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Real estate in the city of Kissimmee

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  1. Photo of 665 Regency Way, Kissimmee, FL 34758 (MLS # O6415683)
    $374,990
    Photo of 665 Regency Way, Kissimmee, FL 34758 (MLS # O6415683)
    Photo of 665 Regency Way, Kissimmee, FL 34758 (MLS # O6415683)
    24
     
    665 Regency Way, Kissimmee, FL
    665 Regency Way
    Kissimmee, FL
    • 6 Beds
    • 3 Baths
    • 2,417 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  2. Photo of 7408 Stone Creek Trail, Kissimmee, FL 34747 (MLS # O6416222)
    $2,100
    Photo of 7408 Stone Creek Trail, Kissimmee, FL 34747 (MLS # O6416222)
    Photo of 7408 Stone Creek Trail, Kissimmee, FL 34747 (MLS # O6416222)
    26
     
    7408 Stone Creek Trail, Kissimmee, FL
    7408 Stone Creek Trail
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,672 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  3. Photo of 3180 Paradox Circle #405, Kissimmee, FL 34746 (MLS # TB8517657)
    $310,000
    Photo of 3180 Paradox Circle #405, Kissimmee, FL 34746 (MLS # TB8517657)
    Photo of 3180 Paradox Circle #405, Kissimmee, FL 34746 (MLS # TB8517657)
    6
     
    3180 Paradox Circle #405, Kissimmee, FL
    3180 Paradox Circle #405
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,196 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  4. Photo of 1122 Seaside Mist Trail, Kissimmee, FL 34747 (MLS # O6415418)
    $299,000
    Photo of 1122 Seaside Mist Trail, Kissimmee, FL 34747 (MLS # O6415418)
    Photo of 1122 Seaside Mist Trail, Kissimmee, FL 34747 (MLS # O6415418)
    1122 Seaside Mist Trail, Kissimmee, FL
    1122 Seaside Mist Trail
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,704 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  5. Photo of 1433 Swan Court, Kissimmee, FL 34759 (MLS # O6412432)
    $150,000
    Photo of 1433 Swan Court, Kissimmee, FL 34759 (MLS # O6412432)
    Photo of 1433 Swan Court, Kissimmee, FL 34759 (MLS # O6412432)
    1433 Swan Court, Kissimmee, FL
    1433 Swan Court
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,650 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  6. Photo of 135 S Roma Way, Kissimmee, FL 34746 (MLS # S5151016)
    $2,600
    Photo of 135 S Roma Way, Kissimmee, FL 34746 (MLS # S5151016)
    Photo of 135 S Roma Way, Kissimmee, FL 34746 (MLS # S5151016)
    14
     
    135 S Roma Way, Kissimmee, FL
    135 S Roma Way
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,740 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  7. Photo of 2058 Walnut Creek Drive, Kissimmee, FL 34744 (MLS # O6416156)
    $399,990
    Photo of 2058 Walnut Creek Drive, Kissimmee, FL 34744 (MLS # O6416156)
    Photo of 2058 Walnut Creek Drive, Kissimmee, FL 34744 (MLS # O6416156)
    2058 Walnut Creek Drive, Kissimmee, FL
    2058 Walnut Creek Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,614 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  8. Photo of 1872 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416128)
    $415,990
    Photo of 1872 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416128)
    Photo of 1872 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416128)
    1872 Howard Mesa Drive, Kissimmee, FL
    1872 Howard Mesa Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,504 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  9. Photo of 1868 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416122)
    $433,990
    Photo of 1868 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416122)
    Photo of 1868 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416122)
    1868 Howard Mesa Drive, Kissimmee, FL
    1868 Howard Mesa Drive
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  10. Photo of 1255 Seasons Boulevard, Kissimmee, FL 34746 (MLS # O6415764)
    $459,950
    Photo of 1255 Seasons Boulevard, Kissimmee, FL 34746 (MLS # O6415764)
    Photo of 1255 Seasons Boulevard, Kissimmee, FL 34746 (MLS # O6415764)
    1255 Seasons Boulevard, Kissimmee, FL
    1255 Seasons Boulevard
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,940 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  11. Photo of 3142 Britannia Boulevard #D, Kissimmee, FL 34747 (MLS # O6416105)
    $1,400
    Photo of 3142 Britannia Boulevard #D, Kissimmee, FL 34747 (MLS # O6416105)
    Photo of 3142 Britannia Boulevard #D, Kissimmee, FL 34747 (MLS # O6416105)
    15
     
