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Real estate in the city of Kissimmee

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  1. Photo of 2561 Winners Circle, Kissimmee, FL 34744 (MLS # O6381623)
    $389,000
    Photo of 2561 Winners Circle, Kissimmee, FL 34744 (MLS # O6381623)
    Photo of 2561 Winners Circle, Kissimmee, FL 34744 (MLS # O6381623)
    28
     
    2561 Winners Circle, Kissimmee, FL
    2561 Winners Circle
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,344 Home (sqft)
    • 2 Baths
    • 43,560 Lot (sqft)
  2. Photo of 2113 Broome Street, Kissimmee, FL 34743 (MLS # O6381884)
    $369,900
    Photo of 2113 Broome Street, Kissimmee, FL 34743 (MLS # O6381884)
    Photo of 2113 Broome Street, Kissimmee, FL 34743 (MLS # O6381884)
    29
     
    2113 Broome Street, Kissimmee, FL
    2113 Broome Street
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,452 Home (sqft)
    • 3 Baths
    • 872 Lot (sqft)
  3. Photo of 2218 Grand Cayman Court #1336, Kissimmee, FL 34741 (MLS # S5143717)
    $1,050
    Photo of 2218 Grand Cayman Court #1336, Kissimmee, FL 34741 (MLS # S5143717)
    Photo of 2218 Grand Cayman Court #1336, Kissimmee, FL 34741 (MLS # S5143717)
    8
     
    2218 Grand Cayman Court #1336, Kissimmee, FL
    2218 Grand Cayman Court #1336
    Kissimmee, FL
    • 1 Bed
    • 1 Bath
    • 530 Home (sqft)
    • 1 Bath
    • 7,841 Lot (sqft)
  4. Photo of 4315 Scene Lane, Kissimmee, FL 34746 (MLS # S5143670)
    $3,100
    Photo of 4315 Scene Lane, Kissimmee, FL 34746 (MLS # S5143670)
    Photo of 4315 Scene Lane, Kissimmee, FL 34746 (MLS # S5143670)
    4315 Scene Lane, Kissimmee, FL
    4315 Scene Lane
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,914 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  5. Photo of 2956 Protagonist Street, Kissimmee, FL 34746 (MLS # S5143672)
    $3,100
    Photo of 2956 Protagonist Street, Kissimmee, FL 34746 (MLS # S5143672)
    Photo of 2956 Protagonist Street, Kissimmee, FL 34746 (MLS # S5143672)
    2956 Protagonist Street, Kissimmee, FL
    2956 Protagonist Street
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,914 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  6. Photo of 5101 Killarney Way, Kissimmee, FL 34746 (MLS # O6381548)
    $359,900
    Photo of 5101 Killarney Way, Kissimmee, FL 34746 (MLS # O6381548)
    Photo of 5101 Killarney Way, Kissimmee, FL 34746 (MLS # O6381548)
    5101 Killarney Way, Kissimmee, FL
    5101 Killarney Way
    Kissimmee, FL
    • 4 Beds
    • 4 Baths
    • 1,782 Home (sqft)
    • 4 Baths
    • 1,743 Lot (sqft)
  7. Photo of 114 Floral Drive, Kissimmee, FL 34743 (MLS # TB8475184)
    $349,900
    Photo of 114 Floral Drive, Kissimmee, FL 34743 (MLS # TB8475184)
    Photo of 114 Floral Drive, Kissimmee, FL 34743 (MLS # TB8475184)
    114 Floral Drive, Kissimmee, FL
    114 Floral Drive
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,303 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  8. Photo of 3052 Rising Mist Court, Kissimmee, FL 34744 (MLS # O6381553)
    $485,000
    Photo of 3052 Rising Mist Court, Kissimmee, FL 34744 (MLS # O6381553)
    Photo of 3052 Rising Mist Court, Kissimmee, FL 34744 (MLS # O6381553)
    3052 Rising Mist Court, Kissimmee, FL
    3052 Rising Mist Court
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 2,967 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  9. Photo of 362 Via Torrente Drive, Kissimmee, FL 34759 (MLS # S5143622)
    $389,000
    Photo of 362 Via Torrente Drive, Kissimmee, FL 34759 (MLS # S5143622)
    Photo of 362 Via Torrente Drive, Kissimmee, FL 34759 (MLS # S5143622)
    362 Via Torrente Drive, Kissimmee, FL
    362 Via Torrente Drive
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,705 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  10. Photo of 3108 E Tower Court, Kissimmee, FL 34741 (MLS # S5143637)
    $1,700
    Photo of 3108 E Tower Court, Kissimmee, FL 34741 (MLS # S5143637)
    Photo of 3108 E Tower Court, Kissimmee, FL 34741 (MLS # S5143637)
    13
     
