Homes under $300K in Winter Haven, FL
452 homes for sale · Updated August 12, 2026 · Page 2 of 10
- 2270 firestone place, Winter Haven 33884 $185,000 · 2 bd · 2 ba · 1,439 sqft
- 511 marcia loop, Winter Haven 33884 $279,900 · 4 bd · 3 ba · 2,159 sqft
- 3349 costello circle, Winter Haven 33884 $239,990 · 3 bd · 2 ba · 1,516 sqft
- 29 golf view circle northeast, Winter Haven 33881 $280,000 · 3 bd · 2 ba · 1,604 sqft
- 109 rebecca drive northeast, Winter Haven 33881 $239,500 · 3 bd · 2 ba · 1,560 sqft
- 469 muirfield court, Winter Haven 33884 $299,999 · 2 bd · 2 ba · 1,293 sqft
- 4251 cedarwood street, Winter Haven 33880 $106,000 · 2 bd · 2 ba · 1,216 sqft
- 1085 brenton manor drive, Winter Haven 33881 $288,500 · 3 bd · 2 ba · 1,770 sqft
- 3022 hickory street northwest, Winter Haven 33881 $265,000 · 3 bd · 1 ba · 1,602 sqft
- 440 kensington view drive, Winter Haven 33880 $269,000 · 3 bd · 2 ba · 1,688 sqft
- 2791 adeline avenue, Winter Haven 33881 $289,740 · 4 bd · 2 ba · 1,498 sqft
- 4160 giorgio drive, Winter Haven 33884 $283,900 · 4 bd · 2 ba · 1,665 sqft
- 831 orchid springs drive #831, Winter Haven 33884 $113,000 · 2 bd · 2 ba · 851 sqft
- 2925 dayton drive, Winter Haven 33884 $284,500 · 3 bd · 2 ba · 2,109 sqft
- 2799 adeline avenue, Winter Haven 33881 $279,900 · 3 bd · 2 ba · 1,328 sqft
- 2202 garden lake drive, Winter Haven 33884 $249,000 · 3 bd · 2 ba · 1,442 sqft
- 1301 evalyn drive southeast, Winter Haven 33880 $299,000 · 3 bd · 2 ba · 1,817 sqft
- 3865 osprey pointe circle, Winter Haven 33884 $255,000 · 3 bd · 2 ba · 1,603 sqft
- 100 el camino drive 111, Winter Haven 33884 $65,000 · 1 bd · 1 ba · 931 sqft
- 3723 imperial drive, Winter Haven 33880 $250,000 · 3 bd · 2 ba · 1,264 sqft
- 7041 fairview village circle, Winter Haven 33881 $57,900 · 2 bd · 1 ba · 248 sqft
- 3105 firebrush lane, Winter Haven 33884 $295,990 · 3 bd · 2 ba · 1,504 sqft
- 1700 6th street northwest b24, Winter Haven 33881 $105,000 · 2 bd · 2 ba · 960 sqft
- 525 squires grove drive, Winter Haven 33880 $290,000 · 4 bd · 2 ba · 1,872 sqft
- 940 oleander drive southeast, Winter Haven 33880 $250,000 · 2 bd · 2 ba · 1,527 sqft
- 6827 south lake henry drive northeast, Winter Haven 33881 $195,000 · 4 bd · 2 ba · 1,450 sqft
- 4913 jackson street, Winter Haven 33884 $239,900 · 3 bd · 2 ba · 1,425 sqft
- 257 meadowbrook boulevard, Winter Haven 33881 $279,975 · 3 bd · 2 ba · 1,725 sqft
- 532 winter terrace, Winter Haven 33881 $164,000 · 3 bd · 2 ba · 1,073 sqft
- 400 el camino drive 210, Winter Haven 33884 $96,000 · 3 bd · 3 ba · 1,666 sqft
- 3180 country club circle, Winter Haven 33881 $260,000 · 3 bd · 2 ba · 1,732 sqft
- 133 nemo lane, Winter Haven 33881 $249,900 · 3 bd · 3 ba · 1,544 sqft
- 137 nemo lane, Winter Haven 33881 $259,900 · 3 bd · 3 ba · 1,544 sqft
- 541 heather glen drive, Winter Haven 33884 $269,999 · 3 bd · 2 ba · 1,453 sqft
- 1733 sandalwood circle southwest, Winter Haven 33880 $260,000 · 3 bd · 2 ba · 1,075 sqft
- 878 killearn boulevard, Winter Haven 33880 $245,000 · 3 bd · 2 ba · 1,467 sqft
- 2436 edwin street northeast, Winter Haven 33881 $225,999 · 4 bd · 2 ba · 1,813 sqft
- 188 sweet circle drive, Winter Haven 33884 $95,500 · 2 bd · 2 ba · 1,176 sqft
- 414 avenue c avenue northeast, Winter Haven 33881 $219,999 · 2 bd · 2 ba · 1,140 sqft
- 4228 cedarwood street, Winter Haven 33880 $118,000 · 2 bd · 2 ba · 1,104 sqft
- 345 24th street northwest 25, Winter Haven 33880 $145,000 · 2 bd · 2 ba · 1,008 sqft
- 337 meredith boulevard, Winter Haven 33881 $289,990 · 3 bd · 2 ba · 1,480 sqft
- 6081 southern oaks drive southeast, Winter Haven 33884 $169,500 · 2 bd · 2 ba · 1,080 sqft
- 2122 lake boulevard, Winter Haven 33881 $248,000 · 3 bd · 1 ba · 985 sqft
- 1042 corso drive, Winter Haven 33884 $289,900 · 4 bd · 2 ba · 1,730 sqft
- 6086 southern oaks drive southeast, Winter Haven 33884 $180,000 · 2 bd · 2 ba · 1,040 sqft
- 447 san jose drive, Winter Haven 33884 $239,900 · 2 bd · 2 ba · 1,600 sqft
- 6825 south lake henry drive northeast, Winter Haven 33881 $239,000 · 2 bd · 2 ba · 1,790 sqft
- 4056 rolling oaks drive, Winter Haven 33880 $119,000 · 2 bd · 2 ba · 1,104 sqft
- 1798 white elephant loop, Winter Haven 33884 $279,900 · 3 bd · 2 ba · 1,526 sqft