REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Margaritaville, Rolling Oaks Single Family Homes For Sale in Kissimmee - 17 homes

Margaritaville, Rolling Oaks single family homes for sale are located in Osceola County, Florida. Find Margaritaville, Rolling Oaks single family homes in Kissimmee for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Margaritaville OR Rolling Oaks, Kissimmee single family houses.

Location: Margaritaville OR Rolling Oaks, Kissimmee

Sort:
  • 8096 KNEE DEEP RD, KISSIMMEE, FL 34747

    $485,00057 Days on yellowkey   MLS ID: O6383023

    REDUCED by $14,000 (2.8%) on 04/08/2026

    For Sale O6383023 - 8096 KNEE DEEP RD, KISSIMMEE, FL 34747 22 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1188
       Built: 2020
    Monthly Fee: $527
       Tax: $9,345 (2025)
    Community: Rolling Oaks Ph 6B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,963 (change assumption)
    Mortgage ($2,657) + Fees ($527) + Taxes in 2025 ($779)


    Taxes:$9,345

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8008 SANDY TOES WAY, KISSIMMEE, FL 34747

    $675,00081 Days on yellowkey   MLS ID: S5142398

    For Sale S5142398 - 8008 SANDY TOES WAY, KISSIMMEE, FL 34747 21 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1410
       Built: 2020
    Monthly Fee: $600
       Tax: $7,249 (2024)
    Community: Rolling Oaks Ph 6B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,903 (change assumption)
    Mortgage ($3,699) + Fees ($600) + Taxes in 2024 ($604)


    Taxes:$7,249

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 3008 LATITUDE LN, KISSIMMEE, FL 34747

    $555,00022 Days on yellowkey   MLS ID: S5145924

    For Sale S5145924 - 3008 LATITUDE LN, KISSIMMEE, FL 34747 59 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 1656
       Built: 2019
    Monthly Fee: $468
       Tax: $9,926 (2025)
    Community: Rolling Oaks Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,336 (change assumption)
    Mortgage ($3,041) + Fees ($468) + Taxes in 2025 ($827)


    Taxes:$9,926

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8053 LOST SHAKER LN, KISSIMMEE, FL 34747

    $500,00044 Days on yellowkey   MLS ID: O6385750

    2 Days Off yellowkey (back on 4/6/2026)

    For Sale O6385750 - 8053 LOST SHAKER LN, KISSIMMEE, FL 34747 67 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 1850
       Built: 2019
    Monthly Fee: $370
       Tax: $10,640 (2025)
    Community: Rolling Oaks / Margaritaville
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,996 (change assumption)
    Mortgage ($2,740) + Fees ($370) + Taxes in 2025 ($887)


    Taxes:$10,640

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8017 SURF ST, KISSIMMEE, FL 34747

    $1,350,00044 Days on yellowkey   MLS ID: O6386683

    For Sale O6386683 - 8017 SURF ST, KISSIMMEE, FL 34747 64 photos

    Bed: 7   Bath: 8.5
    Liv Area Sq Ft: 4319
       Built: 2019
    Monthly Fee: $603
       Tax: $18,556 (2025)
    Community: Rolling Oaks Ph 5
    Single Family


    Estimated Monthly Payment: $9,546 (change assumption)
    Mortgage ($7,397) + Fees ($603) + Taxes in 2025 ($1,546)


    Taxes:$18,556

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8009 SURF ST, KISSIMMEE, FL 34747

    $1,025,00052 Days on yellowkey   MLS ID: O6383187

    For Sale O6383187 - 8009 SURF ST, KISSIMMEE, FL 34747 87 photos

    Bed: 5   Bath: 6.0
    Liv Area Sq Ft: 2632
       Built: 2019
    Monthly Fee: $602
       Tax: $13,444 (2025)
    Community: Margaritaville
    Single Family


    Estimated Monthly Payment: $7,339 (change assumption)
    Mortgage ($5,616) + Fees ($602) + Taxes in 2025 ($1,120)


    Taxes:$13,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3058 PIRATE WAY, KISSIMMEE, FL 34747

    $375,00013 Days on yellowkey   MLS ID: O6394128

    SHORT SALE O6394128 - 3058 PIRATE WAY, KISSIMMEE, FL 34747 61 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1305
       Built: 2018
    Monthly Fee: $468
       Tax: $9,460 (2025)
    Community: Rolling Oaks Ph 5
    Single Family


    Estimated Monthly Payment: $3,311 (change assumption)
    Mortgage ($2,055) + Fees ($468) + Taxes in 2025 ($788)


    Taxes:$9,460

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8090 KNEE DEEP RD, KISSIMMEE, FL 34747

    $450,00016 Days on yellowkey   MLS ID: O6394557

    For Sale O6394557 - 8090 KNEE DEEP RD, KISSIMMEE, FL 34747 16 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1410
       Built: 2020
    Monthly Fee: $468
       Tax: $9,701 (2025)
    Community: Rolling Oaks Ph 6B
    Single Family


