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  1. Photo of 14257 N Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8498224)
    $1,400,000
    Photo of 14257 N Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8498224)
    Photo of 14257 N Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8498224)
    14
     
    14257 N Bayshore Drive, Madeira Beach, FL
    14257 N Bayshore Drive
    Madeira Beach, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 9,148 Lot (sqft)
  2. Photo of 159 Medallion Boulevard #H, Madeira Beach, FL 33708 (MLS # TB8497602)
    $355,000
    Photo of 159 Medallion Boulevard #H, Madeira Beach, FL 33708 (MLS # TB8497602)
    Photo of 159 Medallion Boulevard #H, Madeira Beach, FL 33708 (MLS # TB8497602)
    59
     
    159 Medallion Boulevard #H, Madeira Beach, FL
    159 Medallion Boulevard #H
    Madeira Beach, FL
    • 1 Bed
    • 1 Bath
    • 430 Home (sqft)
    • 1 Bath
    • 9.68 Lot (ac)
  3. Photo of 15400 Gulf Boulevard #402, Madeira Beach, FL 33708 (MLS # TB8497699)
    $839,000
    Photo of 15400 Gulf Boulevard #402, Madeira Beach, FL 33708 (MLS # TB8497699)
    Photo of 15400 Gulf Boulevard #402, Madeira Beach, FL 33708 (MLS # TB8497699)
    55
     
    15400 Gulf Boulevard #402, Madeira Beach, FL
    15400 Gulf Boulevard #402
    Madeira Beach, FL
    • 2 Beds
    • 2 Baths
    • 1,190 Home (sqft)
    • 2 Baths
    • 43,560 Lot (sqft)
  4. Photo of 249 144th Avenue, Madeira Beach, FL 33708 (MLS # TB8494719)
    $799,000
    Photo of 249 144th Avenue, Madeira Beach, FL 33708 (MLS # TB8494719)
    Photo of 249 144th Avenue, Madeira Beach, FL 33708 (MLS # TB8494719)
    249 144th Avenue, Madeira Beach, FL
    249 144th Avenue
    Madeira Beach, FL
    • 2 Beds
    • 2 Baths
    • 1,240 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  5. Photo of 14184 W Parsley Drive, Madeira Beach, FL 33708 (MLS # A4689603)
    $550,000
    Photo of 14184 W Parsley Drive, Madeira Beach, FL 33708 (MLS # A4689603)
    Photo of 14184 W Parsley Drive, Madeira Beach, FL 33708 (MLS # A4689603)
    14184 W Parsley Drive, Madeira Beach, FL
    14184 W Parsley Drive
    Madeira Beach, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 5,228 Lot (sqft)
  6. Photo of 4550 Cove Circle #405, Madeira Beach, FL 33708 (MLS # TB8496632)
    $99,900
    Photo of 4550 Cove Circle #405, Madeira Beach, FL 33708 (MLS # TB8496632)
    Photo of 4550 Cove Circle #405, Madeira Beach, FL 33708 (MLS # TB8496632)
    20
     
    4550 Cove Circle #405, Madeira Beach, FL
    4550 Cove Circle #405
    Madeira Beach, FL
    • 1 Bed
    • 1 Bath
    • 530 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  7. Photo of 260 Medallion Boulevard #F, Madeira Beach, FL 33708 (MLS # TB8496525)
    $375,000
    Photo of 260 Medallion Boulevard #F, Madeira Beach, FL 33708 (MLS # TB8496525)
    Photo of 260 Medallion Boulevard #F, Madeira Beach, FL 33708 (MLS # TB8496525)
    260 Medallion Boulevard #F, Madeira Beach, FL
    260 Medallion Boulevard #F
    Madeira Beach, FL
    • 2 Beds
    • 1 Bath
    • 825 Home (sqft)
    • 1 Bath
    • 9.68 Lot (ac)
  8. Photo of 300 150th Avenue #409, Madeira Beach, FL 33708 (MLS # TB8495091)
    $989,000
    Photo of 300 150th Avenue #409, Madeira Beach, FL 33708 (MLS # TB8495091)
