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All Homes for Sale in Longboat Key, FL

Every home for sale in Longboat Key, FL from the live MLS: 314 listings, newest first, 157 per page, 2 pages. Back to the Longboat Key homes for sale hub for prices by ZIP, property type and community.

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  1. 1591 Gulf Of Mexico Drive #514 · $7,195,000 · 2 bd/2.5 ba · 2,249 sq ft · Pending
  2. 6930 Longboat Drive · $2,995,000 · 4 bd/4.5 ba · 2,541 sq ft
  3. 435 L Ambiance Drive #L707 · $2,850,000 · 2 bd/2.5 ba · 2,525 sq ft
  4. 2245 Harbourside Drive #101 · $1,150,000 · 3 bd/2.5 ba · 2,219 sq ft
  5. 1932 Harbourside Drive #242 · $539,000 · 2 bd/2 ba · 1,192 sq ft
  6. 3030 Grand Bay Boulevard #315 · $1,395,000 · 3 bd/3.5 ba · 2,143 sq ft
  7. 2800 Harbourside Drive #E06 · $275,000
  8. 775 Longboat Club Rd, 1008-1007 · $5,500,000 · 4 bd/3.5 ba · 3,954 sq ft
  9. 550 Norton Street · $2,499,000 · 3 bd/3.5 ba · 3,453 sq ft · Pending
  10. 575 Sutton Place · $589,000 · 3 bd/2.5 ba · 1,450 sq ft
  11. 2165 Gulf Of Mexico Drive #121 · $2,345,000 · 3 bd/3 ba · 2,560 sq ft
  12. 2352 Harbour Oaks Drive · $1,249,000 · 3 bd/2.5 ba · 2,487 sq ft
  13. 2600 Harbourside Dr #N-09 · $225,000
  14. 6061 Gulf Of Mexico Drive · $7,900,000 · 5 bd/5.5 ba · 3,203 sq ft
  15. 1241 Gulf Of Mexico Drive #803 · $3,195,000 · 3 bd/4 ba · 3,045 sq ft
  16. 2425 Gulf Of Mexico Drive #1E · $1,450,000 · 2 bd/2 ba · 1,472 sq ft
  17. 3070 Grand Bay Boulevard #645 · $925,000 · 2 bd/2 ba · 1,276 sq ft
  18. 597 Sutton Place · $499,999 · 2 bd/1.5 ba · 1,008 sq ft
  19. 1241 Gulf Of Mexico Drive #Ph1102 · $5,995,000 · 3 bd/4.5 ba · 3,400 sq ft
  20. 1591 Gulf Of Mexico Drive #515 · $2,670,000 · 1 bd/2 ba · 1,556 sq ft
  21. 1591 Gulf Of Mexico Drive #512 · $1,999,999 · 2 bd/2.5 ba · 2,154 sq ft
  22. 1975 Gulf Of Mexico Drive #G4-203 · $795,000 · 2 bd/2 ba · 1,257 sq ft
  23. 6750 Gulf Of Mexico Drive #178 · $449,000 · 2 bd/2 ba · 1,241 sq ft
  24. 7147 La Lenaire Drive · $4,980,000 · 5 bd/5.5 ba · 3,503 sq ft
  25. 3578 Fair Oaks Way · $2,695,000 · 3 bd/3.5 ba · 3,118 sq ft · Pending
  26. 455 Longboat Club Road #402 · $2,000,000 · 3 bd/3 ba · 2,410 sq ft
  27. 2185 Gulf Of Mexico Drive #243 · $2,095,000 · 3 bd/3 ba · 2,445 sq ft
  28. 4330 Falmouth Drive #107 · $399,000 · 2 bd/2 ba · 1,072 sq ft
  29. 3060 Grand Bay Boulevard #124 · $1,699,000 · 2 bd/2.5 ba · 2,369 sq ft
  30. 1916 Harbourside Drive #804 · $1,599,000 · 4 bd/3 ba · 2,846 sq ft
  31. 5320 Gulf Of Mexico Drive #101 · $999,000 · 3 bd/2 ba · 1,323 sq ft
  32. 1055 Gulf Of Mexico Drive #105 · $1,395,000 · 2 bd/2 ba · 1,503 sq ft · Pending
  33. 560 Harbor Point Road · $9,500,000 · 4 bd/5 ba · 5,245 sq ft
  34. 615 Dream Island Place #212 · $1,089,000 · 2 bd/2 ba · 1,293 sq ft
  35. 415 L Ambiance Drive #Ph-F · $12,995,000 · 4 bd/3.5 ba · 4,912 sq ft
