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.

12 Results

Oakland Park Winter Garden Florida Homes For Sale

Oakland Park For Sale $875,000

View 998 Lake Brim Dr Winter Garden FL
View 998 Lake Brim Dr Winter Garden FL
View 998 Lake Brim Dr Winter Garden FL
On Market For 13 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2421

  • Year Built

    2016

  • $/SqFt

    $361

*** Photos are from an earlier time frame. Tenant occupied. *** MLS#O6212096. BHHS FLORIDA REALTY.

Oakland Park For Sale $861,900

View 1191 Wilder Oaks Way Winter Garden FL
View 1191 Wilder Oaks Way Winter Garden FL
View 1191 Wilder Oaks Way Winter Garden FL
On Market For 14 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2240

  • Year Built

    2024

  • $/SqFt

    $385

In addition this new home features a large loft entertaining area, vaulted ceilings, garage door opener, energy efficient construction, new home warranty, full landscaping package, dual pane energy efficient windows, 8 foot doors, garage door opener and more! MLS#O6213614. OLYMPUS EXECUTIVE REALTY INC.

Oakland Park For Sale $780,000

View 947 Allenhurst St Winter Garden FL
View 947 Allenhurst St Winter Garden FL
View 947 Allenhurst St Winter Garden FL
On Market For 16 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1963

  • Year Built

    2018

  • $/SqFt

    $397

Enjoy resort-style amenities just steps away, convenient Winter Garden location, and an elevated lifestyle. Schedule your private tour today! MLS#O6212842. NESTA REAL ESTATE CONSULTANTS.

Oakland Park For Sale $775,000

Reduced By $75,000

View 1034 Huntspoint St Winter Garden FL
View 1034 Huntspoint St Winter Garden FL
View 1034 Huntspoint St Winter Garden FL
On Market For 17 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2219

  • Year Built

    2019

  • $/SqFt

    $349

Don’t miss the opportunity to own this stunning home in the highly sought-after Oakland Park community. MLS#O6207877. COMPASS FLORIDA, LLC.

Oakland Park Pended $1,200,000

On Market For 18 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2683

  • Year Built

    2016

  • $/SqFt

    $447

Experience the perfect blend of elegance and convenience at 1043 Pawley Way – your new oasis awaits. MLS#O6207871. COMPASS FLORIDA, LLC.

Oakland Park For Sale $765,900

On Market For 25 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1990

  • Year Built

    2013

  • $/SqFt

    $385

It is also steps from the west Orange bike/walking trail, and just a short bike or golf cart ride to historic downtown with all the restaurants and brewery available for your enjoyment. Come see this home today!! ! MLS#O6209331. CORCORAN PREMIER REALTY.

Oakland Park For Sale $850,000

Reduced By $49,000

On Market For 53 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2509

  • Year Built

    2015

  • $/SqFt

    $339

Just a short GOLF-CART ride to HISTORIC DOWNTOWN WINTER GARDEN where you can enjoy the West Orange Trail, Plant Street Market, Splash Pad, Restaurants, Shopping, and the many social events that take place throughout the year. MLS#O6201286. THE REAL ESTATE COLLECTION LLC.

Oakland Park Pended $2,049,000

Reduced By $201,000

*POTENTIAL GREAT VALUE
On Market For 81 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    5754

  • Year Built

    2017

  • $/SqFt

    $356

With the utmost flexible floor plan and prime location close to downtown Winter Garden’s quaint shopping, savory restaurants, and the West Orange Trail, this home offers unlimited possibilities and won’t last long! MLS#O6191774. STOCKWORTH REALTY GROUP.

Oakland Park Pended $829,900

On Market For 107 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2254

  • Year Built

    2024

  • $/SqFt

    $368

Room Feature: Linen Closet In Bath (Bedroom 2). MLS#O6178611. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Oakland Park Pended $815,900

On Market For 124 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2247

  • Year Built

    2024

  • $/SqFt

    $363

In addition, this new home features full landscaping package, energy efficient construction, new home warranty, garage door opener, lighting package, upgraded flooring and more! MLS#O6178615. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Oakland Park For Sale $1,649,900

On Market For 131 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3186

  • Year Built

    2024

  • $/SqFt

    $518

Optional in-law or guest-suite added on top of garage available at an additional cost. MLS#V4934605. EXP REALTY LLC.

Oakland Park Pended $925,000

Reduced By $165,000

On Market For 265 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2691

  • Year Built

    2014

  • $/SqFt

    $344

Conveniently located near major highways and attractions. Schedule a private showing today! MLS#O6142992. THE REAL ESTATE COLLECTION LLC.

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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 407-278-2057 and speak with one of our real estate consultants.

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