    3108 E Tower Court, Kissimmee, FL
    3108 E Tower Court
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 864 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  11. Photo of 3052 Parrot Head Place, Kissimmee, FL 34747 (MLS # S5143539)
    $1,425,000
    Photo of 3052 Parrot Head Place, Kissimmee, FL 34747 (MLS # S5143539)
    Photo of 3052 Parrot Head Place, Kissimmee, FL 34747 (MLS # S5143539)
    3052 Parrot Head Place, Kissimmee, FL
    3052 Parrot Head Place
    Kissimmee, FL
    • 8 Beds
    • 9 Baths
    • 4,815 Home (sqft)
    • 9 Baths
    • 3,485 Lot (sqft)
  12. Photo of 4304 Creekside Boulevard, Kissimmee, FL 34746 (MLS # S5143633)
    $2,900
    Photo of 4304 Creekside Boulevard, Kissimmee, FL 34746 (MLS # S5143633)
    Photo of 4304 Creekside Boulevard, Kissimmee, FL 34746 (MLS # S5143633)
    4304 Creekside Boulevard, Kissimmee, FL
    4304 Creekside Boulevard
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 2,027 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  13. Photo of 4611 Cumbrian Lakes Drive, Kissimmee, FL 34746 (MLS # O6381359)
    $365,000
    Photo of 4611 Cumbrian Lakes Drive, Kissimmee, FL 34746 (MLS # O6381359)
    Photo of 4611 Cumbrian Lakes Drive, Kissimmee, FL 34746 (MLS # O6381359)
    4611 Cumbrian Lakes Drive, Kissimmee, FL
    4611 Cumbrian Lakes Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,408 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  14. Photo of 1885 Ancestry Trail, Kissimmee, FL 34746 (MLS # O6381578)
    $2,200
    Photo of 1885 Ancestry Trail, Kissimmee, FL 34746 (MLS # O6381578)
    Photo of 1885 Ancestry Trail, Kissimmee, FL 34746 (MLS # O6381578)
    1885 Ancestry Trail, Kissimmee, FL
    1885 Ancestry Trail
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,263 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  15. Photo of 1043 Soaring Eagle Lane, Kissimmee, FL 34746 (MLS # O6380291)
    $350,000
    Photo of 1043 Soaring Eagle Lane, Kissimmee, FL 34746 (MLS # O6380291)
    Photo of 1043 Soaring Eagle Lane, Kissimmee, FL 34746 (MLS # O6380291)
    1043 Soaring Eagle Lane, Kissimmee, FL
    1043 Soaring Eagle Lane
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,068 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  16. Photo of 2203 Key West Court #436, Kissimmee, FL 34741 (MLS # S5143611)
    $155,000
    Photo of 2203 Key West Court #436, Kissimmee, FL 34741 (MLS # S5143611)
    Photo of 2203 Key West Court #436, Kissimmee, FL 34741 (MLS # S5143611)
    2203 Key West Court #436, Kissimmee, FL
    2203 Key West Court #436
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,026 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  17. Photo of 4973 Pall Mall Street W, Kissimmee, FL 34758 (MLS # O6381132)
    $389,900
    Photo of 4973 Pall Mall Street W, Kissimmee, FL 34758 (MLS # O6381132)
    Photo of 4973 Pall Mall Street W, Kissimmee, FL 34758 (MLS # O6381132)
    4973 Pall Mall Street W, Kissimmee, FL
    4973 Pall Mall Street W
    Kissimmee, FL
    • 4 Beds
    • 4 Baths
    • 2,182 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
  18. Photo of 2734 Bookmark Drive, Kissimmee, FL 34746 (MLS # O6381189)
    $648,000
    Photo of 2734 Bookmark Drive, Kissimmee, FL 34746 (MLS # O6381189)
    Photo of 2734 Bookmark Drive, Kissimmee, FL 34746 (MLS # O6381189)
    2734 Bookmark Drive, Kissimmee, FL
    2734 Bookmark Drive
    Kissimmee, FL
    • 5 Beds
    • 5 Baths
    • 3,292 Home (sqft)
    • 5 Baths
    • 4,792 Lot (sqft)
  19. Photo of 3209 Gold Lane, Kissimmee, FL 34747 (MLS # O6381523)
    $2,200
    Photo of 3209 Gold Lane, Kissimmee, FL 34747 (MLS # O6381523)
    Photo of 3209 Gold Lane, Kissimmee, FL 34747 (MLS # O6381523)
    1
     
    3209 Gold Lane, Kissimmee, FL
    3209 Gold Lane
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,694 Home (sqft)
    • 3 Baths
    • 872 Lot (sqft)
  20. Photo of 3209 Gold Lane, Kissimmee, FL 34747 (MLS # O6381515)
    $345,000
    Photo of 3209 Gold Lane, Kissimmee, FL 34747 (MLS # O6381515)
    Photo of 3209 Gold Lane, Kissimmee, FL 34747 (MLS # O6381515)
    1
     
