All Homes for Sale in Holiday, FL

Every home for sale in Holiday, FL from the live MLS: 283 listings, newest first, 200 per page. Back to the Holiday homes for sale hub for prices by ZIP, property type and community.

Page 1 · Page 2

  1. 1419 Blue Marlin Boulevard · $525,000 · 4 bd/3 ba · 2,480 sq ft
  2. 3420 Paloma Drive · $325,000 · 2 bd/2 ba · 1,068 sq ft
  3. 4615 Aegean Avenue · $289,000 · 4 bd/2 ba · 1,550 sq ft
  4. 5404 Front Drive · $265,000 · 3 bd/2 ba · 1,422 sq ft
  5. 2326 Lemur Drive · $99,900 · 2 bd/2 ba · 960 sq ft
  6. 3350 Courtney Drive · $79,500 · 1 bd/1.5 ba · 576 sq ft
  7. 3143 Pineview Drive · $1,299,999 · 4 bd/4 ba · 4,204 sq ft
  8. 1937 Blue River Road · $550,000 · 4 bd/3 ba · 3,018 sq ft
  9. 2325 Indian Key Drive · $385,000 · 4 bd/3 ba · 2,395 sq ft
  10. 2831 Blossom Lake · $379,900 · 3 bd/2 ba · 1,613 sq ft
  11. 2705 Gardner Place · $319,900 · 4 bd/2 ba · 1,140 sq ft
  12. 4036 Sunray Drive · $300,000 · 3 bd/2 ba · 1,842 sq ft
  13. 3041 Holiday Lake Drive · $289,900 · 3 bd/2 ba · 1,280 sq ft
  14. 1440 Normandy Boulevard · $275,000 · 3 bd/2 ba · 1,137 sq ft
  15. 1918 Villa Rosa Drive · $270,000 · 2 bd/1.5 ba · 1,450 sq ft
  16. 1400 Jennings Drive · $249,900 · 3 bd/1 ba · 1,056 sq ft
  17. 2217 Harrison Drive · $245,995 · 4 bd/2 ba · 1,566 sq ft
  18. 3031 Muir Street · $245,000 · 2 bd/1 ba · 998 sq ft
  19. 3806 Baden Drive · $245,000 · 2 bd/1.5 ba · 1,096 sq ft
  20. 5340 Baroque Drive · $240,000 · 3 bd/2 ba · 1,105 sq ft
  21. 1539 Plum Tree Road · $239,900 · 3 bd/2 ba · 1,028 sq ft
  22. 3212 Blue Bird Drive · $230,000 · 3 bd/2 ba · 1,670 sq ft
  23. 4149 Darlington Road · $229,900 · 2 bd/2 ba · 1,032 sq ft
  24. 3150 Fairmount Drive · $225,000 · 2 bd/1 ba · 1,020 sq ft
  25. 3249 Trask Drive · $220,000 · 2 bd/2 ba · 1,156 sq ft
  26. 3415 Monticello Street · $220,000 · 2 bd/1 ba · 816 sq ft
  27. 4208 Canterberry Drive · $215,000 · 2 bd/1.5 ba · 1,247 sq ft
  28. 3914 Carioca Rd · $215,000 · 2 bd/1.5 ba · 1,188 sq ft
  29. 3211 Southport Drive · $179,900 · 2 bd/2 ba · 1,329 sq ft
  30. 2400 Lemur Drive · $175,000 · 4 bd/2 ba · 1,620 sq ft
  31. 1022 Bowsprit Lane #1022 · $175,000 · 2 bd/2 ba · 1,114 sq ft
  32. 4333 Tahitian Gardens Circle #A · $147,000 · 2 bd/1.5 ba · 768 sq ft
  33. 3201 Brewster Drive · $145,500 · 2 bd/2 ba · 864 sq ft
  34. 5128 River Birch Avenue · $135,000 · 2 bd/2 ba · 1,380 sq ft
  35. 4330 Tahitian Gardens Circle #A · $134,900 · 2 bd/1.5 ba · 825 sq ft
  36. 4322 Tahitian Gardens Circle #B · $130,000 · 2 bd/1 ba · 768 sq ft
  37. 4324 Tahitian Gardens Circle #D · $119,500 · 2 bd/1.5 ba · 825 sq ft
  38. 4359 Tahitian Gardens Circle #B · $115,000 · 2 bd/1.5 ba · 825 sq ft
