Homes under $500K in Winter Haven, FL
739 homes for sale · Updated August 13, 2026 · Page 14 of 15
- 1079 sunshine way southwest, Winter Haven 33880 $260,000 · 3 bd · 2 ba · 1,348 sqft
- 6064 navona way, Winter Haven 33884 $321,490 · 4 bd · 3 ba · 2,305 sqft
- 4811 khloe court, Winter Haven 33884 $283,900 · 3 bd · 2 ba · 1,504 sqft
- 306 fern road, Winter Haven 33880 $229,900 · 4 bd · 2 ba · 1,599 sqft
- 4052 giorgio drive, Winter Haven 33884 $275,900 · 3 bd · 2 ba · 1,504 sqft
- 1725 31st street northwest, Winter Haven 33881 $199,900 · 3 bd · 2 ba · 874 sqft
- 851 avenue r northeast, Winter Haven 33881 $259,400 · 3 bd · 2 ba · 1,384 sqft
- 408 lanier lane, Winter Haven 33884 $320,000 · 3 bd · 2 ba · 1,680 sqft
- 4332 cherrywood street, Winter Haven 33880 $125,000 · 2 bd · 2 ba · 1,150 sqft
- 3968 giorgio drive, Winter Haven 33884 $270,000 · 3 bd · 2 ba · 1,269 sqft
- 107 lake elizabeth drive b, Winter Haven 33884 $119,000 · 1 bd · 1 ba · 625 sqft
- 3757 giorgio drive, Winter Haven 33884 $360,000 · 4 bd · 3 ba · 2,631 sqft
- 4498 rapallo avenue east, Winter Haven 33884 $330,900 · 4 bd · 4 ba · 2,227 sqft
- 415 avenue east southeast, Winter Haven 33880 $175,000 · 2 bd · 2 ba · 720 sqft
- 2252 labrador loop, Winter Haven 33884 $341,565 · 3 bd · 2 ba · 1,815 sqft
- 2240 labrador loop, Winter Haven 33884 $323,965 · 3 bd · 2 ba · 1,549 sqft
- 4123 island lakes drive, Winter Haven 33881 $470,000 · 4 bd · 2 ba · 1,990 sqft
- 2236 labrador loop, Winter Haven 33884 $350,165 · 4 bd · 2 ba · 2,021 sqft
- 2232 labrador loop, Winter Haven 33884 $395,470 · 4 bd · 3 ba · 2,797 sqft
- 408 coleman drive, Winter Haven 33884 $399,900 · 4 bd · 2 ba · 2,420 sqft
- 3004 avenue south northwest, Winter Haven 33881 $225,000 · 3 bd · 2 ba · 1,153 sqft
- 5568 taverna loop, Winter Haven 33884 $325,990 · 5 bd · 3 ba · 2,447 sqft
- 1207 32nd street northwest, Winter Haven 33881 $235,000 · 3 bd · 1 ba · 1,189 sqft
- 108 lagoon road, Winter Haven 33884 $340,000 · 3 bd · 2 ba · 1,735 sqft
- 3941 warbler drive, Winter Haven 33880 $234,900 · 4 bd · 3 ba · 1,936 sqft
- 819 andrew street, Winter Haven 33881 $399,990 · 4 bd · 3 ba · 2,061 sqft
- 419 saint anns drive, Winter Haven 33884 $309,900 · 3 bd · 2 ba · 1,505 sqft
- 489 village circle southwest, Winter Haven 33880 $150,000 · 2 bd · 2 ba · 1,008 sqft
- 100 el camino drive 104, Winter Haven 33884 $194,900 · 3 bd · 2 ba · 1,579 sqft
- 3018 royal tern drive, Winter Haven 33881 $285,999 · 3 bd · 2 ba · 1,690 sqft
- 5386 san pietro drive, Winter Haven 33884 $329,999 · 4 bd · 3 ba · 2,226 sqft
- 5390 san pietro drive, Winter Haven 33884 $389,999 · 5 bd · 3 ba · 3,016 sqft
- 4134 bedford avenue, Winter Haven 33884 $309,000 · 3 bd · 2 ba · 1,941 sqft
- 140 morning glory circle, Winter Haven 33884 $285,000 · 3 bd · 2 ba · 1,730 sqft
- 3972 giorgio drive, Winter Haven 33884 $316,000 · 4 bd · 3 ba · 2,168 sqft
- 503 sweet bay circle, Winter Haven 33884 $229,900 · 2 bd · 2 ba · 1,090 sqft
- 232 kings pond avenue, Winter Haven 33880 $294,990 · 3 bd · 2 ba · 1,417 sqft
- 235 6th street northwest 205, Winter Haven 33881 $149,500 · 2 bd · 1 ba · 873 sqft
- 128 center street, Winter Haven 33880 $189,900 · 2 bd · 1 ba · 806 sqft
- 1746 hummingbird road, Winter Haven 33884 $309,990 · 3 bd · 2 ba · 1,593 sqft
- 24 flamingo boulevard, Winter Haven 33880 $235,000 · 3 bd · 2 ba · 1,344 sqft
- 4913 kaia avenue, Winter Haven 33884 $325,000 · 3 bd · 2 ba · 1,300 sqft
- 228 west lake ina drive, Winter Haven 33884 $405,000 · 3 bd · 4 ba · 1,675 sqft
- 4234 rolling oaks drive, Winter Haven 33880 $139,900 · 2 bd · 2 ba · 1,804 sqft
- 1024 31st street northwest, Winter Haven 33881 $255,000 · 4 bd · 2 ba · 1,532 sqft
- 4519 ashford drive, Winter Haven 33880 $385,000 · 3 bd · 3 ba · 2,039 sqft
- 2218 avenue b southwest, Winter Haven 33880 $374,900 · 4 bd · 4 ba · 2,292 sqft
- 108 9th eloise street, Winter Haven 33880 $144,900 · 3 bd · 1 ba · 1,080 sqft
- 2824 san marco way, Winter Haven 33884 $225,000 · 3 bd · 2 ba · 2,006 sqft
- 615 avenue a northeast, Winter Haven 33881 $270,000 · 3 bd · 2 ba · 1,848 sqft