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Real estate in the city of Kissimmee

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  1. Photo of 671 Regency Way, Kissimmee, FL 34758 (MLS # TB8523115)
    $214,900
    Photo of 671 Regency Way, Kissimmee, FL 34758 (MLS # TB8523115)
    Photo of 671 Regency Way, Kissimmee, FL 34758 (MLS # TB8523115)
    14
     
    671 Regency Way, Kissimmee, FL
    671 Regency Way
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,155 Home (sqft)
    • 2 Baths
    • 12,633 Lot (sqft)
  2. Photo of 3050 Pirates Retreat Court #408, Kissimmee, FL 34747 (MLS # O6419134)
    $199,900
    Photo of 3050 Pirates Retreat Court #408, Kissimmee, FL 34747 (MLS # O6419134)
    Photo of 3050 Pirates Retreat Court #408, Kissimmee, FL 34747 (MLS # O6419134)
    31
     
    3050 Pirates Retreat Court #408, Kissimmee, FL
    3050 Pirates Retreat Court #408
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,445 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
  3. Photo of Kissimmee, FL 34758 (MLS # O6419835)
    $1,679
    Photo of Kissimmee, FL 34758 (MLS # O6419835)
    Photo of Kissimmee, FL 34758 (MLS # O6419835)
    15
     
    MLS # O6419835, Kissimmee, FL
    MLS # O6419835
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,161 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  4. Photo of 1254 Wispy Cypress Drive, Kissimmee, FL 34746 (MLS # S5152481)
    $400,000
    Photo of 1254 Wispy Cypress Drive, Kissimmee, FL 34746 (MLS # S5152481)
    Photo of 1254 Wispy Cypress Drive, Kissimmee, FL 34746 (MLS # S5152481)
    18
     
    1254 Wispy Cypress Drive, Kissimmee, FL
    1254 Wispy Cypress Drive
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,917 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  5. Photo of 3283 S John Young Parkway, Kissimmee, FL 34746 (MLS # O6419431)
    $200,000
    Photo of 3283 S John Young Parkway, Kissimmee, FL 34746 (MLS # O6419431)
    Photo of 3283 S John Young Parkway, Kissimmee, FL 34746 (MLS # O6419431)
    16
     
    3283 S John Young Parkway, Kissimmee, FL
    3283 S John Young Parkway
    Kissimmee, FL
    • 0 Beds
    • 0 Baths
    • 1,000 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  6. Photo of 8842 Coral Palms Court #B, Kissimmee, FL 34747 (MLS # S5151977)
    $210,000
    Photo of 8842 Coral Palms Court #B, Kissimmee, FL 34747 (MLS # S5151977)
    Photo of 8842 Coral Palms Court #B, Kissimmee, FL 34747 (MLS # S5151977)
    8842 Coral Palms Court #B, Kissimmee, FL
    8842 Coral Palms Court #B
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,168 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  7. Photo of 447 Hunter Circle, Kissimmee, FL 34758 (MLS # O6419752)
    $1,890
    Photo of 447 Hunter Circle, Kissimmee, FL 34758 (MLS # O6419752)
    Photo of 447 Hunter Circle, Kissimmee, FL 34758 (MLS # O6419752)
    447 Hunter Circle, Kissimmee, FL
    447 Hunter Circle
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,586 Home (sqft)
    • 3 Baths
    • 1,743 Lot (sqft)
  8. Photo of 2728 Monticello Way, Kissimmee, FL 34741 (MLS # O6419758)
    $2,650
    Photo of 2728 Monticello Way, Kissimmee, FL 34741 (MLS # O6419758)
    Photo of 2728 Monticello Way, Kissimmee, FL 34741 (MLS # O6419758)
    2728 Monticello Way, Kissimmee, FL
    2728 Monticello Way
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,964 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  9. Photo of 8105 Santee Drive, Kissimmee, FL 34747 (MLS # O6419050)
    $3,199
    Photo of 8105 Santee Drive, Kissimmee, FL 34747 (MLS # O6419050)
    Photo of 8105 Santee Drive, Kissimmee, FL 34747 (MLS # O6419050)
    1
     
