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Real estate in the city of Kissimmee

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  1. Photo of 220 Canterbury Court, Kissimmee, FL 34758 (MLS # O6419390)
    $1,700
    Photo of 220 Canterbury Court, Kissimmee, FL 34758 (MLS # O6419390)
    Photo of 220 Canterbury Court, Kissimmee, FL 34758 (MLS # O6419390)
    18
     
    220 Canterbury Court, Kissimmee, FL
    220 Canterbury Court
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,424 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  2. Photo of 8846 Grand Palms Circle #B, Kissimmee, FL 34747 (MLS # O6419494)
    $1,995
    Photo of 8846 Grand Palms Circle #B, Kissimmee, FL 34747 (MLS # O6419494)
    Photo of 8846 Grand Palms Circle #B, Kissimmee, FL 34747 (MLS # O6419494)
    23
     
    8846 Grand Palms Circle #B, Kissimmee, FL
    8846 Grand Palms Circle #B
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,222 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  3. Photo of 217 Olivewood Court, Kissimmee, FL 34743 (MLS # O6417255)
    $350,000
    Photo of 217 Olivewood Court, Kissimmee, FL 34743 (MLS # O6417255)
    Photo of 217 Olivewood Court, Kissimmee, FL 34743 (MLS # O6417255)
    18
     
    217 Olivewood Court, Kissimmee, FL
    217 Olivewood Court
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,462 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  4. Photo of 961 Derbyshire Drive, Kissimmee, FL 34758 (MLS # S5152408)
    $1,650
    Photo of 961 Derbyshire Drive, Kissimmee, FL 34758 (MLS # S5152408)
    Photo of 961 Derbyshire Drive, Kissimmee, FL 34758 (MLS # S5152408)
    10
     
    961 Derbyshire Drive, Kissimmee, FL
    961 Derbyshire Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,332 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  5. Photo of 2155 Southbury Dr, Kissimmee, FL 34744 (MLS # O6419423)
    $359,190
    Photo of 2155 Southbury Dr, Kissimmee, FL 34744 (MLS # O6419423)
    Photo of 2155 Southbury Dr, Kissimmee, FL 34744 (MLS # O6419423)
    2155 Southbury Dr, Kissimmee, FL
    2155 Southbury Dr
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,770 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  6. Photo of 2609 Gala Road N #104, Kissimmee, FL 34746 (MLS # TB8522270)
    $221,999
    Photo of 2609 Gala Road N #104, Kissimmee, FL 34746 (MLS # TB8522270)
    Photo of 2609 Gala Road N #104, Kissimmee, FL 34746 (MLS # TB8522270)
    20
     
    2609 Gala Road N #104, Kissimmee, FL
    2609 Gala Road N #104
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,296 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  7. Photo of 2670 Corvette Lane, Kissimmee, FL 34746 (MLS # S5151766)
    $276,000
    Photo of 2670 Corvette Lane, Kissimmee, FL 34746 (MLS # S5151766)
    Photo of 2670 Corvette Lane, Kissimmee, FL 34746 (MLS # S5151766)
    40
     
    2670 Corvette Lane, Kissimmee, FL
    2670 Corvette Lane
    Kissimmee, FL
    • 2 Beds
    • 3 Baths
    • 1,350 Home (sqft)
    • 3 Baths
    • 1,743 Lot (sqft)
  8. Photo of 5000 Mangrove Alley #104, Kissimmee, FL 34746 (MLS # O6417416)
    $215,000
    Photo of 5000 Mangrove Alley #104, Kissimmee, FL 34746 (MLS # O6417416)
    Photo of 5000 Mangrove Alley #104, Kissimmee, FL 34746 (MLS # O6417416)
    20
     
    5000 Mangrove Alley #104, Kissimmee, FL
    5000 Mangrove Alley #104
    Kissimmee, FL
    • 1 Bed
    • 1 Bath
    • 834 Home (sqft)
    • 1 Bath
    • 5,228 Lot (sqft)
  9. Photo of 2651 Trafalgar Boulevard, Kissimmee, FL 34758 (MLS # O6417050)
    $495,000
    Photo of 2651 Trafalgar Boulevard, Kissimmee, FL 34758 (MLS # O6417050)
    Photo of 2651 Trafalgar Boulevard, Kissimmee, FL 34758 (MLS # O6417050)
    4
     
    2651 Trafalgar Boulevard, Kissimmee, FL
    2651 Trafalgar Boulevard
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 2,433 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  10. Photo of 2153 Southbury Dr, Kissimmee, FL 34744 (MLS # O6419342)
    $359,190
    Photo of 2153 Southbury Dr, Kissimmee, FL 34744 (MLS # O6419342)
    Photo of 2153 Southbury Dr, Kissimmee, FL 34744 (MLS # O6419342)
    2153 Southbury Dr, Kissimmee, FL
    2153 Southbury Dr
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,553 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  11. Photo of 2630 Avian Loop, Kissimmee, FL 34741 (MLS # O6419340)
    $3,249
    Photo of 2630 Avian Loop, Kissimmee, FL 34741 (MLS # O6419340)
    Photo of 2630 Avian Loop, Kissimmee, FL 34741 (MLS # O6419340)
    26
     
