All Homes for Sale in Longboat Key, FL — Page 2

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. 3060 Grand Bay Boulevard #133 · $1,095,000 · 3 bd/3.5 ba · 2,369 sq ft
  2. 580 Linley Street · $839,900 · 2 bd/2 ba · 1,673 sq ft
  3. 2301 Gulf Of Mexico Drive #44N · $625,000 · 2 bd/2 ba · 1,296 sq ft
  4. 71 Twin Shores Boulevard · $395,000 · 2 bd/2 ba · 758 sq ft · Pending
  5. 2301 Gulf Of Mexico Drive #45N · $599,000 · 2 bd/2 ba · 1,296 sq ft
  6. 578 Spanish Drive · $499,000 · 2 bd/2 ba · 1,337 sq ft
  7. 524 Spanish Drive #125 · $569,000 · 2 bd/2 ba · 1,399 sq ft
  8. 5260 Gulf Of Mexico Drive #413 · $550,000 · 2 bd/2 ba · 1,155 sq ft
  9. 2850 Gulf Of Mexico Drive #4 · $325,000 · 1 bd/1 ba · 532 sq ft
  10. 2600 Harbourside Drive #B-13 · $400,000
  11. 2600 Harbourside Drive #R-13 · $400,000
  12. 4234 Gulf Of Mexico Drive #M1 · $649,000 · 2 bd/2 ba · 1,150 sq ft
  13. 4350 Chatham Drive #105 · $307,000 · 1 bd/1 ba · 747 sq ft
  14. 2600 Harbourside Drive #C11 · $419,000
  15. 3710 Gulf Of Mexico Drive #E22 · $310,000 · 1 bd/1 ba · 680 sq ft
  16. 2450 Harbourside Drive #244 · $1,995,000 · 3 bd/3.5 ba · 3,083 sq ft
  17. 602 Buttonwood Drive · $1,375,000 · 3 bd/3 ba · 2,107 sq ft
  18. 3804 Gulf Of Mexico Drive #B204 · $339,000 · 1 bd/1 ba · 761 sq ft
  19. 626 Buttonwood Drive · $4,395,000 · 6 bd/5 ba · 4,106 sq ft
  20. 100 Sands Point Road #303 · $915,000 · 3 bd/2 ba · 1,941 sq ft
  21. 531 Sutton Place · $529,000 · 2 bd/2 ba · 1,248 sq ft
  22. 2600 Harbourside Drive #H06 · $250,000
  23. 2301 Gulf Of Mexico Drive #11N · $1,225,277 · 2 bd/2 ba · 1,296 sq ft
  24. 2301 Gulf Of Mexico Drive #33N · $1,199,000 · 2 bd/2 ba · 1,235 sq ft
  25. 1211 Gulf Of Mexico Drive #701 · $2,125,000 · 2 bd/3 ba · 2,100 sq ft
  26. 408 Gulf Of Mexico Drive #1332 · $59,000
  27. 408 Gulf Of Mexico Drive #2112 · $39,500
  28. 2185 Gulf Of Mexico Drive #212 · $1,895,000 · 3 bd/3 ba · 2,448 sq ft
  29. 3606 Fair Oaks Place · $4,999,000 · 5 bd/3 ba · 3,842 sq ft
  30. 7143 La Lenaire Drive · $5,895,000 · 4 bd/4 ba · 2,721 sq ft
  31. 1211 Gulf Of Mexico Drive #105 · $1,648,000 · 2 bd/2 ba · 1,598 sq ft
  32. 523 Juan Anasco Drive · $1,690,000 · 4 bd/3 ba · 2,899 sq ft
  33. 900 Spanish Drive · $750,000 · 2 bd/2 ba · 1,423 sq ft
  34. 3527 Fair Oaks Lane · $2,300,000 · 4 bd/4.5 ba · 4,154 sq ft
  35. 6664 & 6660 & 6670 Gulf Of Mexico Drive · $18,500,000 · 2 bd/2 ba · 10,298 sq ft
  36. 2600 Harbourside Drive #H-04 · $275,000
  37. 791 Broadway Street · $1,525,000 · 2 bd/2 ba · 2,236 sq ft
  38. 3710 Gulf Of Mexico Drive #G20 · $349,900 · 2 bd/2 ba · 1,052 sq ft
  39. 4325 Gulf Of Mexico Drive #103 · $950,000 · 2 bd/2 ba · 1,336 sq ft