  39. 4337 Tahitian Gardens Circle #E · $114,900 · 2 bd/1 ba · 768 sq ft
  40. 4340 Tahitian Gardens Circle #D · $110,000 · 2 bd/1 ba · 768 sq ft
  41. 4349 Tahitian Gardens Circle #C · $94,900 · 1 bd/1 ba · 600 sq ft
  42. 4246 Courier Lane · $75,000 · 2 bd/1 ba · 1,162 sq ft
  43. 2501 Bay Field Court · $609,900 · 5 bd/3 ba · 2,618 sq ft
  44. 1539 Dartmouth Drive · $330,000 · 3 bd/2 ba · 1,388 sq ft
  45. 4301 Westwood Drive · $299,900 · 2 bd/1.5 ba · 1,259 sq ft
  46. 4004 Scarlet Maple Drive · $234,900 · 3 bd/1.5 ba · 1,316 sq ft
  47. 4755 Burney Drive · $154,900 · 2 bd/2 ba · 1,248 sq ft
  48. 2546 Arrowpointe Drive · $425,000 · 4 bd/2 ba · 2,022 sq ft
  49. 5410 Flora Avenue · $359,900 · 2 bd/2 ba · 1,356 sq ft
  50. 2232 Parrot Fish Drive · $349,900 · 3 bd/2 ba · 1,740 sq ft
  51. 1031 Conoley Lane · $230,000 · 3 bd/1 ba · 1,004 sq ft
  52. 3517 Tiki Drive · $79,900 · 1 bd/1 ba · 750 sq ft
  53. 3203 Birkdale Drive · $75,000 · 2 bd/2 ba · 840 sq ft
  54. 2530 Arrowpointe Drive · $499,900 · 3 bd/2 ba · 1,758 sq ft
  55. 3215 Kilburn Road · $298,900 · 3 bd/3 ba · 1,272 sq ft
  56. 4019 Baden Drive · $255,000 · 2 bd/2 ba · 1,140 sq ft
  57. 2608 Akita Place · $249,900 · 3 bd/2 ba · 1,356 sq ft
  58. 3302 Kauna Point Drive · $159,000 · 2 bd/2 ba · 960 sq ft
  59. 3239 Glenwood Circle · $499,000 · 3 bd/2 ba · 2,049 sq ft
  60. 2919 Jacob Crossing Lane · $259,900 · 3 bd/2.5 ba · 1,444 sq ft
  61. 4843 Calais Drive · $210,000 · 2 bd/1.5 ba · 1,088 sq ft
  62. 1202 Lucas Street · $49,000 · 1 bd/1 ba · 1,036 sq ft
  63. 3708 Holiday Lake Drive · $379,900 · 3 bd/3 ba · 1,726 sq ft
  64. 1016 Fuchsia Drive · $320,000 · 3 bd/2 ba · 1,392 sq ft
  65. 1516 Derrick Street · $249,000 · 3 bd/2 ba · 1,020 sq ft
  66. 3649 Holiday Lake Drive · $225,000 · 3 bd/2 ba · 1,285 sq ft
  67. 4631 Eastwood Lane · $224,900 · 3 bd/2 ba · 1,185 sq ft
  68. 1535 Sentinel Street · $199,999 · 2 bd/1 ba · 816 sq ft
  69. 4711 Phoenix Avenue · $225,000 · 2 bd/1.5 ba · 1,044 sq ft
  70. 4737 Longwood Ave · $189,900 · 2 bd/1 ba · 945 sq ft
  71. 2939 Wood Pointe Drive · $318,000 · 2 bd/2 ba · 1,280 sq ft
  72. 2229 Roselawn Drive · $314,900 · 3 bd/2 ba · 1,356 sq ft
  73. 1300 Maybury Drive · $205,000 · 3 bd/2 ba · 1,316 sq ft
  74. 4653 Aegean Avenue · $199,500 · 2 bd/1.5 ba · 988 sq ft
  75. 1117 Rushmore Drive · $399,000 · 3 bd/2 ba · 1,502 sq ft
  76. 3416 Chauncy Road · $230,000 · 2 bd/2 ba · 1,368 sq ft
  77. 4640 Tropical Lane · $182,150 · 2 bd/1.5 ba · 988 sq ft
  78. 1238 Fuchsia Drive · $239,999 · 2 bd/1 ba · 1,012 sq ft
  79. 2055 Norfolk Drive · $210,000 · 2 bd/1.5 ba · 907 sq ft
  80. 2219 Parrot Fish Dr · $337,900 · 3 bd/2 ba · 1,740 sq ft