    2630 Avian Loop, Kissimmee, FL
    2630 Avian Loop
    Kissimmee, FL
    • 5 Beds
    • 3 Baths
    • 2,365 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  12. Photo of 8985 Cuban Palm Rd. Road, Kissimmee, FL 34747 (MLS # C7527654)
    $475,000
    Photo of 8985 Cuban Palm Rd. Road, Kissimmee, FL 34747 (MLS # C7527654)
    Photo of 8985 Cuban Palm Rd. Road, Kissimmee, FL 34747 (MLS # C7527654)
    30
     
    8985 Cuban Palm Rd. Road, Kissimmee, FL
    8985 Cuban Palm Rd. Road
    Kissimmee, FL
    • 5 Beds
    • 5 Baths
    • 3,015 Home (sqft)
    • 5 Baths
    • 4,792 Lot (sqft)
  13. Photo of 2900 Clarabelle Court, Kissimmee, FL 34743 (MLS # O6418345)
    $299,995
    Photo of 2900 Clarabelle Court, Kissimmee, FL 34743 (MLS # O6418345)
    Photo of 2900 Clarabelle Court, Kissimmee, FL 34743 (MLS # O6418345)
    2900 Clarabelle Court, Kissimmee, FL
    2900 Clarabelle Court
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,703 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  14. Photo of 3903 Skipper Court, Kissimmee, FL 34744 (MLS # S5152368)
    $2,295
    Photo of 3903 Skipper Court, Kissimmee, FL 34744 (MLS # S5152368)
    Photo of 3903 Skipper Court, Kissimmee, FL 34744 (MLS # S5152368)
    3903 Skipper Court, Kissimmee, FL
    3903 Skipper Court
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,630 Home (sqft)
    • 2 Baths
    • 13,504 Lot (sqft)
  15. Photo of 5015 Loggia Lane, Kissimmee, FL 34758 (MLS # O6419204)
    $334,650
    Photo of 5015 Loggia Lane, Kissimmee, FL 34758 (MLS # O6419204)
    Photo of 5015 Loggia Lane, Kissimmee, FL 34758 (MLS # O6419204)
    5015 Loggia Lane, Kissimmee, FL
    5015 Loggia Lane
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,910 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
  16. Photo of 3087 Chromatic Street, Kissimmee, FL 34758 (MLS # O6419201)
    $277,720
    Photo of 3087 Chromatic Street, Kissimmee, FL 34758 (MLS # O6419201)
    Photo of 3087 Chromatic Street, Kissimmee, FL 34758 (MLS # O6419201)
    3087 Chromatic Street, Kissimmee, FL
    3087 Chromatic Street
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,834 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  17. Photo of 2557 Skyline Loop, Kissimmee, FL 34758 (MLS # O6419200)
    $267,870
    Photo of 2557 Skyline Loop, Kissimmee, FL 34758 (MLS # O6419200)
    Photo of 2557 Skyline Loop, Kissimmee, FL 34758 (MLS # O6419200)
    2557 Skyline Loop, Kissimmee, FL
    2557 Skyline Loop
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,689 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  18. Photo of 1624 Barberry Drive, Kissimmee, FL 34744 (MLS # S5152366)
    $559,990
    Photo of 1624 Barberry Drive, Kissimmee, FL 34744 (MLS # S5152366)
    Photo of 1624 Barberry Drive, Kissimmee, FL 34744 (MLS # S5152366)
    1624 Barberry Drive, Kissimmee, FL
    1624 Barberry Drive
    Kissimmee, FL
    • 4 Beds
    • 4 Baths
    • 2,851 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  19. Photo of 1682 Magnolia Lane, Kissimmee, FL 34746 (MLS # G5114208)
    $270,000
    Photo of 1682 Magnolia Lane, Kissimmee, FL 34746 (MLS # G5114208)
    Photo of 1682 Magnolia Lane, Kissimmee, FL 34746 (MLS # G5114208)
    26
     
    1682 Magnolia Lane, Kissimmee, FL
    1682 Magnolia Lane
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 972 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  20. Photo of 494 Prestwick Place #N/A, Kissimmee, FL 34759 (MLS # O6418709)
    $189,000
    Photo of 494 Prestwick Place #N/A, Kissimmee, FL 34759 (MLS # O6418709)
    Photo of 494 Prestwick Place #N/A, Kissimmee, FL 34759 (MLS # O6418709)
    31
     
    494 Prestwick Place #N/A, Kissimmee, FL
    494 Prestwick Place #N/A
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 921 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  21. Photo of 7514 Sunville Avenue, Kissimmee, FL 34747 (MLS # O6419331)
    $510,000
    Photo of 7514 Sunville Avenue, Kissimmee, FL 34747 (MLS # O6419331)
    Photo of 7514 Sunville Avenue, Kissimmee, FL 34747 (MLS # O6419331)
    25
     
