Homes under $300K in Winter Haven, FL
333 for sale · 1,131 homes listed · Updated September 27, 2026 · Page 21 of 23
- 419 saint anns drive, Winter Haven 33884 Off market since Sep 2026 $299,900 · 3 bd · 2 ba · 1,505 sqft
- 489 village circle southwest, Winter Haven 33880 Off market since Sep 2026 $150,000 · 2 bd · 2 ba · 1,008 sqft
- 100 el camino drive 104, Winter Haven 33884 Off market since Sep 2026 $179,900 · 3 bd · 2 ba · 1,579 sqft
- 7158 summit place, Winter Haven 33884 Off market since Sep 2026 $299,000 · 4 bd · 2 ba · 1,833 sqft
- 3018 royal tern drive, Winter Haven 33881 Off market since Sep 2026 $279,998 · 3 bd · 2 ba · 1,690 sqft
- 503 sweet bay circle, Winter Haven 33884 Off market since Sep 2026 $224,500 · 2 bd · 2 ba · 1,090 sqft
- 232 kings pond avenue, Winter Haven 33880 Off market since Sep 2026 $294,990 · 3 bd · 2 ba · 1,417 sqft
- 24 flamingo boulevard, Winter Haven 33880 Off market since Sep 2026 $229,900 · 3 bd · 2 ba · 1,344 sqft
- 4234 rolling oaks drive, Winter Haven 33880 Off market since Sep 2026 $139,900 · 2 bd · 2 ba · 1,804 sqft
- 1024 31st street northwest, Winter Haven 33881 Off market since Sep 2026 $255,000 · 4 bd · 2 ba · 1,532 sqft
- 615 avenue a northeast, Winter Haven 33881 Off market since Sep 2026 $260,000 · 3 bd · 2 ba · 1,848 sqft
- 116 harbor drive, Winter Haven 33881 Off market since Sep 2026 $289,900 · 4 bd · 2 ba · 1,476 sqft
- 877 eagle rock terrace, Winter Haven 33880 Off market since Sep 2026 $265,000 · 3 bd · 2 ba · 1,312 sqft
- 628 lakeside ranch lane, Winter Haven 33881 Off market since Sep 2026 $164,800 · 2 bd · 2 ba · 1,325 sqft
- 1700 6th street northwest c31, Winter Haven 33881 Off market since Sep 2026 $99,900 · 2 bd · 2 ba · 840 sqft
- 689 lake howard drive northwest 213, Winter Haven 33880 Off market since Sep 2026 $145,000 · 2 bd · 2 ba · 1,072 sqft
- 1804 avenue q southwest, Winter Haven 33880 Off market since Sep 2026 $215,000 · 3 bd · 2 ba · 1,240 sqft
- 341 meredith boulevard, Winter Haven 33881 Off market since Sep 2026 $289,990 · 4 bd · 2 ba · 1,624 sqft
- 573 lucerne boulevard, Winter Haven 33881 Off market since Sep 2026 $250,000 · 3 bd · 2 ba · 1,743 sqft
- 6086 southern oaks drive, Winter Haven 33884 Off market since Sep 2026 $169,900 · 2 bd · 2 ba · 1,200 sqft
- 410 laurel cove way, Winter Haven 33884 Off market since Sep 2026 $215,000 · 2 bd · 2 ba · 1,090 sqft
- 271 mariposa, Winter Haven 33884 Off market since Sep 2026 $249,000 · 3 bd · 2 ba · 1,571 sqft
- 5621 forest ridge drive, Winter Haven 33881 Off market since Sep 2026 $249,900 · 3 bd · 2 ba · 1,256 sqft
- 345 24th street northwest 1, Winter Haven 33880 Off market since Sep 2026 $110,000 · 2 bd · 2 ba · 942 sqft
- 106 majestic gardens court, Winter Haven 33880 Off market since Sep 2026 $275,000 · 3 bd · 2 ba · 1,661 sqft
- 1248 31st street northwest, Winter Haven 33881 Off market since Sep 2026 $195,000 · 2 bd · 1 ba · 840 sqft
- 2608 trinity circle northwest, Winter Haven 33881 Off market since Sep 2026 $239,900 · 2 bd · 2 ba · 1,092 sqft
- 3462 avenue t northwest, Winter Haven 33881 Off market since Sep 2026 $220,000 · 3 bd · 1 ba · 1,339 sqft
- 6229 knotty pine drive southeast, Winter Haven 33884 Off market since Sep 2026 $180,000 · 3 bd · 2 ba · 1,504 sqft
- 2500 21st street northwest 58, Winter Haven 33881 Off market since Sep 2026 $150,000 · 3 bd · 3 ba · 1,334 sqft
- 242 winter ridge boulevard 242, Winter Haven 33881 Off market since Sep 2026 $135,000 · 2 bd · 2 ba · 1,073 sqft
- 214 king road, Winter Haven 33880 Off market since Sep 2026 $249,900 · 3 bd · 2 ba · 1,124 sqft
- 723 24th street northwest, Winter Haven 33881 Off market since Sep 2026 $279,900 · 3 bd · 3 ba · 1,364 sqft
- 3735 imperial drive, Winter Haven 33880 Off market since Sep 2026 $244,900 · 3 bd · 2 ba · 1,393 sqft
- 3329 fox ridge drive, Winter Haven 33884 Off market since Sep 2026 $259,900 · 3 bd · 2 ba · 1,317 sqft
- 6703 canterbury drive northeast, Winter Haven 33881 Off market since Sep 2026 $158,500 · 2 bd · 2 ba · 1,404 sqft
- 701 magnolia place, Winter Haven 33884 Off market since Sep 2026 $239,900 · 3 bd · 2 ba · 1,180 sqft
- 153 browning circle, Winter Haven 33884 Off market since Sep 2026 $269,000 · 3 bd · 2 ba · 1,144 sqft
- 187 sweet circle, Winter Haven 33884 Off market since Sep 2026 $75,000 · 2 bd · 2 ba · 864 sqft
- 5638 royal hills street, Winter Haven 33881 Off market since Sep 2026 $299,500 · 4 bd · 2 ba · 2,012 sqft
- 1370 salisbury drive, Winter Haven 33881 Off market since Sep 2026 $295,000 · 4 bd · 3 ba · 1,874 sqft
- 86 parson drive, Winter Haven 33884 Off market since Sep 2026 $103,000 · 2 bd · 2 ba · 1,260 sqft
- 534 lake dexter boulevard, Winter Haven 33884 Off market since Sep 2026 $270,000 · 3 bd · 2 ba · 1,470 sqft
- 1776 6th street northwest 409, Winter Haven 33881 Off market since Sep 2026 $119,000 · 2 bd · 2 ba · 1,347 sqft
- 213 lakeside ranch circle, Winter Haven 33881 Off market since Sep 2026 $54,900 · 2 bd · 1 ba · 672 sqft
- 233 kings pond avenue, Winter Haven 33880 Off market since Sep 2026 $264,950 · 3 bd · 2 ba · 1,220 sqft
- 708 avenue east northeast, Winter Haven 33881 Off market since Sep 2026 $174,500 · 2 bd · 1 ba · 918 sqft
- 218 5th jpv street, Winter Haven 33880 Off market since Sep 2026 $258,610 · 5 bd · 2 ba · 820 sqft
- 1776 6th street northwest 504, Winter Haven 33881 Off market since Sep 2026 $147,500 · 2 bd · 2 ba · 1,347 sqft
- 967 lunar lane, Winter Haven 33884 Off market since Sep 2026 $298,080 · 3 bd · 2 ba · 1,266 sqft