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Below you can view all the homes for sale in the Oakland Park subdivision located in Winter Garden Florida. Listings in Oakland Park 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 Oakland Park, give us a call at 407-485-1814.

9 Results

Oakland Park Winter Garden Florida Homes For Sale

Oakland Park For Sale $959,000

Charming two-story home with a covered front porch and manicured landscaping creating a welcoming curb appeal at 1041 Linehart Dr, Winter Garden, FL 34787
View Details 52 Photos
Inviting entryway view showcasing the hardwood floors, light colored walls and access to the home at 1041 Linehart Dr, Winter Garden, FL 34787
Hardwood floors fill the room, brightened by natural light from the windows, and a ceiling fan overhead at 1041 Linehart Dr, Winter Garden, FL 34787
Well-lit home office featuring hardwood floors, a spacious desk area, and a large window overlooking the backyard at 1041 Linehart Dr, Winter Garden, FL 34787
On Market For 2 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3084

  • Year Built

    2018

  • $/SqFt

    $311

Experience the best of Oakland Park living! OLYMPUS EXECUTIVE REALTY INC.

Oakland Park For Sale $974,900

Charming two-story home with a welcoming front porch and well-manicured landscaping at 896 Tilden Oaks Trl, Winter Garden, FL 34787
View Details 67 Photos
An inviting exterior view of a two-story home with a covered front porch and charming curb appeal at 896 Tilden Oaks Trl, Winter Garden, FL 34787
A charming home with a covered front porch, set amidst a beautiful neighborhood and lush landscaping at 896 Tilden Oaks Trl, Winter Garden, FL 34787
Inviting front porch view with comfortable seating, showcasing the neighborhood ambiance at 896 Tilden Oaks Trl, Winter Garden, FL 34787
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2268

  • Year Built

    2022

  • $/SqFt

    $430

Don’t miss your chance to own this impeccably updated, move-in–ready home, where every detail has been designed for modern comfort and sophisticated living. Schedule your private tour today! CORCORAN PREMIER REALTY.

Oakland Park Pended $854,900

Charming two-story home featuring a welcoming front porch and well-manicured lawn at 234 Hammock Preserve Loop, Winter Garden, FL 34787
View Details 35 Photos
Modern kitchen with stainless steel appliances, island with seating, and sleek countertops at 234 Hammock Preserve Loop, Winter Garden, FL 34787
Bright kitchen featuring an island with pendant lighting and an adjacent dining area at 234 Hammock Preserve Loop, Winter Garden, FL 34787
Spacious kitchen featuring an island with seating and modern appliances at 234 Hammock Preserve Loop, Winter Garden, FL 34787
On Market For 11 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2255

  • Year Built

    2023

  • $/SqFt

    $379

Schedule a showing today and embark on a new chapter of living in style and comfort! SOTERA LIVING.

Oakland Park For Sale $999,999

Two-story house with a wraparound porch and landscaped yard at 897 Landrum Dr, Winter Garden, FL 34787
View Details 86 Photos
Two-story house with a large front yard and driveway at 897 Landrum Dr, Winter Garden, FL 34787
Landscaped backyard with a fire pit and grilling area at 897 Landrum Dr, Winter Garden, FL 34787
Inviting front porch with rocking chairs and American flag at 897 Landrum Dr, Winter Garden, FL 34787
On Market For 17 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3012

  • Year Built

    2013

  • $/SqFt

    $332

Call to see this home before it's SOLD! CENTURY 21 CARIOTI.

Oakland Park For Sale $999,900

Two-story craftsman home with front porch, landscaping, and palm trees at 931 Kylee Aly, Winter Garden, FL 34787
View Details 53 Photos
Inviting front porch with seating, welcome sign, and potted plants at 931 Kylee Aly, Winter Garden, FL 34787
Charming two-story home with a welcoming front porch and lush landscaping at 931 Kylee Aly, Winter Garden, FL 34787
Community overview, showcasing homes and green spaces at 931 Kylee Aly, Winter Garden, FL 34787
On Market For 23 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2831

  • Year Built

    2022

  • $/SqFt

    $353

A well-appointed kitchen with plenty of storage, quality finishes including plantation shutters, and a luxurious owner's retreat with a spacious customized walk-in closet. PREMIER SOTHEBYS INT'L REALTY.

Oakland Park Pended $840,000

Two-story craftsman home with gray siding, front porch, and landscaping at 932 Tilden Oaks Trl, Winter Garden, FL 34787
View Details 45 Photos
Row of charming two-story homes with gray and white exteriors at 932 Tilden Oaks Trl, Winter Garden, FL 34787
Spacious living room with leather sectional sofa and large TV at 932 Tilden Oaks Trl, Winter Garden, FL 34787
Open concept living room with leather sectional and kitchen island view at 932 Tilden Oaks Trl, Winter Garden, FL 34787
On Market For 31 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2362

  • Year Built

    2021

  • $/SqFt

    $356

No wonder it is the No.1 community to live in! REAL LIVING R E SOLUTIONS.