    Photo of 300 150th Avenue #409, Madeira Beach, FL 33708 (MLS # TB8495091)
    300 150th Avenue #409, Madeira Beach, FL
    300 150th Avenue #409
    Madeira Beach, FL
    • 3 Beds
    • 3 Baths
    • 1,600 Home (sqft)
    • 3 Baths
    • 1.16 Lot (ac)
  9. Photo of 13101 Gulf Boulevard #1605, Madeira Beach, FL 33708 (MLS # TB8495695)
    $667,000
    Photo of 13101 Gulf Boulevard #1605, Madeira Beach, FL 33708 (MLS # TB8495695)
    Photo of 13101 Gulf Boulevard #1605, Madeira Beach, FL 33708 (MLS # TB8495695)
    13101 Gulf Boulevard #1605, Madeira Beach, FL
    13101 Gulf Boulevard #1605
    Madeira Beach, FL
    • 2 Beds
    • 2 Baths
    • 762 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  10. Photo of 13304 Gulf Boulevard, Madeira Beach, FL 33708 (MLS # TB8495443)
    $650,000
    Photo of 13304 Gulf Boulevard, Madeira Beach, FL 33708 (MLS # TB8495443)
    Photo of 13304 Gulf Boulevard, Madeira Beach, FL 33708 (MLS # TB8495443)
    13304 Gulf Boulevard, Madeira Beach, FL
    13304 Gulf Boulevard
    Madeira Beach, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 3,485 Lot (sqft)
  11. Photo of 13500 Gulf Boulevard #702, Madeira Beach, FL 33708 (MLS # TB8494403)
    $1,149,000
    Photo of 13500 Gulf Boulevard #702, Madeira Beach, FL 33708 (MLS # TB8494403)
    Photo of 13500 Gulf Boulevard #702, Madeira Beach, FL 33708 (MLS # TB8494403)
    13500 Gulf Boulevard #702, Madeira Beach, FL
    13500 Gulf Boulevard #702
    Madeira Beach, FL
    • 2 Beds
    • 2 Baths
    • 1,200 Home (sqft)
    • 2 Baths
    • 1.34 Lot (ac)
  12. Photo of 352 145th Avenue E, Madeira Beach, FL 33708 (MLS # W7884617)
    $3,299,000
    Photo of 352 145th Avenue E, Madeira Beach, FL 33708 (MLS # W7884617)
    Photo of 352 145th Avenue E, Madeira Beach, FL 33708 (MLS # W7884617)
    352 145th Avenue E, Madeira Beach, FL
    352 145th Avenue E
    Madeira Beach, FL
    • 4 Beds
    • 5 Baths
    • 3,722 Home (sqft)
    • 5 Baths
    • 6,099 Lot (sqft)
  13. Photo of 12924 Gulf Boulevard #510, Madeira Beach, FL 33708 (MLS # TB8494745)
    $750,000
    Photo of 12924 Gulf Boulevard #510, Madeira Beach, FL 33708 (MLS # TB8494745)
    Photo of 12924 Gulf Boulevard #510, Madeira Beach, FL 33708 (MLS # TB8494745)
    12924 Gulf Boulevard #510, Madeira Beach, FL
    12924 Gulf Boulevard #510
    Madeira Beach, FL
    • 2 Beds
    • 2 Baths
    • 1,005 Home (sqft)
    • 2 Baths
    • 40,076 Lot (sqft)
  14. Photo of 728 Pruitt Drive, Madeira Beach, FL 33708 (MLS # TB8494283)
    $1,250,000
    Photo of 728 Pruitt Drive, Madeira Beach, FL 33708 (MLS # TB8494283)
    Photo of 728 Pruitt Drive, Madeira Beach, FL 33708 (MLS # TB8494283)
    32
     
    728 Pruitt Drive, Madeira Beach, FL
    728 Pruitt Drive
    Madeira Beach, FL
    • 2 Beds
    • 2 Baths
    • 1,802 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  15. Photo of 13343 Gulf Boulevard #C9, Madeira Beach, FL 33708 (MLS # TB8494127)
    $339,990
    Photo of 13343 Gulf Boulevard #C9, Madeira Beach, FL 33708 (MLS # TB8494127)
    Photo of 13343 Gulf Boulevard #C9, Madeira Beach, FL 33708 (MLS # TB8494127)
    13343 Gulf Boulevard #C9, Madeira Beach, FL
    13343 Gulf Boulevard #C9
    Madeira Beach, FL
    • 1 Bed
    • 1 Bath
    • 407 Home (sqft)
    • 1 Bath
    • 10,455 Lot (sqft)
