Homes under $200K in Winter Haven, FL

163 for sale · 281 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
• 503 holt circle, Winter Haven 33880 $170,000 · 3 bd · 2 ba · 1,305 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
• 3931 avenue r northwest, Winter Haven 33881 $185,000 · 3 bd · 2 ba · 928 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
• 601 avenue u northeast, Winter Haven 33881 $199,900 · 2 bd · 1 ba · 1,274 sqft
• 1997 26th street northwest, Winter Haven 33881 $189,900 · 3 bd · 2 ba · 1,166 sqft
• 136 madera drive, Winter Haven 33880 $171,380 · 3 bd · 2 ba · 1,448 sqft
• 649 broadmoor circle, Winter Haven 33884 $124,000 · 2 bd · 2 ba · 1,278 sqft
• 6033 grand oaks drive southeast, Winter Haven 33884 $129,900 · 2 bd · 2 ba · 1,120 sqft
• 400 el camino drive 223, Winter Haven 33884 $59,900 · 1 bd · 1 ba · 850 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
• 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
• 831 orchid springs drive #831, Winter Haven 33884 $112,000 · 2 bd · 2 ba · 851 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
• 1700 6th street northwest b24, Winter Haven 33881 $105,000 · 2 bd · 2 ba · 960 sqft
• 6827 south lake henry drive northeast, Winter Haven 33881 $195,000 · 4 bd · 2 ba · 1,450 sqft
• 532 winter terrace, Winter Haven 33881 $164,000 · 3 bd · 2 ba · 1,073 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
• 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
• 4056 rolling oaks drive, Winter Haven 33880 $119,000 · 2 bd · 2 ba · 1,104 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
• 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
• 6773 brentwood drive northeast, Winter Haven 33881 $139,900 · 2 bd · 2 ba · 1,056 sqft
• 2500 21st street northwest 15, Winter Haven 33881 $170,000 · 2 bd · 3 ba · 1,184 sqft
• 6309 grove pointe drive southeast, Winter Haven 33884 $154,000 · 2 bd · 2 ba · 1,248 sqft
• 4155 sprucewood street, Winter Haven 33880 $115,000 · 2 bd · 2 ba · 1,200 sqft
• 6473 peppertree path northeast, Winter Haven 33881 $146,000 · 2 bd · 2 ba · 1,107 sqft
• 4173 rolling oaks drive, Winter Haven 33880 $95,000 · 2 bd · 2 ba · 720 sqft