    8105 Santee Drive, Kissimmee, FL
    8105 Santee Drive
    Kissimmee, FL
    • 5 Beds
    • 4 Baths
    • 2,136 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
  10. Photo of 5354 Dahlia Reserve Drive, Kissimmee, FL 34758 (MLS # O6419757)
    $2,750
    Photo of 5354 Dahlia Reserve Drive, Kissimmee, FL 34758 (MLS # O6419757)
    Photo of 5354 Dahlia Reserve Drive, Kissimmee, FL 34758 (MLS # O6419757)
    5354 Dahlia Reserve Drive, Kissimmee, FL
    5354 Dahlia Reserve Drive
    Kissimmee, FL
    • 5 Beds
    • 3 Baths
    • 2,796 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  11. Photo of 2303 Butterfly Palm Way #303, Kissimmee, FL 34747 (MLS # O6419689)
    $279,900
    Photo of 2303 Butterfly Palm Way #303, Kissimmee, FL 34747 (MLS # O6419689)
    Photo of 2303 Butterfly Palm Way #303, Kissimmee, FL 34747 (MLS # O6419689)
    2303 Butterfly Palm Way #303, Kissimmee, FL
    2303 Butterfly Palm Way #303
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,268 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  12. Photo of 2724 Pleasant Cypress Circle, Kissimmee, FL 34741 (MLS # S5152385)
    $335,000
    Photo of 2724 Pleasant Cypress Circle, Kissimmee, FL 34741 (MLS # S5152385)
    Photo of 2724 Pleasant Cypress Circle, Kissimmee, FL 34741 (MLS # S5152385)
    2724 Pleasant Cypress Circle, Kissimmee, FL
    2724 Pleasant Cypress Circle
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,747 Home (sqft)
    • 3 Baths
    • 1,743 Lot (sqft)
  13. Photo of 4855 Coral Castle Drive, Kissimmee, FL 34746 (MLS # O6419677)
    $2,000
    Photo of 4855 Coral Castle Drive, Kissimmee, FL 34746 (MLS # O6419677)
    Photo of 4855 Coral Castle Drive, Kissimmee, FL 34746 (MLS # O6419677)
    51
     
    4855 Coral Castle Drive, Kissimmee, FL
    4855 Coral Castle Drive
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,844 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  14. Photo of 2541 Reading Trail, Kissimmee, FL 34746 (MLS # S5152450)
    $470,000
    Photo of 2541 Reading Trail, Kissimmee, FL 34746 (MLS # S5152450)
    Photo of 2541 Reading Trail, Kissimmee, FL 34746 (MLS # S5152450)
    2541 Reading Trail, Kissimmee, FL
    2541 Reading Trail
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,902 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  15. Photo of 1715 Bentley Boulevard, Kissimmee, FL 34741 (MLS # S5152443)
    $1,450
    Photo of 1715 Bentley Boulevard, Kissimmee, FL 34741 (MLS # S5152443)
    Photo of 1715 Bentley Boulevard, Kissimmee, FL 34741 (MLS # S5152443)
    1715 Bentley Boulevard, Kissimmee, FL
    1715 Bentley Boulevard
    Kissimmee, FL
    • 2 Beds
    • 2 Baths
    • 1,336 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  16. Photo of 2352 Old Dixie Highway, Kissimmee, FL 34744 (MLS # O6419562)
    $1,200
    Photo of 2352 Old Dixie Highway, Kissimmee, FL 34744 (MLS # O6419562)
    Photo of 2352 Old Dixie Highway, Kissimmee, FL 34744 (MLS # O6419562)
    2352 Old Dixie Highway, Kissimmee, FL
    2352 Old Dixie Highway
    Kissimmee, FL
    • 1 Bed
    • 1 Bath
    • 450 Home (sqft)
    • 1 Bath
    • 7,841 Lot (sqft)
  17. Photo of 218 Bay Drive, Kissimmee, FL 34759 (MLS # G5113519)
    $465,000
    Photo of 218 Bay Drive, Kissimmee, FL 34759 (MLS # G5113519)
    Photo of 218 Bay Drive, Kissimmee, FL 34759 (MLS # G5113519)
    218 Bay Drive, Kissimmee, FL
    218 Bay Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,842 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  18. Photo of 2239 Pecos Court, Kissimmee, FL 34759 (MLS # S5152438)
    $339,999
    Photo of 2239 Pecos Court, Kissimmee, FL 34759 (MLS # S5152438)
    Photo of 2239 Pecos Court, Kissimmee, FL 34759 (MLS # S5152438)
    2239 Pecos Court, Kissimmee, FL
    2239 Pecos Court
    Kissimmee, FL
    • 4 Beds
    • 4 Baths
    • 1,886 Home (sqft)
    • 4 Baths
    • 8,277 Lot (sqft)
  19. Photo of 3700 Paradiso Circle, Kissimmee, FL 34746 (MLS # O6419599)
    $514,900
    Photo of 3700 Paradiso Circle, Kissimmee, FL 34746 (MLS # O6419599)
    Photo of 3700 Paradiso Circle, Kissimmee, FL 34746 (MLS # O6419599)
    45
     
