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Real estate in the city of Kissimmee

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  1. Photo of 1828 Three Bars Road, Kissimmee, FL 34744 (MLS # O6362274)
    $402,990
    Photo of 1828 Three Bars Road, Kissimmee, FL 34744 (MLS # O6362274)
    Photo of 1828 Three Bars Road, Kissimmee, FL 34744 (MLS # O6362274)
    1828 Three Bars Road, Kissimmee, FL
    1828 Three Bars Road
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  2. Photo of 1825 Three Bars Road, Kissimmee, FL 34744 (MLS # O6362270)
    $405,990
    Photo of 1825 Three Bars Road, Kissimmee, FL 34744 (MLS # O6362270)
    Photo of 1825 Three Bars Road, Kissimmee, FL 34744 (MLS # O6362270)
    1825 Three Bars Road, Kissimmee, FL
    1825 Three Bars Road
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,614 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  3. Photo of 1829 Three Bars Road, Kissimmee, FL 34744 (MLS # O6362256)
    $455,990
    Photo of 1829 Three Bars Road, Kissimmee, FL 34744 (MLS # O6362256)
    Photo of 1829 Three Bars Road, Kissimmee, FL 34744 (MLS # O6362256)
    1829 Three Bars Road, Kissimmee, FL
    1829 Three Bars Road
    Kissimmee, FL
    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  4. Photo of 1278 Wispy Cypress Drive, Kissimmee, FL 34746 (MLS # O6362202)
    $2,600
    Photo of 1278 Wispy Cypress Drive, Kissimmee, FL 34746 (MLS # O6362202)
    Photo of 1278 Wispy Cypress Drive, Kissimmee, FL 34746 (MLS # O6362202)
    1278 Wispy Cypress Drive, Kissimmee, FL
    1278 Wispy Cypress Drive
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,876 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  5. Photo of 4741 Clock Tower Drive #208, Kissimmee, FL 34746 (MLS # O6362235)
    $346,000
    Photo of 4741 Clock Tower Drive #208, Kissimmee, FL 34746 (MLS # O6362235)
    Photo of 4741 Clock Tower Drive #208, Kissimmee, FL 34746 (MLS # O6362235)
    4741 Clock Tower Drive #208, Kissimmee, FL
    4741 Clock Tower Drive #208
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,329 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  6. Photo of 437 Fountainhead Circle #283, Kissimmee, FL 34741 (MLS # S5138949)
    $1,500
    Photo of 437 Fountainhead Circle #283, Kissimmee, FL 34741 (MLS # S5138949)
    Photo of 437 Fountainhead Circle #283, Kissimmee, FL 34741 (MLS # S5138949)
    437 Fountainhead Circle #283, Kissimmee, FL
    437 Fountainhead Circle #283
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 932 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  7. Photo of 1568 Oak Leaf Lane, Kissimmee, FL 34744 (MLS # A4672821)
    $515,000
    Photo of 1568 Oak Leaf Lane, Kissimmee, FL 34744 (MLS # A4672821)
    Photo of 1568 Oak Leaf Lane, Kissimmee, FL 34744 (MLS # A4672821)
    33
     