  36. 3010 Grand Bay Boulevard #416 · $2,495,000 · 3 bd/3.5 ba · 2,925 sq ft
  37. 3060 Grand Bay Boulevard #162 · $1,595,000 · 3 bd/3.5 ba · 2,250 sq ft
  38. 6610 Gulf Of Mexico Drive · $22,000,000 · 4 bd/5.5 ba · 6,891 sq ft
  39. 660 Penfield Street · $2,693,000 · 3 bd/2 ba · 2,461 sq ft
  40. 677 Lands End Drive · $2,500,000 · 3 bd/3 ba · 4,182 sq ft
  41. 5655 Gulf Of Mexico Drive #A107 · $775,000 · 2 bd/2 ba · 1,274 sq ft
  42. 4800 Gulf Of Mexico Drive #205 · $759,000 · 2 bd/2 ba · 1,325 sq ft
  43. 693 Spanish Drive #24 · $423,750 · 2 bd/2 ba · 1,429 sq ft
  44. 5461 Gulf Of Mexico Drive #304 · $1,495,000 · 2 bd/2 ba · 1,516 sq ft · Pending
  45. 2101 Harbourside Drive #1103 · $1,495,000 · 3 bd/2.5 ba · 2,204 sq ft
  46. 2012 Harbourside Drive #2102 · $795,000 · 2 bd/2.5 ba · 1,590 sq ft
  47. 917 Spanish Drive · $675,000 · 2 bd/2 ba · 1,103 sq ft
  48. 1281 Gulf Of Mexico Drive Drive #707 · $3,550,000 · 3 bd/3.5 ba · 3,273 sq ft
  49. 3563 Fair Oaks Lane · $2,650,000 · 4 bd/4.5 ba · 3,544 sq ft · Pending
  50. 775 Longboat Club Road #304 · $1,295,000 · 2 bd/2 ba · 1,602 sq ft
  51. 2600 Harbourside Drive #Q8 · $189,000
  52. 1920 Harbourside Drive #1003 · $624,900 · 2 bd/2.5 ba · 1,690 sq ft
  53. 738 Spanish Drive #98 · $495,000 · 2 bd/1.5 ba · 1,140 sq ft
  54. 2151 Gulf Of Mexico Drive #4 · $4,100,000 · 4 bd/3.5 ba · 3,800 sq ft
  55. 2141 Harbourside Drive #1203 · $1,399,000 · 3 bd/2.5 ba · 2,204 sq ft
  56. 605 Sutton Place #101 · $595,000 · 2 bd/2 ba · 1,148 sq ft
  57. 3488 Mistletoe Lane · $3,275,000 · 3 bd/3.5 ba · 3,341 sq ft
  58. 2055 Gulf Of Mexico Drive #G2-213 · $585,000 · 1 bd/1.5 ba · 1,094 sq ft
  59. 845 Spanish Drive #845 · $450,000 · 2 bd/2 ba · 1,357 sq ft
  60. 6529 Gulfside Road · $15,000,000 · 5 bd/5 ba · 6,500 sq ft
  61. 100 Sands Point Road #219 · $1,325,000 · 2 bd/2 ba · 1,492 sq ft
  62. 2550 Harbourside Drive #334 · $1,250,000 · 3 bd/3 ba · 3,083 sq ft
  63. 1955 Gulf Of Mexico Drive #G6-407 · $769,000 · 2 bd/2 ba · 1,257 sq ft
  64. 554 Spanish Drive · $425,000 · 2 bd/2 ba · 1,326 sq ft
  65. 3710 Gulf Of Mexico Drive #A3 · $525,000 · 2 bd/2 ba · 720 sq ft
  66. 600 Sutton Place #101B · $319,000 · 1 bd/1 ba · 883 sq ft
  67. 2550 Harbourside Drive #333 · $1,395,000 · 3 bd/2.5 ba · 3,067 sq ft
  68. 691 Tarawitt Drive · $815,000 · 2 bd/2 ba · 1,490 sq ft
  69. 3100 Gulf Of Mexico Drive · $5,295,000 · 5 bd/5 ba · 4,361 sq ft
  70. 340 Gulf Of Mexico Drive #136 · $2,995,000 · 3 bd/3.5 ba · 2,880 sq ft
  71. 546 Spanish Drive · $529,990 · 2 bd/2 ba · 1,393 sq ft
  72. 1591 Gulf Of Mexico Drive #618 · $12,500,000 · 4 bd/5.5 ba · 5,350 sq ft
  73. 6561 Bayou Hammock Road · $3,495,000 · 4 bd/4 ba · 2,604 sq ft
  74. 6330 Laguna Drive · $1,999,000 · 3 bd/3 ba · 2,856 sq ft
  75. 1445 Gulf Of Mexico Drive #101 · $1,090,000 · 3 bd/3 ba · 2,092 sq ft
