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Real estate in the city of Kissimmee

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  1. Photo of 361 Port Pleasant Drive, Kissimmee, FL 34759 (MLS # O6363880)
    $1,275
    Photo of 361 Port Pleasant Drive, Kissimmee, FL 34759 (MLS # O6363880)
    Photo of 361 Port Pleasant Drive, Kissimmee, FL 34759 (MLS # O6363880)
    19
     
    361 Port Pleasant Drive, Kissimmee, FL
    361 Port Pleasant Drive
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 812 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  2. Photo of 2216 Grand Cayman Court #1425, Kissimmee, FL 34741 (MLS # O6363874)
    $249,900
    Photo of 2216 Grand Cayman Court #1425, Kissimmee, FL 34741 (MLS # O6363874)
    Photo of 2216 Grand Cayman Court #1425, Kissimmee, FL 34741 (MLS # O6363874)
    38
     
    2216 Grand Cayman Court #1425, Kissimmee, FL
    2216 Grand Cayman Court #1425
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,026 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  3. Photo of 5066 Sparkling Water Way, Kissimmee, FL 34746 (MLS # O6363871)
    $2,700
    Photo of 5066 Sparkling Water Way, Kissimmee, FL 34746 (MLS # O6363871)
    Photo of 5066 Sparkling Water Way, Kissimmee, FL 34746 (MLS # O6363871)
    23
     
    5066 Sparkling Water Way, Kissimmee, FL
    5066 Sparkling Water Way
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 2,921 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  4. Photo of 1907 Brown Street, Kissimmee, FL 34741 (MLS # O6363833)
    $1,900
    Photo of 1907 Brown Street, Kissimmee, FL 34741 (MLS # O6363833)
    Photo of 1907 Brown Street, Kissimmee, FL 34741 (MLS # O6363833)
    1907 Brown Street, Kissimmee, FL
    1907 Brown Street
    Kissimmee, FL
    • 3 Beds
    • 1 Bath
    • 1,044 Home (sqft)
    • 1 Bath
    • 9,584 Lot (sqft)
  5. Photo of 3001 Mandolin Drive, Kissimmee, FL 34744 (MLS # S5139386)
    $474,900
    Photo of 3001 Mandolin Drive, Kissimmee, FL 34744 (MLS # S5139386)
    Photo of 3001 Mandolin Drive, Kissimmee, FL 34744 (MLS # S5139386)
    3001 Mandolin Drive, Kissimmee, FL
    3001 Mandolin Drive
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 2,392 Home (sqft)
    • 3 Baths
    • 9,148 Lot (sqft)
  6. Photo of 8923 Zurich Lane, Kissimmee, FL 34747 (MLS # O6363801)
    $599,000
    Photo of 8923 Zurich Lane, Kissimmee, FL 34747 (MLS # O6363801)
    Photo of 8923 Zurich Lane, Kissimmee, FL 34747 (MLS # O6363801)
    8923 Zurich Lane, Kissimmee, FL
    8923 Zurich Lane
    Kissimmee, FL
    • 7 Beds
    • 6 Baths
    • 3,314 Home (sqft)
    • 6 Baths
    • 4,792 Lot (sqft)
  7. Photo of 7405 Stone Creek Trail, Kissimmee, FL 34747 (MLS # S5139375)
    $2,200
    Photo of 7405 Stone Creek Trail, Kissimmee, FL 34747 (MLS # S5139375)
    Photo of 7405 Stone Creek Trail, Kissimmee, FL 34747 (MLS # S5139375)
    7405 Stone Creek Trail, Kissimmee, FL
    7405 Stone Creek Trail
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,672 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  8. Photo of 2987 Skyline Loop, Kissimmee, FL 34758 (MLS # O6363827)
    $1,800
    Photo of 2987 Skyline Loop, Kissimmee, FL 34758 (MLS # O6363827)
    Photo of 2987 Skyline Loop, Kissimmee, FL 34758 (MLS # O6363827)
    2987 Skyline Loop, Kissimmee, FL
    2987 Skyline Loop
    Kissimmee, FL
    • 2 Beds
    • 3 Baths
    • 1,205 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  9. Photo of 131 Conch Drive, Kissimmee, FL 34759 (MLS # O6363835)
    $1,699
    Photo of 131 Conch Drive, Kissimmee, FL 34759 (MLS # O6363835)
    Photo of 131 Conch Drive, Kissimmee, FL 34759 (MLS # O6363835)
    131 Conch Drive, Kissimmee, FL
    131 Conch Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,790 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  10. Photo of 1664 Redfin Drive, Kissimmee, FL 34759 (MLS # O6363788)
    $295,000
    Photo of 1664 Redfin Drive, Kissimmee, FL 34759 (MLS # O6363788)
    Photo of 1664 Redfin Drive, Kissimmee, FL 34759 (MLS # O6363788)
    1664 Redfin Drive, Kissimmee, FL
    1664 Redfin Drive
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,445 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  11. Photo of 321 Amberjack Court, Kissimmee, FL 34759 (MLS # S5139290)
    $2,300
    Photo of 321 Amberjack Court, Kissimmee, FL 34759 (MLS # S5139290)
    Photo of 321 Amberjack Court, Kissimmee, FL 34759 (MLS # S5139290)
    321 Amberjack Court, Kissimmee, FL
    321 Amberjack Court
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,686 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
  12. Photo of 350 Bowfin Court, Kissimmee, FL 34759 (MLS # S5139363)
    $2,300
    Photo of 350 Bowfin Court, Kissimmee, FL 34759 (MLS # S5139363)
    Photo of 350 Bowfin Court, Kissimmee, FL 34759 (MLS # S5139363)
    350 Bowfin Court, Kissimmee, FL
    350 Bowfin Court
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,686 Home (sqft)
    • 3 Baths
    • 11,326 Lot (sqft)
  13. Photo of 692 Reindeer Drive, Kissimmee, FL 34759 (MLS # S5139370)
    $1,860
    Photo of 692 Reindeer Drive, Kissimmee, FL 34759 (MLS # S5139370)
    Photo of 692 Reindeer Drive, Kissimmee, FL 34759 (MLS # S5139370)
    692 Reindeer Drive, Kissimmee, FL
    692 Reindeer Drive
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,388 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  14. Photo of 1902 Acacia Drive, Kissimmee, FL 34758 (MLS # O6363757)
    $500,000
    Photo of 1902 Acacia Drive, Kissimmee, FL 34758 (MLS # O6363757)
    Photo of 1902 Acacia Drive, Kissimmee, FL 34758 (MLS # O6363757)
    5
     
