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 407-278-2057.

33 Results

Oakland Park Winter Garden Florida Homes For Sale

Oakland Park For Sale $753,660

View 898 Mckinnon Sq Winter Garden FL
View 898 Mckinnon Sq Winter Garden FL
View 898 Mckinnon Sq Winter Garden FL
On Market For 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2822

  • Year Built

    2022

  • $/SqFt

    $267

Feel confident buying your new homes from the largest privately-held home builder in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3393958. WEEKLEY HOMES REALTY COMPANY.

Oakland Park For Sale $779,900

View 233 Hammock Preserve Loop Winter Garden FL
View 233 Hammock Preserve Loop Winter Garden FL
View 233 Hammock Preserve Loop Winter Garden FL
On Market For 7 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2254

  • Year Built

    2023

  • $/SqFt

    $346

You can use this allowance to fully personalize the interior of the home during a visit to our design center, including cabinets, countertops, tile backsplash, flooring, etc. Call today for more information! MLS#O6049229. CHARLES RUTENBERG REALTY ORLANDO.

Oakland Park For Sale $764,900

View 1061 Sadler Oaks Way Winter Garden FL
View 1061 Sadler Oaks Way Winter Garden FL
View 1061 Sadler Oaks Way Winter Garden FL
On Market For 9 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2254

  • Year Built

    2023

  • $/SqFt

    $339

You can use this allowance to fully customize your interior of the home during a visit to our design center, including cabinets, countertops, tile, backsplash, flooring, etc, etc,... Call today for more details! MLS#O6048407. CHARLES RUTENBERG REALTY ORLANDO.

Oakland Park For Sale $769,900

View 142 Hammock Preserve Loop Winter Garden FL
View 142 Hammock Preserve Loop Winter Garden FL
View 142 Hammock Preserve Loop Winter Garden FL
On Market For 16 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2247

  • Year Built

    2023

  • $/SqFt

    $343

This Quick Move-In home, professionally curated by one of our top designers, is fully upgraded with Luxury Vinyl Plank flooring throughout the main floor and staircase, carpet upstairs in the bedrooms and loft space, stunning Wellborn Hancock cabinets in the color Dove throughout the home, Quartz countertops, and a large apron front farmhouse kitchen sink! MLS#O6045903. CHARLES RUTENBERG REALTY ORLANDO.

Oakland Park For Sale $769,900

On Market For 16 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2254

  • Year Built

    2023

  • $/SqFt

    $342

The entire home boasts beautiful, Bright Wellborn cabinetry, and stunning quartz countertops. Call today for more information! MLS#O6045919. CHARLES RUTENBERG REALTY ORLANDO.

Oakland Park For Sale $713,030

Reduced By $60

On Market For 14 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1903

  • Year Built

    2022

  • $/SqFt

    $375

Feel confident buying your new homes from the largest privately-held home builder in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3391725. WEEKLEY HOMES REALTY COMPANY.

Oakland Park Pended $736,900

On Market For 4 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2257

  • Year Built

    2022

  • $/SqFt

    $326

Feel confident buying your new homes from the largest privately-held home builder in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3391077. WEEKLEY HOMES REALTY COMPANY.

Oakland Park Pended $687,320

On Market For 1 Day
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2529

  • Year Built

    2022

  • $/SqFt

    $272

Feel confident buying your new homes from the largest privately-held home builder in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3391085. WEEKLEY HOMES REALTY COMPANY.

Oakland Park For Sale $731,007

On Market For 19 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2717

  • Year Built

    2022

  • $/SqFt

    $269

Feel confident buying your new homes from the largest privately-held home builder in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3390476. WEEKLEY HOMES REALTY COMPANY.

Oakland Park For Sale $673,260

On Market For 19 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1929

  • Year Built

    2022

  • $/SqFt

    $349

Feel confident buying your new homes from the largest privately-held home builder in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3390466. WEEKLEY HOMES REALTY COMPANY.

Oakland Park Pended $659,485

On Market For 6 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2333

  • Year Built

    2022

  • $/SqFt

    $283

Feel confident buying your new homes from the largest privately-held home builder in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3390451. WEEKLEY HOMES REALTY COMPANY.

Oakland Park For Sale $876,825

On Market For 20 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2653

  • Year Built

    2022

  • $/SqFt

    $331

Feel confident buying your new homes from the largest privately-held home builder in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3390244. WEEKLEY HOMES REALTY COMPANY.

Oakland Park Pended $1,020,000

On Market For 7 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2773

  • Year Built

    2018

  • $/SqFt

    $368

Capture this rare to market POOL home with CUSTOM features today! MLS#O6044014. BHHS FLORIDA REALTY.

Oakland Park For Sale $600,000

Reduced By $29,000

On Market For 35 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1674

  • Year Built

    2021

  • $/SqFt

    $358

NO NEED TO WAIT FOR CONSTRUCTION, this gorgeous home is MOVE-IN READY!!! ! MLS#S5070515. KELLER WILLIAMS REALTY AT THE.

Oakland Park For Sale $1,250,000

Reduced By $45,000

On Market For 34 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3339

  • Year Built

    2018

  • $/SqFt

    $374

View Matterport virtual tour or schedule your private showing of this distinctive offering in Winter Garden’s most sought after neighborhood. MLS#O6039710. JULIAN PROPERTIES, INC..

