2 Bedroom Homes in Winter Haven, FL

159 homes for sale · Updated August 12, 2026 · Page 1 of 4

• 5850 cypress gardens boulevard 304, Winter Haven 33884 $139,000 · 2 bd · 2 ba · 1,332 sqft
• 508 lakeside ranch way, Winter Haven 33881 $79,000 · 2 bd · 2 ba · 1,128 sqft
• 100 lakeside ranch drive, Winter Haven 33881 $120,000 · 2 bd · 2 ba · 1,176 sqft
• 6308 bayberry boulevard northeast, Winter Haven 33881 $155,700 · 2 bd · 2 ba · 1,152 sqft
• 1561 vienna square drive, Winter Haven 33884 $229,500 · 2 bd · 2 ba · 1,231 sqft
• 441 san jose drive, Winter Haven 33884 $275,000 · 2 bd · 2 ba · 1,843 sqft
• 700 mirror terrace northwest 303, Winter Haven 33881 $99,900 · 2 bd · 2 ba · 1,029 sqft
• 6107 grand oaks drive southeast, Winter Haven 33884 $179,900 · 2 bd · 2 ba · 1,340 sqft
• 4321 cherrywood street, Winter Haven 33880 $108,000 · 2 bd · 2 ba · 1,488 sqft
• 6044 grand oaks drive southeast, Winter Haven 33884 $145,000 · 2 bd · 2 ba · 1,248 sqft
• 689 lake howard drive northwest 1e, Winter Haven 33880 $124,000 · 2 bd · 2 ba · 1,050 sqft
• 683 broadmoor circle 683, Winter Haven 33884 $198,000 · 2 bd · 2 ba · 1,139 sqft
• 2218 abbey road, Winter Haven 33880 $179,999 · 2 bd · 2 ba · 1,252 sqft
• 1703 linz court, Winter Haven 33884 $259,000 · 2 bd · 2 ba · 1,164 sqft
• 1224 vienna square drive, Winter Haven 33884 $225,000 · 2 bd · 2 ba · 1,118 sqft
• 4246 cedarwood street, Winter Haven 33880 $105,000 · 2 bd · 2 ba · 1,008 sqft
• 14 enclave drive, Winter Haven 33884 $219,900 · 2 bd · 2 ba · 1,368 sqft
• 11 casarena court, Winter Haven 33881 $230,000 · 2 bd · 3 ba · 2,045 sqft
• 1012 medinah drive southeast, Winter Haven 33884 $187,900 · 2 bd · 2 ba · 1,458 sqft
• 1709 linz court, Winter Haven 33884 $259,000 · 2 bd · 2 ba · 1,164 sqft
• 4127 sprucewood street, Winter Haven 33880 $85,000 · 2 bd · 2 ba · 1,035 sqft
• 649 broadmoor circle, Winter Haven 33884 $137,500 · 2 bd · 2 ba · 1,278 sqft
• 1601 roselawn street southwest, Winter Haven 33880 $256,500 · 2 bd · 1 ba · 1,099 sqft
• 6033 grand oaks drive southeast, Winter Haven 33884 $129,900 · 2 bd · 2 ba · 1,120 sqft
• 6315 grove pointe drive southeast, Winter Haven 33884 $158,000 · 2 bd · 2 ba · 1,248 sqft
• 2270 firestone place, Winter Haven 33884 $185,000 · 2 bd · 2 ba · 1,439 sqft
• 469 muirfield court, Winter Haven 33884 $299,999 · 2 bd · 2 ba · 1,293 sqft
• 4251 cedarwood street, Winter Haven 33880 $106,000 · 2 bd · 2 ba · 1,216 sqft
• 5197 pebble beach boulevard, Winter Haven 33884 $340,000 · 2 bd · 2 ba · 1,677 sqft
• 831 orchid springs drive #831, Winter Haven 33884 $113,000 · 2 bd · 2 ba · 851 sqft
• 7041 fairview village circle, Winter Haven 33881 $57,900 · 2 bd · 1 ba · 248 sqft
• 1700 6th street northwest b24, Winter Haven 33881 $105,000 · 2 bd · 2 ba · 960 sqft
• 940 oleander drive southeast, Winter Haven 33880 $250,000 · 2 bd · 2 ba · 1,527 sqft
• 188 sweet circle drive, Winter Haven 33884 $95,500 · 2 bd · 2 ba · 1,176 sqft
• 414 avenue c avenue northeast, Winter Haven 33881 $219,999 · 2 bd · 2 ba · 1,140 sqft
• 4228 cedarwood street, Winter Haven 33880 $118,000 · 2 bd · 2 ba · 1,104 sqft
• 345 24th street northwest 25, Winter Haven 33880 $145,000 · 2 bd · 2 ba · 1,008 sqft
• 6081 southern oaks drive southeast, Winter Haven 33884 $169,500 · 2 bd · 2 ba · 1,080 sqft
• 6086 southern oaks drive southeast, Winter Haven 33884 $180,000 · 2 bd · 2 ba · 1,040 sqft
• 447 san jose drive, Winter Haven 33884 $239,900 · 2 bd · 2 ba · 1,600 sqft
• 6825 south lake henry drive northeast, Winter Haven 33881 $239,000 · 2 bd · 2 ba · 1,790 sqft
• 4056 rolling oaks drive, Winter Haven 33880 $119,000 · 2 bd · 2 ba · 1,104 sqft
• 208 lake howard drive northwest 104, Winter Haven 33880 $174,900 · 2 bd · 2 ba · 1,152 sqft
• 194 south lake mariam drive, Winter Haven 33884 $390,000 · 2 bd · 2 ba · 1,538 sqft
• 241 greenfield road, Winter Haven 33884 $339,950 · 2 bd · 2 ba · 2,523 sqft
• 1581 oakview circle southeast, Winter Haven 33880 $210,000 · 2 bd · 2 ba · 1,220 sqft
• 4239 cedarwood street, Winter Haven 33880 $125,000 · 2 bd · 2 ba · 1,368 sqft
• 6433 jacaranda avenue northeast, Winter Haven 33881 $145,000 · 2 bd · 2 ba · 912 sqft
• 8304 waterview way 8304, Winter Haven 33884 $154,900 · 2 bd · 2 ba · 930 sqft
• 2500 21st street northwest 23, Winter Haven 33881 $169,000 · 2 bd · 3 ba · 1,334 sqft