  76. 4485 Gulf Of Mexico Drive #402 · $678,901 · 2 bd/2 ba · 1,022 sq ft
  77. 3808 Gulf Of Mexico Drive #E412 · $1,175,000 · 3 bd/3 ba · 2,544 sq ft
  78. 775 Longboat Club Road #405 · $1,095,000 · 2 bd/2 ba · 1,602 sq ft
  79. 3617 Fair Oaks Place · $2,100,000 · 3 bd/3.5 ba · 2,950 sq ft
  80. 4525 Gulf Of Mexico Drive #204 · $1,125,000 · 2 bd/2 ba · 1,362 sq ft
  81. 3360 Bayou Sound · $4,699,999 · 5 bd/4.5 ba · 4,000 sq ft
  82. 2525 Gulf Of Mexico Drive #7B · $1,450,000 · 2 bd/2 ba · 1,491 sq ft
  83. 408 Gulf Of Mexico Drive #1206 · $65,000
  84. 408 Gulf Of Mexico Drive #2207 · $49,000
  85. 760 Longboat Court · $840,000 · 3 bd/2 ba · 1,242 sq ft
  86. 539 Forest Way #539 · $639,000 · 2 bd/2.5 ba · 1,440 sq ft
  87. 408 Gulf Of Mexico Drive #2114 · $39,000
  88. 2800 Harbourside Drive #E-21 · $385,000
  89. 1591 Gulf Of Mexico Drive #312 · $4,290,000 · 2 bd/2.5 ba · 2,154 sq ft
  90. 1075 Gulf Of Mexico Drive #303 · $925,000 · 2 bd/2 ba · 1,503 sq ft
  91. 732 Bayport Way · $1,050,000 · 2 bd/2 ba · 1,456 sq ft
  92. 4600 Gulf Of Mexico Drive #301 · $660,000 · 2 bd/2 ba · 1,561 sq ft
  93. 843 Bayport Way #843 · $645,000 · 2 bd/2 ba · 1,260 sq ft
  94. 521 Forest Way · $599,900 · 2 bd/2.5 ba · 1,440 sq ft
  95. 3453 Gulf Of Mexico Drive #237 · $495,000/1 ba · 368 sq ft
  96. 2020 Harbourside Drive #442 · $699,000 · 2 bd/2 ba · 1,192 sq ft
  97. 3802 Gulf Of Mexico Drive #A203 · $399,000 · 2 bd/2 ba · 1,007 sq ft
  98. 2800 Harbourside Drive Drive #M-10 · $289,000
  99. 3453 Gulf Of Mexico Drive #242 · $489,900 · 1 bd/1 ba · 528 sq ft
  100. 1561 Gulf Of Mexico Drive #404 · $12,400,000 · 3 bd/3.5 ba · 4,967 sq ft
  101. 96 Twin Shores Boulevard · $425,000 · 2 bd/2 ba · 758 sq ft
  102. 5055 Gulf Of Mexico Drive #115 · $725,000 · 3 bd/2 ba · 1,484 sq ft
  103. 803 Bayport Way #803 · $775,000 · 2 bd/2 ba · 1,456 sq ft
  104. 6840 Longboat Drive · $2,398,000 · 4 bd/3.5 ba · 2,665 sq ft
  105. 765 Saint Judes Drive · $1,350,000 · 4 bd/2 ba · 1,900 sq ft
  106. 795 Marbury Lane · $3,295,000 · 5 bd/3 ba · 3,355 sq ft
  107. 2321 Harbour Oaks Drive · $752,000 · 3 bd/2.5 ba · 2,478 sq ft · Pending
  108. 1906 Harbourside Drive #303 · $799,000 · 2 bd/2.5 ba · 1,590 sq ft
  109. 4370 Chatham Drive #304 · $425,000 · 2 bd/2 ba · 1,072 sq ft
  110. 560 Chipping Lane · $3,999,990 · 5 bd/5 ba · 4,315 sq ft
  111. 1075 Gulf Of Mexico Drive #205 · $1,099,000 · 3 bd/2 ba · 1,819 sq ft
  112. 729 Saint Judes Drive #2 · $500,000 · 2 bd/2 ba · 840 sq ft
  113. 3530 Mistletoe Lane · $2,675,000 · 4 bd/3.5 ba · 3,102 sq ft
  114. 4800 Gulf Of Mexico Drive #Ph 3 · $795,000 · 2 bd/2 ba · 1,312 sq ft
  115. 2600 Harbourside Drive #I-12 · $200,000
  116. 3453 Gulf Of Mexico Drive #200 · $390,000 · 1 bd/1 ba · 876 sq ft
  117. 3320 Gulf Of Mexico Drive #206C · $589,900 · 2 bd/2 ba · 1,186 sq ft