  40. 1050 Longboat Club Road #903 · $995,000 · 2 bd/2 ba · 1,409 sq ft
  41. 617 Rountree Drive · $2,150,000 · 3 bd/2 ba · 1,972 sq ft
  42. 2410 Harbourside Drive #142 · $2,595,000 · 3 bd/3.5 ba · 3,382 sq ft · Pending
  43. 1932 Harbourside Drive #244 · $1,175,000 · 2 bd/2 ba · 1,192 sq ft · Pending
  44. 3040 Gulf Of Mexico Drive #3 · $1,899,000 · 4 bd/2.5 ba · 3,009 sq ft
  45. 524 Hornblower Lane · $2,700,000 · 3 bd/3.5 ba · 3,045 sq ft
  46. 1600 Harbor Sound Drive · $11,900,000 · 5 bd/5.5 ba · 5,689 sq ft
  47. 6700 Gulf Of Mexico Drive #143 · $410,000 · 1 bd/1 ba · 936 sq ft
  48. 610 Hibiscus Way · $2,650,000 · 4 bd/4.5 ba · 2,788 sq ft
  49. 2600 Harbourside Dr #B-06 · $425,000
  50. 2600 Harbourside Dr #B-08 · $425,000
  51. 5311 Gulf Of Mexico Drive #5 · $799,000 · 2 bd/2 ba · 1,110 sq ft
  52. 250 Sands Point Road #5106 · $899,000 · 1 bd/1 ba · 634 sq ft
  53. 448 Gulf Of Mexico Drive #A205 · $569,000 · 2 bd/2 ba · 1,306 sq ft
  54. 4325 Gulf Of Mexico Drive #305 · $999,000 · 2 bd/2 ba · 1,336 sq ft
  55. 535 Sanctuary Drive #A603 · $2,899,000 · 3 bd/2.5 ba · 2,375 sq ft
  56. 4750 Gulf Of Mexico Drive #Villa 8 · $649,900 · 3 bd/2 ba · 1,504 sq ft
  57. 3806 Gulf Of Mexico Drive #C310 · $389,500 · 2 bd/2 ba · 1,046 sq ft
  58. 615 Dream Island Place #105 · $949,000 · 2 bd/2 ba · 1,293 sq ft
  59. 408 Gulf Of Mexico Drive #1214 · $95,000
  60. 6701 Gulf Of Mexico Drive #332 · $649,000 · 1 bd/2 ba · 990 sq ft
  61. 771 Marbury Lane · $2,400,000 · 5 bd/4 ba · 3,016 sq ft
  62. 2600 Harbourside Drive #L-11 · $425,000
  63. 2800 Harbourside Drive #E-07 · $300,000
  64. 1915 Harbour Links Circle #6 · $1,950,000 · 3 bd/3.5 ba · 2,476 sq ft
  65. 4440 Exeter Drive #106 · $649,000 · 2 bd/2 ba · 1,376 sq ft
  66. 1281 Gulf Of Mexico Drive #111 · $1,050,000 · 2 bd/2.5 ba · 1,392 sq ft
  67. 1561 Gulf Of Mexico Drive #304 · $13,000,000 · 3 bd/4.5 ba · 4,967 sq ft
  68. 5055 Gulf Of Mexico Drive #421 · $499,000 · 2 bd/2 ba · 1,484 sq ft
  69. 2301 Gulf Of Mexico Drive #43N · $950,000 · 2 bd/2 ba · 1,235 sq ft
  70. 3240 Gulf Of Mexico Drive #B402 · $880,000 · 2 bd/2 ba · 1,505 sq ft
  71. 2600 Harbourside Drive #C13 · $489,500
  72. 535 Sanctuary Drive #A401 · $3,265,000 · 3 bd/3.5 ba · 3,115 sq ft
  73. 548 Gunwale Lane · $1,950,000 · 3 bd/2 ba · 1,853 sq ft
  74. 3710 Gulf Of Mexico Drive #F2 · $475,000 · 2 bd/2 ba · 740 sq ft
  75. 5965 Gulf Of Mexico Drive · $38,450,000 · 11 bd/15 ba · 17,199 sq ft
  76. 825 Tarawitt Drive · $1,499,000 · 2 bd/2.5 ba · 1,882 sq ft
  77. 545 Sanctuary Drive #B305 · $2,100,000 · 3 bd/2.5 ba · 2,580 sq ft
  78. 2600 Harbourside Drive #L-05 · $425,000
  79. 775 Longboat Club Road #401 · $1,395,000 · 2 bd/2 ba · 1,510 sq ft
