Homes under $500K in Winter Haven, FL
739 homes for sale · Updated August 13, 2026 · Page 9 of 15
- 3038 thornhill road, Winter Haven 33880 $369,950 · 3 bd · 2 ba · 1,467 sqft
- 5747 east lake fox drive, Winter Haven 33884 $235,000 · 2 bd · 3 ba · 1,032 sqft
- 4111 island lakes drive, Winter Haven 33881 $399,900 · 3 bd · 2 ba · 1,998 sqft
- 2600 lucerne park road 521, Winter Haven 33881 $159,000 · 2 bd · 2 ba · 845 sqft
- 1026 medinah drive, Winter Haven 33884 $175,000 · 2 bd · 2 ba · 1,398 sqft
- 2049 san marcos drive southeast 127, Winter Haven 33880 $149,900 · 1 bd · 1 ba · 666 sqft
- 217 4th jpv street, Winter Haven 33880 $229,900 · 3 bd · 1 ba · 1,064 sqft
- 719 avenue q southeast, Winter Haven 33880 $220,000 · 2 bd · 2 ba · 1,181 sqft
- 2710 avenue j northwest, Winter Haven 33881 $149,000 · 2 bd · 1 ba · 672 sqft
- 4132 sprucewood street, Winter Haven 33880 $129,000 · 2 bd · 2 ba · 1,344 sqft
- 204 avenue d northeast, Winter Haven 33881 $260,000 · 6 bd · 3 ba · 2,102 sqft
- 301 terranova boulevard, Winter Haven 33884 $394,999 · 4 bd · 2 ba · 1,960 sqft
- 542 lake dexter boulevard, Winter Haven 33884 $220,000 · 3 bd · 2 ba · 1,131 sqft
- 265 majestic gardens lane, Winter Haven 33880 $299,999 · 3 bd · 2 ba · 1,951 sqft
- 151 1st street, Winter Haven 33880 $258,000 · 3 bd · 2 ba · 1,259 sqft
- 563 honey bell road, Winter Haven 33880 $299,900 · 4 bd · 2 ba · 1,851 sqft
- 4840 old lucerne park road, Winter Haven 33881 $425,000 · 3 bd · 2 ba · 1,927 sqft
- 4158 rolling oaks drive, Winter Haven 33880 $124,900 · 2 bd · 2 ba · 1,403 sqft
- 531 heather glen drive, Winter Haven 33884 $265,000 · 3 bd · 2 ba · 1,535 sqft
- 146 lake ring drive, Winter Haven 33884 $369,999 · 3 bd · 2 ba · 1,638 sqft
- 4129 giorgio drive, Winter Haven 33884 $287,990 · 3 bd · 2 ba · 1,504 sqft
- 3184 royal tern drive, Winter Haven 33881 $286,900 · 3 bd · 2 ba · 1,725 sqft
- 381 san jose drive, Winter Haven 33884 $229,900 · 3 bd · 2 ba · 1,651 sqft
- 1912 carnostie road, Winter Haven 33884 $245,000 · 3 bd · 2 ba · 1,464 sqft
- 3357 timberline road west, Winter Haven 33880 $265,000 · 4 bd · 2 ba · 1,675 sqft
- 2748 san marco way, Winter Haven 33884 $323,250 · 3 bd · 2 ba · 1,734 sqft
- 140 krenson bay loop, Winter Haven 33881 $270,000 · 3 bd · 2 ba · 1,479 sqft
- 2610 san marco way, Winter Haven 33884 $329,900 · 4 bd · 2 ba · 1,819 sqft
- 700 mirror terrace northwest 506, Winter Haven 33881 $119,000 · 2 bd · 2 ba · 1,190 sqft
- 117 nemo lane, Winter Haven 33881 $249,900 · 3 bd · 3 ba · 1,544 sqft
- 105 laurel cove way 105, Winter Haven 33884 $210,000 · 2 bd · 2 ba · 1,090 sqft
- 4201 shadow wood drive, Winter Haven 33880 $315,000 · 3 bd · 2 ba · 1,860 sqft
- 2925 east lake hartridge drive, Winter Haven 33881 $399,000 · 4 bd · 3 ba · 2,684 sqft
- 3960 giorgio drive, Winter Haven 33884 $299,000 · 4 bd · 2 ba · 1,607 sqft
- 136 krenson bay loop, Winter Haven 33881 $274,990 · 3 bd · 2 ba · 1,698 sqft
- 288 meredith boulevard, Winter Haven 33881 $284,990 · 4 bd · 2 ba · 1,598 sqft
- 300 meredith boulevard, Winter Haven 33881 $304,990 · 4 bd · 2 ba · 1,758 sqft
- 645 broadmoor circle 645, Winter Haven 33884 $169,000 · 2 bd · 2 ba · 1,278 sqft
- 3430 fox ridge street, Winter Haven 33884 $245,000 · 3 bd · 2 ba · 1,369 sqft
- 1104 tyler loop, Winter Haven 33884 $299,000 · 3 bd · 2 ba · 1,540 sqft
- 1680 32nd street northwest, Winter Haven 33881 $200,000 · 3 bd · 1 ba · 1,104 sqft
- 345 avenue p northeast, Winter Haven 33881 $189,000 · 3 bd · 1 ba · 744 sqft
- 1114 30th street northwest, Winter Haven 33881 $110,000 · 2 bd · 1 ba · 856 sqft
- 4253 stafford drive, Winter Haven 33880 $369,800 · 3 bd · 3 ba · 2,631 sqft
- 1355 benevento drive, Winter Haven 33884 $319,900 · 4 bd · 3 ba · 1,964 sqft
- 905 avenue east northeast, Winter Haven 33881 $200,000 · 2 bd · 1 ba · 912 sqft
- 1101 28th street northwest, Winter Haven 33881 $200,999 · 2 bd · 1 ba · 968 sqft
- 3932 giorgio drive, Winter Haven 33884 $274,190 · 3 bd · 2 ba · 1,695 sqft
- 0 38th street northwest, Winter Haven 33881 $350,000 · 3 bd · 2 ba · 1,327 sqft
- 937 cattleman street, Winter Haven 33881 $340,000 · 4 bd · 2 ba · 1,828 sqft