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All Homes for Sale in Longboat Key, FL

Every home for sale in Longboat Key, FL from the live MLS: 295 listings, newest first, 200 per page. Back to the Longboat Key homes for sale hub for prices by ZIP, property type and community.

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  1. 783 Marbury Lane · $1,549,000 · 2 bd/3 ba · 2,061 sq ft · Pending
  2. 1955 Gulf Of Mexico Drive #G6-407 · $769,000 · 2 bd/2 ba · 1,257 sq ft
  3. 2600 Harbourside Drive #B-16 · $500,000
  4. 2600 Harbourside Drive #L-11 · $425,000
  5. 2600 Harbourside Dr #B-06 · $425,000
  6. 2600 Harbourside Dr #B-08 · $425,000
  7. 2600 Harbourside Drive #R-13 · $400,000
  8. 2800 Harbourside Drive #E-21 · $385,000
  9. 3710 Gulf Of Mexico Drive #E22 · $310,000 · 1 bd/1 ba · 680 sq ft
  10. 2800 Harbourside Drive #E-07 · $300,000
  11. 2800 Harbourside Drive Drive #M-10 · $289,000
  12. 2600 Harbourside Drive #H-04 · $275,000
  13. 2600 Harbourside Drive #P-07 · $225,000
  14. 2600 Harbourside Drive #Q-10 · $225,000
  15. 2600 Harbourside Drive #O-07 · $216,000
  16. 2600 Harbourside Drive #I-12 · $200,000
  17. 408 Gulf Of Mexico Drive #2126 · $39,900
  18. 408 Gulf Of Mexico Drive #2112 · $39,500
  19. 6529 Gulfside Road · $15,000,000 · 5 bd/5 ba · 6,500 sq ft
  20. 455 Longboat Club Road #905 · $5,295,000 · 3 bd/3.5 ba · 2,880 sq ft
  21. 3100 Gulf Of Mexico Drive · $5,295,000 · 5 bd/5 ba · 4,361 sq ft
  22. 592 Juan Anasco Drive · $4,000,000 · 5 bd/5.5 ba · 3,600 sq ft
  23. 6561 Bayou Hammock Road · $3,495,000 · 4 bd/4 ba · 2,604 sq ft
  24. 3488 Mistletoe Lane · $3,275,000 · 3 bd/3 ba · 3,341 sq ft
  25. 340 Gulf Of Mexico Drive #136 · $2,995,000 · 3 bd/3.5 ba · 2,880 sq ft
  26. 1241 Gulf Of Mexico Drive #303 · $2,495,000 · 3 bd/4 ba · 3,045 sq ft
  27. 1211 Gulf Of Mexico Drive #403 · $1,695,000 · 2 bd/2 ba · 1,585 sq ft
  28. 3060 Grand Bay Boulevard #162 · $1,595,000 · 3 bd/3.5 ba · 2,250 sq ft
  29. 2550 Harbourside Drive #333 · $1,495,000 · 3 bd/2.5 ba · 3,067 sq ft
  30. 2550 Harbourside Drive #334 · $1,400,000 · 3 bd/3 ba · 3,083 sq ft
  31. 775 Longboat Club Road #405 · $1,095,000 · 2 bd/2 ba · 1,602 sq ft
  32. 691 Tarawitt Drive · $815,000 · 2 bd/2 ba · 1,490 sq ft
  33. 5055 Gulf Of Mexico Drive #532 · $799,000 · 3 bd/2 ba · 1,484 sq ft · Pending
  34. 2020 Harbourside Drive #442 · $699,000 · 2 bd/2 ba · 1,192 sq ft
  35. 605 Sutton Place #101 · $595,000 · 2 bd/2 ba · 1,148 sq ft
  36. 2055 Gulf Of Mexico Drive #G2-213 · $595,000 · 1 bd/1.5 ba · 1,094 sq ft
  37. 4310 Falmouth Drive #307 · $520,000 · 2 bd/2 ba · 1,072 sq ft
  38. 1932 Harbourside Drive #214 · $449,000 · 2 bd/2 ba · 1,192 sq ft
  39. 554 Spanish Drive · $425,000 · 2 bd/2 ba · 1,326 sq ft
  40. 2800 Harbourside Drive #D-16 · $425,000
