All Homes for Sale in Holiday, FL — Page 2

Every home for sale in Holiday, FL from the live MLS: 334 listings, newest first, 167 per page, 2 pages. Back to the Holiday homes for sale hub for prices by ZIP, property type and community.

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  1. 3431 Overland Drive · $234,900 · 3 bd/2 ba · 1,236 sq ft
  2. 3123 Mela Court · $360,000 · 3 bd/2 ba · 1,489 sq ft
  3. 1332 Flotilla Drive · $289,000 · 2 bd/2 ba · 1,386 sq ft
  4. 3349 Overland Drive · $249,999 · 3 bd/2 ba · 1,326 sq ft
  5. 2638 Big Pine Drive · $359,900 · 3 bd/2 ba · 1,428 sq ft
  6. 2220 Parrot Fish Drive · $349,900 · 3 bd/2 ba · 1,876 sq ft
  7. 4340 Tahitian Gardens Circle #D · $103,900 · 2 bd/1 ba · 768 sq ft
  8. 3828 Sailmaker Lane · $139,900 · 2 bd/2 ba · 1,114 sq ft
  9. 2146 Society Drive · $259,000 · 2 bd/2 ba · 1,371 sq ft
  10. 3415 Overland Drive · $167,000 · 2 bd/1.5 ba · 1,068 sq ft
  11. 4330 Tahitian Gardens Circle #A · $134,900 · 2 bd/1.5 ba · 825 sq ft
  12. 3641 Wellington Dr · $350,000 · 3 bd/2 ba · 1,480 sq ft
  13. 3852 Sunray Drive · $239,900 · 2 bd/1.5 ba · 1,088 sq ft
  14. 4718 Trafford Road · $195,000 · 2 bd/1 ba · 1,286 sq ft
  15. 2309 Swordfish Avenue · $545,000 · 4 bd/3 ba · 2,462 sq ft
  16. 3029 Jacob Crossing Lane · $330,000 · 3 bd/2.5 ba · 1,813 sq ft
  17. 2578 Charlan Court · $255,000 · 3 bd/2.5 ba · 1,634 sq ft
  18. 3128 Harvardston Loop · $269,900 · 3 bd/2 ba · 1,048 sq ft
  19. 3104 Dole Street · $299,900 · 4 bd/2 ba · 1,742 sq ft
  20. 1248 Ermine Drive · $209,000 · 2 bd/1.5 ba · 1,113 sq ft
  21. 3522 Allandale Drive · $190,000 · 2 bd/1 ba · 840 sq ft
  22. 2051 Peggy Drive · $215,000 · 2 bd/1.5 ba · 948 sq ft
  23. 4128 Baden Drive · $190,000 · 2 bd/1.5 ba · 1,496 sq ft
  24. 3416 Chauncy Road · $219,900 · 2 bd/2 ba · 1,368 sq ft
  25. 2013 Kepner Drive · $179,000 · 2 bd/2 ba · 784 sq ft
  26. 2603 Society Drive · $255,000 · 2 bd/1.5 ba · 864 sq ft
  27. 1651 Atlas Lane · $199,000 · 2 bd/2 ba · 864 sq ft
  28. 3652 Westchester Drive · $334,000 · 3 bd/2.5 ba · 2,197 sq ft
  29. 3321 Chatford Drive · $119,000 · 2 bd/2 ba · 1,152 sq ft
  30. 1908 Shady Cove Drive · $79,900 · 1 bd/1 ba · 756 sq ft
  31. 2030 Gulfview Drive · $774,900 · 2 bd/2 ba · 2,280 sq ft
  32. 3225 Glenwood Circle · $525,000 · 4 bd/3 ba · 2,857 sq ft
  33. 3415 Clydesdale Dr #Unit 5 · $225,000 · 2 bd/1 ba · 956 sq ft
  34. 2122 Holiday Drive · $220,000 · 2 bd/1 ba · 922 sq ft
  35. 5046 Farley Drive · $217,500 · 2 bd/1 ba · 1,004 sq ft
  36. 3124 Lecanto Street · $200,000 · 2 bd/1 ba · 1,104 sq ft
  37. 3201 Brewster Drive · $145,500 · 2 bd/2 ba · 864 sq ft
  38. 3313 Briar Cliff Drive · $239,900 · 3 bd/2 ba · 1,417 sq ft
  39. 3622 Winder Drive · $280,000 · 3 bd/1.5 ba · 1,148 sq ft
  40. 1627 Dander Drive · $275,000 · 3 bd/2 ba · 1,336 sq ft
