Homes under $400K in Winter Haven, FL

505 for sale · 1,665 homes listed · Updated September 27, 2026 · Page 14 of 34

• 126 bermuda court, Winter Haven 33880 Pending $300,000 · 4 bd · 2 ba · 2,052 sqft
• 1502 eagle pond drive 15, Winter Haven 33884 Pending $159,900 · 2 bd · 2 ba · 1,017 sqft
• 2810 winterset park, Winter Haven 33884 Pending $340,000 · 3 bd · 2 ba · 1,898 sqft
• 1593 lemon avenue, Winter Haven 33881 Pending $285,000 · 4 bd · 2 ba · 1,761 sqft
• 3940 giorgio drive, Winter Haven 33884 Pending $292,490 · 3 bd · 2 ba · 1,269 sqft
• 713 bayside boulevard, Winter Haven 33881 Pending $279,900 · 3 bd · 2 ba · 1,479 sqft
• 611 ituna circle, Winter Haven 33881 Pending $303,900 · 3 bd · 2 ba · 1,644 sqft
• 724 bayside boulevard, Winter Haven 33881 Pending $291,680 · 3 bd · 2 ba · 1,486 sqft
• 512 ituna circle, Winter Haven 33881 Pending $324,625 · 3 bd · 2 ba · 1,545 sqft
• 816 andrew street, Winter Haven 33881 Pending $356,315 · 4 bd · 3 ba · 2,227 sqft
• 2774 adeline avenue, Winter Haven 33881 Pending $294,490 · 5 bd · 2 ba · 1,708 sqft
• 2778 adeline avenue, Winter Haven 33881 Pending $288,990 · 4 bd · 2 ba · 1,498 sqft
• 3748 giorgio drive, Winter Haven 33884 Pending $319,900 · 4 bd · 2 ba · 1,828 sqft
• 4040 giorgio, Winter Haven 33884 Pending $287,990 · 3 bd · 2 ba · 1,672 sqft
• 1040 luke avenue, Winter Haven 33881 Pending $269,990 · 3 bd · 2 ba · 1,407 sqft
• 1052 luke avenue, Winter Haven 33881 Pending $319,990 · 4 bd · 3 ba · 2,110 sqft
• 6163 coronari lane, Winter Haven 33884 Pending $283,490 · 3 bd · 2 ba · 1,504 sqft
• 5588 taverna loop, Winter Haven 33884 Pending $324,990 · 4 bd · 3 ba · 2,305 sqft
• 4811 khloe court, Winter Haven 33884 Pending $281,900 · 3 bd · 2 ba · 1,504 sqft
• 3740 giorgio drive, Winter Haven 33884 Pending $292,900 · 3 bd · 2 ba · 1,672 sqft
• 820 water oaks drive, Winter Haven 33880 Pending $89,500 · 3 bd · 2 ba · 1,248 sqft
• 3968 giorgio drive, Winter Haven 33884 Pending $270,000 · 3 bd · 2 ba · 1,269 sqft
• 319 avenue a northeast, Winter Haven 33881 Pending $265,000 · 3 bd · 2 ba · 1,560 sqft
• 5568 taverna loop, Winter Haven 33884 Pending $325,990 · 5 bd · 3 ba · 2,447 sqft
• 5382 san pietro drive, Winter Haven 33884 Pending $354,999 · 5 bd · 3 ba · 2,470 sqft
• 108 9th eloise street, Winter Haven 33880 Pending $95,000 · 3 bd · 1 ba · 1,080 sqft
• 251 caleb way, Winter Haven 33881 Pending $280,000 · 4 bd · 2 ba · 1,852 sqft
• 3117 firebrush lane, Winter Haven 33884 Pending $303,990 · 4 bd · 2 ba · 1,665 sqft
• 238 college grove circle northeast, Winter Haven 33881 Pending $365,000 · 3 bd · 2 ba · 1,834 sqft
• 4063 rolling oaks drive, Winter Haven 33880 Pending $114,995 · 2 bd · 2 ba · 1,320 sqft
• 133 rebecca drive northeast, Winter Haven 33881 Pending $299,000 · 3 bd · 2 ba · 1,342 sqft
• 205 fern road, Winter Haven 33880 Pending $305,000 · 3 bd · 2 ba · 1,800 sqft
• 3021 captain jax way, Winter Haven 33884 Pending $219,990 · 3 bd · 3 ba · 1,386 sqft
• 212 avenue f southeast, Winter Haven 33880 Pending $69,900 · 1 bd · 1 ba · 800 sqft
• 706 peyton brooke way, Winter Haven 33881 Pending $310,000 · 5 bd · 3 ba · 2,696 sqft
• 2007 garden lake drive 2007, Winter Haven 33884 Pending $178,500 · 2 bd · 2 ba · 1,103 sqft
• 1825 16th street northwest, Winter Haven 33881 Pending $99,900 · 2 bd · 2 ba · 1,395 sqft
• 313 terranova boulevard, Winter Haven 33884 Pending $360,000 · 4 bd · 2 ba · 2,256 sqft
• 102 hillside court, Winter Haven 33884 Pending $389,000 · 3 bd · 2 ba · 2,149 sqft
• 432 savanna pointe street, Winter Haven 33884 Pending $269,900 · 3 bd · 2 ba · 1,867 sqft
• 3004 sunset hills road, Winter Haven 33881 Pending $299,990 · 3 bd · 2 ba · 1,536 sqft
• 6257 botticella boulevard, Winter Haven 33884 Pending $298,490 · 5 bd · 3 ba · 2,112 sqft
• 6217 botticella boulevard, Winter Haven 33884 Pending $305,490 · 5 bd · 3 ba · 2,326 sqft
• 3947 warbler drive, Winter Haven 33880 Pending $274,999 · 3 bd · 2 ba · 1,632 sqft
• 3067 captain jax way, Winter Haven 33884 Pending $220,240 · 3 bd · 3 ba · 1,386 sqft
• 6260 botticella boulevard, Winter Haven 33884 Pending $293,990 · 5 bd · 3 ba · 2,112 sqft
• 1114 carefree cove drive, Winter Haven 33881 Pending $165,000 · 3 bd · 2 ba · 1,300 sqft
• 3087 captain jax way, Winter Haven 33884 Pending $224,990 · 3 bd · 3 ba · 1,386 sqft
• 6308 bayberry boulevard northeast, Winter Haven 33881 Active Under Contract $155,700 · 2 bd · 2 ba · 1,152 sqft
• 104 avenue k avenue northeast, Winter Haven 33881 Active Under Contract $200,000 · 3 bd · 1 ba · 1,190 sqft