  80. 720 Tarawitt Drive · $2,900,000 · 3 bd/4 ba · 2,160 sq ft
  81. 2800 Harbourside Drive #E-08 · $250,000
  82. 4720 Gulf Of Mexico Drive #Villa 2 · $585,000 · 2 bd/2 ba · 912 sq ft
  83. 775 Longboat Club Road #808 · $2,145,000 · 3 bd/3 ba · 2,122 sq ft
  84. 563 Spanish Drive · $574,000 · 2 bd/2 ba · 1,516 sq ft
  85. 3040 Grand Bay Boulevard #213 · $1,460,000 · 2 bd/3.5 ba · 2,550 sq ft · Pending
  86. 4976 Gulf Of Mexico Drive #Villa 18 · $600,000 · 3 bd/2 ba · 1,900 sq ft
  87. 2450 Harbourside Drive #234 · $1,800,000 · 3 bd/3 ba · 3,383 sq ft
  88. 6680 Gulf Of Mexico Drive · $12,900,000 · 6 bd/6.5 ba · 6,408 sq ft
  89. 834 Jungle Queen Way · $1,050,000 · 2 bd/2 ba · 1,346 sq ft
  90. 578 Companion Way · $900,000 · 4 bd/3 ba · 1,792 sq ft
  91. 26Oo Harbourside Drive #O-06 · $265,000
  92. 1211 Gulf Of Mexico Drive #403 · $1,645,000 · 2 bd/2 ba · 1,585 sq ft
  93. 4127 Gulf Of Mexico Drive #N102 · $4,700,000 · 3 bd/3.5 ba · 3,521 sq ft
  94. 1065 Gulf Of Mexico Drive #305 · $1,199,000 · 3 bd/2 ba · 1,819 sq ft
  95. 4835 Gulf Of Mexico Drive #106 · $675,000 · 2 bd/2 ba · 1,393 sq ft
  96. 605 Sutton Place #102 · $485,000 · 2 bd/2 ba · 992 sq ft
  97. 2800 Harbourside Drive #E-12 · $300,000
  98. 535 Sanctuary Drive #C807 · $3,500,000 · 3 bd/3 ba · 2,580 sq ft
  99. 250 Sands Point Road #5203 · $899,900 · 1 bd/1 ba · 640 sq ft
  100. 651 Jungle Queen Way · $750,000 · 4 bd/3 ba · 2,242 sq ft
  101. 4350 Chatham Drive #Unit E-208 · $640,000 · 2 bd/2 ba · 1,316 sq ft
  102. 4420 Exeter Drive #303 · $499,000 · 2 bd/2 ba · 1,152 sq ft
  103. 1485 Gulf Of Mexico Drive #303 · $1,395,000 · 2 bd/2.5 ba · 1,569 sq ft
  104. 640 Lyons Lane · $2,850,000 · 4 bd/4.5 ba · 3,030 sq ft
  105. 1571 Harbor Cay Lane · $4,400,000 · 4 bd/3.5 ba · 4,209 sq ft
  106. 1425 Gulf Of Mexico Drive #408 · $975,000 · 3 bd/3 ba · 1,707 sq ft
  107. 6489 Gulfside Road · $13,995,000 · 4 bd/4.5 ba · 6,616 sq ft
  108. 5231 Gulf Of Mexico Drive #104 · $499,000 · 1 bd/1 ba · 720 sq ft
  109. 2600 Harbourside Drive #P-07 · $225,000
  110. 3060 Grand Bay Boulevard #174 · $1,829,000 · 2 bd/2.5 ba · 2,550 sq ft
  111. 562 Ranger Lane · $3,299,000 · 4 bd/3 ba · 3,149 sq ft
  112. 5260 Gulf Of Mexico Drive #403 · $649,999 · 2 bd/2 ba · 1,128 sq ft
  113. 624 Saint Judes Drive · $695,000 · 3 bd/3 ba · 1,387 sq ft
  114. 836 Evergreen Way · $875,000 · 3 bd/2.5 ba · 2,813 sq ft
  115. 1065 Gulf Of Mexico Drive #402 · $799,000 · 2 bd/2 ba · 1,392 sq ft
  116. 4500 Gulf Of Mexico Drive #206 · $769,000 · 2 bd/2 ba · 1,523 sq ft
  117. 5005 Gulf Of Mexico Drive #4 · $7,495,000 · 4 bd/4.5 ba · 4,630 sq ft
  118. 600 Putter Lane · $9,400,000 · 5 bd/5 ba · 5,982 sq ft
