All Homes for Sale in Winter Haven, FL — Page 2

Every home for sale in Winter Haven, FL from the live MLS: 903 listings, newest first, 200 per page. Back to the Winter Haven homes for sale hub for prices by ZIP, property type and community.

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  1. 288 Cherry Laurel Lane · $239,000 · 3 bd/2 ba · 1,276 sq ft
  2. 1776 6Th Street #504 · $147,500 · 2 bd/2 ba · 1,347 sq ft
  3. 119 Sunfish Drive · $419,000 · 3 bd/2.5 ba · 2,613 sq ft
  4. 5016 River Lake Road · $410,000 · 3 bd/2 ba · 2,350 sq ft · Pending
  5. 128 N Lake Florence Drive · $399,999 · 3 bd/2 ba · 2,167 sq ft
  6. 1117 Michelangelo Lane · $375,000 · 4 bd/2.5 ba · 2,626 sq ft
  7. 645 Avenue M · $330,000 · 3 bd/2 ba · 1,959 sq ft
  8. 3833 Fieldstone Circle · $295,000 · 3 bd/2 ba · 1,880 sq ft
  9. 3883 Avenue O · $262,950 · 3 bd/2 ba · 1,286 sq ft
  10. 806 Avenue L · $219,900 · 3 bd/2 ba · 1,397 sq ft
  11. 5850 Cypress Gardens Boulevard #303 · $179,000 · 3 bd/2.5 ba · 1,584 sq ft
  12. 624 Lake Elizabeth Drive · $145,000 · 2 bd/1 ba · 1,209 sq ft
  13. 107 Lake Elizabeth Drive #B · $119,000 · 1 bd/1 ba · 625 sq ft
  14. 210 Meadowbrook Boulevard · $380,000 · 5 bd/3 ba · 2,696 sq ft
  15. 1514 Hamlin Street · $349,900 · 3 bd/2 ba · 2,035 sq ft
  16. 7158 Summit Place · $299,000 · 4 bd/2 ba · 1,833 sq ft
  17. 153 Browning Cir · $269,000 · 3 bd/2 ba · 1,144 sq ft
  18. 441 San Jose Drive · $259,900 · 2 bd/2 ba · 1,843 sq ft
  19. 352 Lake Daisy Circle · $259,900 · 3 bd/2 ba · 1,266 sq ft
  20. 4302 Shadow Wood Lane · $250,000 · 2 bd/2 ba · 1,507 sq ft
  21. 809 Magnolia Place · $235,000 · 2 bd/2 ba · 1,308 sq ft
  22. 3462 Avenue T · $220,000 · 3 bd/1 ba · 1,339 sq ft
  23. 281 Gerber Dairy Road · $700,000 · 3 bd/3 ba · 2,690 sq ft
  24. 44 Brevard Drive · $495,500 · 3 bd/2 ba · 2,269 sq ft
  25. 2900 Crump Road · $425,000 · 4 bd/2.5 ba · 2,280 sq ft
  26. 824 Vienna Drive · $259,000 · 3 bd/2 ba · 1,402 sq ft
  27. 628 Lakeside Ranch Lane · $164,800 · 2 bd/2 ba · 1,325 sq ft
  28. 3640 Crump Road · $1,399,900 · 4 bd/3 ba · 3,309 sq ft
  29. 815 Lake Jessie Drive · $595,000 · 4 bd/4 ba · 4,128 sq ft
  30. 215 S Lake Howard Drive · $419,000 · 3 bd/2 ba · 2,099 sq ft
  31. 1475 Grand Cayman Circle · $359,000 · 3 bd/2 ba · 2,066 sq ft
  32. 101 Sandburg Lane · $295,000 · 4 bd/2 ba · 1,925 sq ft
  33. 3005 Captain Jax Way · $226,990 · 3 bd/2.5 ba · 1,423 sq ft
  34. 5872 Red Fox Drive · $185,000 · 3 bd/2 ba · 1,344 sq ft
  35. 6624 Winterset Gardens Road · $450,000 · 5 bd/2.5 ba · 2,526 sq ft · Pending
  36. 2639 San Marco Way · $347,000 · 5 bd/3.5 ba · 2,701 sq ft
  37. 7002 Summit Circle · $340,000 · 3 bd/2 ba · 1,888 sq ft