  41. 96 Twin Shores Boulevard · $399,000 · 2 bd/2 ba · 758 sq ft
  42. 71 Twin Shores Boulevard · $395,000 · 2 bd/2 ba · 758 sq ft
  43. 600 Sutton Place #101B · $319,000 · 1 bd/1 ba · 883 sq ft
  44. 1591 Gulf Of Mexico Drive #618 · $12,500,000 · 4 bd/5.5 ba · 5,350 sq ft
  45. 2141 Harbourside Drive #1203 · $1,450,000 · 3 bd/2.5 ba · 2,204 sq ft
  46. 732 Bayport Way · $1,050,000 · 2 bd/2 ba · 1,456 sq ft
  47. 843 Bayport Way #843 · $645,000 · 2 bd/2 ba · 1,260 sq ft
  48. 845 Spanish Drive #845 · $450,000 · 2 bd/2 ba · 1,357 sq ft
  49. 2600 Harbourside Drive #L-05 · $425,000
  50. 1916 Harbourside Drive #804 · $1,599,000 · 4 bd/3 ba · 2,750 sq ft
  51. 3808 Gulf Of Mexico Drive #E412 · $1,175,000 · 3 bd/3 ba · 2,544 sq ft
  52. 2600 Harbourside Drive #H06 · $250,000
  53. 100 Sands Point Road #219 · $1,325,000 · 2 bd/2 ba · 1,492 sq ft
  54. 546 Spanish Drive · $529,990 · 2 bd/2 ba · 1,393 sq ft
  55. 3710 Gulf Of Mexico Drive #A3 · $525,000 · 2 bd/2 ba · 720 sq ft
  56. 3453 Gulf Of Mexico Drive #200 · $390,000 · 1 bd/1 ba · 876 sq ft
  57. 408 Gulf Of Mexico Drive #1206 · $65,000
  58. 408 Gulf Of Mexico Drive #2207 · $49,000
  59. 5461 Gulf Of Mexico Drive #304 · $1,495,000 · 2 bd/2 ba · 1,516 sq ft
  60. 1241 Gulf Of Mexico Drive #109 · $989,000 · 2 bd/2.5 ba · 2,000 sq ft · Pending
  61. 3453 Gulf Of Mexico Drive #237 · $495,000/1 ba · 368 sq ft
  62. 408 Gulf Of Mexico Drive #2114 · $39,000
  63. 525 Sloop Lane · $1,999,000 · 5 bd/3 ba · 2,934 sq ft
  64. 1075 Gulf Of Mexico Drive #205 · $1,099,000 · 3 bd/2 ba · 1,819 sq ft
  65. 1445 Gulf Of Mexico Drive #101 · $1,090,000 · 3 bd/3 ba · 2,092 sq ft
  66. 1075 Gulf Of Mexico Drive #303 · $925,000 · 2 bd/2 ba · 1,503 sq ft
  67. 3804 Gulf Of Mexico Drive #B204 · $339,000 · 1 bd/1 ba · 761 sq ft
  68. 4485 Gulf Of Mexico Drive #402 · $654,321 · 2 bd/2 ba · 1,022 sq ft
  69. 6330 Laguna Drive · $1,999,000 · 3 bd/3 ba · 2,856 sq ft
  70. 1975 Gulf Of Mexico Drive #G4-203 · $795,000 · 2 bd/2 ba · 1,257 sq ft
  71. 3578 Fair Oaks Way · $2,695,000 · 3 bd/3.5 ba · 3,118 sq ft
  72. 4525 Gulf Of Mexico Drive #204 · $1,125,000 · 2 bd/2 ba · 1,362 sq ft
  73. 760 Longboat Court · $840,000 · 3 bd/2 ba · 1,242 sq ft
  74. 4600 Gulf Of Mexico Drive #301 · $660,000 · 2 bd/2 ba · 1,561 sq ft
  75. 2600 Harbourside Drive #C11 · $479,500
  76. 3360 Bayou Sound · $4,699,999 · 5 bd/4.5 ba · 4,000 sq ft
  77. 415 L Ambiance Drive #D306 · $2,950,000 · 2 bd/3 ba · 2,634 sq ft
  78. 3617 Fair Oaks Place · $2,100,000 · 3 bd/3.5 ba · 2,950 sq ft
  79. 2525 Gulf Of Mexico Drive #7B · $1,450,000 · 2 bd/2 ba · 1,491 sq ft
  80. 795 Marbury Lane · $3,495,000 · 5 bd/3 ba · 3,355 sq ft
  81. 521 Forest Way · $599,900 · 2 bd/2.5 ba · 1,440 sq ft
  82. 4540 Gulf Of Mexico Drive #204 · $595,000 · 2 bd/2 ba · 1,312 sq ft
