Homes under $200K in Winter Haven, FL

132 for sale · 414 homes listed · Updated September 27, 2026 · Page 5 of 9

• 13 cactus circle east, Winter Haven 33880 Active Under Contract $175,000 · 3 bd · 2 ba · 1,560 sqft
• 3328 avenue t northwest, Winter Haven 33881 Active Under Contract $189,990 · 3 bd · 1 ba · 1,208 sqft
• 200 el camino drive 311, Winter Haven 33884 Active Under Contract $90,500 · 2 bd · 2 ba · 1,378 sqft
• 344 winter ridge boulevard 344, Winter Haven 33881 Active Under Contract $164,999 · 3 bd · 2 ba · 1,073 sqft
• 1725 31st street northwest, Winter Haven 33881 Active Under Contract $199,900 · 3 bd · 2 ba · 874 sqft
• 4027 rolling oaks drive, Winter Haven 33880 Active Under Contract $70,000 · 2 bd · 2 ba · 1,200 sqft
• 415 avenue east southeast, Winter Haven 33880 Active Under Contract $160,000 · 2 bd · 2 ba · 720 sqft
• 235 6th street northwest 205, Winter Haven 33881 Active Under Contract $149,500 · 2 bd · 1 ba · 873 sqft
• 128 center street, Winter Haven 33880 Active Under Contract $189,900 · 2 bd · 1 ba · 806 sqft
• 1986 avenue f, Winter Haven 33880 Active Under Contract $184,999 · 2 bd · 1 ba · 885 sqft
• 100 el camino drive 309, Winter Haven 33884 Active Under Contract $94,900 · 2 bd · 2 ba · 1,579 sqft
• 2207 avenue b northwest, Winter Haven 33880 Active Under Contract $150,000 · 4 bd · 2 ba · 1,568 sqft
• 1307 innsbruck court, Winter Haven 33884 Active Under Contract $197,900 · 2 bd · 2 ba · 1,316 sqft
• 244 winter ridge boulevard 244, Winter Haven 33881 Active Under Contract $99,900 · 2 bd · 2 ba · 1,073 sqft
• 5939 silver fox drive, Winter Haven 33884 Active Under Contract $160,000 · 3 bd · 2 ba · 1,248 sqft
• 5872 red fox drive, Winter Haven 33884 Active Under Contract $175,000 · 3 bd · 2 ba · 1,344 sqft
• 209 avenue c northeast, Winter Haven 33881 Active Under Contract $180,000 · 3 bd · 2 ba · 1,000 sqft
• 4112 sprucewood street, Winter Haven 33880 Active Under Contract $119,900 · 2 bd · 2 ba · 912 sqft
• 5850 cypress gardens boulevard 304, Winter Haven 33884 Off market since Sep 2026 $139,000 · 2 bd · 2 ba · 1,332 sqft
• 508 lakeside ranch way, Winter Haven 33881 Off market since Sep 2026 $79,000 · 2 bd · 2 ba · 1,128 sqft
• 100 lakeside ranch drive, Winter Haven 33881 Off market since Sep 2026 $120,000 · 2 bd · 2 ba · 1,176 sqft
• 503 holt circle, Winter Haven 33880 Off market since Sep 2026 $160,000 · 3 bd · 2 ba · 1,305 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
• 3931 avenue r northwest, Winter Haven 33881 Off market since Sep 2026 $185,000 · 3 bd · 2 ba · 928 sqft
• 215 10th wahneta street west, Winter Haven 33880 Off market since Sep 2026 $145,061 · 3 bd · 2 ba · 800 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
• 95 parson drive, Winter Haven 33884 Off market since Sep 2026 $75,000 · 3 bd · 2 ba · 1,176 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
• 1997 26th street northwest, Winter Haven 33881 Off market since Sep 2026 $189,900 · 3 bd · 2 ba · 1,166 sqft
• 136 madera drive, Winter Haven 33880 Off market since Sep 2026 $170,380 · 3 bd · 2 ba · 1,448 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
• 6033 grand oaks drive southeast, Winter Haven 33884 Off market since Sep 2026 $129,900 · 2 bd · 2 ba · 1,120 sqft
• 400 el camino drive 223, Winter Haven 33884 Off market since Sep 2026 $59,900 · 1 bd · 1 ba · 850 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
• 831 orchid springs drive #831, Winter Haven 33884 Off market since Sep 2026 $112,000 · 2 bd · 2 ba · 851 sqft
• 100 el camino drive 111, Winter Haven 33884 Off market since Sep 2026 $65,000 · 1 bd · 1 ba · 931 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
• 306 avenue a wahneta east, Winter Haven 33880 Off market since Jul 2026 $179,900 · 5 bd · 2 ba · 1,747 sqft