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Real estate in the city of Kissimmee

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  1. Photo of 2036 Royal Bay Boulevard #59, Kissimmee, FL 34746 (MLS # S5151690)
    $199,000
    Photo of 2036 Royal Bay Boulevard #59, Kissimmee, FL 34746 (MLS # S5151690)
    Photo of 2036 Royal Bay Boulevard #59, Kissimmee, FL 34746 (MLS # S5151690)
    2036 Royal Bay Boulevard #59, Kissimmee, FL
    2036 Royal Bay Boulevard #59
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,350 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  2. Photo of 16 Trout Way, Kissimmee, FL 34759 (MLS # S5151734)
    $1,775
    Photo of 16 Trout Way, Kissimmee, FL 34759 (MLS # S5151734)
    Photo of 16 Trout Way, Kissimmee, FL 34759 (MLS # S5151734)
    16 Trout Way, Kissimmee, FL
    16 Trout Way
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,304 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  3. Photo of 2260 Rapollo Drive, Kissimmee, FL 34741 (MLS # OM726419)
    $519,990
    Photo of 2260 Rapollo Drive, Kissimmee, FL 34741 (MLS # OM726419)
    Photo of 2260 Rapollo Drive, Kissimmee, FL 34741 (MLS # OM726419)
    2260 Rapollo Drive, Kissimmee, FL
    2260 Rapollo Drive
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 2,138 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  4. Photo of 201 Watts Lane #A, Kissimmee, FL 34743 (MLS # S5151729)
    $1,700
    Photo of 201 Watts Lane #A, Kissimmee, FL 34743 (MLS # S5151729)
    Photo of 201 Watts Lane #A, Kissimmee, FL 34743 (MLS # S5151729)
    201 Watts Lane #A, Kissimmee, FL
    201 Watts Lane #A
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,500 Home (sqft)
    • 3 Baths
    • 19,167 Lot (sqft)
  5. Photo of 5641 Gingham Drive, Kissimmee, FL 34758 (MLS # O6415964)
    $475,241
    Photo of 5641 Gingham Drive, Kissimmee, FL 34758 (MLS # O6415964)
    Photo of 5641 Gingham Drive, Kissimmee, FL 34758 (MLS # O6415964)
    5641 Gingham Drive, Kissimmee, FL
    5641 Gingham Drive
    Kissimmee, FL
    • 4 Beds
    • 4 Baths
    • 2,138 Home (sqft)
    • 4 Baths
    • 5,228 Lot (sqft)
  6. Photo of Kissimmee, FL 34743 (MLS # O6415983)
    $2,549
    Photo of Kissimmee, FL 34743 (MLS # O6415983)
    Photo of Kissimmee, FL 34743 (MLS # O6415983)
    MLS # O6415983, Kissimmee, FL
    MLS # O6415983
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,775 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  7. Photo of 2481 Winchester Boulevard, Kissimmee, FL 34743 (MLS # O6413677)
    $259,900
    Photo of 2481 Winchester Boulevard, Kissimmee, FL 34743 (MLS # O6413677)
    Photo of 2481 Winchester Boulevard, Kissimmee, FL 34743 (MLS # O6413677)
    15
     
    2481 Winchester Boulevard, Kissimmee, FL
    2481 Winchester Boulevard
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,023 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  8. Photo of 4930 Harold Stanley Drive, Kissimmee, FL 34758 (MLS # O6415160)
    $334,900
    Photo of 4930 Harold Stanley Drive, Kissimmee, FL 34758 (MLS # O6415160)
    Photo of 4930 Harold Stanley Drive, Kissimmee, FL 34758 (MLS # O6415160)
    4930 Harold Stanley Drive, Kissimmee, FL
    4930 Harold Stanley Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,703 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  9. Photo of 237 Citrus Drive, Kissimmee, FL 34743 (MLS # O6415868)
    $190,000
    Photo of 237 Citrus Drive, Kissimmee, FL 34743 (MLS # O6415868)
    Photo of 237 Citrus Drive, Kissimmee, FL 34743 (MLS # O6415868)
    237 Citrus Drive, Kissimmee, FL
    237 Citrus Drive
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,380 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  10. Photo of 2664 Emerald Lake Court #2664, Kissimmee, FL 34744 (MLS # S5150953)
    $239,000
    Photo of 2664 Emerald Lake Court #2664, Kissimmee, FL 34744 (MLS # S5150953)
    Photo of 2664 Emerald Lake Court #2664, Kissimmee, FL 34744 (MLS # S5150953)
    2664 Emerald Lake Court #2664, Kissimmee, FL
    2664 Emerald Lake Court #2664
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 999 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  11. Photo of 1855 Flora Pass Place, Kissimmee, FL 34747 (MLS # S5151777)
    $2,100
    Photo of 1855 Flora Pass Place, Kissimmee, FL 34747 (MLS # S5151777)
    Photo of 1855 Flora Pass Place, Kissimmee, FL 34747 (MLS # S5151777)
    1855 Flora Pass Place, Kissimmee, FL
    1855 Flora Pass Place
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,437 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  12. Photo of 1915 Acacia Drive, Kissimmee, FL 34758 (MLS # S5151805)
    $548,000
    Photo of 1915 Acacia Drive, Kissimmee, FL 34758 (MLS # S5151805)
    Photo of 1915 Acacia Drive, Kissimmee, FL 34758 (MLS # S5151805)
    48
     
