EasyStreet Realty
REALTOR ®
(407) 718-3706
Email Lora
mobile navigation links

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.

5 Results

Brookshire Heights Winter Park Florida Homes For Sale

Brookshire Heights For Sale $1,395,000

Beautiful two-story home featuring a basketball hoop and lush landscaping at 2536 Brookshire Ave, Winter Park, FL 32792
View Details 49 Photos
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 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3140

  • Year Built

    2018

  • $/SqFt

    $444

Located within one of Winter Park’s top-rated school districts, this home is just minutes from Park Avenue, offering upscale shopping, dining, and entertainment. PALMANO GROUP RE BROKERAGE LLC.

Brookshire Heights Pended $539,900

Charming single-story home featuring a well-manicured lawn, a two-car garage, and tasteful landscaping at 2335 Coldstream Dr, Winter Park, FL 32792
View Details 27 Photos
Inviting single-story home showcasing a spacious driveway, a two-car garage, and lush green lawn at 2335 Coldstream Dr, Winter Park, FL 32792
Bright foyer with new wood flooring, stylish console table with decor, and exterior glass paneled doors at 2335 Coldstream Dr, Winter Park, FL 32792
Comfortable living room featuring a decorative chandelier, neutral paint, and stylish furniture at 2335 Coldstream Dr, Winter Park, FL 32792
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1466

  • Year Built

    1958

  • $/SqFt

    $368

All electrical panels have been updated. RE/MAX TOWN & COUNTRY REALTY.

Brookshire Heights For Sale $895,000

Charming single-story home featuring a well-manicured lawn and tasteful landscaping, creating a welcoming curb appeal at 2418 Whitehall Cir, Winter Park, FL 32792
View Details 36 Photos
An aerial view of a home showcasing the property lines and surrounding neighborhood with mature trees at 2418 Whitehall Cir, Winter Park, FL 32792
Modern kitchen features white cabinets, stainless steel appliances, and an island with a black base and quartz countertop at 2418 Whitehall Cir, Winter Park, FL 32792
Well-lit kitchen features white cabinets, stainless steel appliances, an island, and views of the outdoors at 2418 Whitehall Cir, Winter Park, FL 32792
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2134

  • Year Built

    1962

  • $/SqFt

    $419

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

Brookshire Heights Pended $695,000

Charming single-story home boasts a well-manicured lawn and neatly trimmed hedges at 604 Darcey Dr, Winter Park, FL 32792
View Details 34 Photos
Inviting single-story home with a well-maintained lawn and lush, green shrubbery at 604 Darcey Dr, Winter Park, FL 32792
Beautiful single story home features a well-manicured lawn and mature trees at 604 Darcey Dr, Winter Park, FL 32792
Home with a large garage, manicured lawn, and well-maintained landscaping at 604 Darcey Dr, Winter Park, FL 32792
On Market For 24 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2258

  • Year Built

    1968

  • $/SqFt

    $308

Don’t miss the opportunity to make this home yours! NEW ROOF coming March 2025. KELLY PRICE & COMPANY LLC.

Brookshire Heights Pended $1,890,000

Beautiful two-story home featuring a manicured lawn, two-car garage, and welcoming front porch at 2248 Middleton Ave, Winter Park, FL 32792
View Details 45 Photos
Well-manicured lawn and driveway leading up to the two-car garage of this two-story home at 2248 Middleton Ave, Winter Park, FL 32792
An elegant dining room featuring a modern chandelier, panelled wall and hardwood floors at 2248 Middleton Ave, Winter Park, FL 32792
A spacious living room, hardwood floors, and grand sliding doors to another space at 2248 Middleton Ave, Winter Park, FL 32792
On Market For 31 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3505

  • Year Built

    2025

  • $/SqFt

    $539

It’s the rare find that elevates your lifestyle in a way that’s simply unparalleled! COLDWELL BANKER RESIDENTIAL RE.

  • 1

Viewing HOMES 1 to 5 of 5

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.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$533,093
$434,500
128
1.6%
49.2%
84

Apopka
$532,887
$460,000
564
1.2%
51.1%
92

Belle Isle
$810,958
$649,993
25
0.0%
44.0%
64

Casselberry
$456,382
$439,900
91
2.2%
49.5%
67

Celebration
$1,383,137
$1,127,000
48
0.0%
50.0%
119

Champions Gate
$687,399
$699,990
21
0.0%
52.4%
255

Chuluota
$818,300
$684,900
25
0.0%
44.0%
43

Clermont
$570,750
$494,901
690
0.7%
50.9%
84

Gotha
$1,069,222
$692,495
12
0.0%
41.7%
61

Groveland
$477,490
$410,164
265
0.8%
51.3%
83

Harmony
$438,929
$419,900
75
0.0%
28.0%
89

Kissimmee
$512,404
$439,350
2382
1.6%
47.8%
104

Longwood
$770,712
$569,700
192
1.6%
49.5%
81

Maitland
$875,327
$629,000
75
2.7%
50.7%
91

Minneola
$556,145
$534,613
130
0.8%
36.9%
91

Montverde
$1,456,328
$1,106,322
56
0.0%
42.9%
125

Ocoee
$524,061
$465,000
179
1.7%
56.4%
81

Orlando
$687,841
$490,000
2827
1.6%
46.8%
80

Oviedo
$718,330
$648,750
184
1.1%
44.6%
80

Poinciana
$329,575
$314,990
266
0.8%
59.0%
127

Reunion
$1,878,152
$1,210,000
106
0.9%
48.1%
160

Saint Cloud
$561,764
$471,000
540
1.1%
72.8%
162

Sanford
$520,646
$415,990
379
1.1%
54.6%
99

Sorrento
$586,466
$457,995
112
1.8%
65.2%
87

Windermere
$2,130,552
$1,295,000
275
0.4%
45.8%
107

Winter Garden
$850,916
$699,000
603
0.5%
50.2%
85

Winter Springs
$580,129
$475,000
124
0.0%
41.9%
74

EasyStreet

Call to Schedule a Showing

(407) 718-3706

(407) 718-3706