Homes under $300K in Winter Haven, FL
452 homes for sale · Updated August 12, 2026 · Page 3 of 10
- 1701 36th street northwest, Winter Haven 33881 $257,999 · 4 bd · 2 ba · 1,815 sqft
- 208 lake howard drive northwest 104, Winter Haven 33880 $174,900 · 2 bd · 2 ba · 1,152 sqft
- 1581 oakview circle southeast, Winter Haven 33880 $210,000 · 2 bd · 2 ba · 1,220 sqft
- 2362 brassie court, Winter Haven 33884 $265,000 · 3 bd · 2 ba · 1,260 sqft
- 3310 white indigo road, Winter Haven 33884 $292,900 · 4 bd · 2 ba · 1,665 sqft
- 961 drexel avenue northeast, Winter Haven 33881 $290,000 · 3 bd · 2 ba · 1,856 sqft
- 265 lake thomas drive, Winter Haven 33880 $299,950 · 3 bd · 2 ba · 1,517 sqft
- 111 sunset drive east, Winter Haven 33881 $200,000 · 4 bd · 1 ba · 2,078 sqft
- 4239 cedarwood street, Winter Haven 33880 $125,000 · 2 bd · 2 ba · 1,368 sqft
- 125 edgewater drive, Winter Haven 33881 $210,000 · 4 bd · 3 ba · 1,703 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
- 511 heather glen drive, Winter Haven 33884 $282,000 · 4 bd · 2 ba · 1,488 sqft
- 3339 queens cove loop, Winter Haven 33880 $234,900 · 3 bd · 2 ba · 1,158 sqft
- 2500 21st street northwest 23, Winter Haven 33881 $169,000 · 2 bd · 3 ba · 1,334 sqft
- 111 krenson bay loop, Winter Haven 33881 $280,000 · 3 bd · 2 ba · 1,543 sqft
- 1502 buckeye road northeast 4, Winter Haven 33881 $199,900 · 2 bd · 2 ba · 1,257 sqft
- 1533 majestic lane, Winter Haven 33880 $250,000 · 4 bd · 3 ba · 1,957 sqft
- 1910 40th street northwest, Winter Haven 33881 $215,000 · 4 bd · 2 ba · 784 sqft
- 3316 white indigo road, Winter Haven 33884 $284,900 · 3 bd · 2 ba · 1,504 sqft
- 3935 palazzo place, Winter Haven 33884 $290,000 · 5 bd · 3 ba · 2,601 sqft
- 111 las flores, Winter Haven 33884 $275,000 · 3 bd · 2 ba · 1,639 sqft
- 6133 grand oaks drive southeast, Winter Haven 33884 $149,900 · 2 bd · 2 ba · 1,234 sqft
- 262 oleander street, Winter Haven 33881 $274,900 · 4 bd · 2 ba · 1,743 sqft
- 4019 carteret drive, Winter Haven 33884 $262,500 · 2 bd · 2 ba · 1,719 sqft
- 638 lake dexter circle, Winter Haven 33884 $239,900 · 3 bd · 2 ba · 1,316 sqft
- 5445 chandler drive, Winter Haven 33884 $299,900 · 4 bd · 3 ba · 3,010 sqft
- 2786 adeline avenue, Winter Haven 33881 $295,990 · 4 bd · 2 ba · 1,498 sqft
- 2790 adeline avenue, Winter Haven 33881 $269,900 · 3 bd · 2 ba · 1,328 sqft
- 1678 linz court, Winter Haven 33884 $258,500 · 2 bd · 2 ba · 1,158 sqft
- 1015 carefree cove drive, Winter Haven 33881 $209,900 · 4 bd · 2 ba · 1,104 sqft
- 28 casarena court, Winter Haven 33881 $165,000 · 2 bd · 3 ba · 2,045 sqft
- 357 squires grove drive, Winter Haven 33880 $250,000 · 3 bd · 2 ba · 1,616 sqft
- 1727 second street northeast, Winter Haven 33881 $268,000 · 3 bd · 2 ba · 1,470 sqft
- 1629 nantucket way, Winter Haven 33884 $279,900 · 3 bd · 2 ba · 1,526 sqft
- 121 bates avenue southeast, Winter Haven 33880 $189,000 · 2 bd · 1 ba · 1,080 sqft
- 6010 navona way, Winter Haven 33884 $279,999 · 3 bd · 2 ba · 1,615 sqft
- 6006 navona way, Winter Haven 33884 $279,499 · 3 bd · 2 ba · 1,615 sqft
- 5125 sylas jax avenue, Winter Haven 33884 $259,900 · 3 bd · 2 ba · 1,358 sqft
- 4918 rosewood street, Winter Haven 33880 $125,000 · 2 bd · 2 ba · 1,008 sqft
- 144 morning glory circle, Winter Haven 33884 $289,990 · 3 bd · 2 ba · 1,433 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 $205,000 · 2 bd · 3 ba · 1,407 sqft
- 213 cleveland avenue, Winter Haven 33881 $180,000 · 2 bd · 1 ba · 728 sqft
- 2105 9th street northeast, Winter Haven 33881 $239,000 · 3 bd · 1 ba · 1,042 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
- 3098 laurel oak lane, Winter Haven 33884 $230,000 · 3 bd · 2 ba · 1,978 sqft
- 100 el camino drive 101, Winter Haven 33884 $74,900 · 2 bd · 2 ba · 1,361 sqft