Homes under $400K in Winter Haven, FL
505 for sale · 1,665 homes listed · Updated September 27, 2026 · Page 25 of 34
- 5780 lakeside landings boulevard, Winter Haven 33881 Off market since Sep 2026 $299,900 · 4 bd · 3 ba · 2,526 sqft
- 3365 costello circle, Winter Haven 33884 Off market since Sep 2026 $285,000 · 5 bd · 3 ba · 2,522 sqft
- 1709 teagan lane, Winter Haven 33884 Off market since Sep 2026 $248,000 · 3 bd · 1 ba · 1,060 sqft
- 931 whisper lake drive, Winter Haven 33880 Off market since Aug 2026 $293,500 · 3 bd · 3 ba · 1,260 sqft
- 2121 river hawk loop, Winter Haven 33880 Off market since Sep 2026 $342,900 · 3 bd · 2 ba · 1,741 sqft
- 5118 kinsley drive, Winter Haven 33884 Off market since Sep 2026 $389,999 · 5 bd · 4 ba · 3,030 sqft
- 5110 kinsley drive, Winter Haven 33884 Off market since Sep 2026 $389,999 · 5 bd · 4 ba · 3,030 sqft
- 150 el dorado 105, Winter Haven 33884 Off market since Sep 2026 $94,900 · 2 bd · 2 ba · 1,372 sqft
- 292 krenson bay loop, Winter Haven 33881 Off market since Sep 2026 $329,900 · 4 bd · 2 ba · 1,820 sqft
- 1508 majestic lane, Winter Haven 33880 Off market since Sep 2026 $324,500 · 4 bd · 3 ba · 1,900 sqft
- 4130 bedford avenue, Winter Haven 33884 Off market since Sep 2026 $309,900 · 2 bd · 2 ba · 1,819 sqft
- 1774 white elephant loop, Winter Haven 33884 Off market since Sep 2026 $370,900 · 5 bd · 3 ba · 2,336 sqft
- 603 maggie circle, Winter Haven 33880 Off market since Sep 2026 $255,000 · 3 bd · 2 ba · 1,482 sqft
- 2097 avenue h northwest, Winter Haven 33881 Off market since Jul 2026 $315,000 · 4 bd · 2 ba · 1,758 sqft
- 622 ridge terrace, Winter Haven 33881 Off market since Sep 2026 $150,000 · 2 bd · 2 ba · 1,073 sqft
- 811 andrew street, Winter Haven 33881 Off market since Sep 2026 $314,990 · 3 bd · 2 ba · 1,600 sqft
- 1688 teagan lane, Winter Haven 33884 Off market since Aug 2026 $275,000 · 3 bd · 2 ba · 1,432 sqft
- 1406 meadow drive northeast, Winter Haven 33881 Off market since Sep 2026 $225,000 · 3 bd · 2 ba · 1,678 sqft
- 1220 33rd street northwest, Winter Haven 33881 Off market since Jul 2026 $139,987 · 3 bd · 1 ba · 1,141 sqft
- 307 sterling drive, Winter Haven 33884 Off market since Sep 2026 $260,000 · 3 bd · 2 ba · 1,444 sqft
- 215 kilmer lane, Winter Haven 33884 Off market since Sep 2026 $379,998 · 4 bd · 3 ba · 1,680 sqft
- 820 avenue z northwest, Winter Haven 33881 Off market since Sep 2026 $197,500 · 3 bd · 2 ba · 2,082 sqft
- 2207 avenue f northwest, Winter Haven 33880 Off market since Sep 2026 $236,900 · 3 bd · 2 ba · 1,310 sqft
- 3408 costello circle, Winter Haven 33884 Off market since Sep 2026 $315,000 · 4 bd · 2 ba · 1,713 sqft
- 4519 rapallo avenue, Winter Haven 33884 Off market since Sep 2026 $329,900 · 4 bd · 3 ba · 2,074 sqft
- 134 lake hazel drive, Winter Haven 33884 Off market since Sep 2026 $90,000 · 2 bd · 2 ba · 1,352 sqft
- 2026 kings crossing southwest, Winter Haven 33880 Off market since Aug 2026 $214,900 · 2 bd · 2 ba · 1,131 sqft
- 5312 nicklaus drive, Winter Haven 33884 Off market since Sep 2026 $334,900 · 3 bd · 2 ba · 1,700 sqft
- 704 eagle pond drive 704, Winter Haven 33884 Off market since Sep 2026 $169,900 · 2 bd · 2 ba · 1,017 sqft
- 700 mirror terrace northwest 507, Winter Haven 33881 Off market since Sep 2026 $164,900 · 2 bd · 2 ba · 1,351 sqft
- 3268 country walk club circle, Winter Haven 33881 Off market since Sep 2026 $295,000 · 3 bd · 2 ba · 1,690 sqft
- 2108 cartgate lane, Winter Haven 33884 Off market since Sep 2026 $309,000 · 3 bd · 2 ba · 1,961 sqft
- 419 greenfield road, Winter Haven 33884 Off market since Sep 2026 $334,990 · 3 bd · 2 ba · 1,924 sqft
- 306 eagle pond drive, Winter Haven 33884 Off market since Sep 2026 $211,000 · 2 bd · 2 ba · 1,017 sqft
- 132 duval road, Winter Haven 33884 Off market since Sep 2026 $299,500 · 2 bd · 2 ba · 1,260 sqft
- 1716 terry circle northeast, Winter Haven 33881 Off market since Sep 2026 $270,000 · 3 bd · 2 ba · 1,065 sqft
- 270 meadowbrook boulevard, Winter Haven 33881 Off market since Sep 2026 $355,900 · 5 bd · 3 ba · 2,696 sqft
- 5638 royal hills street, Winter Haven 33881 Off market since Aug 2026 $329,900 · 4 bd · 2 ba · 2,012 sqft
- 333 lake howard drive northwest 314d, Winter Haven 33880 Off market since Sep 2026 $99,000 · 3 bd · 2 ba · 1,226 sqft
- 3928 giorgio drive, Winter Haven 33884 Off market since Sep 2026 $279,150 · 4 bd · 2 ba · 1,607 sqft
- 614 sidney circle, Winter Haven 33880 Off market since Sep 2026 $389,999 · 3 bd · 2 ba · 1,908 sqft
- 6 golfview circle northeast, Winter Haven 33881 Off market since Sep 2026 $299,900 · 3 bd · 3 ba · 1,892 sqft
- 996 summer glen drive, Winter Haven 33880 Off market since Sep 2026 $299,900 · 4 bd · 2 ba · 1,851 sqft
- 3038 thornhill road, Winter Haven 33880 Off market since Sep 2026 $359,950 · 3 bd · 2 ba · 1,467 sqft
- 1026 medinah drive, Winter Haven 33884 Off market since Sep 2026 $172,500 · 2 bd · 2 ba · 1,398 sqft
- 2049 san marcos drive southeast 127, Winter Haven 33880 Off market since Sep 2026 $149,900 · 1 bd · 1 ba · 666 sqft
- 217 4th jpv street, Winter Haven 33880 Off market since Sep 2026 $229,900 · 3 bd · 1 ba · 1,064 sqft
- 719 avenue q southeast, Winter Haven 33880 Off market since Sep 2026 $220,000 · 2 bd · 2 ba · 1,181 sqft
- 4132 sprucewood street, Winter Haven 33880 Off market since Sep 2026 $129,000 · 2 bd · 2 ba · 1,344 sqft
- 204 avenue d northeast, Winter Haven 33881 Off market since Sep 2026 $250,000 · 6 bd · 3 ba · 2,102 sqft