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.

21 Results

Rolling Oaks Kissimmee Florida Homes For Sale

Rolling Oaks For Sale $1,788,800

View 8101 Surf St Kissimmee FL
View 8101 Surf St Kissimmee FL
View 8101 Surf St Kissimmee FL
On Market For 9 Days
  • Bedrooms

    7

  • Full Bath(s)

    7

  • Sq. Ft.

    4212

  • Year Built

    2019

  • $/SqFt

    $425

There's Nothing Like Living the Margaritaville Lifestyle in Paradise! MLS#O6046251. KELLER WILLIAMS REALTY CONSULTANTS.

Rolling Oaks Pended $1,150,000

View 8045 Surf St Kissimmee FL
View 8045 Surf St Kissimmee FL
View 8045 Surf St Kissimmee FL
On Market For 2 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    2632

  • Year Built

    2019

  • $/SqFt

    $437

Island H20 is at the entrance and in walking distance as well. MLS#O6048341. LUXE PROPERTIES LLC.

Rolling Oaks For Sale $718,500

View 8039 Knee Deep Rd Kissimmee FL
View 8039 Knee Deep Rd Kissimmee FL
View 8039 Knee Deep Rd Kissimmee FL
On Market For 13 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1188

  • Year Built

    2021

  • $/SqFt

    $605

Minutes to all of the major theme parks including Disney the resort offers shuttle service as well. MLS#O6046943. LUXE PROPERTIES LLC.

Rolling Oaks For Sale $1,895,000

View 8025 Surf St Kissimmee FL
View 8025 Surf St Kissimmee FL
View 8025 Surf St Kissimmee FL
On Market For 20 Days
  • Bedrooms

    7

  • Full Bath(s)

    7

  • Sq. Ft.

    4212

  • Year Built

    2019

  • $/SqFt

    $450

There's Nothing Like Enjoying the Margaritaville Lifestyle! MLS#O6046954. RE/MAX MARKETPLACE.

Rolling Oaks For Sale $710,000

On Market For 14 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2066

  • Year Built

    2019

  • $/SqFt

    $344

call today to book a tour of this beautiful home and resort. MLS#S5071783. PROVIDENCE REALTY.

Rolling Oaks For Sale $1,799,000

On Market For 22 Days
  • Bedrooms

    8

  • Full Bath(s)

    9

  • Sq. Ft.

    4092

  • Year Built

    2019

  • $/SqFt

    $440

The Time is Now to Start Living the Margaritaville Lifestyle! MLS#O6044361. KELLER WILLIAMS REALTY CONSULTANTS.

Rolling Oaks For Sale $715,000

On Market For 27 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2066

  • Year Built

    2020

  • $/SqFt

    $346

waterpark is conveniently located next door. MLS#O6042450. EXP REALTY LLC.

Rolling Oaks For Sale $799,000

Reduced By $16,000

On Market For 37 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1384

  • Year Built

    2020

  • $/SqFt

    $577

You will NOT want to miss this opportunity to own this amazing home with a Strong Rental History & enjoy the perks this investment property has to offer! MLS#O6040034. EXP REALTY LLC.

Rolling Oaks For Sale $650,000

On Market For 57 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1384

  • Year Built

    2019

  • $/SqFt

    $470

Come Claim Your Ticket to Parrotdise Today! MLS#O6033348. KELLER WILLIAMS REALTY CONSULTANTS.

Rolling Oaks For Sale $650,000

On Market For 61 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1494

  • Year Built

    2018

  • $/SqFt

    $435

Come Check Out Your Own Piece of Parrot-Dise! MLS#O6029926. KELLER WILLIAMS REALTY CONSULTANTS.

Rolling Oaks Pended $650,000

On Market For 64 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1384

  • Year Built

    2019

  • $/SqFt

    $470

Time to Live the Margaritaville Lifestyle in Paradise! MLS#O6028591. KELLER WILLIAMS REALTY CONSULTANTS.

Rolling Oaks For Sale $640,000

Reduced By $20,000

On Market For 77 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1564

  • Year Built

    2019

  • $/SqFt

    $409

Come get in on the action! MLS#O6030397. EXP REALTY LLC.

Rolling Oaks For Sale $560,000

Reduced By $15,000

On Market For 70 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1188

  • Year Built

    2019

  • $/SqFt

    $471

Don't miss the opportunity to Enjoy the 5 O'Clock Lifestyle in Paradise! MLS#O6030569. COLDWELL BANKER REALTY.

Rolling Oaks For Sale $699,000

Reduced By $30,900

On Market For 82 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1829

  • Year Built

    2021

  • $/SqFt

    $382

Come Claim Your Piece of Paradise Today! MLS#O6026761. KELLER WILLIAMS REALTY CONSULTANTS.

Rolling Oaks For Sale $1,699,000

Reduced By $151,000

On Market For 91 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3578

  • Year Built

    2019

  • $/SqFt

    $475

There's Nothing Like Living the Margaritaville Lifestyle in Paradise! MLS#O6017418. KELLER WILLIAMS REALTY CONSULTANTS.

Rolling Oaks For Sale $749,747

On Market For 92 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1818

  • Year Built

    2019

  • $/SqFt

    $412

Home can be permanent residence or short term rental. MLS#O6024659. COMMERCE BROKERAGE LLC.

Rolling Oaks For Sale $665,000

On Market For 105 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1410

  • Year Built

    2018

  • $/SqFt

    $472

Don't Miss Out on this Opportunity! MLS#O6021056. KELLER WILLIAMS REALTY CONSULTANTS.

Rolling Oaks For Sale $799,000

Reduced By $80,000

On Market For 106 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    1908

  • Year Built

    2019

  • $/SqFt

    $419

Your Relaxing Vacation Cottage Awaits Your Arrival! MLS#O6020566. KELLER WILLIAMS ADVANTAGE III.

Rolling Oaks For Sale $739,990

Reduced By $99,010

On Market For 142 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    1948

  • Year Built

    2019

  • $/SqFt

    $380

This spacious open floor-plan has 4 bedrooms, each with their own ensuite bathrooms and in addition the home contains private owners closet. MLS#S5064421. LUXURY ORLANDO REAL ESTATE.

Rolling Oaks For Sale $650,000

Reduced By $30,000

On Market For 149 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1564

  • Year Built

    2019

  • $/SqFt

    $416

Furniture available for $30k, NOT INCLUDED in PURCHASE PRICE. MLS#O6006044. LA ROSA REALTY, LLC.

Rolling Oaks For Sale $790,000

On Market For 353 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2066

  • Year Built

    2019

  • $/SqFt

    $382

This Home Is Fully Booked With now Available To Show With Appointment Only MLS#O5967826. FLORIDA REALTY INVESTMENTS.

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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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