Homes under $300K in Winter Haven, FL
333 for sale · 1,131 homes listed · Updated September 27, 2026 · Page 17 of 23
- 1213 8th street northwest, Winter Haven 33881 Off market since Sep 2026 $189,000 · 2 bd · 2 ba · 972 sqft
- 884 cambridge drive, Winter Haven 33881 Off market since Sep 2026 $279,000 · 4 bd · 3 ba · 2,368 sqft
- 218 dennis avenue, Winter Haven 33880 Off market since Sep 2026 $246,900 · 3 bd · 1 ba · 1,174 sqft
- 780 overlook grove drive, Winter Haven 33884 Off market since Sep 2026 $269,900 · 4 bd · 2 ba · 1,583 sqft
- 811 22nd street northwest, Winter Haven 33881 Off market since Sep 2026 $269,990 · 3 bd · 3 ba · 1,408 sqft
- 6103 grey heron drive, Winter Haven 33881 Off market since Sep 2026 $295,000 · 4 bd · 2 ba · 1,828 sqft
- 524 haines trail, Winter Haven 33881 Off market since Jul 2026 $299,000 · 3 bd · 2 ba · 1,980 sqft
- 136 lake ring drive, Winter Haven 33884 Off market since Sep 2026 $299,900 · 3 bd · 2 ba · 1,728 sqft
- 2330 southeast royal isle, Winter Haven 33880 Off market since Sep 2026 $215,000 · 2 bd · 3 ba · 1,312 sqft
- 4253 cedarwood street, Winter Haven 33880 Off market since Sep 2026 $99,000 · 2 bd · 2 ba · 1,056 sqft
- 3307 costello circle, Winter Haven 33884 Off market since Sep 2026 $289,000 · 3 bd · 2 ba · 1,553 sqft
- 4856 summerfield circle, Winter Haven 33881 Off market since Jul 2026 $299,900 · 4 bd · 2 ba · 1,688 sqft
- 1303 37th street northwest, Winter Haven 33881 Off market since Sep 2026 $215,000 · 3 bd · 2 ba · 640 sqft
- 1405 avenue h southwest, Winter Haven 33880 Off market since Aug 2026 $240,000 · 3 bd · 2 ba · 1,502 sqft
- 4212 cedarwood street, Winter Haven 33880 Off market since Sep 2026 $129,900 · 2 bd · 2 ba · 1,265 sqft
- 3023 caneel street, Winter Haven 33884 Off market since Sep 2026 $235,000 · 2 bd · 2 ba · 1,385 sqft
- 1660 hummingbird road, Winter Haven 33884 Off market since Sep 2026 $286,900 · 3 bd · 2 ba · 1,593 sqft
- 317 avenue g southeast, Winter Haven 33880 Off market since Sep 2026 $250,000 · 4 bd · 3 ba · 1,610 sqft
- 137 lowell road, Winter Haven 33884 Off market since Sep 2026 $272,000 · 3 bd · 2 ba · 1,435 sqft
- 1004 medinah drive, Winter Haven 33884 Off market since Sep 2026 $165,000 · 2 bd · 2 ba · 1,278 sqft
- 1100 carefree cove drive, Winter Haven 33881 Off market since Sep 2026 $200,000 · 3 bd · 2 ba · 1,019 sqft
- 404 lake ned road, Winter Haven 33884 Off market since Sep 2026 $259,000 · 3 bd · 2 ba · 1,439 sqft
- 3924 giorgio drive, Winter Haven 33884 Off market since Jul 2026 $274,100 · 3 bd · 2 ba · 1,483 sqft
- 419 avenue m northeast, Winter Haven 33881 Off market since Sep 2026 $244,999 · 3 bd · 2 ba · 1,232 sqft
- 10 enclave drive, Winter Haven 33884 Off market since Sep 2026 $214,900 · 2 bd · 2 ba · 1,368 sqft
- 6194 grey heron drive, Winter Haven 33881 Off market since Sep 2026 $290,000 · 3 bd · 2 ba · 1,711 sqft
- 702 country lane northeast 702, Winter Haven 33881 Off market since Sep 2026 $169,500 · 2 bd · 2 ba · 1,252 sqft
- 1473 lucerne loop road northeast, Winter Haven 33881 Off market since Aug 2026 $260,000 · 4 bd · 2 ba · 1,599 sqft
- 4114 fishermans landing, Winter Haven 33884 Off market since Sep 2026 $295,000 · 3 bd · 2 ba · 1,992 sqft
- 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
- 150 el dorado 105, Winter Haven 33884 Off market since Sep 2026 $94,900 · 2 bd · 2 ba · 1,372 sqft
- 603 maggie circle, Winter Haven 33880 Off market since Sep 2026 $255,000 · 3 bd · 2 ba · 1,482 sqft
- 622 ridge terrace, Winter Haven 33881 Off market since Sep 2026 $150,000 · 2 bd · 2 ba · 1,073 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
- 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
- 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
- 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
- 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