    3142 Britannia Boulevard #D, Kissimmee, FL
    3142 Britannia Boulevard #D
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,381 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
  12. Photo of 1852 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416113)
    $470,990
    Photo of 1852 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416113)
    Photo of 1852 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416113)
    1852 Howard Mesa Drive, Kissimmee, FL
    1852 Howard Mesa Drive
    Kissimmee, FL
    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  13. Photo of 5043 Royal Point Avenue, Kissimmee, FL 34746 (MLS # O6416069)
    $2,300
    Photo of 5043 Royal Point Avenue, Kissimmee, FL 34746 (MLS # O6416069)
    Photo of 5043 Royal Point Avenue, Kissimmee, FL 34746 (MLS # O6416069)
    3
     
    5043 Royal Point Avenue, Kissimmee, FL
    5043 Royal Point Avenue
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 2,248 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  14. Photo of 822 E Flag Lane, Kissimmee, FL 34759 (MLS # O6416114)
    $2,500
    Photo of 822 E Flag Lane, Kissimmee, FL 34759 (MLS # O6416114)
    Photo of 822 E Flag Lane, Kissimmee, FL 34759 (MLS # O6416114)
    17
     
    822 E Flag Lane, Kissimmee, FL
    822 E Flag Lane
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,218 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  15. Photo of 3047 Stillwater Drive, Kissimmee, FL 34743 (MLS # S5151647)
    $450,000
    Photo of 3047 Stillwater Drive, Kissimmee, FL 34743 (MLS # S5151647)
    Photo of 3047 Stillwater Drive, Kissimmee, FL 34743 (MLS # S5151647)
    3047 Stillwater Drive, Kissimmee, FL
    3047 Stillwater Drive
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 2,008 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
  16. Photo of 1846 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416092)
    $472,990
    Photo of 1846 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416092)
    Photo of 1846 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416092)
    1846 Howard Mesa Drive, Kissimmee, FL
    1846 Howard Mesa Drive
    Kissimmee, FL
    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  17. Photo of 286 Beckenham Drive, Kissimmee, FL 34758 (MLS # C7527222)
    $325,000
    Photo of 286 Beckenham Drive, Kissimmee, FL 34758 (MLS # C7527222)
    Photo of 286 Beckenham Drive, Kissimmee, FL 34758 (MLS # C7527222)
    15
     
    286 Beckenham Drive, Kissimmee, FL
    286 Beckenham Drive
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,811 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  18. Photo of 280 Beckenham Drive, Kissimmee, FL 34758 (MLS # C7527217)
    $325,000
    Photo of 280 Beckenham Drive, Kissimmee, FL 34758 (MLS # C7527217)
    Photo of 280 Beckenham Drive, Kissimmee, FL 34758 (MLS # C7527217)
    15
     
    280 Beckenham Drive, Kissimmee, FL
    280 Beckenham Drive
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,640 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  19. Photo of 1838 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416080)
    $470,990
    Photo of 1838 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416080)
    Photo of 1838 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416080)
    1838 Howard Mesa Drive, Kissimmee, FL
    1838 Howard Mesa Drive
    Kissimmee, FL
    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  20. Photo of 3180 Winding Trail, Kissimmee, FL 34746 (MLS # S5150585)
    $3,000
    Photo of 3180 Winding Trail, Kissimmee, FL 34746 (MLS # S5150585)
    Photo of 3180 Winding Trail, Kissimmee, FL 34746 (MLS # S5150585)
    29
     
    3180 Winding Trail, Kissimmee, FL
    3180 Winding Trail
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 2,244 Home (sqft)
    • 3 Baths
    • 11,326 Lot (sqft)
  21. Photo of 1327 Hillsborough Drive, Kissimmee, FL 34759 (MLS # O6416062)
    $64,000
    Photo of 1327 Hillsborough Drive, Kissimmee, FL 34759 (MLS # O6416062)
    Photo of 1327 Hillsborough Drive, Kissimmee, FL 34759 (MLS # O6416062)
    3
     
