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 386-801-4854.

18 Results

Oakland Park Winter Garden Florida Homes For Sale

Oakland Park For Sale $765,000

View 930 Auction Aly Winter Garden FL
View 930 Auction Aly Winter Garden FL
View 930 Auction Aly Winter Garden FL
On Market Today
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2425

  • Year Built

    2022

  • $/SqFt

    $315

For anyone seeking modern amenities and a welcoming community, Don’t miss out on this fantastic opportunity to call this HOME! Check out the Video Tour! ! MLS#O6237970. CLOCK TOWER REALTY.

Oakland Park Pended $1,200,000

View 931 Landrum Dr Winter Garden FL
View 931 Landrum Dr Winter Garden FL
View 931 Landrum Dr Winter Garden FL
On Market For 23 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3083

  • Year Built

    2022

  • $/SqFt

    $389

Enjoy all the amenities this exceptional home offers, including a community pool, multiple parks, and a charming neighborhood ambiance! MLS#O6238698. CENTURY 21 PROFESSIONAL GROUP.

Oakland Park For Sale $1,098,544

View 1056 Sadler Oaks Way Winter Garden FL
View 1056 Sadler Oaks Way Winter Garden FL
View 1056 Sadler Oaks Way Winter Garden FL
On Market For 23 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2711

  • Year Built

    2024

  • $/SqFt

    $405

Don't miss out—schedule your private tour today! MLS#TB8301034. WEEKLEY HOMES REALTY COMPANY.

Oakland Park Pended $1,299,000

Reduced By $51,000

View 1049 Pawley Way Winter Garden FL
View 1049 Pawley Way Winter Garden FL
View 1049 Pawley Way Winter Garden FL
On Market For 22 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3259

  • Year Built

    2016

  • $/SqFt

    $399

Ride your golf cart to Historic Winter Garden and enjoy a variety of shopping, dining, and entertainment options. MLS#G5086752. LOKATION.

Oakland Park For Sale $850,000

Reduced By $10,000

On Market For 41 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2484

  • Year Built

    2014

  • $/SqFt

    $342

The Oakland Park community features a clubhouse, two resort style pools, multiple parks, walking trails, playgrounds and greenery area perfect for meeting new neighbors. MLS#G5086006. DENIZ REALTY PARTNERS LLC.

Oakland Park For Sale $950,000

Reduced By $53,939

On Market For 60 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2268

  • Year Built

    2022

  • $/SqFt

    $419

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, full sprinkler system, dual pane energy efficient windows, 8-foot doors and more! MLS#O6225577. OLYMPUS EXECUTIVE REALTY INC.

Oakland Park For Sale $1,299,999

Reduced By $50,001

On Market For 64 Days
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3803

  • Year Built

    2022

  • $/SqFt

    $342

Schedule a showing today and experience the epitome of refined living. MLS#O6224418. COMPASS FLORIDA, LLC.

Oakland Park For Sale $959,000

Reduced By $16,000

On Market For 75 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2585

  • Year Built

    2014

  • $/SqFt

    $371

Easy access to major highways for a seamless commute to Orlando and surrounding areas. MLS#O6214760. EXP REALTY LLC.

Oakland Park For Sale $959,000

Reduced By $11,000

On Market For 90 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3084

  • Year Built

    2018

  • $/SqFt

    $311

Become a part of this thriving community where luxury meets comfort and family fuses with community, producing a picture-perfect living experience for you and your family. MLS#O6219373. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Oakland Park For Sale $999,000

Reduced By $151,000

On Market For 95 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. MLS#O6218297. PREMIER SOTHEBYS INT'L REALTY.

Oakland Park For Sale $855,000

Reduced By $20,000

On Market For 95 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2260

  • Year Built

    2019

  • $/SqFt

    $378

Schedule your showing today and experience the luxurious lifestyle that awaits you in Oakland Park! MLS#O6217570. LAKESIDE REALTY WINDERMERE INC.

Oakland Park For Sale $1,198,000

Reduced By $52,000

On Market For 97 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3012

  • Year Built

    2013

  • $/SqFt

    $398

Call to see this home before it's SOLD! MLS#O6216860. CENTURY 21 PROFESSIONAL GROUP.

Oakland Park For Sale $845,000

Reduced By $36,400

On Market For 109 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2247

  • Year Built

    2024

  • $/SqFt

    $376

In addition, this new home features full landscaping package, energy efficient construction, new home warranty, garage door opener, lighting package, smart home, upgraded flooring and more! MLS#O6213805. OLYMPUS EXECUTIVE REALTY INC.

Oakland Park For Sale $850,000

Reduced By $39,600

On Market For 110 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2254

  • Year Built

    2024

  • $/SqFt

    $377

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, sprinkler system, dual pane energy efficient windows, 8-foot doors and more! MLS#O6213786. OLYMPUS EXECUTIVE REALTY INC.

Oakland Park Pended $799,000

Reduced By $62,900

On Market For 109 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2240

  • Year Built

    2024

  • $/SqFt

    $357

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 $775,000

Reduced By $75,000

On Market For 114 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 $799,000

Reduced By $100,000

On Market For 148 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2509

  • Year Built

    2015

  • $/SqFt

    $318

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 For Sale $1,649,900

On Market For 227 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.

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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 386-801-4854 and speak with one of our real estate consultants.

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(386) 801-4854

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