Oakland Park For Sale $1,049,000

Reduced By $150,000

Two-story white house with a front porch and landscaped yard at 210 Hammock Preserve Loop, Winter Garden, FL 34787
View Details 61 Photos
Two-story house with a front porch, landscaping, and sidewalk at 210 Hammock Preserve Loop, Winter Garden, FL 34787
Front porch with rocking chairs and view into the house at 210 Hammock Preserve Loop, Winter Garden, FL 34787
Light hallway with dark wainscoting and hardwood floors at 210 Hammock Preserve Loop, Winter Garden, FL 34787
On Market For 40 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3070

  • Year Built

    2023

  • $/SqFt

    $342

Discover why this is the one you’ve been waiting for! BERGER REALTY & INVESTMENTS.

Oakland Park Pended $869,900

Two-story craftsman style home with gray siding, white trim, and a charming front porch at 1102 Eagles Pass Way, Winter Garden, FL 34787
View Details 49 Photos
Two-story craftsman style home with gray siding, white trim, and a charming front porch at 1102 Eagles Pass Way, Winter Garden, FL 34787
Two-story craftsman style home with gray siding, white trim, and a charming front porch at 1102 Eagles Pass Way, Winter Garden, FL 34787
Inviting front porch with rocking chairs, white columns, and lush landscaping at 1102 Eagles Pass Way, Winter Garden, FL 34787
On Market For 45 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2260

  • Year Built

    2023

  • $/SqFt

    $385

Ideally located within the community, this home sits on an oversized corner lot and is just about one quarter of a mile to the WO trail, community pool, clubhouse, playground, ?re pit and pavilion. SAGE REALTY FLORIDA, INC..

Oakland Park Pended $799,900

Reduced By $25,100

Two-story home with a front porch and American flag at 934 Mckinnon Sq, Winter Garden, FL 34787
View Details 42 Photos
Two-story home with a front porch and American flag at 934 Mckinnon Sq, Winter Garden, FL 34787
Light and bright entryway with wood floors and pocket doors at 934 Mckinnon Sq, Winter Garden, FL 34787
Living room with hardwood floors and a modern aesthetic at 934 Mckinnon Sq, Winter Garden, FL 34787
On Market For 112 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2536

  • Year Built

    2022

  • $/SqFt

    $315

In the golf cart district and short distance to the West Orange Trail, The Mannington offers the best of Oakland Park living. PREMIER SOTHEBY'S INTL. REALTY.

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Viewing HOMES 1 to 9 of 9

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 407-485-1814 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$525,238
$439,000
132
0.8%
50.8%
91

Apopka
$529,629
$469,997
584
1.2%
47.4%
86

Belle Isle
$904,861
$709,900
23
0.0%
43.5%
76

Casselberry
$444,251
$419,900
90
2.2%
54.4%
78

Celebration
$1,317,002
$1,064,495
44
0.0%
45.5%
130

Champions Gate
$712,868
$700,000
19
0.0%
52.6%
257

Chuluota
$649,865
$595,000
17
0.0%
58.8%
56

Clermont
$564,011
$490,000
624
0.6%
52.7%
92

Gotha
$1,197,520
$759,900
13
0.0%
38.5%
73

Groveland
$484,461
$412,990
244
0.8%
49.6%
86

Harmony
$436,547
$411,200
64
0.0%
32.8%
95

Kissimmee
$520,935
$445,000
2283
1.5%
46.4%
104

Longwood
$750,825
$565,000
167
1.2%
56.9%
93

Maitland
$771,984
$596,500
76
0.0%
47.4%
91

Minneola
$556,840
$533,918
134
0.7%
36.6%
93

Montverde
$1,576,450
$1,114,599
50
0.0%
54.0%
141

Ocoee
$520,818
$468,950
180
1.1%
45.0%
80

Orlando
$681,682
$484,950
2674
1.8%
47.7%
83

Oviedo
$717,037
$599,000
185
2.2%
46.5%
81

Poinciana
$332,501
$318,950
268
0.7%
60.8%
143

Reunion
$1,756,553
$1,295,000
87
1.1%
48.3%
172

Saint Cloud
$546,374
$464,455
700
0.9%
68.3%
137

Sanford
$528,479
$415,495
400
1.2%
53.8%
96

Sorrento
$565,170
$445,245
114
1.8%
60.5%
82

Windermere
$2,145,479
$1,289,000
255
0.4%
45.1%
116

Winter Park
$1,205,781
$649,999
253
1.2%
49.4%
89

Winter Springs
$559,104
$465,000
115
0.9%
50.4%
80

EasyStreet

Call to Schedule a Showing

(407) 485-1814

(407) 485-1814