    1327 Hillsborough Drive, Kissimmee, FL
    1327 Hillsborough Drive
    Kissimmee, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 13,940 Lot (sqft)
  22. Photo of 1842 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416068)
    $415,990
    Photo of 1842 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416068)
    Photo of 1842 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416068)
    1842 Howard Mesa Drive, Kissimmee, FL
    1842 Howard Mesa Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,504 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  23. Photo of 306 Michigan Lane, Kissimmee, FL 34759 (MLS # TB8496518)
    $230,000
    Photo of 306 Michigan Lane, Kissimmee, FL 34759 (MLS # TB8496518)
    Photo of 306 Michigan Lane, Kissimmee, FL 34759 (MLS # TB8496518)
    306 Michigan Lane, Kissimmee, FL
    306 Michigan Lane
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,632 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  24. Photo of 1834 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416060)
    $433,990
    Photo of 1834 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416060)
    Photo of 1834 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416060)
    1834 Howard Mesa Drive, Kissimmee, FL
    1834 Howard Mesa Drive
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  25. Photo of 1823 Summer Serenity Drive, Kissimmee, FL 34744 (MLS # O6416056)
    $1,999
    Photo of 1823 Summer Serenity Drive, Kissimmee, FL 34744 (MLS # O6416056)
    Photo of 1823 Summer Serenity Drive, Kissimmee, FL 34744 (MLS # O6416056)
    1823 Summer Serenity Drive, Kissimmee, FL
    1823 Summer Serenity Drive
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,802 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  26. Photo of 2714 Bushman Drive, Kissimmee, FL 34746 (MLS # S5151642)
    $330,000
    Photo of 2714 Bushman Drive, Kissimmee, FL 34746 (MLS # S5151642)
    Photo of 2714 Bushman Drive, Kissimmee, FL 34746 (MLS # S5151642)
    2714 Bushman Drive, Kissimmee, FL
    2714 Bushman Drive
    Kissimmee, FL
    • 4 Beds
    • 4 Baths
    • 1,852 Home (sqft)
    • 4 Baths
    • 2,614 Lot (sqft)
  27. Photo of 1826 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416048)
    $431,990
    Photo of 1826 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416048)
    Photo of 1826 Howard Mesa Drive, Kissimmee, FL 34744 (MLS # O6416048)
    1826 Howard Mesa Drive, Kissimmee, FL
    1826 Howard Mesa Drive
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  28. Photo of 1119 Park Ridge Circle, Kissimmee, FL 34746 (MLS # O6416016)
    $234,000
    Photo of 1119 Park Ridge Circle, Kissimmee, FL 34746 (MLS # O6416016)
    Photo of 1119 Park Ridge Circle, Kissimmee, FL 34746 (MLS # O6416016)
    1119 Park Ridge Circle, Kissimmee, FL
    1119 Park Ridge Circle
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,291 Home (sqft)
    • 3 Baths
    • 1,307 Lot (sqft)
  29. Photo of 2033 Walnut Creek Drive, Kissimmee, FL 34744 (MLS # O6416042)
    $394,990
    Photo of 2033 Walnut Creek Drive, Kissimmee, FL 34744 (MLS # O6416042)
    Photo of 2033 Walnut Creek Drive, Kissimmee, FL 34744 (MLS # O6416042)
    2033 Walnut Creek Drive, Kissimmee, FL
    2033 Walnut Creek Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,614 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  30. Photo of 2535 Fassona Drive, Kissimmee, FL 34741 (MLS # O6415528)
    $315,000
    Photo of 2535 Fassona Drive, Kissimmee, FL 34741 (MLS # O6415528)
    Photo of 2535 Fassona Drive, Kissimmee, FL 34741 (MLS # O6415528)
    2535 Fassona Drive, Kissimmee, FL
    2535 Fassona Drive
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,603 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 6/11/26 4:27 PM PDT.

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