    1902 Acacia Drive, Kissimmee, FL
    1902 Acacia Drive
    Kissimmee, FL
    • 5 Beds
    • 4 Baths
    • 3,223 Home (sqft)
    • 4 Baths
    • 8,277 Lot (sqft)
  15. Photo of 4669 Sparkling Shell Avenue, Kissimmee, FL 34746 (MLS # S5139369)
    $2,600
    Photo of 4669 Sparkling Shell Avenue, Kissimmee, FL 34746 (MLS # S5139369)
    Photo of 4669 Sparkling Shell Avenue, Kissimmee, FL 34746 (MLS # S5139369)
    4669 Sparkling Shell Avenue, Kissimmee, FL
    4669 Sparkling Shell Avenue
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,760 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  16. Photo of 7955 Heritage Entrance Boulevard, Kissimmee, FL 34747 (MLS # O6363649)
    $445,000
    Photo of 7955 Heritage Entrance Boulevard, Kissimmee, FL 34747 (MLS # O6363649)
    Photo of 7955 Heritage Entrance Boulevard, Kissimmee, FL 34747 (MLS # O6363649)
    7955 Heritage Entrance Boulevard, Kissimmee, FL
    7955 Heritage Entrance Boulevard
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,662 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  17. Photo of 808 Abbeville Court #A, Kissimmee, FL 34759 (MLS # G5105008)
    $2,175
    Photo of 808 Abbeville Court #A, Kissimmee, FL 34759 (MLS # G5105008)
    Photo of 808 Abbeville Court #A, Kissimmee, FL 34759 (MLS # G5105008)
    808 Abbeville Court #A, Kissimmee, FL
    808 Abbeville Court #A
    Kissimmee, FL
    • 8 Beds
    • 5 Baths
    • 1,570 Home (sqft)
    • 5 Baths
    • 12,197 Lot (sqft)
  18. Photo of 821 Windlass Court, Kissimmee, FL 34746 (MLS # S5139344)
    $849,000
    Photo of 821 Windlass Court, Kissimmee, FL 34746 (MLS # S5139344)
    Photo of 821 Windlass Court, Kissimmee, FL 34746 (MLS # S5139344)
    4
     
    821 Windlass Court, Kissimmee, FL
    821 Windlass Court
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 3,621 Home (sqft)
    • 3 Baths
    • 11,762 Lot (sqft)
  19. Photo of 3141 Paradox Circle #404, Kissimmee, FL 34746 (MLS # O6353349)
    $340,000
    Photo of 3141 Paradox Circle #404, Kissimmee, FL 34746 (MLS # O6353349)
    Photo of 3141 Paradox Circle #404, Kissimmee, FL 34746 (MLS # O6353349)
    50
     
    3141 Paradox Circle #404, Kissimmee, FL
    3141 Paradox Circle #404
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,194 Home (sqft)
    • 2 Baths
    • 14.63 Lot (ac)
  20. Photo of 3141 Paradox Circle #305, Kissimmee, FL 34746 (MLS # O6353358)
    $340,000
    Photo of 3141 Paradox Circle #305, Kissimmee, FL 34746 (MLS # O6353358)
    Photo of 3141 Paradox Circle #305, Kissimmee, FL 34746 (MLS # O6353358)
    66
     