  118. 707 Saint Judes Drive #1 · $364,000 · 1 bd/1 ba · 630 sq ft
  119. 592 Juan Anasco Drive · $4,000,000 · 5 bd/5.5 ba · 3,600 sq ft
  120. 4310 Falmouth Drive #307 · $520,000 · 2 bd/2 ba · 1,072 sq ft
  121. 2600 Harbourside Drive #Q-10 · $225,000
  122. 713 Saint Judes Drive #2 · $560,000 · 2 bd/2 ba · 1,215 sq ft
  123. 36 Twin Shores Boulevard · $129,000 · 1 bd/1 ba · 564 sq ft
  124. 408 Gulf Of Mexico Drive #2126 · $39,900
  125. 2600 Harbourside Drive #O-07 · $216,000
  126. 455 Longboat Club Road #905 · $5,295,000 · 3 bd/3.5 ba · 2,880 sq ft
  127. 2675 Gulf Of Mexico Drive #204 · $1,545,000 · 3 bd/3 ba · 2,180 sq ft
  128. 5320 Gulf Of Mexico Drive #204 · $875,000 · 3 bd/2 ba · 1,323 sq ft
  129. 1241 Gulf Of Mexico Drive #303 · $2,495,000 · 3 bd/4 ba · 3,045 sq ft
  130. 713 Bayport Way #713 · $799,000 · 2 bd/2 ba · 1,601 sq ft
  131. 711 Spanish Drive #211 · $450,000 · 2 bd/2 ba · 1,327 sq ft
  132. 2425 Gulf Of Mexico Drive #3A · $1,595,000 · 2 bd/2 ba · 1,639 sq ft
  133. 5310 Gulf Of Mexico Drive #16 · $689,000 · 2 bd/2 ba · 1,014 sq ft
  134. 4545 Gulf Of Mexico Drive #311 · $1,095,000 · 2 bd/2 ba · 1,398 sq ft
  135. 448 Gulf Of Mexico Drive #A104 · $725,000 · 2 bd/2 ba · 1,194 sq ft
  136. 508 Forest Way · $559,900 · 2 bd/2.5 ba · 1,440 sq ft
  137. 4340 Falmouth Drive #104 · $449,900 · 2 bd/2 ba · 1,072 sq ft
  138. 608 Saint Judes Drive · $935,000 · 4 bd/3 ba · 2,106 sq ft
  139. 2600 Harbourside Drive #P-05 · $200,000
  140. 2800 Harbourside Drive #D-16 · $425,000
  141. 1095 Gulf Of Mexico Drive #303 · $650,000 · 2 bd/2 ba · 1,503 sq ft
  142. 614 Norton Street · $2,794,900 · 6 bd/5.5 ba · 4,676 sq ft
  143. 7001 Gulf Of Mexico Drive #24 · $1,199,000 · 2 bd/2 ba · 1,190 sq ft
  144. 4325 Gulf Of Mexico Drive #402 · $975,000 · 2 bd/2 ba · 1,336 sq ft
  145. 3080 Grand Bay Boulevard #512 · $549,000 · 2 bd/2 ba · 1,276 sq ft
  146. 1945 Gulf Of Mexico Drive #M2-402 · $499,000 · 2 bd/2 ba · 933 sq ft
  147. 2600 Harbourside Drive #B-16 · $500,000
  148. 711 Old Compass Road · $6,495,000 · 4 bd/5 ba · 4,274 sq ft
  149. 3040 Grand Bay Boulevard #225 · $1,349,000 · 3 bd/3.5 ba · 2,143 sq ft
  150. 2675 Gulf Of Mexico Drive #203 · $1,250,000 · 2 bd/2 ba · 1,896 sq ft
  151. 4390 Exeter Drive #107 · $425,000 · 2 bd/2 ba · 1,152 sq ft
  152. 525 Sloop Lane · $1,999,000 · 5 bd/3 ba · 2,934 sq ft
  153. 914 Spanish Drive #76 · $550,000 · 2 bd/2 ba · 1,341 sq ft
  154. 683 Spanish Drive #214 · $450,000 · 2 bd/2 ba · 1,361 sq ft
  155. 848 Evergreen Way · $590,000 · 2 bd/2.5 ba · 1,440 sq ft
  156. 2350 Harbour Oaks Drive · $950,000 · 3 bd/2.5 ba · 2,451 sq ft
  157. 657 Halyard Lane · $4,300,000 · 4 bd/5 ba · 4,364 sq ft

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Updated November 5, 2026. Listing data from the MLS, deemed reliable but not guaranteed.

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