  38. 1505 Lake Thomas Loop · $335,000 · 3 bd/2 ba · 2,116 sq ft
  39. 6260 Botticella Boulevard · $293,990 · 5 bd/2.5 ba · 2,112 sq ft · Pending
  40. 3729 Fieldstone Circle · $290,000 · 4 bd/2 ba · 1,797 sq ft
  41. 255 Haines Boulevard · $280,000 · 4 bd/2 ba · 1,793 sq ft
  42. 716 Avenue I · $258,500 · 3 bd/1.5 ba · 1,559 sq ft
  43. 3708 Coffman Drive · $225,000 · 4 bd/2 ba · 1,359 sq ft
  44. 3021 Captain Jax Way · $214,990 · 3 bd/2.5 ba · 1,386 sq ft
  45. 3400 Sunset Drive · $193,500 · 3 bd/1 ba · 936 sq ft
  46. 1711 Garden Lake Drive #1711 · $170,000 · 1 bd/1 ba · 828 sq ft
  47. 1700 6Th Street #C21 · $92,000 · 2 bd/1.5 ba · 840 sq ft
  48. 644 Hart Lake Drive · $699,000 · 4 bd/3 ba · 2,511 sq ft · Pending
  49. 3014 Buckeye Pointe Drive · $309,990 · 3 bd/2 ba · 1,554 sq ft · Pending
  50. 624 Sarner Pass Way · $299,000 · 4 bd/2 ba · 1,617 sq ft
  51. 124 Edgewater Drive · $239,999 · 3 bd/1 ba · 1,244 sq ft
  52. 1207 32Nd Street · $229,000 · 3 bd/1 ba · 1,189 sq ft
  53. 2112 Avenue C · $379,000 · 4 bd/2 ba · 2,011 sq ft
  54. 1920 Eloise Cove Drive · $363,500 · 4 bd/3 ba · 2,888 sq ft · Pending
  55. 823 Andrew Street · $345,190 · 4 bd/3 ba · 2,061 sq ft
  56. 233 Kensington View Boulevard · $270,000 · 3 bd/2 ba · 1,491 sq ft
  57. 400 Bayou Road · $254,000 · 2 bd/2 ba · 1,277 sq ft
  58. 146 8Th Street · $250,000 · 3 bd/2 ba · 1,404 sq ft
  59. 1040 Cambridge Drive · $243,500 · 3 bd/2 ba · 1,727 sq ft
  60. 3075 Captain Jax Way · $214,990 · 3 bd/2.5 ba · 1,386 sq ft
  61. 213 10Th Wahneta Street · $145,999 · 2 bd/1 ba · 826 sq ft
  62. 415 Garrett Ridge Court · $140,000 · 3 bd/2 ba · 1,248 sq ft · Pending
  63. 9513 Waterford Oaks Boulevard · $750,000 · 5 bd/3.5 ba · 3,611 sq ft
  64. 3947 Warbler Drive · $274,999 · 3 bd/2 ba · 1,632 sq ft · Pending
  65. 855 Killearn Boulevard · $255,200 · 3 bd/2 ba · 1,449 sq ft
  66. 221 Avenue C · $215,000 · 3 bd/2 ba · 720 sq ft
  67. 820 Avenue Z · $197,500 · 3 bd/2 ba · 2,082 sq ft
  68. 1100 Martinique Drive #220 · $149,900 · 3 bd/2 ba · 1,806 sq ft
  69. 4075 Bedford Avenue · $344,900 · 2 bd/2 ba · 1,888 sq ft
  70. 6183 Grey Heron Drive · $339,999 · 5 bd/4 ba · 1,872 sq ft
  71. 6217 Botticella Boulevard · $305,490 · 5 bd/2.5 ba · 2,326 sq ft · Pending
  72. 3933 Giorgio Drive · $279,000 · 3 bd/2 ba · 1,695 sq ft
  73. 1700 6Th Street #A38 · $78,800 · 2 bd/1 ba · 840 sq ft
  74. 1016 S Lake Mariam Drive · $750,000 · 5 bd/3.5 ba · 3,694 sq ft
  75. 120 Lake Mariam Way · $415,000 · 4 bd/2.5 ba · 2,308 sq ft
  76. 706 Peyton Brooke Way · $310,000 · 5 bd/3 ba · 2,696 sq ft · Pending
  77. 310 Ogden Street · $185,000 · 3 bd/2 ba · 1,151 sq ft · Pending
  78. 1302 Lake Elbert Dr Se · $589,500 · 5 bd/4.5 ba · 2,626 sq ft
