Homes under $500K in Winter Haven, FL
540 for sale · 1,783 homes listed · Updated September 27, 2026 · Page 34 of 36
- 1919 19th street northwest, Winter Haven 33881 Off market since Sep 2026 $349,000 · 4 bd · 2 ba · 1,752 sqft
- 1776 6th street northwest 504, Winter Haven 33881 Off market since Sep 2026 $147,500 · 2 bd · 2 ba · 1,347 sqft
- 817 reflections loop east, Winter Haven 33884 Off market since Sep 2026 $375,000 · 4 bd · 2 ba · 1,937 sqft
- 967 lunar lane, Winter Haven 33884 Off market since Sep 2026 $298,080 · 3 bd · 2 ba · 1,266 sqft
- 609 lucerne boulevard, Winter Haven 33881 Off market since Sep 2026 $319,000 · 4 bd · 2 ba · 1,981 sqft
- 2338 salzburg loop, Winter Haven 33884 Off market since Sep 2026 $198,000 · 2 bd · 2 ba · 1,246 sqft
- 1042 corso drive, Winter Haven 33884 Off market since Sep 2026 $275,000 · 3 bd · 2 ba · 1,730 sqft
- 405 valley court, Winter Haven 33884 Off market since Sep 2026 $465,000 · 4 bd · 2 ba · 2,463 sqft
- 4408 glenns landing, Winter Haven 33884 Off market since Sep 2026 $265,000 · 3 bd · 2 ba · 1,668 sqft
- 1334 diego terrace, Winter Haven 33884 Off market since Sep 2026 $309,900 · 4 bd · 3 ba · 1,933 sqft
- 276 18th street northeast, Winter Haven 33881 Off market since Sep 2026 $279,900 · 3 bd · 2 ba · 1,218 sqft
- 204 lake mariam court, Winter Haven 33884 Off market since Sep 2026 $420,000 · 3 bd · 2 ba · 2,117 sqft
- 1050 beach lane, Winter Haven 33880 Off market since Sep 2026 $157,000 · 3 bd · 2 ba · 1,344 sqft
- 1776 6th street northwest 308, Winter Haven 33881 Off market since Sep 2026 $144,900 · 2 bd · 2 ba · 1,347 sqft
- 1550 36th street northwest, Winter Haven 33881 Off market since Sep 2026 $174,900 · 3 bd · 1 ba · 1,226 sqft
- 5315 mickey avenue, Winter Haven 33884 Off market since Sep 2026 $319,999 · 4 bd · 2 ba · 1,910 sqft
- 2586 san marco way, Winter Haven 33884 Off market since Sep 2026 $233,000 · 4 bd · 2 ba · 1,707 sqft
- 508 eagle pond drive 508, Winter Haven 33884 Off market since Sep 2026 $162,900 · 2 bd · 2 ba · 1,017 sqft
- 119 lantern lane, Winter Haven 33884 Off market since Sep 2026 $230,000 · 2 bd · 2 ba · 1,134 sqft
- 6458 hollyberry lane northeast, Winter Haven 33881 Off market since Sep 2026 $179,000 · 2 bd · 2 ba · 1,248 sqft
- 6600 scenic point drive southeast, Winter Haven 33884 Off market since Sep 2026 $220,000 · 2 bd · 2 ba · 1,664 sqft
- 1499 avenue east northeast, Winter Haven 33881 Off market since Sep 2026 $245,000 · 3 bd · 1 ba · 1,508 sqft
- 1069 sandpiper loop, Winter Haven 33881 Off market since Sep 2026 $379,999 · 4 bd · 3 ba · 2,034 sqft
- 1380 south lake roy dr drive, Winter Haven 33884 Off market since Sep 2026 $395,000 · 4 bd · 3 ba · 2,468 sqft
- 437 broward terrace, Winter Haven 33884 Off market since Sep 2026 $390,000 · 4 bd · 2 ba · 1,687 sqft
- 146 8th street, Winter Haven 33880 Off market since Sep 2026 $250,000 · 3 bd · 2 ba · 1,404 sqft
- 4332 cherrywood street, Winter Haven 33880 Off market since Sep 2026 $115,000 · 2 bd · 2 ba · 1,150 sqft
- 353 wharf way, Winter Haven 33881 Off market since Sep 2026 $244,900 · 3 bd · 3 ba · 1,604 sqft
- 1228 tyler loop, Winter Haven 33884 Off market since Sep 2026 $299,000 · 4 bd · 3 ba · 2,093 sqft
- 1550 11th street northeast g6, Winter Haven 33881 Off market since Sep 2026 $139,000 · 2 bd · 2 ba · 1,148 sqft
- 625 avenue b southwest, Winter Haven 33880 Off market since Sep 2026 $250,000 · 2 bd · 2 ba · 1,240 sqft
- 7060 fairview village circle, Winter Haven 33881 Off market since Sep 2026 $134,990 · 1 bd · 1 ba · 481 sqft
- 1436 axel circle, Winter Haven 33880 Off market since Sep 2026 $340,000 · 5 bd · 3 ba · 3,022 sqft
- 6627 westchester drive northeast, Winter Haven 33881 Off market since Sep 2026 $198,000 · 2 bd · 2 ba · 1,856 sqft
- 333 lake howard drive northwest 302b, Winter Haven 33880 Off market since Sep 2026 $107,000 · 2 bd · 2 ba · 1,030 sqft
- 543 terranova circle, Winter Haven 33884 Off market since Sep 2026 $385,000 · 3 bd · 2 ba · 2,118 sqft
- 2011 recker highway, Winter Haven 33880 Off market since Sep 2026 $405,000 · 4 bd · 2 ba · 2,000 sqft
- 1268 salisbury drive, Winter Haven 33881 Off market since Sep 2026 $265,000 · 3 bd · 2 ba · 1,728 sqft
- 6107 grand oaks drive southeast, Winter Haven 33884 Off market since Sep 2026 $175,000 · 2 bd · 2 ba · 1,340 sqft
- 6455 hollyberry lane northeast, Winter Haven 33881 Off market since Sep 2026 $152,000 · 2 bd · 2 ba · 1,144 sqft
- 216 shore loop, Winter Haven 33884 Off market since Sep 2026 $350,000 · 3 bd · 2 ba · 1,701 sqft
- 1020 cambridge drive, Winter Haven 33881 Off market since Sep 2026 $279,900 · 4 bd · 2 ba · 1,500 sqft
- 380 lake smart circle, Winter Haven 33881 Off market since Sep 2026 $325,990 · 4 bd · 2 ba · 2,034 sqft
- 2215 starboard drive 29, Winter Haven 33881 Off market since Sep 2026 $184,900 · 2 bd · 2 ba · 1,436 sqft
- 333 lake howard drive northwest 204d, Winter Haven 33880 Off market since Sep 2026 $145,000 · 3 bd · 2 ba · 1,226 sqft
- 350 winter ridge boulevard 350, Winter Haven 33881 Off market since Sep 2026 $148,000 · 2 bd · 2 ba · 1,073 sqft
- 1116 40th street northwest, Winter Haven 33881 Off market since Sep 2026 $44,900 · 3 bd · 2 ba · 988 sqft
- 6204 knotty pine drive southeast, Winter Haven 33884 Off market since Sep 2026 $165,000 · 2 bd · 2 ba · 1,014 sqft
- 2112 avenue c southwest, Winter Haven 33880 Off market since Sep 2026 $379,000 · 4 bd · 2 ba · 2,011 sqft
- 412 second street southwest, Winter Haven 33880 Off market since Sep 2026 $177,000 · 3 bd · 2 ba · 986 sqft