    1915 Acacia Drive, Kissimmee, FL
    1915 Acacia Drive
    Kissimmee, FL
    • 5 Beds
    • 4 Baths
    • 3,122 Home (sqft)
    • 4 Baths
    • 11,326 Lot (sqft)
  13. Photo of 3129 Tocoa Circle, Kissimmee, FL 34746 (MLS # O6415821)
    $365,000
    Photo of 3129 Tocoa Circle, Kissimmee, FL 34746 (MLS # O6415821)
    Photo of 3129 Tocoa Circle, Kissimmee, FL 34746 (MLS # O6415821)
    3129 Tocoa Circle, Kissimmee, FL
    3129 Tocoa Circle
    Kissimmee, FL
    • 4 Beds
    • 4 Baths
    • 1,782 Home (sqft)
    • 4 Baths
    • 2,178 Lot (sqft)
  14. Photo of 2345 Southbury Dr, Kissimmee, FL 34744 (MLS # S5151680)
    $369,000
    Photo of 2345 Southbury Dr, Kissimmee, FL 34744 (MLS # S5151680)
    Photo of 2345 Southbury Dr, Kissimmee, FL 34744 (MLS # S5151680)
    2345 Southbury Dr, Kissimmee, FL
    2345 Southbury Dr
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,553 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  15. Photo of 8060 Dreamsicle Drive, Kissimmee, FL 34747 (MLS # W7886608)
    $590,000
    Photo of 8060 Dreamsicle Drive, Kissimmee, FL 34747 (MLS # W7886608)
    Photo of 8060 Dreamsicle Drive, Kissimmee, FL 34747 (MLS # W7886608)
    8060 Dreamsicle Drive, Kissimmee, FL
    8060 Dreamsicle Drive
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,564 Home (sqft)
    • 3 Baths
    • 872 Lot (sqft)
  16. Photo of 2932 Skyline Loop, Kissimmee, FL 34758 (MLS # S5151794)
    $1,750
    Photo of 2932 Skyline Loop, Kissimmee, FL 34758 (MLS # S5151794)
    Photo of 2932 Skyline Loop, Kissimmee, FL 34758 (MLS # S5151794)
    2932 Skyline Loop, Kissimmee, FL
    2932 Skyline Loop
    Kissimmee, FL
    • 2 Beds
    • 3 Baths
    • 1,219 Home (sqft)
    • 3 Baths
    • 1,307 Lot (sqft)
  17. Photo of 3010 Winding Trail, Kissimmee, FL 34746 (MLS # TB8517812)
    $3,000
    Photo of 3010 Winding Trail, Kissimmee, FL 34746 (MLS # TB8517812)
    Photo of 3010 Winding Trail, Kissimmee, FL 34746 (MLS # TB8517812)
    3010 Winding Trail, Kissimmee, FL
    3010 Winding Trail
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 2,254 Home (sqft)
    • 3 Baths
    • 11,762 Lot (sqft)
  18. Photo of 8675 La Isla Drive, Kissimmee, FL 34747 (MLS # O6415825)
    $589,000
    Photo of 8675 La Isla Drive, Kissimmee, FL 34747 (MLS # O6415825)
    Photo of 8675 La Isla Drive, Kissimmee, FL 34747 (MLS # O6415825)
    8675 La Isla Drive, Kissimmee, FL
    8675 La Isla Drive
    Kissimmee, FL
    • 6 Beds
    • 5 Baths
    • 2,827 Home (sqft)
    • 5 Baths
    • 6,534 Lot (sqft)
  19. Photo of 763 Country Woods Circle, Kissimmee, FL 34744 (MLS # S5151730)
    $2,600
    Photo of 763 Country Woods Circle, Kissimmee, FL 34744 (MLS # S5151730)
    Photo of 763 Country Woods Circle, Kissimmee, FL 34744 (MLS # S5151730)
    763 Country Woods Circle, Kissimmee, FL
    763 Country Woods Circle
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,344 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  20. Photo of 2914 Rio Grande Trail #2914, Kissimmee, FL 34741 (MLS # S5151596)
    $1,650
    Photo of 2914 Rio Grande Trail #2914, Kissimmee, FL 34741 (MLS # S5151596)
    Photo of 2914 Rio Grande Trail #2914, Kissimmee, FL 34741 (MLS # S5151596)
    2914 Rio Grande Trail #2914, Kissimmee, FL
    2914 Rio Grande Trail #2914
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,250 Home (sqft)
    • 2 Baths
    • 2,178 Lot (sqft)
  21. Photo of 8825 Rhodes Street, Kissimmee, FL 34747 (MLS # S5151659)
    $675,000
    Photo of 8825 Rhodes Street, Kissimmee, FL 34747 (MLS # S5151659)
    Photo of 8825 Rhodes Street, Kissimmee, FL 34747 (MLS # S5151659)
    8825 Rhodes Street, Kissimmee, FL
    8825 Rhodes Street
    Kissimmee, FL
    • 8 Beds
    • 6 Baths
    • 4,041 Home (sqft)
    • 6 Baths
    • 7,406 Lot (sqft)
  22. Photo of 155 Barefoot Beach Way, Kissimmee, FL 34746 (MLS # O6415529)
    $419,999
    Photo of 155 Barefoot Beach Way, Kissimmee, FL 34746 (MLS # O6415529)
    Photo of 155 Barefoot Beach Way, Kissimmee, FL 34746 (MLS # O6415529)
    155 Barefoot Beach Way, Kissimmee, FL
    155 Barefoot Beach Way
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,940 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  23. Photo of 2290 Avian Loop, Kissimmee, FL 34741 (MLS # O6415733)
    $3,500
    Photo of 2290 Avian Loop, Kissimmee, FL 34741 (MLS # O6415733)
    Photo of 2290 Avian Loop, Kissimmee, FL 34741 (MLS # O6415733)
    2290 Avian Loop, Kissimmee, FL
    2290 Avian Loop
    Kissimmee, FL
    • 6 Beds
    • 5 Baths
    • 2,937 Home (sqft)
    • 5 Baths
    • 5,663 Lot (sqft)
  24. Photo of 671 Royalty Court #A, Kissimmee, FL 34758 (MLS # O6415521)
    $1,600
    Photo of 671 Royalty Court #A, Kissimmee, FL 34758 (MLS # O6415521)
    Photo of 671 Royalty Court #A, Kissimmee, FL 34758 (MLS # O6415521)
    671 Royalty Court #A, Kissimmee, FL
    671 Royalty Court #A
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,300 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  25. Photo of 4984 Brook Road, Kissimmee, FL 34758 (MLS # O6415297)
    $535,000
    Photo of 4984 Brook Road, Kissimmee, FL 34758 (MLS # O6415297)
    Photo of 4984 Brook Road, Kissimmee, FL 34758 (MLS # O6415297)
    4984 Brook Road, Kissimmee, FL
    4984 Brook Road
    Kissimmee, FL
    • 4 Beds
    • 4 Baths
    • 3,761 Home (sqft)
    • 4 Baths
    • 28,750 Lot (sqft)
  26. Photo of 5086 Old Tampa Hwy #02, Kissimmee, FL 34758 (MLS # O6415709)
    $1,993,600
    Photo of 5086 Old Tampa Hwy #02, Kissimmee, FL 34758 (MLS # O6415709)
    Photo of 5086 Old Tampa Hwy #02, Kissimmee, FL 34758 (MLS # O6415709)
    4
     