    7514 Sunville Avenue, Kissimmee, FL
    7514 Sunville Avenue
    Kissimmee, FL
    • 5 Beds
    • 6 Baths
    • 2,169 Home (sqft)
    • 6 Baths
    • 2,178 Lot (sqft)
  22. Photo of 1028 Universal Rest Place, Kissimmee, FL 34744 (MLS # O6419230)
    $2,500
    Photo of 1028 Universal Rest Place, Kissimmee, FL 34744 (MLS # O6419230)
    Photo of 1028 Universal Rest Place, Kissimmee, FL 34744 (MLS # O6419230)
    65
     
    1028 Universal Rest Place, Kissimmee, FL
    1028 Universal Rest Place
    Kissimmee, FL
    • 5 Beds
    • 4 Baths
    • 2,176 Home (sqft)
    • 4 Baths
    • 1,307 Lot (sqft)
  23. Photo of 271 Indian Point Circle, Kissimmee, FL 34746 (MLS # O6418946)
    $2,350
    Photo of 271 Indian Point Circle, Kissimmee, FL 34746 (MLS # O6418946)
    Photo of 271 Indian Point Circle, Kissimmee, FL 34746 (MLS # O6418946)
    25
     
    271 Indian Point Circle, Kissimmee, FL
    271 Indian Point Circle
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,377 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  24. Photo of 3906 Carrick Bend Drive, Kissimmee, FL 34746 (MLS # O6419060)
    $394,900
    Photo of 3906 Carrick Bend Drive, Kissimmee, FL 34746 (MLS # O6419060)
    Photo of 3906 Carrick Bend Drive, Kissimmee, FL 34746 (MLS # O6419060)
    3906 Carrick Bend Drive, Kissimmee, FL
    3906 Carrick Bend Drive
    Kissimmee, FL
    • 4 Beds
    • 2 Baths
    • 2,138 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  25. Photo of 2802 Playing Otter Court, Kissimmee, FL 34747 (MLS # O6419086)
    $2,415
    Photo of 2802 Playing Otter Court, Kissimmee, FL 34747 (MLS # O6419086)
    Photo of 2802 Playing Otter Court, Kissimmee, FL 34747 (MLS # O6419086)
    1
     
    2802 Playing Otter Court, Kissimmee, FL
    2802 Playing Otter Court
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,667 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  26. Photo of 1400 W Oak Street #F, Kissimmee, FL 34741 (MLS # S5152298)
    $219,990
    Photo of 1400 W Oak Street #F, Kissimmee, FL 34741 (MLS # S5152298)
    Photo of 1400 W Oak Street #F, Kissimmee, FL 34741 (MLS # S5152298)
    1400 W Oak Street #F, Kissimmee, FL
    1400 W Oak Street #F
    Kissimmee, FL
    • 0 Beds
    • 0 Baths
    • 975 Home (sqft)
    • 0 Baths
    • 872 Lot (sqft)
  27. Photo of 808 Halifax Drive, Kissimmee, FL 34758 (MLS # O6414420)
    $80,000
    Photo of 808 Halifax Drive, Kissimmee, FL 34758 (MLS # O6414420)
    Photo of 808 Halifax Drive, Kissimmee, FL 34758 (MLS # O6414420)
    808 Halifax Drive, Kissimmee, FL
    808 Halifax Drive
    Kissimmee, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 8,712 Lot (sqft)
  28. Photo of 2717 Fiesta Key Drive, Kissimmee, FL 34747 (MLS # O6419154)
    $599,990
    Photo of 2717 Fiesta Key Drive, Kissimmee, FL 34747 (MLS # O6419154)
    Photo of 2717 Fiesta Key Drive, Kissimmee, FL 34747 (MLS # O6419154)
    2717 Fiesta Key Drive, Kissimmee, FL
    2717 Fiesta Key Drive
    Kissimmee, FL
    • 7 Beds
    • 5 Baths
    • 2,881 Home (sqft)
    • 5 Baths
    • 8,277 Lot (sqft)
  29. Photo of 17 S Flag Ct, Kissimmee, FL 34759 (MLS # O6418950)
    $309,900
    Photo of 17 S Flag Ct, Kissimmee, FL 34759 (MLS # O6418950)
    Photo of 17 S Flag Ct, Kissimmee, FL 34759 (MLS # O6418950)
    17 S Flag Ct, Kissimmee, FL
    17 S Flag Ct
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,500 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  30. Photo of 12 Herring Court, Kissimmee, FL 34759 (MLS # O6418012)
    $219,900
    Photo of 12 Herring Court, Kissimmee, FL 34759 (MLS # O6418012)
    Photo of 12 Herring Court, Kissimmee, FL 34759 (MLS # O6418012)
    16
     
    12 Herring Court, Kissimmee, FL
    12 Herring Court
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,055 Home (sqft)
    • 2 Baths
    • 6,970 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 6/23/26 4:34 PM PDT.

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