  119. 5270 Gulf Of Mexico Drive #508 · $754,900 · 3 bd/3 ba · 1,460 sq ft
  120. 2600 Harbourside Drive #O-04 · $235,000
  121. 6685 Gulf Of Mexico Drive · $15,550,000 · 8 bd/9 ba · 12,752 sq ft
  122. 1115 Gulf Of Mexico Drive #401 · $875,000 · 2 bd/2 ba · 1,172 sq ft
  123. 510 Harbor Gate Way · $3,950,000 · 4 bd/5.5 ba · 5,080 sq ft
  124. 4380 Exeter Drive #H202 · $480,000 · 2 bd/2 ba · 1,152 sq ft
  125. 6700 Gulf Of Mexico Drive #118 · $387,561 · 1 bd/1 ba · 990 sq ft
  126. 569 Juan Anasco Drive · $1,700,000 · 3 bd/4 ba · 2,804 sq ft
  127. 1065 Gulf Of Mexico Drive #201 · $599,000 · 2 bd/2 ba · 1,172 sq ft
  128. 530 De Narvaez Drive · $4,295,000 · 6 bd/5 ba · 4,106 sq ft
  129. 1926 Harbourside Drive #1302 · $769,000 · 2 bd/2.5 ba · 2,606 sq ft
  130. 757 Hideaway Bay Drive · $6,295,000 · 4 bd/5 ba · 4,507 sq ft
  131. 230 Sands Point Road #3205 · $996,000 · 1 bd/1 ba · 634 sq ft
  132. 1055 Gulf Of Mexico Drive #504 · $1,199,000 · 2 bd/2 ba · 1,503 sq ft · Pending
  133. 3806 Gulf Of Mexico Drive #C208 · $295,000 · 1 bd/1 ba · 712 sq ft
  134. 1591 Gulf Of Mexico Drive #216 · $2,750,000 · 1 bd/1.5 ba · 1,556 sq ft
  135. 2600 Harbourside Drive #J-04 · $350,000
  136. 240 Sands Point Road #4102 · $939,000 · 1 bd/1 ba · 640 sq ft
  137. 2600 Harbourside Drive #O-13/14 · $600,000
  138. 490 N Shore Road #6 · $699,000 · 2 bd/2.5 ba · 1,350 sq ft
  139. 630 De Narvaez Drive · $8,925,000 · 5 bd/5.5 ba · 4,591 sq ft
  140. 5920 Gulf Of Mexico Drive · $1,749,500 · 2 bd/3 ba · 2,823 sq ft
  141. 5924 Gulf Of Mexico Drive · $849,500 · 2 bd/2 ba · 1,359 sq ft
  142. 2600 Harbourside Drive #O-11 · $239,000
  143. 1241 Gulf Of Mexico Drive #603 · $3,295,000 · 3 bd/4 ba · 3,045 sq ft
  144. 2600 Harbourside Drive #L-03 · $375,000
  145. 2600 Harbourside Drive #H-09 · $270,000
  146. 100 Sands Point Road #323 · $1,395,000 · 3 bd/2 ba · 1,941 sq ft
  147. 2800 Harbourside Drive #M-03 · $250,000
  148. 2800 Harbourside Drive #E-16 · $300,000
  149. 2600 Harbourside Drive #R-07 · $400,000
  150. 100 Sands Point Road #324 · $980,000 · 3 bd/2 ba · 1,941 sq ft
  151. 2600 Harbourside Drive #R-02 · $189,000
  152. 2600 Harbourside Drive #C-04 · $350,000
  153. 1241 Gulf Of Mexico Drive #506 · $3,750,000 · 3 bd/3 ba · 2,650 sq ft
  154. 700 Gulf Bay Road · $3,495,000 · 3 bd/2 ba · 3,012 sq ft
  155. 595 Bowsprit Lane · $2,950,000 · 4 bd/2.5 ba · 2,550 sq ft
  156. 2425 Gulf Of Mexico Drive #14B · $1,600,000 · 2 bd/2 ba · 1,470 sq ft
  157. 4401 Gulf Of Mexico Drive #601 · $995,000 · 2 bd/2 ba · 1,524 sq ft

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

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