    1568 Oak Leaf Lane, Kissimmee, FL
    1568 Oak Leaf Lane
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,845 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  8. Photo of 4715 Cumbrian Lakes Drive, Kissimmee, FL 34746 (MLS # O6362218)
    $3,500
    Photo of 4715 Cumbrian Lakes Drive, Kissimmee, FL 34746 (MLS # O6362218)
    Photo of 4715 Cumbrian Lakes Drive, Kissimmee, FL 34746 (MLS # O6362218)
    4715 Cumbrian Lakes Drive, Kissimmee, FL
    4715 Cumbrian Lakes Drive
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,902 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  9. Photo of 809 Colville Drive, Kissimmee, FL 34759 (MLS # S5138762)
    $300,000
    Photo of 809 Colville Drive, Kissimmee, FL 34759 (MLS # S5138762)
    Photo of 809 Colville Drive, Kissimmee, FL 34759 (MLS # S5138762)
    809 Colville Drive, Kissimmee, FL
    809 Colville Drive
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 2,145 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  10. Photo of 1980 Flora Pass Place, Kissimmee, FL 34747 (MLS # O6362109)
    $595,000
    Photo of 1980 Flora Pass Place, Kissimmee, FL 34747 (MLS # O6362109)
    Photo of 1980 Flora Pass Place, Kissimmee, FL 34747 (MLS # O6362109)
    1980 Flora Pass Place, Kissimmee, FL
    1980 Flora Pass Place
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 2,202 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  11. Photo of Kissimmee, FL 34758 (MLS # TB8449967)
    $1,949
    Photo of Kissimmee, FL 34758 (MLS # TB8449967)
    Photo of Kissimmee, FL 34758 (MLS # TB8449967)
    MLS # TB8449967, Kissimmee, FL
    MLS # TB8449967
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,500 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  12. Photo of 7871 Poplin Street, Kissimmee, FL 34747 (MLS # O6362147)
    $601,990
    Photo of 7871 Poplin Street, Kissimmee, FL 34747 (MLS # O6362147)
    Photo of 7871 Poplin Street, Kissimmee, FL 34747 (MLS # O6362147)
    7871 Poplin Street, Kissimmee, FL
    7871 Poplin Street
    Kissimmee, FL
    • 5 Beds
    • 5 Baths
    • 3,014 Home (sqft)
    • 5 Baths
    • 4,792 Lot (sqft)
  13. Photo of 2904 Evans Way, Kissimmee, FL 34758 (MLS # S5138921)
    $2,800
    Photo of 2904 Evans Way, Kissimmee, FL 34758 (MLS # S5138921)
    Photo of 2904 Evans Way, Kissimmee, FL 34758 (MLS # S5138921)
    2904 Evans Way, Kissimmee, FL
    2904 Evans Way
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,894 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  14. Photo of 2891 Swoop Circle, Kissimmee, FL 34741 (MLS # O6362118)
    $775,000
    Photo of 2891 Swoop Circle, Kissimmee, FL 34741 (MLS # O6362118)
    Photo of 2891 Swoop Circle, Kissimmee, FL 34741 (MLS # O6362118)
    2891 Swoop Circle, Kissimmee, FL
    2891 Swoop Circle
    Kissimmee, FL
    • 4 Beds
    • 5 Baths
    • 2,578 Home (sqft)
    • 5 Baths
    • 9,584 Lot (sqft)
  15. Photo of 2720 Oakwater Dr #108, Kissimmee, FL 34747 (MLS # O6362145)
    $1,800
    Photo of 2720 Oakwater Dr #108, Kissimmee, FL 34747 (MLS # O6362145)
    Photo of 2720 Oakwater Dr #108, Kissimmee, FL 34747 (MLS # O6362145)
    2720 Oakwater Dr #108, Kissimmee, FL
    2720 Oakwater Dr #108
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,255 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  16. Photo of 695 W Carroll Street, Kissimmee, FL 34741 (MLS # S5138906)
    $145,000
    Photo of 695 W Carroll Street, Kissimmee, FL 34741 (MLS # S5138906)
    Photo of 695 W Carroll Street, Kissimmee, FL 34741 (MLS # S5138906)
    695 W Carroll Street, Kissimmee, FL
    695 W Carroll Street
    Kissimmee, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 7,841 Lot (sqft)
  17. Photo of Kissimmee, FL 34744 (MLS # TB8449970)
    $2,299
    Photo of Kissimmee, FL 34744 (MLS # TB8449970)
    Photo of Kissimmee, FL 34744 (MLS # TB8449970)
    MLS # TB8449970, Kissimmee, FL
    MLS # TB8449970
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 2,046 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  18. Photo of 4600 Tribute Trail, Kissimmee, FL 34746 (MLS # S5139004)
    $360,000
    Photo of 4600 Tribute Trail, Kissimmee, FL 34746 (MLS # S5139004)
    Photo of 4600 Tribute Trail, Kissimmee, FL 34746 (MLS # S5139004)
    4600 Tribute Trail, Kissimmee, FL
    4600 Tribute Trail
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,848 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  19. Photo of 2342 Virginia Drive, Kissimmee, FL 34741 (MLS # O6362020)
    $320,000
    Photo of 2342 Virginia Drive, Kissimmee, FL 34741 (MLS # O6362020)
    Photo of 2342 Virginia Drive, Kissimmee, FL 34741 (MLS # O6362020)
    2342 Virginia Drive, Kissimmee, FL
    2342 Virginia Drive
    Kissimmee, FL
    • 3 Beds
    • 1 Bath
    • 1,248 Home (sqft)
    • 1 Bath
    • 7,841 Lot (sqft)
  20. Photo of 1905 Majorca Drive, Kissimmee, FL 34747 (MLS # O6362347)
    $3,200
    Photo of 1905 Majorca Drive, Kissimmee, FL 34747 (MLS # O6362347)
    Photo of 1905 Majorca Drive, Kissimmee, FL 34747 (MLS # O6362347)
    1905 Majorca Drive, Kissimmee, FL
    1905 Majorca Drive
    Kissimmee, FL
    • 5 Beds
    • 5 Baths
    • 2,263 Home (sqft)
    • 5 Baths
    • 3,050 Lot (sqft)
  21. Photo of 1174 Grand Hammock Court, Kissimmee, FL 34746 (MLS # O6358636)
    $399,900
    Photo of 1174 Grand Hammock Court, Kissimmee, FL 34746 (MLS # O6358636)
    Photo of 1174 Grand Hammock Court, Kissimmee, FL 34746 (MLS # O6358636)
    1174 Grand Hammock Court, Kissimmee, FL
    1174 Grand Hammock Court
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,580 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  22. Photo of 632 Deauville Court, Kissimmee, FL 34758 (MLS # S5138953)
    $324,000
    Photo of 632 Deauville Court, Kissimmee, FL 34758 (MLS # S5138953)
    Photo of 632 Deauville Court, Kissimmee, FL 34758 (MLS # S5138953)
    632 Deauville Court, Kissimmee, FL
    632 Deauville Court
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,390 Home (sqft)
    • 2 Baths
    • 25,701 Lot (sqft)
  23. Photo of 3259 River Branch Circle, Kissimmee, FL 34741 (MLS # O6361282)
    $324,900
    Photo of 3259 River Branch Circle, Kissimmee, FL 34741 (MLS # O6361282)
    Photo of 3259 River Branch Circle, Kissimmee, FL 34741 (MLS # O6361282)
    48
     