  79. 822 17Th Terrace · $369,900 · 4 bd/2.5 ba · 2,189 sq ft
  80. 12 Saint Kitts Circle · $294,000 · 3 bd/2 ba · 1,639 sq ft
  81. 2500 21St Street #58 · $150,000 · 3 bd/2.5 ba · 1,334 sq ft
  82. 314 Avenue Y · $36,950 · 2 bd/1 ba · 570 sq ft · Pending
  83. 250 Brigham Road · $1,195,000 · 5 bd/5.5 ba · 3,235 sq ft
  84. 1196 Lake Elbert Drive · $459,900 · 5 bd/3 ba · 2,242 sq ft
  85. 5325 Snead Drive · $359,500 · 3 bd/2 ba · 1,833 sq ft
  86. 1436 Axel Circle · $340,000 · 5 bd/3 ba · 3,022 sq ft
  87. 1776 6Th Street #409 · $119,000 · 2 bd/2 ba · 1,347 sq ft
  88. 9 Winterset Dr · $430,000 · 4 bd/2 ba · 2,489 sq ft
  89. 205 Fern Road · $305,000 · 3 bd/2 ba · 1,800 sq ft · Pending
  90. 3968 Giorgio Drive · $270,000 · 3 bd/2 ba · 1,269 sq ft · Pending
  91. 1945 8Th Street · $225,000 · 2 bd/2 ba · 1,787 sq ft
  92. 209 Avenue C · $180,000 · 3 bd/2 ba · 1,000 sq ft
  93. 230 Broad Street · $515,000 · 4 bd/3 ba · 3,024 sq ft
  94. 3541 Raleigh Drive · $345,000 · 3 bd/3 ba · 2,006 sq ft
  95. 814 Sun Burst Road · $329,000 · 5 bd/3 ba · 2,616 sq ft
  96. 4053 Giorgio Drive · $299,990 · 4 bd/2 ba · 1,665 sq ft · Pending
  97. 2470 Salzburg Loop · $280,000 · 3 bd/2 ba · 1,935 sq ft
  98. 713 Bayside Boulevard · $279,900 · 3 bd/2 ba · 1,479 sq ft · Pending
  99. 606 Pavare Court #606 · $129,900 · 2 bd/2 ba · 823 sq ft
  100. 6136 Pebble Beach Boulevard · $549,999 · 3 bd/3 ba · 2,682 sq ft
  101. 506 Thomas Avenue · $235,000 · 4 bd/2 ba · 1,656 sq ft
  102. 845 Avenue F Ne · $309,900 · 3 bd/2 ba · 1,552 sq ft · Pending
  103. 706 Avenue I · $285,000 · 3 bd/2 ba · 1,925 sq ft
  104. 3344 Timberline Road · $225,000 · 2 bd/1.5 ba · 904 sq ft
  105. 5315 Mickey Avenue · $319,999 · 4 bd/2 ba · 1,910 sq ft · Pending
  106. 477 Kensington View Drive · $290,000 · 3 bd/2 ba · 1,750 sq ft
  107. 450 Sandestin Drive · $185,000 · 2 bd/2 ba · 1,204 sq ft
  108. 333 Lake Howard Drive #302B · $99,000 · 2 bd/2 ba · 1,030 sq ft
  109. 1776 6Th Street #304 · $98,500 · 2 bd/2 ba · 1,347 sq ft
  110. 97 Parson Drive · $79,500 · 2 bd/2 ba · 989 sq ft
  111. 2011 Recker Highway · $390,000 · 4 bd/2 ba · 2,000 sq ft
  112. 233 Kings Pond Avenue · $264,950 · 3 bd/2 ba · 1,220 sq ft
  113. 707 Dolly Ben Court · $225,000 · 3 bd/1 ba · 1,048 sq ft
  114. 6107 Grand Oaks Drive · $175,000 · 2 bd/2 ba · 1,340 sq ft
  115. 2510 Cypress Gardens Boulevard · $865,000 · 5 bd/3 ba · 3,482 sq ft
  116. 204 Lake Mariam Court · $399,999 · 3 bd/2 ba · 2,117 sq ft
  117. 437 Broward Terrace · $379,000 · 4 bd/2 ba · 1,687 sq ft
  118. 5441 San Pietro Drive · $362,499 · 5 bd/3 ba · 2,470 sq ft · Pending
  119. 212 Majestic Gardens Lane · $279,000 · 3 bd/2 ba · 1,348 sq ft