  83. 4370 Chatham Drive #304 · $425,000 · 2 bd/2 ba · 1,072 sq ft
  84. 1241 Gulf Of Mexico Drive #608 · $2,200,000 · 2 bd/4 ba · 2,965 sq ft
  85. 1055 Gulf Of Mexico Drive #105 · $1,395,000 · 2 bd/2 ba · 1,503 sq ft · Pending
  86. 2850 Gulf Of Mexico Drive #4 · $325,000 · 1 bd/1 ba · 532 sq ft
  87. 1591 Gulf Of Mexico Drive #312 · $4,290,000 · 2 bd/2.5 ba · 2,154 sq ft
  88. 6840 Longboat Drive · $2,398,000 · 4 bd/3.5 ba · 2,665 sq ft
  89. 610 Hibiscus Way · $2,650,000 · 4 bd/4.5 ba · 2,788 sq ft
  90. 1095 Gulf Of Mexico Drive #104 · $599,000 · 2 bd/2 ba · 1,503 sq ft
  91. 3080 Grand Bay Boulevard #512 · $549,000 · 2 bd/2 ba · 1,276 sq ft
  92. 5055 Gulf Of Mexico Drive #115 · $750,000 · 3 bd/2 ba · 1,484 sq ft
  93. 539 Forest Way #539 · $639,000 · 2 bd/2.5 ba · 1,440 sq ft
  94. 729 Saint Judes Drive #2 · $525,000 · 2 bd/2 ba · 840 sq ft
  95. 3802 Gulf Of Mexico Drive #A203 · $399,000 · 2 bd/2 ba · 1,007 sq ft
  96. 6664 & 6660 & 6670 Gulf Of Mexico Drive · $18,500,000 · 2 bd/2 ba · 10,298 sq ft
  97. 2101 Harbourside Drive #1103 · $1,495,000 · 3 bd/2.5 ba · 2,204 sq ft
  98. 3563 Fair Oaks Lane · $2,650,000 · 4 bd/4.5 ba · 3,544 sq ft · Pending
  99. 3453 Gulf Of Mexico Drive #242 · $489,900 · 1 bd/1 ba · 528 sq ft
  100. 2800 Harbourside Drive #E-12 · $300,000
  101. 900 Spanish Drive · $750,000 · 2 bd/2 ba · 1,423 sq ft
  102. 1561 Gulf Of Mexico Drive #404 · $12,750,000 · 3 bd/3.5 ba · 4,967 sq ft
  103. 3320 Gulf Of Mexico Drive #206C · $589,900 · 2 bd/2 ba · 1,186 sq ft
  104. 1906 Harbourside Drive #303 · $799,000 · 2 bd/2.5 ba · 1,590 sq ft
  105. 765 Saint Judes Drive · $1,350,000 · 4 bd/2 ba · 1,900 sq ft
  106. 2350 Harbour Oaks Drive · $950,000 · 3 bd/2.5 ba · 2,451 sq ft
  107. 3530 Mistletoe Lane · $2,675,000 · 4 bd/3.5 ba · 3,102 sq ft
  108. 4325 Gulf Of Mexico Drive #305 · $999,000 · 2 bd/2 ba · 1,336 sq ft
  109. 707 Saint Judes Drive #1 · $364,000 · 1 bd/1 ba · 630 sq ft
  110. 608 Saint Judes Drive · $950,000 · 4 bd/3 ba · 2,106 sq ft
  111. 5310 Gulf Of Mexico Drive #16 · $689,000 · 2 bd/2 ba · 1,014 sq ft
  112. 508 Forest Way · $574,900 · 2 bd/2.5 ba · 1,440 sq ft
  113. 2089 Gulf Of Mexico Drive #G1-104 · $1,150,000 · 2 bd/2 ba · 1,257 sq ft
  114. 4234 Gulf Of Mexico Drive #M1 · $649,000 · 2 bd/2 ba · 1,150 sq ft
  115. 713 Saint Judes Drive #2 · $565,000 · 2 bd/2 ba · 1,215 sq ft
  116. 560 Chipping Lane · $3,999,990 · 5 bd/5 ba · 4,315 sq ft
  117. 4800 Gulf Of Mexico Drive #Ph 3 · $795,000 · 2 bd/2 ba · 1,312 sq ft
  118. 614 Norton Street · $2,794,900 · 6 bd/5.5 ba · 4,676 sq ft
  119. 2600 Harbourside Drive #P-05 · $200,000
  120. 1906 Harbourside Drive #304 · $1,195,000 · 3 bd/3 ba · 2,135 sq ft
  121. 535 Sanctuary Drive #A603 · $2,899,000 · 3 bd/2.5 ba · 2,375 sq ft
  122. 2321 Harbour Oaks Drive · $752,000 · 3 bd/2.5 ba · 2,478 sq ft
