2 Bedroom Homes in Winter Haven, FL

129 for sale · 395 homes listed · Updated September 27, 2026 · Page 5 of 8

• 100 lakeside ranch drive, Winter Haven 33881 Off market since Sep 2026 $120,000 · 2 bd · 2 ba · 1,176 sqft
• 1561 vienna square drive, Winter Haven 33884 Off market since Sep 2026 $225,000 · 2 bd · 2 ba · 1,231 sqft
• 441 san jose drive, Winter Haven 33884 Off market since Sep 2026 $275,000 · 2 bd · 2 ba · 1,843 sqft
• 6107 grand oaks drive southeast, Winter Haven 33884 Off market since Sep 2026 $179,900 · 2 bd · 2 ba · 1,340 sqft
• 4321 cherrywood street, Winter Haven 33880 Off market since Sep 2026 $108,000 · 2 bd · 2 ba · 1,488 sqft
• 6044 grand oaks drive southeast, Winter Haven 33884 Off market since Sep 2026 $145,000 · 2 bd · 2 ba · 1,248 sqft
• 689 lake howard drive northwest 1e, Winter Haven 33880 Off market since Sep 2026 $124,000 · 2 bd · 2 ba · 1,050 sqft
• 683 broadmoor circle 683, Winter Haven 33884 Off market since Sep 2026 $193,000 · 2 bd · 2 ba · 1,139 sqft
• 2218 abbey road, Winter Haven 33880 Off market since Sep 2026 $179,999 · 2 bd · 2 ba · 1,252 sqft
• 1703 linz court, Winter Haven 33884 Off market since Sep 2026 $248,000 · 2 bd · 2 ba · 1,164 sqft
• 1224 vienna square drive, Winter Haven 33884 Off market since Sep 2026 $215,000 · 2 bd · 2 ba · 1,118 sqft
• 1700 6th street northwest a38, Winter Haven 33881 Off market since Jul 2026 $79,800 · 2 bd · 1 ba · 840 sqft
• 4246 cedarwood street, Winter Haven 33880 Off market since Sep 2026 $99,000 · 2 bd · 2 ba · 1,008 sqft
• 14 enclave drive, Winter Haven 33884 Off market since Sep 2026 $219,900 · 2 bd · 2 ba · 1,368 sqft
• 11 casarena court, Winter Haven 33881 Off market since Sep 2026 $230,000 · 2 bd · 3 ba · 2,045 sqft
• 601 avenue u northeast, Winter Haven 33881 Off market since Sep 2026 $199,900 · 2 bd · 1 ba · 1,274 sqft
• 1012 medinah drive southeast, Winter Haven 33884 Off market since Sep 2026 $187,900 · 2 bd · 2 ba · 1,458 sqft
• 1709 linz court, Winter Haven 33884 Off market since Sep 2026 $248,000 · 2 bd · 2 ba · 1,164 sqft
• 649 broadmoor circle, Winter Haven 33884 Off market since Sep 2026 $122,000 · 2 bd · 2 ba · 1,278 sqft
• 6518 raintree lane northeast, Winter Haven 33881 Off market since Jul 2026 $165,000 · 2 bd · 2 ba · 1,525 sqft
• 1601 roselawn street southwest, Winter Haven 33880 Off market since Sep 2026 $256,500 · 2 bd · 1 ba · 1,099 sqft
• 6033 grand oaks drive southeast, Winter Haven 33884 Off market since Sep 2026 $129,900 · 2 bd · 2 ba · 1,120 sqft
• 21 casarena court, Winter Haven 33881 Off market since Jul 2026 $285,000 · 2 bd · 3 ba · 2,045 sqft
• 6315 grove pointe drive southeast, Winter Haven 33884 Off market since Sep 2026 $158,000 · 2 bd · 2 ba · 1,248 sqft
• 2270 firestone place, Winter Haven 33884 Off market since Sep 2026 $180,000 · 2 bd · 2 ba · 1,439 sqft