  16. Photo of 15462 Gulf Boulevard #304, Madeira Beach, FL 33708 (MLS # TB8493753)
    $675,000
    Photo of 15462 Gulf Boulevard #304, Madeira Beach, FL 33708 (MLS # TB8493753)
    Photo of 15462 Gulf Boulevard #304, Madeira Beach, FL 33708 (MLS # TB8493753)
    15462 Gulf Boulevard #304, Madeira Beach, FL
    15462 Gulf Boulevard #304
    Madeira Beach, FL
    • 2 Beds
    • 2 Baths
    • 1,100 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  17. Photo of 811 Bay Point Drive, Madeira Beach, FL 33708 (MLS # TB8493214)
    $820,000
    Photo of 811 Bay Point Drive, Madeira Beach, FL 33708 (MLS # TB8493214)
    Photo of 811 Bay Point Drive, Madeira Beach, FL 33708 (MLS # TB8493214)
    811 Bay Point Drive, Madeira Beach, FL
    811 Bay Point Drive
    Madeira Beach, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 7,406 Lot (sqft)
  18. Photo of 874 Bay Point Drive, Madeira Beach, FL 33708 (MLS # TB8487251)
    $2,099,000
    Photo of 874 Bay Point Drive, Madeira Beach, FL 33708 (MLS # TB8487251)
    Photo of 874 Bay Point Drive, Madeira Beach, FL 33708 (MLS # TB8487251)
    874 Bay Point Drive, Madeira Beach, FL
    874 Bay Point Drive
    Madeira Beach, FL
    • 4 Beds
    • 3 Baths
    • 2,537 Home (sqft)
    • 3 Baths
    • 1,743 Lot (sqft)
  19. Photo of 14217 E Parsley Drive, Madeira Beach, FL 33708 (MLS # TB8489397)
    $720,000
    Photo of 14217 E Parsley Drive, Madeira Beach, FL 33708 (MLS # TB8489397)
    Photo of 14217 E Parsley Drive, Madeira Beach, FL 33708 (MLS # TB8489397)
    14217 E Parsley Drive, Madeira Beach, FL
    14217 E Parsley Drive
    Madeira Beach, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 6,534 Lot (sqft)
  20. Photo of 601 American Legion Drive #26, Madeira Beach, FL 33708 (MLS # TB8491936)
    $249,000
    Photo of 601 American Legion Drive #26, Madeira Beach, FL 33708 (MLS # TB8491936)
    Photo of 601 American Legion Drive #26, Madeira Beach, FL 33708 (MLS # TB8491936)
    601 American Legion Drive #26, Madeira Beach, FL
    601 American Legion Drive #26
    Madeira Beach, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
  21. Photo of 584 Crystal Drive, Madeira Beach, FL 33708 (MLS # G5110056)
    $1,800,000
    Photo of 584 Crystal Drive, Madeira Beach, FL 33708 (MLS # G5110056)
    Photo of 584 Crystal Drive, Madeira Beach, FL 33708 (MLS # G5110056)
    584 Crystal Drive, Madeira Beach, FL
    584 Crystal Drive
    Madeira Beach, FL
    • 3 Beds
    • 2 Baths
    • 1,512 Home (sqft)
    • 2 Baths
    • 12,633 Lot (sqft)
  22. Photo of 14001 Gulf Boulevard #207, Madeira Beach, FL 33708 (MLS # TB8491297)
    $399,900
    Photo of 14001 Gulf Boulevard #207, Madeira Beach, FL 33708 (MLS # TB8491297)
    Photo of 14001 Gulf Boulevard #207, Madeira Beach, FL 33708 (MLS # TB8491297)
    14001 Gulf Boulevard #207, Madeira Beach, FL
    14001 Gulf Boulevard #207
    Madeira Beach, FL
    • 1 Bed
    • 2 Baths
    • 840 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  23. Photo of 358 Boca Ciega Drive, Madeira Beach, FL 33708 (MLS # TB8476937)
    $549,900
    Photo of 358 Boca Ciega Drive, Madeira Beach, FL 33708 (MLS # TB8476937)
    Photo of 358 Boca Ciega Drive, Madeira Beach, FL 33708 (MLS # TB8476937)
    358 Boca Ciega Drive, Madeira Beach, FL
