Homes under $100K in Winter Haven, FL
25 for sale · 65 homes listed · Updated November 9, 2026 · Page 1 of 2
- 4165 Rolling Oaks Drive, Winter Haven 33880 $84,900 · 2 bd · 2 ba · 1,152 sqft
- 97 Parson Drive, Winter Haven 33884 $79,500 · 2 bd · 2 ba · 989 sqft
- 400 El Camino Drive #223, Winter Haven 33884 $59,900 · 1 bd · 1 ba · 850 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
- 1700 6th Street Northwest #C31, Winter Haven 33881 $99,900 · 2 bd · 2 ba · 840 sqft
- 4246 Cedarwood Street, Winter Haven 33880 $99,000 · 2 bd · 2 ba · 1,008 sqft
- 333 Lake Howard Drive Northwest #302b, Winter Haven 33880 $99,000 · 2 bd · 2 ba · 1,030 sqft
- 200 El Camino Drive #306, Winter Haven 33884 $83,000 · 1 bd · 1 ba · 1,078 sqft
- 4253 Cedarwood Street, Winter Haven 33880 $97,000 · 2 bd · 2 ba · 1,056 sqft
- 187 Sweet Circle, Winter Haven 33884 $65,000 · 2 bd · 2 ba · 864 sqft
- 213 Lakeside Ranch Circle, Winter Haven 33881 $54,900 · 2 bd · 1 ba · 672 sqft
- 150 El Dorado #105, Winter Haven 33884 $94,900 · 2 bd · 2 ba · 1,372 sqft
- 400 El Camino Drive #210, Winter Haven 33884 $96,000 · 3 bd · 3 ba · 1,666 sqft
- 1700 6th Street Northwest #C24, Winter Haven 33881 $92,000 · 2 bd · 1 ba · 840 sqft
- 4242 Cedarwood Street, Winter Haven 33880 $99,000 · 2 bd · 2 ba · 1,056 sqft
- 7041 Fairview Village Circle, Winter Haven 33881 $57,900 · 2 bd · 1 ba · 248 sqft
- 1776 6th Street Northwest #304, Winter Haven 33881 $92,900 · 2 bd · 2 ba · 1,347 sqft
- 1100 Martinique Drive #117, Winter Haven 33884 $95,000 · 1 bd · 1 ba · 1,078 sqft
- 100 El Camino Drive #111, Winter Haven 33884 $65,000 · 1 bd · 1 ba · 931 sqft
- 1116 40th Street Northwest, Winter Haven 33881 $44,900 · 3 bd · 2 ba · 988 sqft
- 9705 Lake Bess Road #715, Winter Haven 33884 $99,900 · 2 bd · 2 ba · 792 sqft
- 200 El Camino Drive #102, Winter Haven 33884 $95,000 · 2 bd · 2 ba · 1,378 sqft
- 100 El Camino Drive #103, Winter Haven 33884 $59,000 · 1 bd · 1 ba · 931 sqft
- 2284 Southeast Firestone Place, Winter Haven 33884 $5,000 · 2 bd · 2 ba · 1,164 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
- 200 El Camino #106, Winter Haven 33884 Pending $75,900 · 1 bd · 1 ba · 1,078 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
- 66 Joppa Drive, Winter Haven 33884 Active Under Contract $99,500 · 2 bd · 2 ba · 1,144 sqft
- 134 Lake Hazel Drive, Winter Haven 33884 Active Under Contract $90,000 · 2 bd · 2 ba · 1,352 sqft
- 1776 6th Street Northwest #702, Winter Haven 33881 Active Under Contract $95,000 · 2 bd · 2 ba · 1,347 sqft
- 508 Lakeside Ranch Way, Winter Haven 33881 Off market since Sep 2026 $79,000 · 2 bd · 2 ba · 1,128 sqft
- 1700 6th Street Northwest A38, Winter Haven 33881 Off market since Jul 2026 $79,800 · 2 bd · 1 ba · 840 sqft