Oakland Park Pended $863,620

On Market For 10 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2763

  • Year Built

    2022

  • $/SqFt

    $313

Feel confident buying your new homes from the largest privately-held home builder in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3383403. WEEKLEY HOMES REALTY COMPANY.

Oakland Park Pended $822,210

On Market For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2442

  • Year Built

    2022

  • $/SqFt

    $337

Feel confident buying your new homes from the largest privately-held home builder in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3383246. WEEKLEY HOMES REALTY COMPANY.

Oakland Park Pended $737,990

On Market For 3 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2219

  • Year Built

    2022

  • $/SqFt

    $333

Feel confident buying your new homes from the largest privately-held home builder in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3383411. WEEKLEY HOMES REALTY COMPANY.

Oakland Park Pended $750,000

Reduced By $37,000

On Market For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2378

  • Year Built

    2008

  • $/SqFt

    $315

HOA covers exterior painting, exterior pressure washing, roof and termite bond. MLS#O6033384. RE/MAX ASSURED.

Oakland Park For Sale $799,900

On Market For 49 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2384

  • Year Built

    2014

  • $/SqFt

    $336

Competitively priced! Schedule your showing today! MLS#O6036291. ALL REAL ESTATE & INVESTMENTS.

Oakland Park Pended $515,720

On Market For 23 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1751

  • Year Built

    2022

  • $/SqFt

    $295

Feel confident buying your new homes from the largest privately-held home builder in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3380314. WEEKLEY HOMES REALTY COMPANY.

Oakland Park Pended $530,270

On Market For 4 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1737

  • Year Built

    2022

  • $/SqFt

    $305

Feel confident buying your new homes from the largest privately-held home buidler in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3379850. WEEKLEY HOMES REALTY COMPANY.

Oakland Park Pended $799,000

Reduced By $39,000

On Market For 67 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2343

  • Year Built

    2019

  • $/SqFt

    $341

Capture this Winer Garden FARMHOUSE gem today! MLS#O6031298. BHHS FLORIDA REALTY.

Oakland Park Pended $1,180,000

On Market For 52 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2914

  • Year Built

    2017

  • $/SqFt

    $405

Exterior features include an updated back porch/lanai providing great outdoor living space that is SECOND TO NONE with enclosed privacy, fixed shutters for the perfect breezeway, fire pit and overhead string lights. MLS#O6023296. COMPASS FLORIDA LLC.

Oakland Park Pended $879,900

Reduced By $70,000

On Market For 66 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2849

  • Year Built

    2015

  • $/SqFt

    $309

Step out the front door and onto the West Orange Trail! MLS#T3370465. OFFERPAD BROKERAGE.

Oakland Park Pended $542,740

On Market For 63 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1611

  • Year Built

    2022

  • $/SqFt

    $337

Feel confident buying your new homes from the largest privately-held home builder in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3368093. WEEKLEY HOMES REALTY COMPANY.

Oakland Park For Sale $526,150

On Market For 111 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1611

  • Year Built

    2022

  • $/SqFt

    $327

Feel confident buying your new homes from the largest privately-held home builder in America with a 40-year reputation for delivering new homes, customer satisfaction, and warranty service. MLS#T3368101. WEEKLEY HOMES REALTY COMPANY.

Oakland Park For Sale $745,000

Reduced By $145,000

On Market For 124 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2469

  • Year Built

    2017

  • $/SqFt

    $302

Make Oakland Park your next place to live and capture this gem today! ! MLS#O6016608. BHHS FLORIDA REALTY.

Oakland Park Pended $1,750,000

On Market For 7 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3911

  • Year Built

    2016

  • $/SqFt

    $447

Capture this CUSTOM lakeside beauty TODAY! MLS#O6003736. BHHS FLORIDA REALTY.

Oakland Park Pended $804,900

On Market For 34 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2693

  • Year Built

    2022

  • $/SqFt

    $299

This 4 bed/3.5 bath Home features 8 ft Interior Doors on the first floor, a Tray Ceiling in The Owner's Bedroom, a Bar in the Loft, double French Doors at the Den, a Shower instead of a Tub in Bath 2, a pre-plumb for a Laundry Sink, and a Gourmet Kitchen! MLS#O5996923. RE/MAX ASSURED.

Oakland Park Pended $809,900

On Market For 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2693

  • Year Built

    2022

  • $/SqFt

    $301

Within 20 Days of contract you will have opportunity to visit our Design Center to fully personalize the interior of your Home! MLS#O5995042. RE/MAX ASSURED.

Oakland Park Pended $899,900

On Market For 200 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2693

  • Year Built

    2022

  • $/SqFt

    $334

Within 20 days of Contract you will have the opportunit to visit our Design Center to fully personalize the interior of your Home! MLS#O5990070. RE/MAX ASSURED.

Oakland Park Pended $644,900

On Market For 38 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2250

  • Year Built

    2022

  • $/SqFt

    $287

Within 20 days of contract you will have the opportunity to visit the Design Center to fully personalize the interior of your Home! MLS#O5980053. RE/MAX ASSURED.

  • 1
EasyStreet

Call to Schedule a Showing

(407) 278-2057

(407) 278-2057