    5086 Old Tampa Hwy #02, Kissimmee, FL
    5086 Old Tampa Hwy #02
    Kissimmee, FL
    • 0 Beds
    • 0 Baths
    • 5,696 Home (sqft)
    • 0 Baths
    • 8,277 Lot (sqft)
  27. Photo of 5092 Old Tampa Hwy #01, Kissimmee, FL 34758 (MLS # O6415644)
    $1,456,000
    Photo of 5092 Old Tampa Hwy #01, Kissimmee, FL 34758 (MLS # O6415644)
    Photo of 5092 Old Tampa Hwy #01, Kissimmee, FL 34758 (MLS # O6415644)
    4
     
    5092 Old Tampa Hwy #01, Kissimmee, FL
    5092 Old Tampa Hwy #01
    Kissimmee, FL
    • 0 Beds
    • 0 Baths
    • 4,181 Home (sqft)
    • 0 Baths
    • 7,406 Lot (sqft)
  28. Photo of 610 Jaguar Court, Kissimmee, FL 34759 (MLS # O6414488)
    $300,000
    Photo of 610 Jaguar Court, Kissimmee, FL 34759 (MLS # O6414488)
    Photo of 610 Jaguar Court, Kissimmee, FL 34759 (MLS # O6414488)
    610 Jaguar Court, Kissimmee, FL
    610 Jaguar Court
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,007 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  29. Photo of 1885 Nice Court, Kissimmee, FL 34747 (MLS # O6415911)
    $559,000
    Photo of 1885 Nice Court, Kissimmee, FL 34747 (MLS # O6415911)
    Photo of 1885 Nice Court, Kissimmee, FL 34747 (MLS # O6415911)
    1885 Nice Court, Kissimmee, FL
    1885 Nice Court
    Kissimmee, FL
    • 6 Beds
    • 5 Baths
    • 3,142 Home (sqft)
    • 5 Baths
    • 4,792 Lot (sqft)
  30. Photo of 2425 Caravelle Circle, Kissimmee, FL 34746 (MLS # S5151708)
    $289,990
    Photo of 2425 Caravelle Circle, Kissimmee, FL 34746 (MLS # S5151708)
    Photo of 2425 Caravelle Circle, Kissimmee, FL 34746 (MLS # S5151708)
    2425 Caravelle Circle, Kissimmee, FL
    2425 Caravelle Circle
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,512 Home (sqft)
    • 3 Baths
    • 1,743 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 6/15/26 2:28 AM PDT.

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