Homes under $300K in Winter Haven, FL
333 for sale · 1,131 homes listed · Updated September 27, 2026 · Page 4 of 23
- 180 solis drive, Winter Haven 33880 $268,520 · 3 bd · 2 ba · 1,460 sqft
- 4228 cedarwood street, Winter Haven 33880 $118,000 · 2 bd · 2 ba · 1,104 sqft
- 1406 meadow drive northeast, Winter Haven 33881 $225,000 · 3 bd · 2 ba · 1,678 sqft
- 607 country lane northeast #607, Winter Haven 33881 $142,500 · 2 bd · 2 ba · 1,252 sqft
- 4132 sprucewood street, Winter Haven 33880 $129,000 · 2 bd · 2 ba · 1,344 sqft
- 257 meadowbrook boulevard, Winter Haven 33881 $279,975 · 3 bd · 2 ba · 1,725 sqft
- 1105 eagle pond drive #1105, Winter Haven 33884 $165,000 · 2 bd · 2 ba · 1,017 sqft
- 4234 rolling oaks drive, Winter Haven 33880 $139,900 · 2 bd · 2 ba · 1,804 sqft
- 4239 cedarwood street, Winter Haven 33880 $125,000 · 2 bd · 2 ba · 1,368 sqft
- 4 enclave drive, Winter Haven 33884 $240,000 · 3 bd · 2 ba · 1,526 sqft
- 4173 rolling oaks drive, Winter Haven 33880 $95,000 · 2 bd · 2 ba · 720 sqft
- 4253 cedarwood street, Winter Haven 33880 $99,000 · 2 bd · 2 ba · 1,056 sqft
- 1903 3rd street northeast, Winter Haven 33881 $160,000 · 3 bd · 1 ba · 988 sqft
- 3023 caneel street, Winter Haven 33884 $235,000 · 2 bd · 2 ba · 1,385 sqft
- 628 lakeside ranch lane, Winter Haven 33881 $164,800 · 2 bd · 2 ba · 1,325 sqft
- 5 moonlight lane, Winter Haven 33884 $215,000 · 2 bd · 2 ba · 952 sqft
- 125 lake hazel drive, Winter Haven 33884 $100,000 · 2 bd · 2 ba · 1,056 sqft
- 187 sweet circle, Winter Haven 33884 $75,000 · 2 bd · 2 ba · 864 sqft
- 3960 giorgio drive, Winter Haven 33884 $289,000 · 4 bd · 2 ba · 1,607 sqft
- 3928 giorgio drive, Winter Haven 33884 $279,150 · 4 bd · 2 ba · 1,607 sqft
- 6235 knotty pine drive southeast, Winter Haven 33884 $155,000 · 2 bd · 2 ba · 1,080 sqft
- 601 avenue u northeast, Winter Haven 33881 $199,900 · 2 bd · 1 ba · 1,274 sqft
- 3430 fox ridge street, Winter Haven 33884 $239,000 · 3 bd · 2 ba · 1,369 sqft
- 321 orange blossom drive, Winter Haven 33880 $199,950 · 2 bd · 3 ba · 1,407 sqft
- listing-10673520033, Winter Haven 33884 $270,000 · 3 bd · 2 ba · 1,470 sqft
- 86 parson drive, Winter Haven 33884 $103,000 · 2 bd · 2 ba · 1,260 sqft
- 1705 sandalwood circle southwest, Winter Haven 33880 $289,900 · 3 bd · 2 ba · 1,164 sqft
- 3462 avenue t northwest, Winter Haven 33881 $220,000 · 3 bd · 1 ba · 1,339 sqft
- 95 parson drive, Winter Haven 33884 $75,000 · 3 bd · 2 ba · 1,176 sqft
- 213 lakeside ranch circle, Winter Haven 33881 $54,900 · 2 bd · 1 ba · 672 sqft
- 150 el dorado #105, Winter Haven 33884 $94,900 · 2 bd · 2 ba · 1,372 sqft
- listing-10673523063, Winter Haven 33881 $265,000 · 2 bd · 1 ba · 2,142 sqft
- 6703 canterbury drive northeast, Winter Haven 33881 $158,500 · 2 bd · 2 ba · 1,404 sqft
- 6044 grand oaks drive southeast, Winter Haven 33884 $145,000 · 2 bd · 2 ba · 1,248 sqft
- 381 san jose drive, Winter Haven 33884 $229,900 · 3 bd · 2 ba · 1,651 sqft
- 400 el camino drive #210, Winter Haven 33884 $96,000 · 3 bd · 3 ba · 1,666 sqft
- 1700 6th street northwest #c24, Winter Haven 33881 $92,000 · 2 bd · 1 ba · 840 sqft
- 2270 firestone place, Winter Haven 33884 $180,000 · 2 bd · 2 ba · 1,439 sqft
- 111 krenson bay loop, Winter Haven 33881 $280,000 · 3 bd · 2 ba · 1,543 sqft
- 1042 corso drive, Winter Haven 33884 $275,000 · 3 bd · 2 ba · 1,730 sqft
- 509 sharon hill court, Winter Haven 33880 $229,900 · 3 bd · 2 ba · 1,728 sqft
- 153 browning circle, Winter Haven 33884 $269,000 · 3 bd · 2 ba · 1,144 sqft
- 276 18th street northeast, Winter Haven 33881 $279,900 · 3 bd · 2 ba · 1,218 sqft
- 626 pavare court, Winter Haven 33884 $129,900 · 2 bd · 2 ba · 851 sqft
- 3319 avenue u northwest, Winter Haven 33881 $145,000 · 2 bd · 1 ba · 840 sqft
- 2739 rutledge court, Winter Haven 33884 $214,000 · 3 bd · 2 ba · 1,419 sqft
- 1050 beach lane, Winter Haven 33880 $157,000 · 3 bd · 2 ba · 1,344 sqft
- 2586 san marco way, Winter Haven 33884 $233,000 · 4 bd · 2 ba · 1,707 sqft
- 2508 avenue a southwest, Winter Haven 33880 $205,000 · 3 bd · 1 ba · 850 sqft
- 1224 vienna square drive, Winter Haven 33884 $215,000 · 2 bd · 2 ba · 1,118 sqft