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 407 718 3706.

4 Results

Brookshire Heights Winter Park Florida Homes For Sale

Brookshire Heights For Sale $549,000

Beautiful kitchen with granite countertops, stainless steel appliances, and stylish gray cabinets at 2244 Brookshire Ave, Winter Park, FL 32792
Bright kitchen featuring stainless steel appliances, granite countertops, and updated cabinetry at 2244 Brookshire Ave, Winter Park, FL 32792
Open kitchen layout with granite countertops, wood floors and a view into the living area at 2244 Brookshire Ave, Winter Park, FL 32792
On Market For 11 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1464

  • Year Built

    1958

  • $/SqFt

    $375

More recent improvements include overhead garage storage (2024), new exterior doors leading to the backyard and garage (2024), and brand-new ceiling fans in all bedrooms (2025). EXP REALTY LLC.

Brookshire Heights For Sale $775,000

Reduced By $20,000

Charming one-story home with mature trees, a lush green lawn, and a two-car garage at 627 Darcey Dr, Winter Park, FL 32792
Cozy living room featuring stylish furniture, a ceiling fan, and a decorative rug on parquet floors at 627 Darcey Dr, Winter Park, FL 32792
Inviting living room with comfortable seating, parquet floors, and bright natural light through shuttered windows at 627 Darcey Dr, Winter Park, FL 32792
On Market For 32 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2509

  • Year Built

    1967

  • $/SqFt

    $309

Don’t miss the opportunity to own this move-in-ready gem in one of Winter Park’s most desirable neighborhoods! COLDWELL BANKER RESIDENTIAL RE.

Brookshire Heights Pended $1,275,000

Reduced By $120,000

Beautiful two-story home featuring a basketball hoop and lush landscaping at 2536 Brookshire Ave, Winter Park, FL 32792
Charming two-story home with a well-manicured front lawn and basketball court at 2536 Brookshire Ave, Winter Park, FL 32792
Stately two-story house featuring an attached two-car garage and welcoming entrance at 2536 Brookshire Ave, Winter Park, FL 32792
On Market For 108 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3140

  • Year Built

    2018

  • $/SqFt

    $406

Enjoy nearby outdoor recreation at Ward Park, as well as wellness amenities at the Center for Health & Wellbeing. PALMANO GROUP RE BROKERAGE LLC.

Brookshire Heights For Sale $765,000

Reduced By $130,000

Inviting single-story home featuring a well-manicured lawn and classic curb appeal at 2418 Whitehall Cir, Winter Park, FL 32792
Modern kitchen features white cabinetry, stainless steel appliances, and a dark island with quartz countertop and pendant lighting at 2418 Whitehall Cir, Winter Park, FL 32792
Bright kitchen showcasing white cabinets, a stainless steel refrigerator, and an island with a quartz countertop and stylish light fixture at 2418 Whitehall Cir, Winter Park, FL 32792
On Market For 111 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2134

  • Year Built

    1962

  • $/SqFt

    $358

DON’T MISS OUT, see the 3D tour, video or schedule your private showing today! CORCORAN PREMIER REALTY.

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Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407 718 3706 and speak with one of our real estate consultants.

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