Days
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1272

  • Year Built

    1958

  • $/SqFt

    $243

For those who desire a tee time the Interlachen County Club is right around the corner. Call today! MLS#O5749915. Re/Max Titans. MFR

Brookshire Heights | Pended

$499,900

Listed For 81 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3071

  • Year Built

    1964

  • $/SqFt

    $162

This is a rare find on a quiet cul de sac in one of Winter Park’s most sought after neighborhoods and definitely one you won’t want to miss! MLS#O5743683. Fannie Hillman & Associates. MFR

Brookshire Heights | For Sale

$340,000

Reduced By $10,000

Listed For 100 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1592

  • Year Built

    1958

  • $/SqFt

    $213

Close to the hospital, schools, shopping and a fantastic park! Make your appointment today! MLS#O5737389. Coldwell Banker Residential Re. MFR

Brookshire Heights | For Sale

$359,900

Reduced By $40,000

Listed For 152 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1887

  • Year Built

    1961

  • $/SqFt

    $190

Zoned for the best Winter Park schools, so bring your buyers today! MLS#O5726866. Keller Williams Winter Park. MFR

Brookshire Heights | For Sale

$339,000

Reduced By $46,000

Listed For 170 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1474

  • Year Built

    1958

  • $/SqFt

    $229

Also, bike trails are very close. MLS#O5724969. Gailey Enterprises Real Estate. MFR

Brookshire Heights | For Sale

$324,900

Reduced By $15,100

Listed For 200 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1590

  • Year Built

    1959

  • $/SqFt

    $204

Location is everything, map this one out and you will see how it's walking distance to school, and biking distance to shops and restaurants. MLS#O5718438. The Team Real Estate Group Inc. MFR

Brookshire Heights | Pended

$349,900

Reduced By $15,100

Listed For 240 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1753

  • Year Built

    1959

  • $/SqFt

    $199

Plus, walking distance to the new Peggy & Philip Crosby Wellness Center, Winter Park Memorial Hospital, Cady Way Pool, Showalter Field, and BROOKSHIRE ELEMENTARY SCHOOL! MLS#O5709203. Mainframe Real Estate. MFR

Brookshire Heights | For Sale

$799,999

Reduced By $49,901

Listed For 253 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3156

  • Year Built

    2018

  • $/SqFt

    $253

House is wired for future pool and pre-plumbed for summer kitchen. MLS#O5707137. Keller Williams Winter Park. MFR

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