    3209 Gold Lane, Kissimmee, FL
    3209 Gold Lane
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,694 Home (sqft)
    • 3 Baths
    • 872 Lot (sqft)
  21. Photo of 8491 Oasis Key Cove, Kissimmee, FL 34747 (MLS # S5143577)
    $559,950
    Photo of 8491 Oasis Key Cove, Kissimmee, FL 34747 (MLS # S5143577)
    Photo of 8491 Oasis Key Cove, Kissimmee, FL 34747 (MLS # S5143577)
    8491 Oasis Key Cove, Kissimmee, FL
    8491 Oasis Key Cove
    Kissimmee, FL
    • 7 Beds
    • 5 Baths
    • 2,934 Home (sqft)
    • 5 Baths
    • 8,277 Lot (sqft)
  22. Photo of 605 Wallaby Lane, Kissimmee, FL 34759 (MLS # O6381480)
    $309,990
    Photo of 605 Wallaby Lane, Kissimmee, FL 34759 (MLS # O6381480)
    Photo of 605 Wallaby Lane, Kissimmee, FL 34759 (MLS # O6381480)
    605 Wallaby Lane, Kissimmee, FL
    605 Wallaby Lane
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,328 Home (sqft)
    • 2 Baths
    • 13,940 Lot (sqft)
  23. Photo of 2323 Silver Palm Drive, Kissimmee, FL 34747 (MLS # O6380885)
    $350,000
    Photo of 2323 Silver Palm Drive, Kissimmee, FL 34747 (MLS # O6380885)
    Photo of 2323 Silver Palm Drive, Kissimmee, FL 34747 (MLS # O6380885)
    2323 Silver Palm Drive, Kissimmee, FL
    2323 Silver Palm Drive
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,440 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  24. Photo of Kissimmee, FL 34759 (MLS # TB8474998)
    $2,049
    Photo of Kissimmee, FL 34759 (MLS # TB8474998)
    Photo of Kissimmee, FL 34759 (MLS # TB8474998)
    MLS # TB8474998, Kissimmee, FL
    MLS # TB8474998
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 2,204 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  25. Photo of 225 Celebration Place #526, Kissimmee, FL 34747 (MLS # S5143564)
    $149,999
    Photo of 225 Celebration Place #526, Kissimmee, FL 34747 (MLS # S5143564)
    Photo of 225 Celebration Place #526, Kissimmee, FL 34747 (MLS # S5143564)
    225 Celebration Place #526, Kissimmee, FL
    225 Celebration Place #526
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,067 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  26. Photo of 3229 Brasilia Avenue, Kissimmee, FL 34747 (MLS # S5143074)
    $545,000
    Photo of 3229 Brasilia Avenue, Kissimmee, FL 34747 (MLS # S5143074)
    Photo of 3229 Brasilia Avenue, Kissimmee, FL 34747 (MLS # S5143074)
    43
     
    3229 Brasilia Avenue, Kissimmee, FL
    3229 Brasilia Avenue
    Kissimmee, FL
    • 4 Beds
    • 5 Baths
    • 2,396 Home (sqft)
    • 5 Baths
    • 1,743 Lot (sqft)
  27. Photo of 2260 Cascades Boulevard #105, Kissimmee, FL 34741 (MLS # S5143559)
    $1,479
    Photo of 2260 Cascades Boulevard #105, Kissimmee, FL 34741 (MLS # S5143559)
    Photo of 2260 Cascades Boulevard #105, Kissimmee, FL 34741 (MLS # S5143559)
    2260 Cascades Boulevard #105, Kissimmee, FL
    2260 Cascades Boulevard #105
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,130 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  28. Photo of 4832 Cumbrian Lakes Drive, Kissimmee, FL 34746 (MLS # S5143572)
    $2,995
    Photo of 4832 Cumbrian Lakes Drive, Kissimmee, FL 34746 (MLS # S5143572)
    Photo of 4832 Cumbrian Lakes Drive, Kissimmee, FL 34746 (MLS # S5143572)
    4832 Cumbrian Lakes Drive, Kissimmee, FL
    4832 Cumbrian Lakes Drive
    Kissimmee, FL
    • 4 Beds
    • 5 Baths
    • 2,636 Home (sqft)
    • 5 Baths
    • 6,534 Lot (sqft)
  29. Photo of 4348 St Thomas Way, Kissimmee, FL 34758 (MLS # O6381354)
    $252,540
    Photo of 4348 St Thomas Way, Kissimmee, FL 34758 (MLS # O6381354)
    Photo of 4348 St Thomas Way, Kissimmee, FL 34758 (MLS # O6381354)
    4348 St Thomas Way, Kissimmee, FL
    4348 St Thomas Way
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,562 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  30. Photo of 8929 Legacy Court #305, Kissimmee, FL 34747 (MLS # O6381302)
    $150,000
    Photo of 8929 Legacy Court #305, Kissimmee, FL 34747 (MLS # O6381302)
    Photo of 8929 Legacy Court #305, Kissimmee, FL 34747 (MLS # O6381302)
    8929 Legacy Court #305, Kissimmee, FL
    8929 Legacy Court #305
    Kissimmee, FL
    • 1 Bed
    • 1 Bath
    • 636 Home (sqft)
    • 1 Bath
    • 6,534 Lot (sqft)
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The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 2/11/26 5:36 PM PST.

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