Homes under $500K in Winter Haven, FL
733 homes for sale · Updated August 12, 2026 · Page 5 of 15
- 2786 adeline avenue, Winter Haven 33881 $295,990 · 4 bd · 2 ba · 1,498 sqft
- 943 summer glen drive, Winter Haven 33880 $315,000 · 4 bd · 2 ba · 1,846 sqft
- 2790 adeline avenue, Winter Haven 33881 $269,900 · 3 bd · 2 ba · 1,328 sqft
- 1063 brimstone circle, Winter Haven 33884 $336,000 · 4 bd · 3 ba · 2,476 sqft
- 1117 michelangelo lane, Winter Haven 33884 $380,000 · 4 bd · 3 ba · 2,626 sqft
- 2849 cathy boulevard, Winter Haven 33880 $325,000 · 4 bd · 2 ba · 1,928 sqft
- 1678 linz court, Winter Haven 33884 $258,500 · 2 bd · 2 ba · 1,158 sqft
- 1450 west lake cannon drive northwest, Winter Haven 33881 $325,000 · 5 bd · 2 ba · 4,053 sqft
- 357 ruby lake loop, Winter Haven 33884 $399,900 · 3 bd · 2 ba · 2,107 sqft
- 1015 carefree cove drive, Winter Haven 33881 $209,900 · 4 bd · 2 ba · 1,104 sqft
- 28 casarena court, Winter Haven 33881 $165,000 · 2 bd · 3 ba · 2,045 sqft
- 357 squires grove drive, Winter Haven 33880 $250,000 · 3 bd · 2 ba · 1,616 sqft
- 1727 second street northeast, Winter Haven 33881 $268,000 · 3 bd · 2 ba · 1,470 sqft
- 3905 osprey pointe circle, Winter Haven 33884 $304,000 · 3 bd · 2 ba · 1,729 sqft
- 1629 nantucket way, Winter Haven 33884 $279,900 · 3 bd · 2 ba · 1,526 sqft
- 121 bates avenue southeast, Winter Haven 33880 $189,000 · 2 bd · 1 ba · 1,080 sqft
- 6010 navona way, Winter Haven 33884 $279,999 · 3 bd · 2 ba · 1,615 sqft
- 6006 navona way, Winter Haven 33884 $279,499 · 3 bd · 2 ba · 1,615 sqft
- 5125 sylas jax avenue, Winter Haven 33884 $259,900 · 3 bd · 2 ba · 1,358 sqft
- 184 lake otis road, Winter Haven 33884 $450,000 · 4 bd · 4 ba · 2,921 sqft
- 4918 rosewood street, Winter Haven 33880 $125,000 · 2 bd · 2 ba · 1,008 sqft
- 144 morning glory circle, Winter Haven 33884 $289,990 · 3 bd · 2 ba · 1,433 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
- 900 lake jessie drive, Winter Haven 33881 $425,000 · 3 bd · 3 ba · 1,828 sqft
- 551 lake smart boulevard, Winter Haven 33881 $344,900 · 4 bd · 2 ba · 1,936 sqft
- 321 orange blossom drive, Winter Haven 33880 $205,000 · 2 bd · 3 ba · 1,407 sqft
- 5347 mickey avenue, Winter Haven 33884 $349,521 · 4 bd · 3 ba · 2,077 sqft
- 213 cleveland avenue, Winter Haven 33881 $180,000 · 2 bd · 1 ba · 728 sqft
- 2105 9th street northeast, Winter Haven 33881 $239,000 · 3 bd · 1 ba · 1,042 sqft
- 1522 eckart drive, Winter Haven 33881 $349,999 · 3 bd · 2 ba · 1,524 sqft
- 6450 hollyberry lane northeast, Winter Haven 33881 $188,500 · 2 bd · 2 ba · 1,144 sqft
- 1096 sandpiper loop, Winter Haven 33881 $442,500 · 5 bd · 3 ba · 2,536 sqft
- 125 lake hazel drive, Winter Haven 33884 $100,000 · 2 bd · 2 ba · 1,056 sqft
- 3098 laurel oak lane, Winter Haven 33884 $230,000 · 3 bd · 2 ba · 1,978 sqft
- 100 el camino drive 101, Winter Haven 33884 $74,900 · 2 bd · 2 ba · 1,361 sqft
- 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
- 131 ruby lake drive, Winter Haven 33884 $369,000 · 3 bd · 2 ba · 1,914 sqft
- 1658 teagan lane, Winter Haven 33884 $315,990 · 4 bd · 3 ba · 1,933 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
- 1328 daisy field drive, Winter Haven 33884 $380,000 · 5 bd · 3 ba · 2,696 sqft
- 441 mckenna drive, Winter Haven 33881 $335,000 · 4 bd · 3 ba · 2,360 sqft
- 247 south lake pansy drive, Winter Haven 33881 $439,900 · 3 bd · 2 ba · 2,847 sqft