• 4251 cedarwood street, Winter Haven 33880 Off market since Sep 2026 $106,000 · 2 bd · 2 ba · 1,216 sqft
• 4165 rolling oaks drive, Winter Haven 33880 Off market since Sep 2026 $84,900 · 2 bd · 2 ba · 1,152 sqft
• 5197 pebble beach boulevard, Winter Haven 33884 Off market since Sep 2026 $335,000 · 2 bd · 2 ba · 1,677 sqft
• 831 orchid springs drive #831, Winter Haven 33884 Off market since Sep 2026 $112,000 · 2 bd · 2 ba · 851 sqft
• 7041 fairview village circle, Winter Haven 33881 Off market since Sep 2026 $57,900 · 2 bd · 1 ba · 248 sqft
• 1700 6th street northwest b24, Winter Haven 33881 Off market since Sep 2026 $105,000 · 2 bd · 2 ba · 960 sqft
• 940 oleander drive southeast, Winter Haven 33880 Off market since Sep 2026 $250,000 · 2 bd · 2 ba · 1,527 sqft
• 4420 limewood street, Winter Haven 33880 Off market since Jul 2026 $105,000 · 2 bd · 2 ba · 864 sqft
• 1700 6th street northwest c1, Winter Haven 33881 Off market since Jul 2026 $109,900 · 2 bd · 2 ba · 840 sqft
• 188 sweet circle drive, Winter Haven 33884 Off market since Sep 2026 $90,500 · 2 bd · 2 ba · 1,176 sqft
• 4228 cedarwood street, Winter Haven 33880 Off market since Sep 2026 $118,000 · 2 bd · 2 ba · 1,104 sqft
• 6081 southern oaks drive southeast, Winter Haven 33884 Off market since Sep 2026 $169,500 · 2 bd · 2 ba · 1,080 sqft
• 6086 southern oaks drive southeast, Winter Haven 33884 Off market since Aug 2026 $180,000 · 2 bd · 2 ba · 1,040 sqft
• 447 san jose drive, Winter Haven 33884 Off market since Sep 2026 $224,900 · 2 bd · 2 ba · 1,600 sqft
• 6825 south lake henry drive northeast, Winter Haven 33881 Off market since Sep 2026 $220,000 · 2 bd · 2 ba · 1,790 sqft
• 4056 rolling oaks drive, Winter Haven 33880 Off market since Sep 2026 $114,900 · 2 bd · 2 ba · 1,104 sqft
• 208 lake howard drive northwest 104, Winter Haven 33880 Off market since Aug 2026 $174,900 · 2 bd · 2 ba · 1,152 sqft
• 194 south lake mariam drive, Winter Haven 33884 Off market since Sep 2026 $390,000 · 2 bd · 2 ba · 1,538 sqft
• 1581 oakview circle southeast, Winter Haven 33880 Off market since Sep 2026 $210,000 · 2 bd · 2 ba · 1,220 sqft
• 1700 6th street northwest c31, Winter Haven 33881 Off market since Jul 2026 $99,900 · 2 bd · 2 ba · 840 sqft
• 1380 35th street northwest, Winter Haven 33881 Off market since Aug 2026 $129,900 · 2 bd · 1 ba · 720 sqft
• 4239 cedarwood street, Winter Haven 33880 Off market since Sep 2026 $125,000 · 2 bd · 2 ba · 1,368 sqft
• 6433 jacaranda avenue northeast, Winter Haven 33881 Off market since Aug 2026 $145,000 · 2 bd · 2 ba · 912 sqft
• 8304 waterview way 8304, Winter Haven 33884 Off market since Sep 2026 $154,900 · 2 bd · 2 ba · 930 sqft
• 9705 lake bess road 715, Winter Haven 33884 Off market since Sep 2026 $119,000 · 2 bd · 2 ba · 792 sqft