Homes under $300K in Winter Haven, FL
441 for sale · 807 homes listed · Updated September 27, 2026 · Page 3 of 17
- 111 las flores, Winter Haven 33884 $275,000 · 3 bd · 2 ba · 1,639 sqft
- 920 cambridge drive, Winter Haven 33881 $270,000 · 4 bd · 2 ba · 1,846 sqft
- 638 lake dexter circle, Winter Haven 33884 $239,900 · 3 bd · 2 ba · 1,316 sqft
- 5445 chandler drive, Winter Haven 33884 $290,000 · 4 bd · 3 ba · 3,010 sqft
- 1678 linz court, Winter Haven 33884 $245,000 · 2 bd · 2 ba · 1,158 sqft
- 1450 west lake cannon drive northwest, Winter Haven 33881 $299,000 · 5 bd · 2 ba · 4,053 sqft
- 1015 carefree cove drive, Winter Haven 33881 $204,900 · 4 bd · 2 ba · 1,104 sqft
- 28 casarena court, Winter Haven 33881 $135,000 · 2 bd · 3 ba · 2,045 sqft
- 357 squires grove drive, Winter Haven 33880 $244,900 · 3 bd · 2 ba · 1,616 sqft
- 1681 teagan lane, Winter Haven 33884 $268,000 · 3 bd · 2 ba · 1,487 sqft
- 1727 second street northeast, Winter Haven 33881 $260,000 · 3 bd · 2 ba · 1,470 sqft
- 1629 nantucket way, Winter Haven 33884 $279,900 · 3 bd · 2 ba · 1,526 sqft
- 121 bates avenue southeast, Winter Haven 33880 $179,000 · 2 bd · 1 ba · 1,080 sqft
- 5125 sylas jax avenue, Winter Haven 33884 $259,900 · 3 bd · 2 ba · 1,358 sqft
- 4918 rosewood street, Winter Haven 33880 $125,000 · 2 bd · 2 ba · 1,008 sqft
- 607 country lane northeast 607, Winter Haven 33881 $142,500 · 2 bd · 2 ba · 1,252 sqft
- 220 king road, Winter Haven 33880 $119,000 · 2 bd · 1 ba · 672 sqft
- 321 orange blossom drive, Winter Haven 33880 $199,950 · 2 bd · 3 ba · 1,407 sqft
- 2105 9th street northeast, Winter Haven 33881 $239,000 · 3 bd · 1 ba · 1,042 sqft
- 6450 hollyberry lane northeast, Winter Haven 33881 $188,500 · 2 bd · 2 ba · 1,144 sqft
- 125 lake hazel drive, Winter Haven 33884 $100,000 · 2 bd · 2 ba · 1,056 sqft
- 6773 brentwood drive northeast, Winter Haven 33881 $139,900 · 2 bd · 2 ba · 1,056 sqft
- 2500 21st street northwest 15, Winter Haven 33881 $170,000 · 2 bd · 3 ba · 1,184 sqft
- 1382 salisbury drive, Winter Haven 33881 $293,899 · 4 bd · 3 ba · 1,764 sqft
- 6309 grove pointe drive southeast, Winter Haven 33884 $154,000 · 2 bd · 2 ba · 1,248 sqft
- 542 eagle landing boulevard, Winter Haven 33880 $257,000 · 3 bd · 2 ba · 1,292 sqft
- 4155 sprucewood street, Winter Haven 33880 $115,000 · 2 bd · 2 ba · 1,200 sqft
- 961 harold pass, Winter Haven 33884 $247,990 · 3 bd · 2 ba · 1,432 sqft
- 204 kingshill court southeast, Winter Haven 33884 $254,900 · 3 bd · 2 ba · 1,437 sqft
- 6473 peppertree path northeast, Winter Haven 33881 $146,000 · 2 bd · 2 ba · 1,107 sqft
- 4173 rolling oaks drive, Winter Haven 33880 $95,000 · 2 bd · 2 ba · 720 sqft
- 231 avenue a northeast, Winter Haven 33881 $195,000 · 3 bd · 1 ba · 1,144 sqft
- 851 vienna drive, Winter Haven 33884 $279,900 · 3 bd · 2 ba · 1,569 sqft
- 4140 sophia boulevard, Winter Haven 33880 $255,000 · 3 bd · 2 ba · 1,711 sqft
- 2415 brassie court, Winter Haven 33884 $289,900 · 3 bd · 2 ba · 1,629 sqft
- 1619 pearce road northwest, Winter Haven 33881 $265,000 · 2 bd · 1 ba · 2,142 sqft
- 113 6th jpv street, Winter Haven 33880 $250,000 · 3 bd · 2 ba · 1,035 sqft
- 800 ware avenue northeast, Winter Haven 33881 $242,499 · 3 bd · 2 ba · 1,000 sqft
- 447 village circle southwest, Winter Haven 33880 $145,000 · 2 bd · 2 ba · 1,000 sqft
- 909 cambridge drive, Winter Haven 33881 $256,900 · 3 bd · 2 ba · 1,506 sqft
- 3971 cypress landing west, Winter Haven 33884 $289,900 · 3 bd · 2 ba · 1,674 sqft
- 323 orange blossom drive 323, Winter Haven 33880 $205,000 · 2 bd · 3 ba · 1,280 sqft
- 2747 san marco way, Winter Haven 33884 $284,990 · 3 bd · 2 ba · 1,680 sqft
- 3420 avenue t northwest, Winter Haven 33881 $225,000 · 3 bd · 3 ba · 1,088 sqft
- 3732 giorgio drive, Winter Haven 33884 $250,000 · 4 bd · 2 ba · 1,713 sqft
- 306 palmetto avenue northwest, Winter Haven 33881 $179,000 · 3 bd · 1 ba · 768 sqft
- 202 saint lucie road, Winter Haven 33884 $299,900 · 3 bd · 2 ba · 1,764 sqft
- 6114 grand oaks drive southeast, Winter Haven 33884 $159,900 · 2 bd · 2 ba · 1,288 sqft
- 300 avenue v northeast, Winter Haven 33881 $165,000 · 3 bd · 1 ba · 912 sqft
- 128 avenue d southwest, Winter Haven 33880 $175,000 · 5 bd · 2 ba · 2,200 sqft