  81. 1508 Derrick Street · $239,000 · 3 bd/2 ba · 1,008 sq ft
  82. 5253 Forest Hills Drive · $227,518 · 2 bd/2 ba · 1,036 sq ft
  83. 3041 Buckner Court · $132,000 · 2 bd/2 ba · 828 sq ft
  84. 1446 Merrilon Drive · $259,900 · 3 bd/2 ba · 1,224 sq ft · Pending
  85. 3811 Beechwood Drive · $209,900 · 2 bd/1 ba · 816 sq ft
  86. 3339 Garfield Drive · $205,000 · 2 bd/1 ba · 960 sq ft
  87. 5144 Chime Way · $269,500 · 3 bd/1.5 ba · 1,524 sq ft
  88. 5657 Oceanic Road · $559,900 · 4 bd/3.5 ba · 3,553 sq ft
  89. 1238 Flotilla Drive · $549,900 · 5 bd/5.5 ba · 5,360 sq ft
  90. 1408 Jennings Drive · $259,900 · 3 bd/2 ba · 1,102 sq ft
  91. 3130 Coldwell Drive · $259,000 · 3 bd/1 ba · 1,080 sq ft
  92. 2144 Harrison Drive · $229,000 · 2 bd/2 ba · 1,383 sq ft
  93. 1954 Coolidge Road · $255,000 · 2 bd/2 ba · 909 sq ft
  94. 3214 Kilburn Road · $247,000 · 3 bd/2 ba · 1,291 sq ft
  95. 1024 Viking Drive · $179,900 · 2 bd/1 ba · 909 sq ft
  96. 4318 Tahitian Gardens Circle #F · $114,900 · 1 bd/1 ba · 576 sq ft
  97. 4349 Tahitian Gardens Circle #G · $95,000 · 1 bd/1 ba · 600 sq ft
  98. 1324 Chancellor Drive · $448,900 · 3 bd/3 ba · 1,762 sq ft
  99. 1031 Classic Drive · $229,900 · 2 bd/1 ba · 1,122 sq ft
  100. 3352 Hoover Drive · $223,800 · 2 bd/2 ba · 1,368 sq ft
  101. 3319 Cantrell Street · $202,000 · 2 bd/1.5 ba · 956 sq ft
  102. 3647 Bigelow Drive · $169,900 · 3 bd/1 ba · 1,113 sq ft
  103. 3748 Redwood Drive · $244,900 · 2 bd/1.5 ba · 948 sq ft
  104. 3420 Blayton Street · $174,000 · 2 bd/1 ba · 888 sq ft
  105. 3510 Allandale Drive · $235,000 · 2 bd/2 ba · 1,368 sq ft
  106. 2931 Walnut Grove Court · $300,000 · 3 bd/2 ba · 1,341 sq ft
  107. 3128 Kilburn Road · $254,900 · 2 bd/1.5 ba · 1,357 sq ft
  108. 3852 Sunray Drive · $239,900 · 2 bd/1.5 ba · 1,088 sq ft
  109. 2603 Society Drive · $255,000 · 2 bd/1.5 ba · 864 sq ft
  110. 3110 Shadow Oaks Drive · $380,000 · 2 bd/2 ba · 1,691 sq ft
  111. 1421 Normandy Boulevard · $250,000 · 3 bd/1.5 ba · 1,268 sq ft
  112. 3936 Sailmaker Lane · $135,000 · 2 bd/2 ba · 1,318 sq ft
  113. 2220 Parrot Fish Drive · $354,900 · 3 bd/2 ba · 1,876 sq ft
  114. 1202 Mandarin Drive · $324,900 · 3 bd/2 ba · 1,615 sq ft
  115. 3400 Supreme Drive · $299,900 · 3 bd/2 ba · 1,470 sq ft
  116. 3132 Jackson Drive · $270,000 · 2 bd/2 ba · 1,332 sq ft
  117. 2414 Tahitian Drive · $189,000 · 2 bd/1 ba · 864 sq ft
  118. 4313 Tahitian Gardens Circle Circle #B · $125,000 · 2 bd/1.5 ba · 825 sq ft
  119. 3029 Jacob Crossing Lane · $330,000 · 3 bd/2.5 ba · 1,813 sq ft
  120. 5600 Andrea Drive · $280,400 · 3 bd/2 ba · 1,522 sq ft
  121. 3225 Hearthstone Court · $459,500 · 3 bd/2 ba · 2,151 sq ft