  41. 1207 Lodestar Drive · $190,000 · 2 bd/2 ba · 1,320 sq ft
  42. 3960 Sailmaker Lane · $119,000 · 2 bd/2 ba · 1,318 sq ft
  43. 4313 Tahitian Gardens Circle Circle #B · $125,000 · 2 bd/1.5 ba · 825 sq ft
  44. 3350 Courtney Drive · $79,500 · 1 bd/1.5 ba · 576 sq ft
  45. 3212 W Tiki Drive · $75,400 · 2 bd/2 ba · 1,152 sq ft
  46. 1316 Blue Marlin Boulevard · $399,000 · 4 bd/3 ba · 2,638 sq ft · Pending
  47. 2228 Society Drive · $240,000 · 2 bd/1.5 ba · 1,039 sq ft
  48. 3533 Wilson Drive · $226,900 · 2 bd/2 ba · 1,224 sq ft
  49. 2344 Tahitian Drive · $220,000 · 4 bd/2 ba · 1,377 sq ft
  50. 4645 Burney Drive · $137,000 · 2 bd/2 ba · 1,500 sq ft
  51. 3203 Birkdale Drive · $75,000 · 2 bd/2 ba · 840 sq ft
  52. 4116 Oakfield Avenue · $319,000 · 3 bd/3 ba · 1,484 sq ft
  53. 1338 Greenlea Drive · $285,000 · 2 bd/2 ba · 1,204 sq ft
  54. 5132 Botany Drive · $135,000 · 2 bd/2 ba · 1,152 sq ft
  55. 3424 Truman Drive · $296,000 · 4 bd/3 ba · 1,556 sq ft
  56. 3806 Staysail Lane · $114,900 · 1 bd/1 ba · 880 sq ft
  57. 1310 Mandarin Drive · $205,000 · 2 bd/1 ba · 744 sq ft
  58. 3438 Moog Road · $295,000 · 3 bd/2 ba · 1,519 sq ft
  59. 3908 Baden Drive · $239,000 · 2 bd/1.5 ba · 1,196 sq ft
  60. 3400 Bainbridge Drive · $200,000 · 2 bd/2 ba · 1,051 sq ft · Pending
  61. 3019 Lloyd Drive · $229,900 · 2 bd/2 ba · 1,134 sq ft
  62. 3411 Umber Road · $270,000 · 3 bd/2 ba · 1,368 sq ft
  63. 4312 Beacon Square Drive · $208,000 · 2 bd/1 ba · 816 sq ft
  64. 3207 Salisbury Drive · $259,900 · 3 bd/2 ba · 1,573 sq ft
  65. 4238 Pinefield Avenue · $245,900 · 2 bd/2 ba · 1,334 sq ft
  66. 3337 Clydesdale Drive · $235,000 · 4 bd/2 ba · 1,336 sq ft
  67. 3552 Bluebell Lane · $141,000 · 2 bd/2 ba · 900 sq ft
  68. 3150 Fairmount Drive · $225,000 · 2 bd/1 ba · 1,020 sq ft
  69. 5131 Forum Boulevard · $230,000 · 2 bd/2.5 ba · 1,541 sq ft
  70. 1617 Derrick Street · $225,000 · 3 bd/2 ba · 1,488 sq ft
  71. 1036 Viking Drive · $323,500 · 3 bd/2 ba · 1,362 sq ft
  72. 3543 Rockaway Drive · $259,000 · 3 bd/2 ba · 1,519 sq ft
  73. 3806 Baden Drive · $245,000 · 2 bd/1.5 ba · 1,096 sq ft
  74. 3020 Sheppards Crook Court · $559,000 · 3 bd/3.5 ba · 2,367 sq ft
  75. 2702 Druid Place · $204,500 · 2 bd/1.5 ba · 1,140 sq ft
  76. 3128 Kilburn Road · $254,900 · 2 bd/1.5 ba · 1,357 sq ft
  77. 2811 Ravendale Lane · $460,000 · 4 bd/2 ba · 2,366 sq ft
  78. 2152 Arcadia Road · $273,000 · 3 bd/2 ba · 1,088 sq ft
  79. 4641 Aegean Avenue · $235,000 · 2 bd/1.5 ba · 1,384 sq ft
  80. 1845 Dixie Lane · $123,500 · 2 bd/2 ba · 800 sq ft
  81. 3920 Beacon Square Drive · $224,900 · 2 bd/2 ba · 992 sq ft
  82. 4344 Tahitian Gardens Circle #B · $114,900 · 2 bd/1.5 ba · 825 sq ft
  83. 3318 Pineview Drive · $499,000 · 2 bd/1.5 ba · 1,047 sq ft
