Homes under $500K in Winter Haven, FL
733 homes for sale · Updated August 12, 2026 · Page 4 of 15
- 208 lake howard drive northwest 104, Winter Haven 33880 $174,900 · 2 bd · 2 ba · 1,152 sqft
- 194 south lake mariam drive, Winter Haven 33884 $390,000 · 2 bd · 2 ba · 1,538 sqft
- 183 lake thomas, Winter Haven 33880 $460,000 · 4 bd · 2 ba · 2,385 sqft
- 241 greenfield road, Winter Haven 33884 $339,950 · 2 bd · 2 ba · 2,523 sqft
- 3777 giorgio drive, Winter Haven 33884 $318,000 · 3 bd · 2 ba · 1,695 sqft
- 5264 green drive, Winter Haven 33884 $325,000 · 3 bd · 2 ba · 2,011 sqft
- 1581 oakview circle southeast, Winter Haven 33880 $210,000 · 2 bd · 2 ba · 1,220 sqft
- 2362 brassie court, Winter Haven 33884 $265,000 · 3 bd · 2 ba · 1,260 sqft
- 740 squires grove drive, Winter Haven 33880 $364,990 · 5 bd · 3 ba · 2,616 sqft
- 3815 pomelo, Winter Haven 33884 $304,900 · 3 bd · 2 ba · 1,672 sqft
- 3310 white indigo road, Winter Haven 33884 $292,900 · 4 bd · 2 ba · 1,665 sqft
- 961 drexel avenue northeast, Winter Haven 33881 $290,000 · 3 bd · 2 ba · 1,856 sqft
- 3308 country walk club circle, Winter Haven 33881 $314,990 · 4 bd · 2 ba · 1,851 sqft
- 132 alachua drive, Winter Haven 33884 $310,000 · 3 bd · 2 ba · 2,466 sqft
- 265 lake thomas drive, Winter Haven 33880 $299,950 · 3 bd · 2 ba · 1,517 sqft
- 111 sunset drive east, Winter Haven 33881 $200,000 · 4 bd · 1 ba · 2,078 sqft
- 688 augusta road, Winter Haven 33884 $337,000 · 3 bd · 2 ba · 1,586 sqft
- 802 marcia loop, Winter Haven 33884 $349,900 · 3 bd · 2 ba · 1,539 sqft
- 1015 corso drive, Winter Haven 33884 $367,000 · 5 bd · 4 ba · 3,200 sqft
- 3142 whispering trails street, Winter Haven 33884 $370,000 · 4 bd · 3 ba · 2,203 sqft
- 4239 cedarwood street, Winter Haven 33880 $125,000 · 2 bd · 2 ba · 1,368 sqft
- 125 edgewater drive, Winter Haven 33881 $210,000 · 4 bd · 3 ba · 1,703 sqft
- 6433 jacaranda avenue northeast, Winter Haven 33881 $145,000 · 2 bd · 2 ba · 912 sqft
- 8304 waterview way 8304, Winter Haven 33884 $154,900 · 2 bd · 2 ba · 930 sqft
- 2118 edgewater circle, Winter Haven 33880 $399,000 · 4 bd · 3 ba · 2,763 sqft
- 605 sarner pass way, Winter Haven 33881 $399,000 · 4 bd · 3 ba · 2,676 sqft
- 511 heather glen drive, Winter Haven 33884 $282,000 · 4 bd · 2 ba · 1,488 sqft
- 1097 sandpiper loop, Winter Haven 33881 $410,000 · 3 bd · 2 ba · 1,912 sqft
- 543 terranova circle, Winter Haven 33884 $399,900 · 3 bd · 2 ba · 2,118 sqft
- 652 grove street, Winter Haven 33881 $370,000 · 4 bd · 3 ba · 2,080 sqft
- 3339 queens cove loop, Winter Haven 33880 $234,900 · 3 bd · 2 ba · 1,158 sqft
- 2500 21st street northwest 23, Winter Haven 33881 $169,000 · 2 bd · 3 ba · 1,334 sqft
- 111 krenson bay loop, Winter Haven 33881 $280,000 · 3 bd · 2 ba · 1,543 sqft
- 953 cambridge drive, Winter Haven 33881 $395,000 · 4 bd · 3 ba · 2,364 sqft
- 1502 buckeye road northeast 4, Winter Haven 33881 $199,900 · 2 bd · 2 ba · 1,257 sqft
- 1533 majestic lane, Winter Haven 33880 $250,000 · 4 bd · 3 ba · 1,957 sqft
- 1910 40th street northwest, Winter Haven 33881 $215,000 · 4 bd · 2 ba · 784 sqft
- 1799 carnostie road, Winter Haven 33884 $304,000 · 4 bd · 2 ba · 1,680 sqft
- 3316 white indigo road, Winter Haven 33884 $284,900 · 3 bd · 2 ba · 1,504 sqft
- 3935 palazzo place, Winter Haven 33884 $290,000 · 5 bd · 3 ba · 2,601 sqft
- 111 las flores, Winter Haven 33884 $275,000 · 3 bd · 2 ba · 1,639 sqft
- 6133 grand oaks drive southeast, Winter Haven 33884 $149,900 · 2 bd · 2 ba · 1,234 sqft
- 262 oleander street, Winter Haven 33881 $274,900 · 4 bd · 2 ba · 1,743 sqft
- 4020 carteret drive, Winter Haven 33884 $405,900 · 4 bd · 3 ba · 2,282 sqft
- 503 avenue b northwest 503, Winter Haven 33881 $325,000 · 2 bd · 3 ba · 1,408 sqft
- 1531 fuji court, Winter Haven 33881 $440,000 · 4 bd · 3 ba · 3,058 sqft
- 4019 carteret drive, Winter Haven 33884 $262,500 · 2 bd · 2 ba · 1,719 sqft
- 496 terranova street, Winter Haven 33884 $430,000 · 4 bd · 2 ba · 2,357 sqft
- 638 lake dexter circle, Winter Haven 33884 $239,900 · 3 bd · 2 ba · 1,316 sqft
- 5445 chandler drive, Winter Haven 33884 $299,900 · 4 bd · 3 ba · 3,010 sqft