    Estimated Monthly Payment: $3,742 (change assumption)
    Mortgage ($2,466) + Fees ($468) + Taxes in 2025 ($808)


    Taxes:$9,701

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2988 SALTED RIM RD, KISSIMMEE, FL 34747

    $475,000348 Days on yellowkey   MLS ID: O6303827

    For Sale O6303827 - 2988 SALTED RIM RD, KISSIMMEE, FL 34747 32 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1564
       Built: 2019
    Monthly Fee: $468
       Tax: $10,363 (2025)
    Community: Margaritaville
    Single Family


    Estimated Monthly Payment: $3,934 (change assumption)
    Mortgage ($2,603) + Fees ($468) + Taxes in 2025 ($864)


    Taxes:$10,363

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 8016 LOST SHAKER LN, KISSIMMEE, FL 34747

    $485,000195 Days on yellowkey   MLS ID: O6347658

    1 Days Off yellowkey (back on 3/9/2026)

    For Sale O6347658 - 8016 LOST SHAKER LN, KISSIMMEE, FL 34747 42 photos

    Bed: 5   Bath: 5.5
    Liv Area Sq Ft: 1908
       Built: 2019
    Monthly Fee: $457
       Tax: $12,176 (2024)
    Community: Rolling Oaks Ph 6
    Single Family


    Estimated Monthly Payment: $4,129 (change assumption)
    Mortgage ($2,657) + Fees ($457) + Taxes in 2024 ($1,015)


    Taxes:$12,176

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2979 LATITUDE LN, KISSIMMEE, FL 34747

    $369,00019 Days on yellowkey   MLS ID: O6394103

    For Sale O6394103 - 2979 LATITUDE LN, KISSIMMEE, FL 34747 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1188
       Built: 2019
    Monthly Fee: $427
       Tax: $8,914 (2025)
    Community: Rolling Oaks Ph 6
    Single Family


    Estimated Monthly Payment: $3,192 (change assumption)
    Mortgage ($2,022) + Fees ($427) + Taxes in 2025 ($743)


    Taxes:$8,914

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7980 SHAKER ST, KISSIMMEE, FL 34747

    $799,000372 Days on yellowkey   MLS ID: O6297192

    1 Days Off yellowkey (back on 8/31/2025)

    For Sale O6297192 - 7980 SHAKER ST, KISSIMMEE, FL 34747 21 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2250
       Built: 2018
    Community: Rolling Oaks Ph 5
    Single Family


    Estimated Monthly Payment: $4,378 (change assumption)
    Mortgage ($4,378)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8031 KNEE DEEP RD, KISSIMMEE, FL 34747

    $795,00022 Days on yellowkey   MLS ID: O6392792

    For Sale O6392792 - 8031 KNEE DEEP RD, KISSIMMEE, FL 34747 62 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2066
       Built: 2021
    Community: Rolling Oaks Ph 6B
    Single Family


    Estimated Monthly Payment: $4,356 (change assumption)
    Mortgage ($4,356)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8056 DREAMSICLE DR, KISSIMMEE, FL 34747

    $395,00033 Days on yellowkey   MLS ID: O6387518

    For Sale O6387518 - 8056 DREAMSICLE DR, KISSIMMEE, FL 34747 43 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1283
       Built: 2019
    Community: Rolling Oaks Ph 5
    Single Family


    Estimated Monthly Payment: $2,164 (change assumption)
    Mortgage ($2,164)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3052 PARROT HEAD PL, KISSIMMEE, FL 34747

    $1,399,000   MLS ID: S5143539

    For Sale S5143539 - 3052 PARROT HEAD PL, KISSIMMEE, FL 34747 53 photos

    Bed: 8   Bath: 9.0
    Liv Area Sq Ft: 4815
       Built: 2019
    Community: Rolling Oaks Ph 5
    Single Family


    Estimated Monthly Payment: $7,666 (change assumption)
    Mortgage ($7,666)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3020 LATITUDE LN, KISSIMMEE, FL 34747

    $445,000   MLS ID: O6275413

    For Sale O6275413 - 3020 LATITUDE LN, KISSIMMEE, FL 34747 77 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1564
       Built: 2019
    Community: Rolling Oaks Ph 5
    Single Family


    Estimated Monthly Payment: $2,438 (change assumption)
    Mortgage ($2,438)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 8153 SURF ST, KISSIMMEE, FL 34747

    $1,499,000   MLS ID: O6273572

    For Sale O6273572 - 8153 SURF ST, KISSIMMEE, FL 34747 79 photos

    Bed: 8   Bath: 9.0
    Liv Area Sq Ft: 4815
       Built: 2020
    Community: Rolling Oaks Ph 6A
    Single Family


    Estimated Monthly Payment: $8,213 (change assumption)
    Mortgage ($8,213)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




Why Bother Searching Elsewhere for Kissimmee Single Family Homes for Sale?

Kissimmee home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Kissimmee single family home listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.