  122. 3828 Sailmaker Lane · $144,900 · 2 bd/2 ba · 1,114 sq ft
  123. 3641 Wellington Dr · $370,000 · 3 bd/2 ba · 1,480 sq ft
  124. 3123 Mela Court · $370,000 · 3 bd/2 ba · 1,489 sq ft
  125. 5736 Melaleuca Drive · $350,000 · 2 bd/2 ba · 1,502 sq ft · Pending
  126. 4841 Zodiac Avenue · $270,000 · 3 bd/2 ba · 1,191 sq ft
  127. 2228 Society Drive · $240,000 · 2 bd/1.5 ba · 1,039 sq ft
  128. 1843 Shady Cove Drive · $89,900 · 1 bd/1 ba · 624 sq ft
  129. 3544 Wilson Drive · $218,999 · 2 bd/2 ba · 952 sq ft
  130. 1346 Chancellor Drive · $359,000 · 3 bd/2 ba · 1,346 sq ft
  131. 1845 Dixie Lane · $123,500 · 2 bd/2 ba · 800 sq ft
  132. 1332 Flotilla Drive · $289,000 · 2 bd/2 ba · 1,386 sq ft
  133. 1467 Classic Drive · $299,000 · 3 bd/2 ba · 1,330 sq ft · Pending
  134. 3411 Umber Road · $270,000 · 3 bd/2 ba · 1,368 sq ft
  135. 3424 Truman Drive · $296,000 · 4 bd/3 ba · 1,556 sq ft
  136. 3221 Roxbury Drive · $227,000 · 2 bd/1.5 ba · 1,136 sq ft
  137. 2638 Big Pine Drive · $359,900 · 3 bd/2 ba · 1,428 sq ft
  138. 2578 Charlan Court · $255,000 · 3 bd/2.5 ba · 1,634 sq ft
  139. 1421 Wickham Lane · $215,000 · 2 bd/1 ba · 986 sq ft
  140. 1166 Chancellor Drive · $459,900 · 4 bd/3 ba · 1,761 sq ft
  141. 1627 Dander Drive · $275,000 · 3 bd/2 ba · 1,336 sq ft
  142. 1650 Aqua Lane · $199,000 · 2 bd/1 ba · 968 sq ft
  143. 3527 Tiki Drive · $105,000 · 2 bd/2 ba · 837 sq ft
  144. 2152 Arcadia Road · $273,000 · 3 bd/2 ba · 1,088 sq ft
  145. 4718 Trafford Road · $199,000 · 2 bd/1 ba · 1,286 sq ft
  146. 1345 Basswood Drive · $270,000 · 3 bd/2 ba · 1,305 sq ft · Pending
  147. 3124 Lecanto Street · $200,000 · 2 bd/1 ba · 1,104 sq ft
  148. 2309 Swordfish Avenue · $545,000 · 4 bd/3 ba · 2,462 sq ft
  149. 3225 Glenwood Circle · $525,000 · 4 bd/3 ba · 2,857 sq ft
  150. 3452 Chauncy Road · $224,900 · 2 bd/2 ba · 1,368 sq ft
  151. 3522 Allandale Drive · $190,000 · 2 bd/1 ba · 840 sq ft
  152. 3104 Dole Street · $299,900 · 4 bd/2 ba · 1,742 sq ft
  153. 2044 Pamela Drive · $219,900 · 2 bd/2 ba · 1,116 sq ft
  154. 2030 Gulfview Drive · $774,900 · 2 bd/2 ba · 2,280 sq ft
  155. 2146 Society Drive · $259,000 · 2 bd/2 ba · 1,371 sq ft · Pending
  156. 1651 Atlas Lane · $199,000 · 2 bd/2 ba · 864 sq ft
  157. 3908 Baden Drive · $239,000 · 2 bd/1.5 ba · 1,196 sq ft
  158. 3154 Victoria Inlet Drive · $264,900 · 3 bd/2.5 ba · 1,440 sq ft
  159. 1435 Whitehall Lane · $219,900 · 2 bd/1 ba · 932 sq ft
  160. 3321 Chatford Drive · $119,000 · 2 bd/2 ba · 1,152 sq ft
  161. 5650 Bittersweet Drive · $355,000 · 3 bd/2 ba · 1,824 sq ft
  162. 1248 Ermine Drive · $200,000 · 2 bd/1.5 ba · 1,113 sq ft
  163. 2122 Waterview Drive · $139,900 · 2 bd/2 ba · 936 sq ft