    358 Boca Ciega Drive
    Madeira Beach, FL
    • 2 Beds
    • 2 Baths
    • 1,059 Home (sqft)
    • 2 Baths
    • 2,614 Lot (sqft)
  24. Photo of 14900 Gulf Boulevard #410, Madeira Beach, FL 33708 (MLS # TB8490975)
    $729,900
    Photo of 14900 Gulf Boulevard #410, Madeira Beach, FL 33708 (MLS # TB8490975)
    Photo of 14900 Gulf Boulevard #410, Madeira Beach, FL 33708 (MLS # TB8490975)
    14900 Gulf Boulevard #410, Madeira Beach, FL
    14900 Gulf Boulevard #410
    Madeira Beach, FL
    • 2 Beds
    • 2 Baths
    • 1,100 Home (sqft)
    • 2 Baths
    • 2.05 Lot (ac)
  25. Photo of 400 150th Avenue #207, Madeira Beach, FL 33708 (MLS # TB8491179)
    $1,150,000
    Photo of 400 150th Avenue #207, Madeira Beach, FL 33708 (MLS # TB8491179)
    Photo of 400 150th Avenue #207, Madeira Beach, FL 33708 (MLS # TB8491179)
    400 150th Avenue #207, Madeira Beach, FL
    400 150th Avenue #207
    Madeira Beach, FL
    • 3 Beds
    • 3 Baths
    • 1,727 Home (sqft)
    • 3 Baths
    • 1,743 Lot (sqft)
  26. Photo of 14257 N Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8489666)
    $1,400,000
    Photo of 14257 N Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8489666)
    Photo of 14257 N Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8489666)
    14257 N Bayshore Drive, Madeira Beach, FL
    14257 N Bayshore Drive
    Madeira Beach, FL
    • 5 Beds
    • 6 Baths
    • 3,072 Home (sqft)
    • 6 Baths
    • 9,148 Lot (sqft)
  27. Photo of 14257 N Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8489683)
    $1,400,000
    Photo of 14257 N Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8489683)
    Photo of 14257 N Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8489683)
    14257 N Bayshore Drive, Madeira Beach, FL
    14257 N Bayshore Drive
    Madeira Beach, FL
    • 0 Beds
    • 0 Baths
    • 3,072 Home (sqft)
    • 0 Baths
    • 9,148 Lot (sqft)
  28. Photo of 119 147th Avenue E, Madeira Beach, FL 33708 (MLS # TB8479352)
    $575,000
    Photo of 119 147th Avenue E, Madeira Beach, FL 33708 (MLS # TB8479352)
    Photo of 119 147th Avenue E, Madeira Beach, FL 33708 (MLS # TB8479352)
    119 147th Avenue E, Madeira Beach, FL
    119 147th Avenue E
    Madeira Beach, FL
    • 4 Beds
    • 2 Baths
    • 1,264 Home (sqft)
    • 2 Baths
    • 3,050 Lot (sqft)
  29. Photo of 13720 Gulf Boulevard #503, Madeira Beach, FL 33708 (MLS # TB8489838)
    $875,000
    Photo of 13720 Gulf Boulevard #503, Madeira Beach, FL 33708 (MLS # TB8489838)
    Photo of 13720 Gulf Boulevard #503, Madeira Beach, FL 33708 (MLS # TB8489838)
    13720 Gulf Boulevard #503, Madeira Beach, FL
    13720 Gulf Boulevard #503
    Madeira Beach, FL
    • 3 Beds
    • 2 Baths
    • 1,130 Home (sqft)
    • 2 Baths
    • 1.64 Lot (ac)
  30. Photo of 449 S Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8489282)
    $925,000
    Photo of 449 S Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8489282)
    Photo of 449 S Bayshore Drive, Madeira Beach, FL 33708 (MLS # TB8489282)
    449 S Bayshore Drive, Madeira Beach, FL
    449 S Bayshore Drive
    Madeira Beach, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 6,099 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 4/16/26 12:04 PM PDT.

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