Homes under $300K in Winter Haven, FL
333 for sale · 1,131 homes listed · Updated September 27, 2026 · Page 9 of 23
- 2217 knights road, Winter Haven 33880 Pending $102,000 · 2 bd · 2 ba · 1,252 sqft
- 2115 kings crossing southwest, Winter Haven 33880 Pending $195,000 · 2 bd · 2 ba · 1,396 sqft
- 3032 captain jax way, Winter Haven 33884 Pending $220,240 · 3 bd · 3 ba · 1,386 sqft
- 3936 giorgio drive, Winter Haven 33884 Pending $254,300 · 3 bd · 2 ba · 1,483 sqft
- 915 martin luther king boulevard northeast, Winter Haven 33881 Pending $199,900 · 3 bd · 2 ba · 1,602 sqft
- 5747 lake fox drive east, Winter Haven 33884 Pending $235,000 · 2 bd · 3 ba · 1,032 sqft
- 4081 giorgio drive, Winter Haven 33884 Pending $279,900 · 3 bd · 2 ba · 1,504 sqft
- 4815 khloe court, Winter Haven 33884 Pending $278,900 · 3 bd · 2 ba · 1,504 sqft
- 5872 royal hills circle, Winter Haven 33881 Pending $290,000 · 4 bd · 2 ba · 1,730 sqft
- 2500 21st street northwest 47, Winter Haven 33881 Pending $177,000 · 2 bd · 3 ba · 1,229 sqft
- 117 nemo lane, Winter Haven 33881 Pending $249,900 · 3 bd · 3 ba · 1,544 sqft
- 4201 shadow wood drive, Winter Haven 33880 Pending $289,900 · 3 bd · 2 ba · 1,860 sqft
- 288 meredith boulevard, Winter Haven 33881 Pending $284,990 · 4 bd · 2 ba · 1,625 sqft
- 333 lake howard drive northwest 312b, Winter Haven 33880 Pending $129,000 · 2 bd · 2 ba · 1,030 sqft
- 1114 30th street northwest, Winter Haven 33881 Pending $110,000 · 2 bd · 1 ba · 856 sqft
- 5560 taverna loop, Winter Haven 33884 Pending $266,900 · 3 bd · 2 ba · 1,302 sqft
- 3932 giorgio drive, Winter Haven 33884 Pending $274,190 · 3 bd · 2 ba · 1,695 sqft
- 3076 captain jax way, Winter Haven 33884 Pending $219,990 · 3 bd · 3 ba · 1,386 sqft
- 2018 marilyn avenue, Winter Haven 33881 Pending $299,900 · 3 bd · 2 ba · 1,651 sqft
- 1199 sophia boulevard, Winter Haven 33881 Pending $279,900 · 3 bd · 2 ba · 1,690 sqft
- 238 avenue f southeast, Winter Haven 33880 Pending $204,900 · 3 bd · 2 ba · 1,187 sqft
- 921 avenue east northeast, Winter Haven 33881 Pending $195,000 · 3 bd · 2 ba · 1,080 sqft
- 4663 ostero street, Winter Haven 33884 Pending $277,900 · 4 bd · 2 ba · 1,665 sqft
- 3009 captain jax way, Winter Haven 33884 Pending $219,990 · 3 bd · 3 ba · 1,386 sqft
- 3013 captain jax way, Winter Haven 33884 Pending $219,990 · 3 bd · 3 ba · 1,386 sqft
- 4045 giorgio drive, Winter Haven 33884 Pending $299,900 · 4 bd · 2 ba · 1,665 sqft
- 4079 lake marianna drive, Winter Haven 33881 Pending $184,900 · 3 bd · 2 ba · 1,054 sqft
- 1674 linz court, Winter Haven 33884 Pending $242,000 · 2 bd · 2 ba · 1,350 sqft
- 1103 cypress gardens boulevard 30, Winter Haven 33884 Pending $115,000 · 1 bd · 1 ba · 475 sqft
- 6264 botticella boulevard, Winter Haven 33884 Pending $296,490 · 5 bd · 3 ba · 2,326 sqft
- 2825 attwater loop, Winter Haven 33884 Pending $199,999 · 2 bd · 2 ba · 1,385 sqft
- 105 allen avenue, Winter Haven 33880 Pending $279,900 · 3 bd · 2 ba · 1,528 sqft
- 6253 botticella boulevard, Winter Haven 33884 Pending $252,990 · 4 bd · 3 ba · 1,880 sqft
- 132 lake mariam way, Winter Haven 33884 Pending $285,000 · 4 bd · 2 ba · 2,207 sqft
- 314 avenue y northeast, Winter Haven 33881 Pending $36,950 · 2 bd · 1 ba · 570 sqft
- 6280 botticella boulevard, Winter Haven 33884 Pending $289,990 · 5 bd · 3 ba · 2,112 sqft
- 3334 white indigo road, Winter Haven 33884 Pending $289,900 · 3 bd · 2 ba · 1,504 sqft
- 5576 taverna loop, Winter Haven 33884 Pending $283,990 · 3 bd · 2 ba · 1,504 sqft
- 2741 gladiola road, Winter Haven 33884 Pending $273,990 · 3 bd · 3 ba · 1,758 sqft
- 2390 29th street northwest, Winter Haven 33881 Pending $209,900 · 4 bd · 2 ba · 1,048 sqft
- 2723 gladiola road, Winter Haven 33884 Pending $263,990 · 3 bd · 3 ba · 1,673 sqft
- 2747 gladiola road, Winter Haven 33884 Pending $263,990 · 3 bd · 3 ba · 1,673 sqft
- 3022 firebrush lane, Winter Haven 33884 Pending $254,900 · 3 bd · 3 ba · 1,673 sqft
- 1502 eagle pond drive 15, Winter Haven 33884 Pending $159,900 · 2 bd · 2 ba · 1,017 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
- 724 bayside boulevard, Winter Haven 33881 Pending $291,680 · 3 bd · 2 ba · 1,486 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