  164. 1023 Viking Drive · $205,000 · 2 bd/1.5 ba · 1,097 sq ft
  165. 5132 Botany Drive · $135,000 · 2 bd/2 ba · 1,152 sq ft
  166. 1908 Shady Cove Drive · $79,900 · 1 bd/1 ba · 756 sq ft
  167. 2123 Oahu Drive · $145,000 · 2 bd/2 ba · 960 sq ft
  168. 1338 Greenlea Drive · $285,000 · 2 bd/2 ba · 1,204 sq ft
  169. 5633 Andrea Drive · $285,000 · 3 bd/2 ba · 1,522 sq ft
  170. 4645 Burney Drive · $137,000 · 2 bd/2 ba · 1,500 sq ft
  171. 3212 W Tiki Drive · $75,400 · 2 bd/2 ba · 1,152 sq ft
  172. 3533 Wilson Drive · $226,900 · 2 bd/2 ba · 1,224 sq ft
  173. 2122 Holiday Drive · $220,000 · 2 bd/1 ba · 922 sq ft
  174. 1310 Mandarin Drive · $225,000 · 2 bd/1 ba · 744 sq ft
  175. 3510 Wilson Drive · $210,000 · 2 bd/1 ba · 1,024 sq ft
  176. 4016 Baden Drive · $385,000 · 3 bd/2 ba · 1,488 sq ft
  177. 3960 Sailmaker Lane · $119,000 · 2 bd/2 ba · 1,318 sq ft
  178. 1207 Lodestar Drive · $195,000 · 2 bd/2 ba · 1,320 sq ft
  179. 2412 Arcadia Road · $164,900 · 2 bd/1 ba · 816 sq ft
  180. 1240 Chelsea Lane · $205,000 · 2 bd/1 ba · 996 sq ft
  181. 4128 Baden Drive · $190,000 · 2 bd/1.5 ba · 1,496 sq ft · Pending
  182. 3806 Staysail Lane · $114,900 · 1 bd/1 ba · 880 sq ft
  183. 2597 Charlan · $249,000 · 2 bd/2.5 ba · 1,541 sq ft
  184. 2051 Peggy Drive · $215,000 · 2 bd/1.5 ba · 948 sq ft
  185. 4810 Guardian Avenue · $285,000 · 3 bd/2 ba · 1,200 sq ft
  186. 3207 Salisbury Drive · $259,900 · 3 bd/2 ba · 1,573 sq ft
  187. 1036 Viking Drive · $328,200 · 3 bd/2 ba · 1,362 sq ft
  188. 1203 Chancellor Drive · $194,988 · 2 bd/2 ba · 1,152 sq ft · Pending
  189. 1650 Bold Lane · $189,000 · 2 bd/1 ba · 1,590 sq ft
  190. 1050 Deal Lane · $295,000 · 3 bd/3 ba · 1,667 sq ft
  191. 2811 Ravendale Lane · $475,000 · 4 bd/2 ba · 2,366 sq ft
  192. 4344 Tahitian Gardens Circle #B · $119,000 · 2 bd/1.5 ba · 825 sq ft
  193. 1316 Blue Marlin Boulevard · $399,000 · 4 bd/3 ba · 2,638 sq ft · Pending
  194. 3208 Kilburn Road · $229,900 · 2 bd/2 ba · 1,346 sq ft
  195. 2044 Hoyle Drive · $110,000 · 2 bd/1.5 ba · 952 sq ft
  196. 3318 Pineview Drive · $509,000 · 2 bd/1.5 ba · 1,047 sq ft
  197. 2344 Tahitian Drive · $220,000 · 4 bd/2 ba · 1,377 sq ft
  198. 3020 Sheppards Crook Court · $579,000 · 3 bd/3.5 ba · 2,367 sq ft
  199. 4922 Panorama Avenue · $200,000 · 3 bd/1 ba · 984 sq ft
  200. 4834 Gaslight Avenue · $250,000 · 2 bd/1 ba · 959 sq ft

Page 1 · Page 2

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

Hiring an agent in Holiday, FL?

Get matched with the right local expert.

Tell us your goal in Holiday, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Holiday, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461