    3259 River Branch Circle, Kissimmee, FL
    3259 River Branch Circle
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,526 Home (sqft)
    • 2 Baths
    • 2,614 Lot (sqft)
  24. Photo of 221 Aquamarine Lane, Kissimmee, FL 34758 (MLS # G5104736)
    $325,000
    Photo of 221 Aquamarine Lane, Kissimmee, FL 34758 (MLS # G5104736)
    Photo of 221 Aquamarine Lane, Kissimmee, FL 34758 (MLS # G5104736)
    40
     
    221 Aquamarine Lane, Kissimmee, FL
    221 Aquamarine Lane
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,845 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  25. Photo of 513 Big Black Way, Kissimmee, FL 34759 (MLS # S5138848)
    $375,000
    Photo of 513 Big Black Way, Kissimmee, FL 34759 (MLS # S5138848)
    Photo of 513 Big Black Way, Kissimmee, FL 34759 (MLS # S5138848)
    39
     
    513 Big Black Way, Kissimmee, FL
    513 Big Black Way
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 2,104 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  26. Photo of 3081 Rosie O Grady Court, Kissimmee, FL 34746 (MLS # S5138870)
    $260,000
    Photo of 3081 Rosie O Grady Court, Kissimmee, FL 34746 (MLS # S5138870)
    Photo of 3081 Rosie O Grady Court, Kissimmee, FL 34746 (MLS # S5138870)
    3081 Rosie O Grady Court, Kissimmee, FL
    3081 Rosie O Grady Court
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,052 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  27. Photo of 204 Canterbury Court, Kissimmee, FL 34758 (MLS # O6361991)
    $329,900
    Photo of 204 Canterbury Court, Kissimmee, FL 34758 (MLS # O6361991)
    Photo of 204 Canterbury Court, Kissimmee, FL 34758 (MLS # O6361991)
    204 Canterbury Court, Kissimmee, FL
    204 Canterbury Court
    Kissimmee, FL
    • 5 Beds
    • 3 Baths
    • 2,144 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  28. Photo of 3191 Sea World Court, Kissimmee, FL 34746 (MLS # S5138867)
    $265,000
    Photo of 3191 Sea World Court, Kissimmee, FL 34746 (MLS # S5138867)
    Photo of 3191 Sea World Court, Kissimmee, FL 34746 (MLS # S5138867)
    3191 Sea World Court, Kissimmee, FL
    3191 Sea World Court
    Kissimmee, FL
    • 2 Beds
    • 3 Baths
    • 1,052 Home (sqft)
    • 3 Baths
    • 872 Lot (sqft)
  29. Photo of 4796 Windwood Drive, Kissimmee, FL 34746 (MLS # O6360861)
    $340,000
    Photo of 4796 Windwood Drive, Kissimmee, FL 34746 (MLS # O6360861)
    Photo of 4796 Windwood Drive, Kissimmee, FL 34746 (MLS # O6360861)
    4796 Windwood Drive, Kissimmee, FL
    4796 Windwood Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,249 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  30. Photo of 3230 Fox Squirrel Drive #D, Kissimmee, FL 34741 (MLS # S5138915)
    $147,000
    Photo of 3230 Fox Squirrel Drive #D, Kissimmee, FL 34741 (MLS # S5138915)
    Photo of 3230 Fox Squirrel Drive #D, Kissimmee, FL 34741 (MLS # S5138915)
    40
     
    3230 Fox Squirrel Drive #D, Kissimmee, FL
    3230 Fox Squirrel Drive #D
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,025 Home (sqft)
    • 2 Baths
    • 0 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 11/21/25 3:02 PM PST.

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