Homes under $500K in Winter Haven, FL
540 for sale · 1,783 homes listed · Updated September 27, 2026 · Page 7 of 36
- 153 browning circle, Winter Haven 33884 $269,000 · 3 bd · 2 ba · 1,144 sqft
- 1334 diego terrace, Winter Haven 33884 $309,900 · 4 bd · 3 ba · 1,933 sqft
- 276 18th street northeast, Winter Haven 33881 $279,900 · 3 bd · 2 ba · 1,218 sqft
- 626 pavare court, Winter Haven 33884 $129,900 · 2 bd · 2 ba · 851 sqft
- 3319 avenue u northwest, Winter Haven 33881 $145,000 · 2 bd · 1 ba · 840 sqft
- 2739 rutledge court, Winter Haven 33884 $214,000 · 3 bd · 2 ba · 1,419 sqft
- 1050 beach lane, Winter Haven 33880 $157,000 · 3 bd · 2 ba · 1,344 sqft
- 2586 san marco way, Winter Haven 33884 $233,000 · 4 bd · 2 ba · 1,707 sqft
- 2508 avenue a southwest, Winter Haven 33880 $205,000 · 3 bd · 1 ba · 850 sqft
- 1224 vienna square drive, Winter Haven 33884 $215,000 · 2 bd · 2 ba · 1,118 sqft
- 1069 sandpiper loop, Winter Haven 33881 $379,999 · 4 bd · 3 ba · 2,034 sqft
- 419 greenfield road, Winter Haven 33884 $334,990 · 3 bd · 2 ba · 1,924 sqft
- 1454 austin street, Winter Haven 33884 $320,000 · 5 bd · 3 ba · 2,254 sqft
- 6825 south lake henry drive northeast, Winter Haven 33881 $220,000 · 2 bd · 2 ba · 1,790 sqft
- 1776 6th street northwest #504, Winter Haven 33881 $147,500 · 2 bd · 2 ba · 1,347 sqft
- 3923 baldwin lane, Winter Haven 33884 $253,900 · 3 bd · 2 ba · 1,719 sqft
- 884 cambridge drive, Winter Haven 33881 $279,000 · 4 bd · 3 ba · 2,368 sqft
- 3334 avenue j northwest, Winter Haven 33881 $249,765 · 3 bd · 2 ba · 1,473 sqft
- 2925 dayton drive, Winter Haven 33884 $284,500 · 3 bd · 2 ba · 2,109 sqft
- 1908 crossroads boulevard, Winter Haven 33881 $375,000 · 4 bd · 3 ba · 2,781 sqft
- 2415 brassie court, Winter Haven 33884 $289,900 · 3 bd · 2 ba · 1,629 sqft
- 447 san jose drive, Winter Haven 33884 $224,900 · 2 bd · 2 ba · 1,600 sqft
- 4242 cedarwood street, Winter Haven 33880 $110,000 · 2 bd · 2 ba · 1,056 sqft
- 602 taylor boulevard, Winter Haven 33880 $220,000 · 3 bd · 2 ba · 1,242 sqft
- 1333 lucerne loop road northeast, Winter Haven 33881 $259,000 · 4 bd · 2 ba · 1,746 sqft
- 1711 garden lake drive #1711, Winter Haven 33884 $170,000 · 1 bd · 1 ba · 828 sqft
- 5838 old bartow eagle lake road, Winter Haven 33880 $388,000 · 3 bd · 2 ba · 2,172 sqft
- 1826 6th street southeast, Winter Haven 33880 $400,000 · 4 bd · 3 ba · 2,112 sqft
- 1776 6th street northwest #308, Winter Haven 33881 $144,900 · 2 bd · 2 ba · 1,347 sqft
- 216 shore loop, Winter Haven 33884 $350,000 · 3 bd · 2 ba · 1,701 sqft
- 1776 6th street northwest #409, Winter Haven 33881 $119,000 · 2 bd · 2 ba · 1,347 sqft
- 700 mirror terrace northwest #506, Winter Haven 33881 $119,000 · 2 bd · 2 ba · 1,190 sqft
- 503 avenue b northwest #503, Winter Haven 33881 $314,999 · 2 bd · 3 ba · 1,408 sqft
- 7158 summit place, Winter Haven 33884 $299,000 · 4 bd · 2 ba · 1,833 sqft
- 136 lake ring drive, Winter Haven 33884 $299,900 · 3 bd · 2 ba · 1,728 sqft
- 6204 knotty pine drive southeast, Winter Haven 33884 $165,000 · 2 bd · 2 ba · 1,014 sqft
- 131 ruby lake drive, Winter Haven 33884 $359,000 · 3 bd · 2 ba · 1,914 sqft
- 1799 carnostie road, Winter Haven 33884 $295,000 · 4 bd · 2 ba · 1,680 sqft
- 6773 brentwood drive northeast, Winter Haven 33881 $139,900 · 2 bd · 2 ba · 1,056 sqft
- 4918 rosewood street, Winter Haven 33880 $125,000 · 2 bd · 2 ba · 1,008 sqft
- 214 king road, Winter Haven 33880 $249,900 · 3 bd · 2 ba · 1,124 sqft
- 323 orange blossom drive #323, Winter Haven 33880 $205,000 · 2 bd · 3 ba · 1,280 sqft
- 3158 beauchamp court, Winter Haven 33884 $488,500 · 4 bd · 3 ba · 2,552 sqft
- 707 dolly ben court, Winter Haven 33880 $239,000 · 3 bd · 1 ba · 1,048 sqft
- 4155 sprucewood street, Winter Haven 33880 $115,000 · 2 bd · 2 ba · 1,200 sqft
- 4099 island lakes drive, Winter Haven 33881 $379,000 · 3 bd · 2 ba · 1,603 sqft
- 100 el camino drive #104, Winter Haven 33884 $179,900 · 3 bd · 2 ba · 1,579 sqft
- 14 enclave drive, Winter Haven 33884 $219,900 · 2 bd · 2 ba · 1,368 sqft
- 3541 raleigh drive, Winter Haven 33884 $350,000 · 3 bd · 3 ba · 2,006 sqft
- 742 santa maria drive, Winter Haven 33884 $409,900 · 3 bd · 3 ba · 2,592 sqft