Below you can view all the homes for sale in the Rolling Oaks subdivision located in Kissimmee Florida. Listings in Rolling Oaks 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 Rolling Oaks, give us a call at 407-477-6586.

20 Results

Rolling Oaks Kissimmee Florida Homes For Sale

Rolling Oaks For Sale $520,000

View 2984 Salted Rim Rd Kissimmee FL
View 2984 Salted Rim Rd Kissimmee FL
View 2984 Salted Rim Rd Kissimmee FL
Listed For 3 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1818

  • Year Built

    2019

  • $/SqFt

    $286

Time to Enjoy the Laid Back Margaritaville Lifestyle! MLS#O5927389. Keller Williams Realty Cs. MFR

Rolling Oaks For Sale $480,000

View 3066 Pirate Way Kissimmee FL
View 3066 Pirate Way Kissimmee FL
View 3066 Pirate Way Kissimmee FL
Listed For 4 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2025

  • Year Built

    2018

  • $/SqFt

    $237

Property is Turn Key! Paradise Awaits! MLS#O5927105. Keller Williams Realty Cs. MFR

Rolling Oaks Pended $337,000

View 8004 Dreamsicle Dr Kissimmee FL
View 8004 Dreamsicle Dr Kissimmee FL
View 8004 Dreamsicle Dr Kissimmee FL
Listed For 10 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1306

  • Year Built

    2019

  • $/SqFt

    $258

Come Enjoy the Margaritaville Lifestyle in Paradise! MLS#O5925567. Keller Williams Realty Cs. MFR

Rolling Oaks For Sale $520,000

View 2991 Latitude Ln Kissimmee FL
View 2991 Latitude Ln Kissimmee FL
View 2991 Latitude Ln Kissimmee FL
Listed For 16 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    1848

  • Year Built

    2019

  • $/SqFt

    $281

Time to Live the Margaritaville Lifestyle in Paradise! MLS#O5924322. Keller Williams Realty Cs. MFR

Rolling Oaks For Sale $550,000

Reduced By $10,000

Listed For 22 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2066

  • Year Built

    2019

  • $/SqFt

    $266

It Also Has A Water Park .It Is Close Proximity To Highways, Area Restaurant , Theme Parks And Golf Course. MLS#O5923439. Florida Realty Investments. MFR

Rolling Oaks Pended $337,000

Listed For 23 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1306

  • Year Built

    2019

  • $/SqFt

    $258

Time to Enjoy the Good Life in Paradise! MLS#O5922959. Keller Williams Realty Cs. MFR

Rolling Oaks Pended $332,000

Listed For 33 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1131

  • Year Built

    2019

  • $/SqFt

    $293

Time to Waste Away in Paradise! MLS#O5920143. Keller Williams Realty Cs. MFR

Rolling Oaks Pended $399,000

Listed For 39 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1539

  • Year Built

    2019

  • $/SqFt

    $259

Come Enjoy the Margaritaville Lifestyle in Paradise! MLS#O5919444. Keller Williams Realty Cs. MFR

Rolling Oaks Pended $375,000

Listed For 41 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1384

  • Year Built

    2019

  • $/SqFt

    $270

The Time is Now to Live the Margaritaville Lifestyle! MLS#O5919026. Keller Williams Realty Cs. MFR

Rolling Oaks For Sale $375,000

Listed For 41 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1384

  • Year Built

    2019

  • $/SqFt

    $270

Property is Turn Key! Paradise Awaits! MLS#O5919020. Keller Williams Realty Cs. MFR

Rolling Oaks Pended $415,000

Listed For 45 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1494

  • Year Built

    2019

  • $/SqFt

    $277

Don't Miss Out, Own Your Piece of Paradise Today! MLS#O5916991. Keller Williams Realty Cs. MFR

Rolling Oaks Pended $645,000

Listed For 51 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1818

  • Year Built

    2018

  • $/SqFt

    $354

Own a piece of paradise with this 3 bedroom 3.5 bath pool home with views of the lake you will certainly feel relaxed and the breeze on your face. MLS#O5917062. Luxe Properties Llc. MFR

Rolling Oaks Pended $330,000

Listed For 55 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1131

  • Year Built

    2019

  • $/SqFt

    $291

Property is Turn Key! Your Relaxing Vacation Cottage Awaits! MLS#O5915921. Keller Williams Realty Cs. MFR

Rolling Oaks Pended $474,900

Reduced By $10,000

Listed For 78 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1539

  • Year Built

    2020

  • $/SqFt

    $308

This one-of-a-kind place has a 600-yard long lazy river, 9 slides, 2 zero entry sand beach pools, several restaurants, entertainment, shopping, spa, fitness enter, club, dog park and free transportation to all local theme parks. MLS#O5910799. Premier Sotheby'S Intl. Realty. MFR

Rolling Oaks Pended $335,000

Listed For 93 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1131

  • Year Built

    2019

  • $/SqFt

    $296

Come Claim your Piece of Paradise today. MLS#O5909504. Keller Williams Realty Cs. MFR

Rolling Oaks Pended $325,000

Listed For 119 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1276

  • Year Built

    2019

  • $/SqFt

    $254

Come Enjoy the Margaritaville Lifestyle in Paradise! MLS#O5904160. Keller Williams Realty Cs. MFR

Rolling Oaks Pended $445,000

Listed For 121 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2066

  • Year Built

    2019

  • $/SqFt

    $215

Located at the backdoor to Animal Kingdom and minutes from Disney. MLS#O5903774. Luxe Properties Llc. MFR

Rolling Oaks For Sale $520,000

Reduced By $39,000

Listed For 146 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    1848

  • Year Built

    2019

  • $/SqFt

    $281

Own a Resort Home in Parrotdise MINUTES FROM DISNEY PARKS! MLS#O5897895. Keller Williams Realty Cs. MFR

Rolling Oaks Pended $347,000

Listed For 146 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1131

  • Year Built

    2019

  • $/SqFt

    $306

The Time is Yours to Experience the Resort Life and Enjoy Paradise! MLS#O5898036. Keller Williams Realty Cs. MFR

Rolling Oaks Pended $335,000

Listed For 164 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1186

  • Year Built

    2019

  • $/SqFt

    $282

Property is Turn Key! Your Dream Destination Awaits! MLS#O5863162. Keller Williams Realty Cs. MFR

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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 407-477-6586 and speak with one of our real estate consultants.

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