Homes under $1M in Winter Haven, FL

572 for sale · 1,886 homes listed · Updated September 27, 2026 · Page 17 of 38

• 113 citrus drive, Winter Haven 33884 Active Under Contract $259,000 · 3 bd · 2 ba · 2,016 sqft
• 6518 crescent loop, Winter Haven 33884 Active Under Contract $230,000 · 3 bd · 2 ba · 1,894 sqft
• 4410 limewood street, Winter Haven 33880 Active Under Contract $110,000 · 2 bd · 2 ba · 1,152 sqft
• 3363 livingston way, Winter Haven 33884 Active Under Contract $235,000 · 2 bd · 2 ba · 1,118 sqft
• 345 24th street northwest 23, Winter Haven 33880 Active Under Contract $170,000 · 2 bd · 2 ba · 942 sqft
• 120 4th wahneta street east, Winter Haven 33880 Active Under Contract $150,000 · 3 bd · 2 ba · 864 sqft
• 1063 brimstone circle, Winter Haven 33884 Active Under Contract $336,000 · 4 bd · 3 ba · 2,476 sqft
• 1 brogden court southeast, Winter Haven 33880 Active Under Contract $799,900 · 4 bd · 3 ba · 3,020 sqft
• 132 broad street, Winter Haven 33881 Active Under Contract $469,000 · 4 bd · 3 ba · 2,672 sqft
• 1028 south lake mariam drive, Winter Haven 33884 Active Under Contract $819,000 · 3 bd · 3 ba · 3,255 sqft
• 184 lake otis road, Winter Haven 33884 Active Under Contract $450,000 · 4 bd · 4 ba · 2,921 sqft
• 1374 benevento drive, Winter Haven 33884 Active Under Contract $199,900 · 4 bd · 2 ba · 1,849 sqft
• 1096 sandpiper loop, Winter Haven 33881 Active Under Contract $442,500 · 5 bd · 3 ba · 2,536 sqft
• 404 country lane northeast 404, Winter Haven 33881 Active Under Contract $80,000 · 2 bd · 2 ba · 1,252 sqft
• 3098 laurel oak lane, Winter Haven 33884 Active Under Contract $185,000 · 3 bd · 2 ba · 1,978 sqft
• 104 11th street southeast, Winter Haven 33880 Active Under Contract $267,500 · 3 bd · 3 ba · 1,792 sqft
• 6561 chinaberry drive northeast, Winter Haven 33881 Active Under Contract $155,900 · 2 bd · 2 ba · 1,596 sqft
• 15 lake howard drive northwest, Winter Haven 33880 Active Under Contract $240,000 · 6 bd · 4 ba · 2,883 sqft
• 303 dillon street, Winter Haven 33880 Active Under Contract $275,000 · 3 bd · 2 ba · 1,464 sqft
• 247 south lake pansy drive, Winter Haven 33881 Active Under Contract $439,900 · 3 bd · 2 ba · 2,847 sqft
• 1646 tressel court, Winter Haven 33881 Active Under Contract $275,000 · 4 bd · 2 ba · 1,846 sqft
• 4717 magnolia preserve avenue, Winter Haven 33880 Active Under Contract $289,900 · 3 bd · 2 ba · 1,874 sqft
• 2783 san marco way, Winter Haven 33884 Active Under Contract $312,990 · 4 bd · 3 ba · 2,298 sqft
• 2775 san marco way, Winter Haven 33884 Active Under Contract $319,990 · 4 bd · 3 ba · 2,298 sqft
• 305 arbuthnot street, Winter Haven 33881 Active Under Contract $280,000 · 3 bd · 2 ba · 1,758 sqft
• 3027 richmond drive, Winter Haven 33884 Active Under Contract $279,000 · 3 bd · 2 ba · 1,994 sqft
• 6004 kaley drive, Winter Haven 33880 Active Under Contract $274,990 · 4 bd · 2 ba · 2,128 sqft
• 3147 whispering trails street, Winter Haven 33884 Active Under Contract $235,000 · 3 bd · 2 ba · 1,303 sqft
• 116 mandolin drive, Winter Haven 33884 Active Under Contract $349,900 · 4 bd · 2 ba · 2,248 sqft
• 554 eagle landing boulevard, Winter Haven 33880 Active Under Contract $265,000 · 4 bd · 2 ba · 1,628 sqft
• 316 lake smart circle, Winter Haven 33881 Active Under Contract $264,900 · 3 bd · 2 ba · 1,500 sqft
• 1665 teagan lane, Winter Haven 33884 Active Under Contract $210,000 · 3 bd · 1 ba · 1,060 sqft
• 1095 west lake hamilton drive, Winter Haven 33881 Active Under Contract $699,900 · 4 bd · 4 ba · 2,363 sqft
• 2826 avenue q northwest, Winter Haven 33881 Active Under Contract $207,990 · 3 bd · 1 ba · 840 sqft
• 3006 elm street, Winter Haven 33881 Active Under Contract $195,000 · 3 bd · 2 ba · 1,172 sqft
• 3642 queens cove boulevard, Winter Haven 33880 Active Under Contract $229,000 · 3 bd · 2 ba · 1,396 sqft
• 341 avenue l northeast, Winter Haven 33881 Active Under Contract $170,000 · 3 bd · 1 ba · 1,188 sqft
• 4880 old lucerne park road, Winter Haven 33881 Active Under Contract $119,000 · 2 bd · 1 ba · 660 sqft
• 355 ruby lake loop, Winter Haven 33884 Active Under Contract $465,999 · 4 bd · 3 ba · 2,648 sqft
• 505 holt circle, Winter Haven 33880 Active Under Contract $185,000 · 4 bd · 2 ba · 1,304 sqft
• 333 lake howard drive northwest 304b, Winter Haven 33880 Active Under Contract $80,000 · 3 bd · 2 ba · 1,330 sqft
• 124 6th wahneta street west, Winter Haven 33880 Active Under Contract $92,000 · 3 bd · 2 ba · 868 sqft
• 3311 queens cove loop, Winter Haven 33880 Active Under Contract $239,999 · 3 bd · 2 ba · 1,109 sqft
• 1396 axel circle, Winter Haven 33880 Active Under Contract $379,000 · 5 bd · 3 ba · 3,022 sqft
• 333 lake howard drive northwest 302d, Winter Haven 33880 Active Under Contract $89,900 · 2 bd · 2 ba · 1,030 sqft
• 352 vail drive, Winter Haven 33884 Active Under Contract $260,000 · 3 bd · 2 ba · 2,040 sqft
• 3421 hickory street northwest, Winter Haven 33881 Active Under Contract $182,000 · 2 bd · 1 ba · 690 sqft
• 3821 avenue j northwest, Winter Haven 33881 Active Under Contract $203,900 · 3 bd · 2 ba · 1,252 sqft
• 3136 country club circle, Winter Haven 33881 Active Under Contract $280,000 · 3 bd · 2 ba · 1,690 sqft
• 3036 thornhill road, Winter Haven 33880 Active Under Contract $389,950 · 4 bd · 2 ba · 1,778 sqft