    3141 Paradox Circle #305, Kissimmee, FL
    3141 Paradox Circle #305
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,194 Home (sqft)
    • 2 Baths
    • 14.63 Lot (ac)
  21. Photo of 8708 Papaya Drive, Kissimmee, FL 34747 (MLS # O6361713)
    $275,000
    Photo of 8708 Papaya Drive, Kissimmee, FL 34747 (MLS # O6361713)
    Photo of 8708 Papaya Drive, Kissimmee, FL 34747 (MLS # O6361713)
    8708 Papaya Drive, Kissimmee, FL
    8708 Papaya Drive
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,012 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  22. Photo of 4530 Alberto Circle, Kissimmee, FL 34746 (MLS # O6363137)
    $430,000
    Photo of 4530 Alberto Circle, Kissimmee, FL 34746 (MLS # O6363137)
    Photo of 4530 Alberto Circle, Kissimmee, FL 34746 (MLS # O6363137)
    4530 Alberto Circle, Kissimmee, FL
    4530 Alberto Circle
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,636 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  23. Photo of 2930 Pembridge Street, Kissimmee, FL 34747 (MLS # G5104985)
    $545,000
    Photo of 2930 Pembridge Street, Kissimmee, FL 34747 (MLS # G5104985)
    Photo of 2930 Pembridge Street, Kissimmee, FL 34747 (MLS # G5104985)
    2930 Pembridge Street, Kissimmee, FL
    2930 Pembridge Street
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 2,436 Home (sqft)
    • 3 Baths
    • 17,860 Lot (sqft)
  24. Photo of 4629 Caverns Drive, Kissimmee, FL 34758 (MLS # O6363638)
    $335,000
    Photo of 4629 Caverns Drive, Kissimmee, FL 34758 (MLS # O6363638)
    Photo of 4629 Caverns Drive, Kissimmee, FL 34758 (MLS # O6363638)
    2
     
    4629 Caverns Drive, Kissimmee, FL
    4629 Caverns Drive
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,647 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  25. Photo of 4303 Seven Canyons Drive, Kissimmee, FL 34746 (MLS # L4957573)
    $400,000
    Photo of 4303 Seven Canyons Drive, Kissimmee, FL 34746 (MLS # L4957573)
    Photo of 4303 Seven Canyons Drive, Kissimmee, FL 34746 (MLS # L4957573)
    4303 Seven Canyons Drive, Kissimmee, FL
    4303 Seven Canyons Drive
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,970 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  26. Photo of 4847 Edensbridge Lane, Kissimmee, FL 34746 (MLS # O6363613)
    $2,490
    Photo of 4847 Edensbridge Lane, Kissimmee, FL 34746 (MLS # O6363613)
    Photo of 4847 Edensbridge Lane, Kissimmee, FL 34746 (MLS # O6363613)
    4847 Edensbridge Lane, Kissimmee, FL
    4847 Edensbridge Lane
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 1,936 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  27. Photo of 2836 Osprey Cove Place #102, Kissimmee, FL 34746 (MLS # S5138398)
    $230,000
    Photo of 2836 Osprey Cove Place #102, Kissimmee, FL 34746 (MLS # S5138398)
    Photo of 2836 Osprey Cove Place #102, Kissimmee, FL 34746 (MLS # S5138398)
    2836 Osprey Cove Place #102, Kissimmee, FL
    2836 Osprey Cove Place #102
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,136 Home (sqft)
    • 2 Baths
    • 3,921 Lot (sqft)
  28. Photo of 50 Cordona Drive #F, Kissimmee, FL 34758 (MLS # O6363627)
    $1,600
    Photo of 50 Cordona Drive #F, Kissimmee, FL 34758 (MLS # O6363627)
    Photo of 50 Cordona Drive #F, Kissimmee, FL 34758 (MLS # O6363627)
    50 Cordona Drive #F, Kissimmee, FL
    50 Cordona Drive #F
    Kissimmee, FL
    • 2 Beds
    • 3 Baths
    • 1,270 Home (sqft)
    • 3 Baths
    • 872 Lot (sqft)
  29. Photo of 2980 Skyline Loop #3085, Kissimmee, FL 34758 (MLS # O6363607)
    $1,650
    Photo of 2980 Skyline Loop #3085, Kissimmee, FL 34758 (MLS # O6363607)
    Photo of 2980 Skyline Loop #3085, Kissimmee, FL 34758 (MLS # O6363607)
    2980 Skyline Loop #3085, Kissimmee, FL
    2980 Skyline Loop #3085
    Kissimmee, FL
    • 2 Beds
    • 3 Baths
    • 1,180 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
  30. Photo of 1620 Sunburst Way, Kissimmee, FL 34744 (MLS # O6330601)
    $325,000
    Photo of 1620 Sunburst Way, Kissimmee, FL 34744 (MLS # O6330601)
    Photo of 1620 Sunburst Way, Kissimmee, FL 34744 (MLS # O6330601)
    1620 Sunburst Way, Kissimmee, FL
    1620 Sunburst Way
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,337 Home (sqft)
    • 2 Baths
    • 8,277 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 11/30/25 3:05 AM PST.

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