Homes under $400K in Winter Haven, FL

505 for sale · 1,665 homes listed · Updated September 27, 2026 · Page 33 of 34

507 short lane, Winter Haven 33881 Off market since Sep 2026 $339,000 · 4 bd · 2 ba · 1,867 sqft
3833 fieldstone circle, Winter Haven 33881 Off market since Sep 2026 $295,000 · 3 bd · 2 ba · 1,880 sqft
1333 lucerne loop road northeast, Winter Haven 33881 Off market since Sep 2026 $259,000 · 4 bd · 2 ba · 1,746 sqft
212 majestic gardens lane, Winter Haven 33880 Off market since Sep 2026 $289,000 · 3 bd · 2 ba · 1,348 sqft
707 dolly ben court, Winter Haven 33880 Off market since Sep 2026 $239,000 · 3 bd · 1 ba · 1,048 sqft
2801 wingfoot court, Winter Haven 33884 Off market since Sep 2026 $249,900 · 2 bd · 2 ba · 1,666 sqft
6364 lolly bay loop northeast, Winter Haven 33881 Off market since Sep 2026 $215,000 · 2 bd · 2 ba · 1,143 sqft
1306 15th street southwest, Winter Haven 33880 Off market since Sep 2026 $264,900 · 3 bd · 2 ba · 1,256 sqft
4629 palmetto drive, Winter Haven 33881 Off market since Sep 2026 $320,000 · 3 bd · 2 ba · 1,558 sqft
604 sarner pass way, Winter Haven 33881 Off market since Sep 2026 $338,000 · 4 bd · 2 ba · 2,004 sqft
2336 avenue east northwest, Winter Haven 33880 Off market since Sep 2026 $260,000 · 3 bd · 2 ba · 1,956 sqft
450 sandestin drive, Winter Haven 33884 Off market since Sep 2026 $215,000 · 2 bd · 2 ba · 1,204 sqft
3344 timberline road west, Winter Haven 33880 Off market since Sep 2026 $229,000 · 2 bd · 2 ba · 904 sqft
97 parson drive, Winter Haven 33884 Off market since Sep 2026 $79,500 · 2 bd · 2 ba · 989 sqft
66 joppa drive, Winter Haven 33884 Off market since Sep 2026 $99,500 · 2 bd · 2 ba · 1,144 sqft
606 pavare court 606, Winter Haven 33884 Off market since Sep 2026 $129,900 · 2 bd · 2 ba · 823 sqft
464 terranova street, Winter Haven 33884 Off market since Sep 2026 $359,900 · 3 bd · 2 ba · 1,893 sqft
2015 recker highway, Winter Haven 33880 Off market since Sep 2026 $309,900 · 3 bd · 2 ba · 1,322 sqft
1220 33rd street northwest, Winter Haven 33881 Off market since Sep 2026 $150,000 · 3 bd · 1 ba · 1,141 sqft
310 ogden street, Winter Haven 33880 Off market since Sep 2026 $185,000 · 3 bd · 2 ba · 1,151 sqft
2639 san marco way, Winter Haven 33884 Off market since Sep 2026 $347,000 · 5 bd · 4 ba · 2,701 sqft
1100 martinique drive 203, Winter Haven 33884 Off market since Sep 2026 $119,000 · 2 bd · 1 ba · 826 sqft
6183 grey heron drive, Winter Haven 33881 Off market since Sep 2026 $340,000 · 5 bd · 4 ba · 1,872 sqft
456 adriel avenue, Winter Haven 33880 Off market since Sep 2026 $349,900 · 4 bd · 2 ba · 1,874 sqft
628 pavare court 1, Winter Haven 33884 Off market since Sep 2026 $99,000 · 2 bd · 2 ba · 823 sqft
4856 summerfield circle, Winter Haven 33881 Off market since Sep 2026 $290,000 · 4 bd · 2 ba · 1,688 sqft
1945 8th street southeast, Winter Haven 33880 Off market since Sep 2026 $225,000 · 2 bd · 2 ba · 1,787 sqft
3400 sunset drive west, Winter Haven 33881 Off market since Sep 2026 $194,500 · 3 bd · 1 ba · 936 sqft
3921 giorgio drive, Winter Haven 33884 Off market since Sep 2026 $336,970 · 4 bd · 2 ba · 1,840 sqft
3761 giorgio drive, Winter Haven 33884 Off market since Sep 2026 $329,090 · 4 bd · 2 ba · 1,840 sqft
822 17th terrace northeast, Winter Haven 33881 Off market since Sep 2026 $379,900 · 4 bd · 3 ba · 2,189 sqft
2211 9th street northeast, Winter Haven 33881 Off market since Sep 2026 $220,000 · 3 bd · 2 ba · 1,522 sqft
101 sandburg lane, Winter Haven 33884 Off market since Sep 2026 $309,000 · 4 bd · 2 ba · 1,925 sqft
3541 raleigh drive, Winter Haven 33884 Off market since Sep 2026 $350,000 · 3 bd · 3 ba · 2,006 sqft
809 magnolia place, Winter Haven 33884 Off market since Sep 2026 $235,000 · 2 bd · 2 ba · 1,308 sqft
855 killearn boulevard, Winter Haven 33880 Off market since Sep 2026 $259,000 · 3 bd · 2 ba · 1,449 sqft
923 west lake cannon drive northwest, Winter Haven 33881 Off market since Sep 2026 $240,000 · 3 bd · 2 ba · 1,375 sqft
352 lake daisy circle, Winter Haven 33884 Off market since Sep 2026 $259,900 · 3 bd · 2 ba · 1,266 sqft
3785 giorgio drive, Winter Haven 33884 Off market since Sep 2026 $293,000 · 4 bd · 2 ba · 1,978 sqft
256 krenson bay loop, Winter Haven 33881 Off market since Sep 2026 $290,000 · 3 bd · 2 ba · 1,720 sqft
3708 coffman drive, Winter Haven 33881 Off market since Sep 2026 $235,000 · 4 bd · 2 ba · 1,359 sqft
1825 34th street northwest, Winter Haven 33881 Off market since Sep 2026 $209,000 · 3 bd · 1 ba · 1,498 sqft
231 hayley street, Winter Haven 33884 Off market since Sep 2026 $319,999 · 4 bd · 3 ba · 1,933 sqft
213 10th wahneta street west, Winter Haven 33880 Off market since Sep 2026 $145,999 · 2 bd · 1 ba · 826 sqft
2206 san marcos circle southeast, Winter Haven 33880 Off market since Sep 2026 $210,000 · 2 bd · 2 ba · 1,224 sqft
1714 carnostie road, Winter Haven 33884 Off market since Sep 2026 $285,000 · 3 bd · 2 ba · 1,515 sqft
134 lichtenwalter road, Winter Haven 33880 Off market since Sep 2026 $199,000 · 3 bd · 2 ba · 1,080 sqft
4116 fishermans landing, Winter Haven 33884 Off market since Sep 2026 $237,900 · 3 bd · 2 ba · 1,313 sqft
817 reflections loop east, Winter Haven 33884 Off market since Sep 2026 $350,000 · 4 bd · 2 ba · 2,257 sqft
813 eagle rock terrace, Winter Haven 33880 Off market since Sep 2026 $255,000 · 3 bd · 2 ba · 1,292 sqft