Homes under $300K in Winter Haven, FL
452 homes for sale · Updated August 12, 2026 · Page 4 of 10
- 2500 21st street northwest 15, Winter Haven 33881 $176,000 · 2 bd · 3 ba · 1,184 sqft
- 1382 salisbury drive, Winter Haven 33881 $293,999 · 4 bd · 3 ba · 1,764 sqft
- 6561 chinaberry drive northeast, Winter Haven 33881 $155,900 · 2 bd · 2 ba · 1,596 sqft
- 6643 westchester drive northeast, Winter Haven 33881 $174,900 · 2 bd · 2 ba · 1,456 sqft
- 961 harold pass, Winter Haven 33884 $249,990 · 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 $265,000 · 3 bd · 2 ba · 1,711 sqft
- 1052 medinah drive, Winter Haven 33884 $190,000 · 2 bd · 2 ba · 1,422 sqft
- 2415 brassie court, Winter Haven 33884 $295,000 · 3 bd · 2 ba · 1,629 sqft
- 1619 pearce road northwest, Winter Haven 33881 $275,000 · 2 bd · 1 ba · 2,142 sqft
- 113 6th jpv street, Winter Haven 33880 $250,000 · 3 bd · 2 ba · 1,035 sqft
- 1646 tressel court, Winter Haven 33881 $280,000 · 4 bd · 2 ba · 1,846 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
- 4717 magnolia preserve avenue, Winter Haven 33880 $289,900 · 3 bd · 2 ba · 1,874 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
- 3060 captain jax way, Winter Haven 33884 $239,990 · 3 bd · 3 ba · 1,423 sqft
- 323 orange blossom drive 323, Winter Haven 33880 $209,900 · 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
- 445 mckenna drive, Winter Haven 33881 $299,000 · 4 bd · 2 ba · 1,694 sqft
- 4038 rolling oaks drive, Winter Haven 33880 $74,900 · 2 bd · 2 ba · 1,056 sqft
- 6114 grand oaks drive southeast, Winter Haven 33884 $169,900 · 2 bd · 2 ba · 1,288 sqft
- 3027 richmond drive, Winter Haven 33884 $279,000 · 3 bd · 2 ba · 1,994 sqft
- 300 avenue v northeast, Winter Haven 33881 $175,000 · 3 bd · 1 ba · 912 sqft
- 128 avenue d southwest, Winter Haven 33880 $175,000 · 5 bd · 2 ba · 2,200 sqft
- 1213 8th street northwest, Winter Haven 33881 $189,000 · 2 bd · 2 ba · 972 sqft
- 884 cambridge drive, Winter Haven 33881 $287,500 · 4 bd · 3 ba · 2,368 sqft
- 218 dennis avenue, Winter Haven 33880 $246,900 · 3 bd · 1 ba · 1,174 sqft
- 3147 whispering trails street, Winter Haven 33884 $235,000 · 3 bd · 2 ba · 1,303 sqft
- 245 16th street northeast, Winter Haven 33881 $225,000 · 3 bd · 2 ba · 1,232 sqft
- 780 overlook grove drive, Winter Haven 33884 $272,500 · 4 bd · 2 ba · 1,583 sqft
- 693 squires grove drive, Winter Haven 33880 $240,000 · 3 bd · 2 ba · 1,690 sqft
- 811 22nd street northwest, Winter Haven 33881 $269,990 · 3 bd · 3 ba · 1,408 sqft
- 6103 grey heron drive, Winter Haven 33881 $295,000 · 4 bd · 2 ba · 1,828 sqft
- 1665 teagan lane, Winter Haven 33884 $210,000 · 3 bd · 1 ba · 1,060 sqft
- 2330 southeast royal isle, Winter Haven 33880 $215,000 · 2 bd · 3 ba · 1,312 sqft
- 4253 cedarwood street, Winter Haven 33880 $99,000 · 2 bd · 2 ba · 1,056 sqft
- 3307 costello circle, Winter Haven 33884 $289,000 · 3 bd · 2 ba · 1,553 sqft
- 5121 sylas jax avenue, Winter Haven 33884 $295,900 · 3 bd · 3 ba · 1,568 sqft
- 606 orange blossom drive, Winter Haven 33880 $224,900 · 3 bd · 2 ba · 1,407 sqft
- 142 morning glory circle, Winter Haven 33884 $284,500 · 3 bd · 2 ba · 1,887 sqft
- 3006 elm street, Winter Haven 33881 $195,000 · 3 bd · 2 ba · 1,172 sqft