  84. 5650 Bittersweet Drive · $355,000 · 3 bd/2 ba · 1,824 sq ft
  85. 2109 Shannon Drive · $259,900 · 2 bd/2 ba · 1,120 sq ft
  86. 1650 Bold Lane · $189,000 · 2 bd/1 ba · 1,590 sq ft
  87. 5633 Andrea Drive · $285,000 · 3 bd/2 ba · 1,522 sq ft
  88. 3609 Truman Drive · $224,900 · 3 bd/2 ba · 1,536 sq ft
  89. 4922 Panorama Avenue · $190,000 · 3 bd/1 ba · 984 sq ft
  90. 4016 Baden Drive · $385,000 · 3 bd/2 ba · 1,488 sq ft
  91. 3849 Luma Drive · $239,000 · 3 bd/1.5 ba · 1,076 sq ft
  92. 3104 Salisbury Drive · $190,000 · 2 bd/1 ba · 846 sq ft
  93. 1125 Fernwood Drive · $474,900 · 3 bd/2 ba · 1,900 sq ft
  94. 3083 Victoria Inlet Drive · $230,000 · 3 bd/2.5 ba · 1,440 sq ft
  95. 3314 Columbus Drive · $279,900 · 3 bd/2 ba · 1,513 sq ft
  96. 3527 Tiki Drive · $105,000 · 2 bd/2 ba · 837 sq ft
  97. 3442 Overland Drive · $154,900 · 2 bd/2 ba · 1,334 sq ft
  98. 2210 Bayou Drive · $499,999 · 4 bd/2.5 ba · 2,861 sq ft
  99. 3154 Victoria Inlet Drive · $264,900 · 3 bd/2.5 ba · 1,440 sq ft
  100. 3029 Huntington Road · $247,500 · 3 bd/2 ba · 1,486 sq ft
  101. 3441 Eisenhower Drive · $199,000 · 2 bd/2 ba · 1,098 sq ft · Pending
  102. 1050 Deal Lane · $295,000 · 3 bd/3 ba · 1,667 sq ft
  103. 3138 Victoria Inlet Drive · $225,000 · 3 bd/2.5 ba · 1,440 sq ft
  104. 3548 Darlington Road · $205,000 · 2 bd/3 ba · 1,368 sq ft
  105. 1843 Shady Cove Drive · $89,900 · 1 bd/1 ba · 624 sq ft
  106. 4834 Gaslight Avenue · $250,000 · 2 bd/1 ba · 959 sq ft
  107. 3611 Sheryl Hill Drive · $239,900 · 2 bd/1 ba · 1,286 sq ft
  108. 1215 Persimmon Drive · $225,000 · 3 bd/2 ba · 1,365 sq ft
  109. 3640 Richboro Drive · $239,000 · 3 bd/2 ba · 1,519 sq ft
  110. 3048 Victoria Inlet Drive · $224,000 · 3 bd/2.5 ba · 1,440 sq ft
  111. 3110 Shadow Oaks Drive · $380,000 · 2 bd/2 ba · 1,691 sq ft
  112. 3510 Allandale Drive · $235,000 · 2 bd/2 ba · 1,368 sq ft
  113. 5344 Nancy Lane · $180,000 · 3 bd/2 ba · 1,392 sq ft
  114. 5103 Valimor Drive · $195,000 · 2 bd/1 ba · 912 sq ft · Pending
  115. 4345 Tahitian Gardens Circle #C · $135,000 · 2 bd/1.5 ba · 825 sq ft
  116. 3220 Coldwell Drive · $234,900 · 3 bd/2 ba · 1,423 sq ft · Pending
  117. 1435 Whitehall Lane · $219,900 · 2 bd/1 ba · 932 sq ft
  118. 3541 Bigelow Drive · $195,000 · 2 bd/2 ba · 1,189 sq ft
  119. 2228 Parrot Fish Drive · $249,900 · 3 bd/2 ba · 1,876 sq ft
  120. 3122 Bahia Avenue · $240,000 · 2 bd/2 ba · 1,670 sq ft
  121. 4327 Beacon Square Drive · $209,000 · 3 bd/1 ba · 1,104 sq ft
  122. 4113 Kibler Lane · $234,900 · 3 bd/2 ba · 1,256 sq ft
  123. 5226 Forum Boulevard · $266,995 · 2 bd/2.5 ba · 1,541 sq ft
  124. 1148 Fernwood Drive · $239,900 · 3 bd/1.5 ba · 1,113 sq ft
  125. 3226 Fairmount Drive · $250,000 · 3 bd/2 ba · 1,413 sq ft
  126. 3332 Wilson Drive · $284,990 · 3 bd/2 ba · 1,444 sq ft