  123. 711 Old Compass Road · $6,495,000 · 4 bd/5 ba · 4,274 sq ft
  124. 720 Tarawitt Drive · $2,900,000 · 3 bd/4 ba · 2,160 sq ft
  125. 803 Bayport Way #803 · $775,000 · 2 bd/2 ba · 1,456 sq ft
  126. 36 Twin Shores Boulevard · $129,000 · 1 bd/1 ba · 564 sq ft
  127. 2675 Gulf Of Mexico Drive #204 · $1,595,000 · 3 bd/3 ba · 2,180 sq ft
  128. 5260 Gulf Of Mexico Drive #413 · $550,000 · 2 bd/2 ba · 1,155 sq ft
  129. 2425 Gulf Of Mexico Drive #3A · $1,595,000 · 2 bd/2 ba · 1,639 sq ft
  130. 713 Bayport Way #713 · $850,000 · 2 bd/2 ba · 1,601 sq ft
  131. 2301 Gulf Of Mexico Drive #44N · $625,000 · 2 bd/2 ba · 1,296 sq ft
  132. 1600 Harbor Sound Drive · $11,900,000 · 5 bd/5.5 ba · 5,689 sq ft
  133. 4545 Gulf Of Mexico Drive #311 · $1,095,000 · 2 bd/2 ba · 1,398 sq ft
  134. 4340 Falmouth Drive #104 · $449,900 · 2 bd/2 ba · 1,072 sq ft
  135. 2600 Harbourside Drive #O-04 · $235,000
  136. 711 Spanish Drive #211 · $450,000 · 2 bd/2 ba · 1,327 sq ft
  137. 1211 Gulf Of Mexico Drive #105 · $1,648,000 · 2 bd/2 ba · 1,598 sq ft
  138. 4325 Gulf Of Mexico Drive #402 · $975,000 · 2 bd/2 ba · 1,336 sq ft
  139. 448 Gulf Of Mexico Drive #A104 · $725,000 · 2 bd/2 ba · 1,194 sq ft
  140. 3806 Gulf Of Mexico Drive #C208 · $295,000 · 1 bd/1 ba · 712 sq ft
  141. 392 Firehouse Lane · $1,349,000 · 2 bd/2 ba · 1,761 sq ft
  142. 2450 Harbourside Drive #244 · $1,995,000 · 3 bd/3.5 ba · 3,083 sq ft
  143. 3060 Grand Bay Boulevard #133 · $1,095,000 · 3 bd/3.5 ba · 2,369 sq ft
  144. 7001 Gulf Of Mexico Drive #24 · $1,199,000 · 2 bd/2 ba · 1,190 sq ft
  145. 2675 Gulf Of Mexico Drive #203 · $1,250,000 · 2 bd/2 ba · 1,896 sq ft
  146. 4325 Gulf Of Mexico Drive #103 · $1,100,000 · 2 bd/2 ba · 1,336 sq ft
  147. 4390 Exeter Drive #107 · $425,000 · 2 bd/2 ba · 1,152 sq ft
  148. 4350 Chatham Drive #105 · $307,000 · 1 bd/1 ba · 747 sq ft
  149. 3040 Grand Bay Boulevard #225 · $1,349,000 · 3 bd/3.5 ba · 2,250 sq ft
  150. 1095 Gulf Of Mexico Drive #303 · $650,000 · 2 bd/2 ba · 1,503 sq ft
  151. 3710 Gulf Of Mexico Drive #G20 · $349,900 · 2 bd/2 ba · 1,052 sq ft
  152. 657 Halyard Lane · $4,300,000 · 4 bd/5 ba · 4,364 sq ft
  153. 578 Companion Way · $900,000 · 4 bd/3 ba · 1,792 sq ft
  154. 580 Linley Street · $839,900 · 2 bd/2 ba · 1,673 sq ft
  155. 2301 Gulf Of Mexico Drive #45N · $599,000 · 2 bd/2 ba · 1,296 sq ft
  156. 524 Spanish Drive #125 · $569,000 · 2 bd/2 ba · 1,399 sq ft
  157. 602 Spanish Drive #115 · $359,900 · 2 bd/2 ba · 1,427 sq ft
  158. 848 Evergreen Way · $599,900 · 2 bd/2.5 ba · 1,440 sq ft
  159. 2600 Harbourside Drive #B-13 · $400,000
  160. 914 Spanish Drive #76 · $550,000 · 2 bd/2 ba · 1,341 sq ft
  161. 683 Spanish Drive #214 · $450,000 · 2 bd/2 ba · 1,361 sq ft
  162. 2301 Gulf Of Mexico Drive #11N · $1,225,277 · 2 bd/2 ba · 1,296 sq ft