    3700 Paradiso Circle, Kissimmee, FL
    3700 Paradiso Circle
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 2,750 Home (sqft)
    • 3 Baths
    • 13,504 Lot (sqft)
  20. Photo of 2405 Cedarfield Lane, Kissimmee, FL 34744 (MLS # S5152134)
    $289,000
    Photo of 2405 Cedarfield Lane, Kissimmee, FL 34744 (MLS # S5152134)
    Photo of 2405 Cedarfield Lane, Kissimmee, FL 34744 (MLS # S5152134)
    2405 Cedarfield Lane, Kissimmee, FL
    2405 Cedarfield Lane
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,523 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  21. Photo of 3151 Agostino Terrace, Kissimmee, FL 34746 (MLS # S5152433)
    $2,600
    Photo of 3151 Agostino Terrace, Kissimmee, FL 34746 (MLS # S5152433)
    Photo of 3151 Agostino Terrace, Kissimmee, FL 34746 (MLS # S5152433)
    3151 Agostino Terrace, Kissimmee, FL
    3151 Agostino Terrace
    Kissimmee, FL
    • 4 Beds
    • 4 Baths
    • 2,727 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
  22. Photo of 3557 Rock Creek Lane, Kissimmee, FL 34744 (MLS # S5152410)
    $520,000
    Photo of 3557 Rock Creek Lane, Kissimmee, FL 34744 (MLS # S5152410)
    Photo of 3557 Rock Creek Lane, Kissimmee, FL 34744 (MLS # S5152410)
    3557 Rock Creek Lane, Kissimmee, FL
    3557 Rock Creek Lane
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 2,128 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  23. Photo of 2795 Oakwater Dr, Kissimmee, FL 34747 (MLS # O6419465)
    $2,300
    Photo of 2795 Oakwater Dr, Kissimmee, FL 34747 (MLS # O6419465)
    Photo of 2795 Oakwater Dr, Kissimmee, FL 34747 (MLS # O6419465)
    2795 Oakwater Dr, Kissimmee, FL
    2795 Oakwater Dr
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,808 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  24. Photo of 1124 Dartford Drive, Kissimmee, FL 34758 (MLS # O6418698)
    $275,000
    Photo of 1124 Dartford Drive, Kissimmee, FL 34758 (MLS # O6418698)
    Photo of 1124 Dartford Drive, Kissimmee, FL 34758 (MLS # O6418698)
    1124 Dartford Drive, Kissimmee, FL
    1124 Dartford Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,608 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
  25. Photo of 1974 Spring Shower Circle, Kissimmee, FL 34744 (MLS # O6418282)
    $450,000
    Photo of 1974 Spring Shower Circle, Kissimmee, FL 34744 (MLS # O6418282)
    Photo of 1974 Spring Shower Circle, Kissimmee, FL 34744 (MLS # O6418282)
    1974 Spring Shower Circle, Kissimmee, FL
    1974 Spring Shower Circle
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 2,175 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  26. Photo of 2743 Eagle Canyon Drive S, Kissimmee, FL 34746 (MLS # O6419219)
    $359,000
    Photo of 2743 Eagle Canyon Drive S, Kissimmee, FL 34746 (MLS # O6419219)
    Photo of 2743 Eagle Canyon Drive S, Kissimmee, FL 34746 (MLS # O6419219)
    2743 Eagle Canyon Drive S, Kissimmee, FL
    2743 Eagle Canyon Drive S
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 2,383 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  27. Photo of 1320 Mill Creek Place, Kissimmee, FL 34744 (MLS # O6419178)
    $349,000
    Photo of 1320 Mill Creek Place, Kissimmee, FL 34744 (MLS # O6419178)
    Photo of 1320 Mill Creek Place, Kissimmee, FL 34744 (MLS # O6419178)
    1320 Mill Creek Place, Kissimmee, FL
    1320 Mill Creek Place
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,363 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  28. Photo of 1604 Eagle Feather Drive, Kissimmee, FL 34746 (MLS # S5152356)
    $2,400
    Photo of 1604 Eagle Feather Drive, Kissimmee, FL 34746 (MLS # S5152356)
    Photo of 1604 Eagle Feather Drive, Kissimmee, FL 34746 (MLS # S5152356)
    1604 Eagle Feather Drive, Kissimmee, FL
    1604 Eagle Feather Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,617 Home (sqft)
    • 2 Baths
    • 2,614 Lot (sqft)
  29. Photo of 1422 Patricia Street, Kissimmee, FL 34744 (MLS # O6419136)
    $415,000
    Photo of 1422 Patricia Street, Kissimmee, FL 34744 (MLS # O6419136)
    Photo of 1422 Patricia Street, Kissimmee, FL 34744 (MLS # O6419136)
    1422 Patricia Street, Kissimmee, FL
    1422 Patricia Street
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,578 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  30. Photo of 202 Chadworth Drive, Kissimmee, FL 34758 (MLS # O6418026)
    $1,900
    Photo of 202 Chadworth Drive, Kissimmee, FL 34758 (MLS # O6418026)
    Photo of 202 Chadworth Drive, Kissimmee, FL 34758 (MLS # O6418026)
    202 Chadworth Drive, Kissimmee, FL
    202 Chadworth Drive
    Kissimmee, FL
    • 3 Beds
    • 2 Baths
    • 1,889 Home (sqft)
    • 2 Baths
    • 9,584 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 6/25/26 6:35 AM PDT.

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