  120. 695 22Nd St Nw · $234,900 · 3 bd/2 ba · 1,708 sq ft
  121. 3032 Captain Jax Way · $220,240 · 3 bd/2.5 ba · 1,386 sq ft · Pending
  122. 404 Coleman Drive · $320,000 · 3 bd/2 ba · 1,940 sq ft
  123. 815 Andrew Street · $319,990 · 4 bd/2 ba · 1,814 sq ft
  124. 6257 Botticella Boulevard · $298,490 · 5 bd/2.5 ba · 2,112 sq ft · Pending
  125. 2336 Avenue E · $249,900 · 3 bd/2 ba · 1,956 sq ft
  126. 4401 Chambliss Road · $1,100,000 · 3 bd/2 ba · 2,129 sq ft
  127. 25 Lakewood Causeway · $849,900 · 5 bd/3.5 ba · 4,108 sq ft
  128. 432 Ituna Circle · $335,560 · 3 bd/2 ba · 2,005 sq ft · Pending
  129. 967 Lunar Lane · $298,080 · 3 bd/2 ba · 1,266 sq ft
  130. 1306 15Th Street · $259,900 · 3 bd/2 ba · 1,256 sq ft
  131. 26 Saint Kitts Circle · $230,000 · 3 bd/2 ba · 1,954 sq ft
  132. 6600 Scenic Point Drive · $220,000 · 2 bd/2 ba · 1,664 sq ft
  133. 1307 Innsbruck Ct · $197,900 · 2 bd/2 ba · 1,316 sq ft
  134. 1380 S Lake Roy Dr Drive · $383,000 · 4 bd/3 ba · 2,468 sq ft
  135. 754 Santa Maria Dr · $367,000 · 4 bd/3 ba · 2,200 sq ft
  136. 2759 Adeline Avenue · $326,990 · 4 bd/2 ba · 1,828 sq ft
  137. 1268 Salisbury Dr · $255,000 · 3 bd/2 ba · 1,728 sq ft
  138. 214 King Road · $249,900 · 3 bd/2 ba · 1,124 sq ft
  139. 2801 Wingfoot Court · $245,000 · 2 bd/2 ba · 1,666 sq ft
  140. 1550 36Th Street · $169,900 · 3 bd/1 ba · 1,226 sq ft
  141. 244 Winter Ridge Boulevard #244 · $99,900 · 2 bd/2 ba · 1,073 sq ft
  142. 4132 Martindale Loop · $399,900 · 4 bd/3 ba · 1,894 sq ft
  143. 216 Shore Loop · $345,000 · 3 bd/2 ba · 1,701 sq ft
  144. 312 Towhee Road · $329,900 · 4 bd/2 ba · 2,020 sq ft
  145. 5568 Taverna Loop · $325,990 · 5 bd/3 ba · 2,447 sq ft · Pending
  146. 6229 Knotty Pine Drive · $180,000 · 3 bd/2 ba · 1,504 sq ft
  147. 212 Overlook Drive · $250,000 · 3 bd/2 ba · 1,731 sq ft
  148. 353 Wharf Way · $239,900 · 3 bd/2.5 ba · 1,604 sq ft
  149. 119 Lantern Lane · $215,000 · 2 bd/2 ba · 1,134 sq ft
  150. 1019 W Lake Eloise Terrace · $880,000 · 2 bd/3 ba · 2,768 sq ft
  151. 350 Winter Ridge Boulevard #350 · $145,000 · 2 bd/2 ba · 1,073 sq ft
  152. 228 W Lake Ina Drive · $389,000 · 3 bd/4 ba · 1,675 sq ft
  153. 1919 19Th Street · $339,000 · 4 bd/2 ba · 1,752 sq ft
  154. 2338 Salzburg Loop · $198,000 · 2 bd/2 ba · 1,246 sq ft
  155. 1776 6Th Street #308 · $144,900 · 2 bd/2 ba · 1,347 sq ft
  156. 75 Sunset View Drive #75 · $405,000 · 2 bd/2 ba · 2,249 sq ft
  157. 2820 San Marco Way · $329,900 · 4 bd/3.5 ba · 2,227 sq ft
  158. 506 Clayton Circle · $309,900 · 4 bd/3 ba · 2,004 sq ft
  159. 625 Avenue B · $230,000 · 2 bd/2 ba · 1,240 sq ft
  160. 6627 Westchester Drive · $198,000 · 2 bd/2 ba · 1,856 sq ft
  161. 708 Avenue E · $174,500 · 2 bd/1 ba · 918 sq ft
