Homes under $400K in Winter Haven, FL
505 for sale · 1,665 homes listed · Updated September 27, 2026 · Page 22 of 34
- 221 golf aire boulevard, Winter Haven 33884 Off market since Aug 2026 $299,999 · 3 bd · 2 ba · 1,645 sqft
- 1799 carnostie road, Winter Haven 33884 Off market since Sep 2026 $295,000 · 4 bd · 2 ba · 1,680 sqft
- 3316 white indigo road, Winter Haven 33884 Off market since Sep 2026 $292,900 · 3 bd · 2 ba · 1,504 sqft
- 3935 palazzo place, Winter Haven 33884 Off market since Sep 2026 $250,000 · 5 bd · 3 ba · 2,601 sqft
- 111 las flores, Winter Haven 33884 Off market since Sep 2026 $275,000 · 3 bd · 2 ba · 1,639 sqft
- 1215 26th street northwest, Winter Haven 33881 Off market since Jul 2026 $370,000 · 4 bd · 4 ba
- 262 oleander street, Winter Haven 33881 Off market since Sep 2026 $274,900 · 4 bd · 2 ba · 1,743 sqft
- 503 avenue b northwest 503, Winter Haven 33881 Off market since Sep 2026 $314,999 · 2 bd · 3 ba · 1,408 sqft
- 1022 northwest 30th street, Winter Haven 33881 Off market since Jul 2026 $250,000 · 3 bd · 1 ba · 1,129 sqft
- 4019 carteret drive, Winter Haven 33884 Off market since Aug 2026 $262,500 · 2 bd · 2 ba · 1,719 sqft
- 638 lake dexter circle, Winter Haven 33884 Off market since Sep 2026 $239,900 · 3 bd · 2 ba · 1,316 sqft
- 5445 chandler drive, Winter Haven 33884 Off market since Sep 2026 $290,000 · 4 bd · 3 ba · 3,010 sqft
- 221 avenue l northeast, Winter Haven 33881 Off market since Jul 2026 $226,000 · 3 bd · 3 ba · 1,000 sqft
- 943 summer glen drive, Winter Haven 33880 Off market since Sep 2026 $315,000 · 4 bd · 2 ba · 1,846 sqft
- 2790 adeline avenue, Winter Haven 33881 Off market since Sep 2026 $269,900 · 3 bd · 2 ba · 1,328 sqft
- 1117 michelangelo lane, Winter Haven 33884 Off market since Sep 2026 $380,000 · 4 bd · 3 ba · 2,626 sqft
- 715 grove street, Winter Haven 33881 Off market since Jul 2026 $300,000 · 3 bd · 2 ba · 1,560 sqft
- 2849 cathy boulevard, Winter Haven 33880 Off market since Sep 2026 $325,000 · 4 bd · 2 ba · 1,928 sqft
- 1678 linz court, Winter Haven 33884 Off market since Sep 2026 $245,000 · 2 bd · 2 ba · 1,158 sqft
- 1450 west lake cannon drive northwest, Winter Haven 33881 Off market since Sep 2026 $299,000 · 5 bd · 2 ba · 4,053 sqft
- 357 ruby lake loop, Winter Haven 33884 Off market since Sep 2026 $399,900 · 3 bd · 2 ba · 2,107 sqft
- 6332 bayberry boulevard northeast, Winter Haven 33881 Off market since Jul 2026 $106,000 · 2 bd · 2 ba · 1,012 sqft
- 1347 oakmont drive, Winter Haven 33884 Off market since Aug 2026 $384,900 · 3 bd · 2 ba · 1,712 sqft
- 1015 carefree cove drive, Winter Haven 33881 Off market since Sep 2026 $204,900 · 4 bd · 2 ba · 1,104 sqft
- 28 casarena court, Winter Haven 33881 Off market since Sep 2026 $135,000 · 2 bd · 3 ba · 2,045 sqft
- 357 squires grove drive, Winter Haven 33880 Off market since Sep 2026 $244,900 · 3 bd · 2 ba · 1,616 sqft
- 1727 second street northeast, Winter Haven 33881 Off market since Sep 2026 $260,000 · 3 bd · 2 ba · 1,470 sqft
- 3905 osprey pointe circle, Winter Haven 33884 Off market since Sep 2026 $304,000 · 3 bd · 2 ba · 1,729 sqft
- 1629 nantucket way, Winter Haven 33884 Off market since Sep 2026 $279,900 · 3 bd · 2 ba · 1,526 sqft
- 121 bates avenue southeast, Winter Haven 33880 Off market since Sep 2026 $179,000 · 2 bd · 1 ba · 1,080 sqft
- 5125 sylas jax avenue, Winter Haven 33884 Off market since Sep 2026 $259,900 · 3 bd · 2 ba · 1,358 sqft
- 4918 rosewood street, Winter Haven 33880 Off market since Sep 2026 $125,000 · 2 bd · 2 ba · 1,008 sqft
- 144 morning glory circle, Winter Haven 33884 Off market since Sep 2026 $279,000 · 3 bd · 2 ba · 1,433 sqft
- 607 country lane northeast 607, Winter Haven 33881 Off market since Sep 2026 $142,500 · 2 bd · 2 ba · 1,252 sqft
- 5444 san pietro drive, Winter Haven 33884 Off market since Sep 2026 $314,999 · 4 bd · 3 ba · 2,226 sqft
- 220 king road, Winter Haven 33880 Off market since Sep 2026 $119,000 · 2 bd · 1 ba · 672 sqft
- 551 lake smart boulevard, Winter Haven 33881 Off market since Sep 2026 $334,900 · 4 bd · 2 ba · 1,936 sqft
- 321 orange blossom drive, Winter Haven 33880 Off market since Sep 2026 $199,950 · 2 bd · 3 ba · 1,407 sqft
- 5347 mickey avenue, Winter Haven 33884 Off market since Sep 2026 $334,999 · 4 bd · 3 ba · 2,077 sqft
- 213 cleveland avenue, Winter Haven 33881 Off market since Sep 2026 $180,000 · 2 bd · 1 ba · 728 sqft
- 2105 9th street northeast, Winter Haven 33881 Off market since Sep 2026 $239,000 · 3 bd · 1 ba · 1,042 sqft
- 1522 eckart drive, Winter Haven 33881 Off market since Sep 2026 $349,999 · 3 bd · 2 ba · 1,524 sqft
- 6450 hollyberry lane northeast, Winter Haven 33881 Off market since Sep 2026 $151,000 · 2 bd · 2 ba · 1,144 sqft
- 125 lake hazel drive, Winter Haven 33884 Off market since Sep 2026 $100,000 · 2 bd · 2 ba · 1,056 sqft
- 6773 brentwood drive northeast, Winter Haven 33881 Off market since Sep 2026 $139,900 · 2 bd · 2 ba · 1,056 sqft
- 507 sharon hill court, Winter Haven 33880 Off market since Aug 2026 $254,999 · 4 bd · 2 ba · 2,356 sqft
- 2500 21st street northwest 15, Winter Haven 33881 Off market since Sep 2026 $170,000 · 2 bd · 3 ba · 1,184 sqft
- 1382 salisbury drive, Winter Haven 33881 Off market since Sep 2026 $293,899 · 4 bd · 3 ba · 1,764 sqft
- 6309 grove pointe drive southeast, Winter Haven 33884 Off market since Sep 2026 $154,000 · 2 bd · 2 ba · 1,248 sqft
- 542 eagle landing boulevard, Winter Haven 33880 Off market since Sep 2026 $257,000 · 3 bd · 2 ba · 1,292 sqft