2 Bedroom Homes in Winter Haven, FL

166 for sale · 267 homes listed · Updated September 25, 2026 · Page 1 of 6

• 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
• 1561 vienna square drive, Winter Haven 33884 $225,000 · 2 bd · 2 ba · 1,231 sqft
• 441 san jose drive, Winter Haven 33884 $275,000 · 2 bd · 2 ba · 1,843 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 $193,000 · 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 $248,000 · 2 bd · 2 ba · 1,164 sqft
• 1224 vienna square drive, Winter Haven 33884 $215,000 · 2 bd · 2 ba · 1,118 sqft
• 4246 cedarwood street, Winter Haven 33880 $99,000 · 2 bd · 2 ba · 1,008 sqft
• 14 enclave drive, Winter Haven 33884 $219,900 · 2 bd · 2 ba · 1,368 sqft
• 601 avenue u northeast, Winter Haven 33881 $199,900 · 2 bd · 1 ba · 1,274 sqft
• 1709 linz court, Winter Haven 33884 $248,000 · 2 bd · 2 ba · 1,164 sqft
• 649 broadmoor circle, Winter Haven 33884 $124,000 · 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 $180,000 · 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
• 4165 rolling oaks drive, Winter Haven 33880 $84,900 · 2 bd · 2 ba · 1,152 sqft
• 5197 pebble beach boulevard, Winter Haven 33884 $335,000 · 2 bd · 2 ba · 1,677 sqft
• 831 orchid springs drive #831, Winter Haven 33884 $112,000 · 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
• 4228 cedarwood street, Winter Haven 33880 $118,000 · 2 bd · 2 ba · 1,104 sqft
• 6081 southern oaks drive southeast, Winter Haven 33884 $169,500 · 2 bd · 2 ba · 1,080 sqft
• 447 san jose drive, Winter Haven 33884 $224,900 · 2 bd · 2 ba · 1,600 sqft
• 6825 south lake henry drive northeast, Winter Haven 33881 $220,000 · 2 bd · 2 ba · 1,790 sqft
• 4056 rolling oaks drive, Winter Haven 33880 $119,000 · 2 bd · 2 ba · 1,104 sqft
• 194 south lake mariam drive, Winter Haven 33884 $390,000 · 2 bd · 2 ba · 1,538 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
• 8304 waterview way 8304, Winter Haven 33884 $154,900 · 2 bd · 2 ba · 930 sqft
• 9705 lake bess road 715, Winter Haven 33884 $119,000 · 2 bd · 2 ba · 792 sqft
• 2500 21st street northwest 23, Winter Haven 33881 $169,000 · 2 bd · 3 ba · 1,334 sqft
• 503 avenue b northwest 503, Winter Haven 33881 $314,999 · 2 bd · 3 ba · 1,408 sqft
• 1678 linz court, Winter Haven 33884 $245,000 · 2 bd · 2 ba · 1,158 sqft
• 28 casarena court, Winter Haven 33881 $135,000 · 2 bd · 3 ba · 2,045 sqft
• 121 bates avenue southeast, Winter Haven 33880 $179,000 · 2 bd · 1 ba · 1,080 sqft
• 4918 rosewood street, Winter Haven 33880 $125,000 · 2 bd · 2 ba · 1,008 sqft
• 607 country lane northeast 607, Winter Haven 33881 $142,500 · 2 bd · 2 ba · 1,252 sqft
• 220 king road, Winter Haven 33880 $119,000 · 2 bd · 1 ba · 672 sqft
• 321 orange blossom drive, Winter Haven 33880 $199,950 · 2 bd · 3 ba · 1,407 sqft
• 6450 hollyberry lane northeast, Winter Haven 33881 $188,500 · 2 bd · 2 ba · 1,144 sqft
• 125 lake hazel drive, Winter Haven 33884 $100,000 · 2 bd · 2 ba · 1,056 sqft