  127. 5084 Forum Blvd · $261,999 · 3 bd/2.5 ba · 1,634 sq ft
  128. 4175 Harbour Palm Drive · $299,000 · 3 bd/2.5 ba · 1,632 sq ft
  129. 4351 Tahitian Gardens Circle #C · $105,000 · 2 bd/1 ba · 825 sq ft
  130. 2116 Kona Drive · $140,000 · 2 bd/2 ba · 1,056 sq ft
  131. 4642 Eastwood Lane · $197,000 · 2 bd/1 ba · 816 sq ft
  132. 3204 Channing Drive · $80,900 · 1 bd/1 ba · 552 sq ft
  133. 2705 Gardner Place · $319,900 · 4 bd/2 ba · 1,140 sq ft
  134. 3022 Jackson Drive · $450,000 · 4 bd/2 ba · 1,837 sq ft
  135. 3612 Tiki Drive · $114,500 · 2 bd/2 ba · 800 sq ft
  136. 3608 Tiki Drive · $105,200 · 2 bd/2 ba · 720 sq ft
  137. 4301 Westwood Drive · $299,900 · 2 bd/1.5 ba · 1,259 sq ft
  138. 3801 Darlington Road · $209,900 · 2 bd/1.5 ba · 936 sq ft
  139. 4809 Empress Lane · $133,000 · 2 bd/2 ba · 960 sq ft
  140. 2128 Shannon Drive · $199,900 · 2 bd/1 ba · 1,200 sq ft
  141. 1804 Rising Sun Drive #1804 · $155,000 · 2 bd/2 ba · 975 sq ft
  142. 3229 Tiki Drive · $115,000 · 2 bd/2 ba · 1,344 sq ft
  143. 4167 Harbour Palm Drive · $265,000 · 3 bd/2.5 ba · 1,440 sq ft
  144. 1914 Oswego Drive · $625,000 · 5 bd/3 ba · 3,072 sq ft
  145. 2138 Bayou Drive · $775,000 · 4 bd/2.5 ba · 2,583 sq ft
  146. 1940 Shady Cove Drive · $100,000 · 2 bd/2 ba · 900 sq ft
  147. 3430 Tiki Drive · $109,000 · 2 bd/2 ba · 960 sq ft
  148. 2700 Sierra Vista Way · $410,000 · 3 bd/2 ba · 1,526 sq ft
  149. 3405 Lanark Drive · $89,900 · 2 bd/2 ba · 792 sq ft
  150. 5828 Mariposa Drive · $189,900 · 2 bd/2 ba · 973 sq ft
  151. 1324 Viking Drive · $278,900 · 3 bd/2 ba · 1,393 sq ft
  152. 2153 Barracuda Court · $295,000 · 3 bd/2 ba · 1,740 sq ft
  153. 6345 Lost Trail · $260,000 · 5 bd/2 ba · 1,920 sq ft
  154. 3211 Lanark Drive · $100,000 · 2 bd/2 ba · 768 sq ft
  155. 3425 Tricon Lane #12 · $84,000 · 2 bd/1 ba · 870 sq ft
  156. 4721 Burney Drive · $95,000 · 2 bd/2 ba · 840 sq ft
  157. 2127 Wailua Drive · $125,000 · 2 bd/2 ba · 1,056 sq ft
  158. 3111 Kilburn Road · $309,999 · 3 bd/2 ba · 1,284 sq ft
  159. 1817 Dartmouth Drive · $248,000 · 3 bd/2 ba · 1,457 sq ft
  160. 2349 Hama Drive · $235,000 · 3 bd/2 ba · 1,470 sq ft
  161. 3702 Tiki Drive · $120,000 · 3 bd/2 ba · 1,288 sq ft
  162. 4324 Tahitian Gardens Circle #J · $129,900 · 2 bd/1.5 ba · 825 sq ft
  163. 3207 Coldwell Drive · $289,000 · 3 bd/2 ba · 1,302 sq ft
  164. 1034 Bowsprit Lane · $115,000 · 2 bd/2 ba · 1,114 sq ft
  165. 3083 Marisa Place · $649,900 · 4 bd/3.5 ba · 2,880 sq ft
  166. 5343 Whippoorwill Drive · $225,000 · 3 bd/2 ba · 1,670 sq ft
  167. 2835 Raven Drive · $209,000 · 2 bd/2 ba · 1,128 sq ft

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Updated November 8, 2026. Listing data from the MLS, deemed reliable but not guaranteed.

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