Homes under $500K in Winter Haven, FL
540 for sale · 1,783 homes listed · Updated September 27, 2026 · Page 10 of 36
- 2232 labrador loop, Winter Haven 33884 $395,470 · 4 bd · 3 ba · 2,797 sqft
- 1220 33rd street northwest, Winter Haven 33881 $150,000 · 3 bd · 1 ba · 1,141 sqft
- 146 8th street, Winter Haven 33880 $250,000 · 3 bd · 2 ba · 1,404 sqft
- 622 crystals boulevard, Winter Haven 33884 $229,500 · 3 bd · 2 ba · 1,328 sqft
- 604 sarner pass way, Winter Haven 33881 $338,000 · 4 bd · 2 ba · 2,004 sqft
- 3921 giorgio drive, Winter Haven 33884 $336,970 · 4 bd · 2 ba · 1,840 sqft
- 456 adriel avenue, Winter Haven 33880 $349,900 · 4 bd · 2 ba · 1,874 sqft
- 428 mckenna drive, Winter Haven 33881 $260,000 · 4 bd · 2 ba · 1,840 sqft
- 306 terranova boulevard, Winter Haven 33884 $370,000 · 4 bd · 3 ba · 2,413 sqft
- 5325 snead drive, Winter Haven 33884 $364,500 · 3 bd · 2 ba · 1,833 sqft
- 2500 21st street northwest #15, Winter Haven 33881 $168,000 · 2 bd · 3 ba · 1,184 sqft
- 959 lunar lane, Winter Haven 33884 $319,532 · 3 bd · 2 ba · 1,730 sqft
- 3761 giorgio drive, Winter Haven 33884 $329,090 · 4 bd · 2 ba · 1,840 sqft
- 310 ogden street, Winter Haven 33880 $185,000 · 3 bd · 2 ba · 1,151 sqft
- 4140 sophia boulevard, Winter Haven 33880 $255,000 · 3 bd · 2 ba · 1,711 sqft
- 709 sarner pass way, Winter Haven 33881 $279,900 · 4 bd · 3 ba · 3,016 sqft
- 333 lake howard drive northwest #314d, Winter Haven 33880 $99,000 · 3 bd · 2 ba · 1,226 sqft
- 5331 mickey avenue, Winter Haven 33884 $354,999 · 4 bd · 3 ba · 2,670 sqft
- 5347 mickey avenue, Winter Haven 33884 $334,999 · 4 bd · 3 ba · 2,077 sqft
- 5110 kinsley drive, Winter Haven 33884 $389,999 · 5 bd · 4 ba · 3,030 sqft
- 5147 kinsley drive, Winter Haven 33884 $324,999 · 4 bd · 2 ba · 1,919 sqft
- 297 meadowbrook boulevard, Winter Haven 33881 $230,000 · 3 bd · 2 ba · 1,426 sqft
- 256 krenson bay loop, Winter Haven 33881 $290,000 · 3 bd · 2 ba · 1,720 sqft
- 900 lake jessie drive, Winter Haven 33881 $410,000 · 3 bd · 3 ba · 1,828 sqft
- 218 hartridge hills drive, Winter Haven 33881 $365,000 · 3 bd · 2 ba · 2,123 sqft
- 44 brevard drive, Winter Haven 33884 $495,500 · 3 bd · 2 ba · 2,269 sqft
- 2112 river hawk loop, Winter Haven 33880 $429,900 · 4 bd · 3 ba · 2,378 sqft
- 2108 river hawk loop, Winter Haven 33880 $384,900 · 4 bd · 2 ba · 2,032 sqft
- 2121 river hawk loop, Winter Haven 33880 $342,900 · 3 bd · 2 ba · 1,741 sqft
- 2122 river hawk loop, Winter Haven 33880 $344,900 · 4 bd · 2 ba · 1,741 sqft
- 2145 river hawk loop, Winter Haven 33880 $359,900 · 4 bd · 2 ba · 2,522 sqft
- 1714 carnostie road, Winter Haven 33884 $285,000 · 3 bd · 2 ba · 1,515 sqft
- 9 winterset drive, Winter Haven 33884 $430,000 · 4 bd · 2 ba · 2,489 sqft
- 2363 gerber dairy road, Winter Haven 33880 $220,000 · 3 bd · 2 ba · 1,620 sqft
- listing-10674164606, Winter Haven 33880 $375,900 · 4 bd · 3 ba · 2,242 sqft
- 134 lichtenwalter road, Winter Haven 33880 $199,000 · 3 bd · 2 ba · 1,080 sqft
- 5974 foxhollow drive, Winter Haven 33884 $169,900 · 2 bd · 2 ba · 768 sqft
- 119 allen avenue, Winter Haven 33880 $219,000 · 4 bd · 2 ba · 1,520 sqft
- 6704 winterset gardens road, Winter Haven 33884 $399,000 · 3 bd · 2 ba · 2,418 sqft
- 362 holly ridge road, Winter Haven 33880 $249,900 · 3 bd · 2 ba · 1,355 sqft
- 1306 15th street southwest, Winter Haven 33880 $264,900 · 3 bd · 2 ba · 1,256 sqft
- 119 sunfish drive, Winter Haven 33881 $419,000 · 3 bd · 3 ba · 2,613 sqft
- 2207 avenue f northwest, Winter Haven 33880 $236,900 · 3 bd · 2 ba · 1,310 sqft
- 195 black skimmer lane, Winter Haven 33880 $315,000 · 3 bd · 2 ba · 1,265 sqft
- 3933 giorgio drive, Winter Haven 33884 $286,000 · 3 bd · 2 ba · 1,695 sqft
- 3708 coffman drive, Winter Haven 33881 $235,000 · 4 bd · 2 ba · 1,359 sqft
- 450 sandestin drive, Winter Haven 33884 $215,000 · 2 bd · 2 ba · 1,204 sqft
- 344 ruby lake loop, Winter Haven 33884 $409,000 · 4 bd · 2 ba · 2,215 sqft
- 5373 san pietro drive, Winter Haven 33884 $364,999 · 5 bd · 3 ba · 2,471 sqft
- 2523 avenue east southwest, Winter Haven 33880 $298,900 · 3 bd · 2 ba · 1,930 sqft