  162. 1549 Drexel Ave Ne · $400,000 · 2 bd/2 ba · 1,120 sq ft
  163. 5838 Old Bartow Eagle Lake Road · $388,000 · 3 bd/2 ba · 2,172 sq ft
  164. 543 Terranova Circle · $385,000 · 3 bd/2 ba · 2,118 sq ft
  165. 1166 Yumuri Street · $300,000 · 4 bd/3 ba · 1,964 sq ft
  166. 1499 Avenue E · $245,000 · 3 bd/1 ba · 1,508 sq ft
  167. 3044 Captain Jax Way · $219,990 · 3 bd/2.5 ba · 1,386 sq ft · Pending
  168. 3052 Captain Jax Way · $219,990 · 3 bd/2.5 ba · 1,386 sq ft · Pending
  169. 1228 Tyler Loop · $299,000 · 4 bd/3 ba · 2,093 sq ft
  170. 3357 Timberline Road · $265,000 · 4 bd/2 ba · 1,675 sq ft
  171. 218 5Th Jpv Street · $246,500 · 5 bd/2 ba · 820 sq ft
  172. 2586 San Marco Way · $233,000 · 4 bd/2 ba · 1,707 sq ft · Pending
  173. 280 Santa Rosa Drive · $415,000 · 3 bd/2 ba · 2,251 sq ft
  174. 4519 Ashford Drive · $385,000 · 3 bd/2.5 ba · 2,039 sq ft
  175. 1334 Diego Terrace · $309,900 · 4 bd/2.5 ba · 1,933 sq ft
  176. 3184 Royal Tern Drive · $286,900 · 3 bd/2 ba · 1,725 sq ft
  177. 508 Eagle Pond Drive #508 · $159,500 · 2 bd/2 ba · 1,017 sq ft
  178. 218 Hartridge Hills Drive · $365,000 · 3 bd/2 ba · 2,123 sq ft
  179. 816 Andrew Street · $356,315 · 4 bd/2.5 ba · 2,227 sq ft · Pending
  180. 6086 Southern Oaks Drive · $169,900 · 2 bd/2 ba · 1,200 sq ft
  181. 4734 Monterey Drive · $419,900 · 4 bd/3 ba · 2,687 sq ft
  182. 107 Sanderling Drive · $385,000 · 4 bd/2 ba · 2,567 sq ft
  183. 2747 Gladiola Road · $263,990 · 3 bd/2.5 ba · 1,673 sq ft · Pending
  184. 573 Lucerne Boulevard · $250,000 · 3 bd/2 ba · 1,743 sq ft
  185. 790 Avenue Q · $185,000 · 2 bd/1 ba · 934 sq ft
  186. 405 Valley Court · $455,000 · 4 bd/2 ba · 2,463 sq ft
  187. 795 Crosstower Drive · $435,000 · 3 bd/2 ba · 1,572 sq ft
  188. 2145 River Hawk Loop · $359,900 · 4 bd/2 ba · 2,522 sq ft
  189. 1248 31St Street · $195,000 · 2 bd/1 ba · 840 sq ft
  190. 106 Majestic Gardens Court · $275,000 · 3 bd/2 ba · 1,661 sq ft
  191. 1042 Corso Dr · $265,000 · 4 bd/2 ba · 1,730 sq ft
  192. 2723 Gladiola Road · $263,990 · 3 bd/2.5 ba · 1,673 sq ft · Pending
  193. 24 Flamingo Boulevard · $229,900 · 3 bd/2 ba · 1,344 sq ft
  194. 100 El Camino Dr #309 · $94,900 · 2 bd/2 ba · 1,579 sq ft
  195. 1700 6Th St Nw #C24 · $92,000 · 2 bd/1 ba · 840 sq ft
  196. 213 Lakeside Ranch Circle · $54,900 · 2 bd/1 ba · 672 sq ft
  197. 318 Hamilton Shores Drive · $524,000 · 4 bd/2 ba · 2,806 sq ft
  198. 4663 Ostero Street · $277,900 · 4 bd/2 ba · 1,665 sq ft · Pending
  199. 2456 Bates Avenue · $249,900 · 3 bd/2 ba · 1,232 sq ft
  200. 3040 Captain Jax Way · $247,490 · 3 bd/2.5 ba · 1,423 sq ft · Pending

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

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