Homes under $100K in Winter Haven, FL
25 for sale · 47 homes listed · Updated September 25, 2026
- 508 lakeside ranch way, Winter Haven 33881 $79,000 · 2 bd · 2 ba · 1,128 sqft
- 4246 cedarwood street, Winter Haven 33880 $99,000 · 2 bd · 2 ba · 1,008 sqft
- 95 parson drive, Winter Haven 33884 $75,000 · 3 bd · 2 ba · 1,176 sqft
- 400 el camino drive 223, Winter Haven 33884 $59,900 · 1 bd · 1 ba · 850 sqft
- 4165 rolling oaks drive, Winter Haven 33880 $84,900 · 2 bd · 2 ba · 1,152 sqft
- 100 el camino drive 111, Winter Haven 33884 $65,000 · 1 bd · 1 ba · 931 sqft
- 7041 fairview village circle, Winter Haven 33881 $57,900 · 2 bd · 1 ba · 248 sqft
- 400 el camino drive 210, Winter Haven 33884 $96,000 · 3 bd · 3 ba · 1,666 sqft
- 188 sweet circle drive, Winter Haven 33884 $95,500 · 2 bd · 2 ba · 1,176 sqft
- 4173 rolling oaks drive, Winter Haven 33880 $95,000 · 2 bd · 2 ba · 720 sqft
- 4253 cedarwood street, Winter Haven 33880 $99,000 · 2 bd · 2 ba · 1,056 sqft
- 150 el dorado 105, Winter Haven 33884 $94,900 · 2 bd · 2 ba · 1,372 sqft
- 134 lake hazel drive, Winter Haven 33884 $90,000 · 2 bd · 2 ba · 1,352 sqft
- 333 lake howard drive northwest 314d, Winter Haven 33880 $99,000 · 3 bd · 2 ba · 1,226 sqft
- 1700 6th street northwest c21, Winter Haven 33881 $92,000 · 2 bd · 2 ba · 840 sqft
- 1700 6th street northwest a38, Winter Haven 33881 $78,800 · 2 bd · 1 ba · 840 sqft
- 200 el camino drive 306, Winter Haven 33884 $94,900 · 1 bd · 1 ba · 1,078 sqft
- 1700 6th street northwest c24, Winter Haven 33881 $92,000 · 2 bd · 1 ba · 840 sqft
- 1700 6th street northwest c31, Winter Haven 33881 $99,900 · 2 bd · 2 ba · 840 sqft
- 187 sweet circle, Winter Haven 33884 $75,000 · 2 bd · 2 ba · 864 sqft
- 213 lakeside ranch circle, Winter Haven 33881 $54,900 · 2 bd · 1 ba · 672 sqft
- 1116 40th street northwest, Winter Haven 33881 $44,900 · 3 bd · 2 ba · 988 sqft
- 97 parson drive, Winter Haven 33884 $79,500 · 2 bd · 2 ba · 989 sqft
- 66 joppa drive, Winter Haven 33884 $99,500 · 2 bd · 2 ba · 1,144 sqft
- 628 pavare court 1, Winter Haven 33884 $99,000 · 2 bd · 2 ba · 823 sqft
- 700 mirror terrace northwest 303, Winter Haven 33881 Pending $99,900 · 2 bd · 2 ba · 1,029 sqft
- 100 el camino drive 101, Winter Haven 33884 Pending $74,900 · 2 bd · 2 ba · 1,361 sqft
- 314 avenue y northeast, Winter Haven 33881 Pending $36,950 · 2 bd · 1 ba · 570 sqft
- 820 water oaks drive, Winter Haven 33880 Pending $89,500 · 3 bd · 2 ba · 1,248 sqft
- 108 9th eloise street, Winter Haven 33880 Pending $95,000 · 3 bd · 1 ba · 1,080 sqft
- 212 avenue f southeast, Winter Haven 33880 Pending $69,900 · 1 bd · 1 ba · 800 sqft
- 1825 16th street northwest, Winter Haven 33881 Pending $99,900 · 2 bd · 2 ba · 1,395 sqft
- 4127 sprucewood street, Winter Haven 33880 Active Under Contract $85,000 · 2 bd · 2 ba · 1,035 sqft
- 404 country lane northeast 404, Winter Haven 33881 Active Under Contract $80,000 · 2 bd · 2 ba · 1,252 sqft
- 333 lake howard drive northwest 304b, Winter Haven 33880 Active Under Contract $80,000 · 3 bd · 2 ba · 1,330 sqft
- 124 6th wahneta street west, Winter Haven 33880 Active Under Contract $92,000 · 3 bd · 2 ba · 868 sqft
- 333 lake howard drive northwest 302d, Winter Haven 33880 Active Under Contract $89,900 · 2 bd · 2 ba · 1,030 sqft
- 1100 martinique drive 105, Winter Haven 33884 Active Under Contract $50,000 · 1 bd · 1 ba · 663 sqft
- 2075 isle royale court southeast 171, Winter Haven 33880 Active Under Contract $77,000 · 1 bd · 1 ba · 648 sqft
- 1496 33rd street northwest, Winter Haven 33881 Active Under Contract $94,900 · 2 bd · 1 ba · 720 sqft
- 200 el camino drive 311, Winter Haven 33884 Active Under Contract $90,500 · 2 bd · 2 ba · 1,378 sqft
- 4027 rolling oaks drive, Winter Haven 33880 Active Under Contract $70,000 · 2 bd · 2 ba · 1,200 sqft
- 100 el camino drive 309, Winter Haven 33884 Active Under Contract $94,900 · 2 bd · 2 ba · 1,579 sqft
- 244 winter ridge boulevard 244, Winter Haven 33881 Active Under Contract $99,900 · 2 bd · 2 ba · 1,073 sqft
- 1700 6th street northwest a38, Winter Haven 33881 Off market since Jul 2026 $79,800 · 2 bd · 1 ba · 840 sqft
- 1700 6th street northwest c31, Winter Haven 33881 Off market since Jul 2026 $99,900 · 2 bd · 2 ba · 840 sqft
- 4038 rolling oaks drive, Winter Haven 33880 Off market since Sep 2026 $74,900 · 2 bd · 2 ba · 1,056 sqft