  163. 615 Dream Island Place #105 · $949,000 · 2 bd/2 ba · 1,293 sq ft
  164. 602 Buttonwood Drive · $1,375,000 · 3 bd/3 ba · 2,107 sq ft
  165. 2600 Harbourside Drive #C13 · $489,500
  166. 578 Spanish Drive · $499,000 · 2 bd/2 ba · 1,337 sq ft
  167. 1945 Gulf Of Mexico Drive #M2-402 · $499,000 · 2 bd/2 ba · 933 sq ft
  168. 1211 Gulf Of Mexico Drive #701 · $2,125,000 · 2 bd/3 ba · 2,100 sq ft
  169. 408 Gulf Of Mexico Drive #1214 · $70,000
  170. 1050 Longboat Club Road #903 · $995,000 · 2 bd/2 ba · 1,409 sq ft
  171. 705 Jungle Queen Way · $2,795,000 · 4 bd/3.5 ba · 3,083 sq ft · Pending
  172. 2301 Gulf Of Mexico Drive #33N · $1,199,000 · 2 bd/2 ba · 1,235 sq ft
  173. 531 Sutton Place · $529,000 · 2 bd/2 ba · 1,248 sq ft
  174. 523 Juan Anasco Drive · $1,690,000 · 4 bd/3 ba · 2,899 sq ft
  175. 6700 Gulf Of Mexico Drive #143 · $410,000 · 1 bd/1 ba · 936 sq ft
  176. 7143 La Lenaire Drive · $5,895,000 · 4 bd/4 ba · 2,721 sq ft
  177. 626 Buttonwood Drive · $4,395,000 · 6 bd/5 ba · 4,106 sq ft
  178. 100 Sands Point Road #303 · $915,000 · 3 bd/2 ba · 1,941 sq ft
  179. 617 Rountree Drive · $2,150,000 · 3 bd/2 ba · 1,972 sq ft
  180. 250 Sands Point Road #5203 · $899,900 · 1 bd/1 ba · 640 sq ft
  181. 210 Sands Point Road #2101 · $1,790,000 · 2 bd/2 ba · 1,399 sq ft
  182. 2185 Gulf Of Mexico Drive #212 · $1,895,000 · 3 bd/3 ba · 2,448 sq ft
  183. 1485 Gulf Of Mexico Drive #303 · $1,395,000 · 2 bd/2.5 ba · 1,569 sq ft
  184. 3606 Fair Oaks Place · $4,999,000 · 5 bd/3 ba · 3,842 sq ft
  185. 2800 Harbourside Drive #E-08 · $250,000
  186. 1095 Gulf Of Mexico Drive #102 · $600,000 · 2 bd/2 ba · 1,392 sq ft
  187. 4825 Gulf Of Mexico Drive #504 · $725,000 · 2 bd/2 ba · 1,393 sq ft · Pending
  188. 791 Broadway Street · $1,525,000 · 2 bd/2 ba · 2,236 sq ft
  189. 1930 Harbourside Drive #122 · $497,000 · 2 bd/2 ba · 1,192 sq ft
  190. 3527 Fair Oaks Lane · $2,300,000 · 4 bd/4.5 ba · 4,154 sq ft
  191. 3040 Gulf Of Mexico Drive #3 · $1,899,000 · 4 bd/2.5 ba · 3,009 sq ft
  192. 6685 Gulf Of Mexico Drive · $15,550,000 · 8 bd/9 ba · 12,752 sq ft
  193. 524 Hornblower Lane · $2,900,000 · 3 bd/3.5 ba · 3,045 sq ft
  194. 408 Gulf Of Mexico Drive #1332 · $59,000
  195. 4127 Gulf Of Mexico Drive #N102 · $4,700,000 · 3 bd/3.5 ba · 3,521 sq ft
  196. 250 Sands Point Road #5106 · $960,000 · 1 bd/1 ba · 634 sq ft
  197. 2301 Gulf Of Mexico Drive #43N · $950,000 · 2 bd/2 ba · 1,235 sq ft
  198. 3481 Bayou Sound · $1,950,000 · 5 bd/3.5 ba · 3,391 sq ft
  199. 5311 Gulf Of Mexico Drive #5 · $799,000 · 2 bd/2 ba · 1,110 sq ft
  200. 448 Gulf Of Mexico Drive #A205 · $569,000 · 2 bd/2 ba · 1,306 sq ft

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Updated October 13, 2026. Listing data from the MLS, deemed reliable but not guaranteed.

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