Homes under $500K in Haines City, FL

399 for sale · 1,331 homes listed · Updated September 27, 2026 · Page 22 of 27

• 311 townbridge drive, Haines City 33844 Off market since Sep 2026 $174,999 · 2 bd · 2 ba · 1,040 sqft
• 1362 palmeroy road, Haines City 33844 Off market since Sep 2026 $334,999 · 4 bd · 2 ba · 1,850 sqft
• 3473 yarian drive, Haines City 33844 Off market since Sep 2026 $340,000 · 4 bd · 2 ba · 1,767 sqft
• 4438 riverbend boulevard, Haines City 33844 Off market since Sep 2026 $358,499 · 5 bd · 3 ba · 2,470 sqft
• 5808 heaven road, Haines City 33844 Off market since Sep 2026 $384,999 · 5 bd · 3 ba · 2,892 sqft
• 32 nottingham way, Haines City 33844 Off market since Sep 2026 $239,900 · 2 bd · 3 ba · 1,956 sqft
• 125 tanager street, Haines City 33844 Off market since Sep 2026 $303,000 · 3 bd · 2 ba · 1,311 sqft
• 4604 bernard boulevard, Haines City 33844 Off market since Sep 2026 $250,000 · 3 bd · 2 ba · 1,725 sqft
• 1125 belfast place, Haines City 33844 Off market since Sep 2026 $258,900 · 3 bd · 2 ba · 1,515 sqft
• 3704 dusty miller place, Haines City 33844 Off market since Sep 2026 $350,000 · 4 bd · 2 ba · 2,020 sqft
• 1245 tupelo trail, Haines City 33844 Off market since Sep 2026 $289,500 · 3 bd · 2 ba · 1,531 sqft
• 3310 weitzel drive, Haines City 33844 Off market since Sep 2026 $370,000 · 4 bd · 3 ba · 2,364 sqft
• 116 pine terrace, Haines City 33844 Off market since Sep 2026 $74,000 · 2 bd · 2 ba · 960 sqft
• 5442 catmint drive, Haines City 33844 Off market since Sep 2026 $338,000 · 4 bd · 3 ba · 2,075 sqft
• 5389 willow creek, Haines City 33844 Off market since Sep 2026 $349,900 · 4 bd · 3 ba · 2,305 sqft
• 1104 catskill drive, Haines City 33844 Off market since Sep 2026 $274,900 · 3 bd · 2 ba · 1,292 sqft
• 750 lafayette lane, Haines City 33844 Off market since Sep 2026 $313,995 · 4 bd · 2 ba · 1,867 sqft
• 74 straphmore drive, Haines City 33844 Off market since Sep 2026 $159,900 · 2 bd · 2 ba · 1,248 sqft
• 526 pineloch drive, Haines City 33844 Off market since Sep 2026 $485,000 · 6 bd · 6 ba · 2,739 sqft
• 5373 willow creek, Haines City 33844 Off market since Sep 2026 $349,900 · 4 bd · 3 ba · 2,305 sqft
• 5369 willow creek, Haines City 33844 Off market since Sep 2026 $370,990 · 5 bd · 3 ba · 2,447 sqft
• 6 robyn lane, Haines City 33844 Off market since Sep 2026 $300,000 · 2 bd · 2 ba · 2,005 sqft
• 229 north 13th street, Haines City 33844 Off market since Aug 2026 $180,000 · 2 bd · 2 ba · 1,064 sqft
• 1000 valencia avenue, Haines City 33844 Off market since Sep 2026 $239,995 · 3 bd · 2 ba · 1,011 sqft
• 707 staffora street, Haines City 33844 Off market since Sep 2026 $312,000 · 3 bd · 2 ba · 1,560 sqft
• 1125 avenue l, Haines City 33844 Off market since Sep 2026 $260,000 · 4 bd · 2 ba · 1,496 sqft
• 284 citrus pointe drive, Haines City 33844 Off market since Sep 2026 $306,900 · 4 bd · 2 ba · 1,807 sqft
• 684 ruth avenue, Haines City 33844 Off market since Sep 2026 $271,140 · 4 bd · 2 ba · 1,733 sqft
• 5421 wilow creek, Haines City 33844 Off market since Sep 2026 $317,990 · 4 bd · 2 ba · 1,665 sqft
• 501 eastlake drive, Haines City 33844 Off market since Sep 2026 $279,000 · 2 bd · 2 ba · 1,724 sqft
• 2358 northumberland court, Haines City 33844 Off market since Sep 2026 $299,888 · 4 bd · 2 ba · 1,666 sqft
• 2354 northumberland court, Haines City 33844 Off market since Sep 2026 $323,888 · 4 bd · 3 ba · 1,941 sqft
• 4908 bluebell court, Haines City 33844 Off market since Sep 2026 $359,950 · 4 bd · 2 ba · 2,532 sqft
• 8003 hemingway circle 8003-8, Haines City 33844 Off market since Sep 2026 $135,000 · 1 bd · 1 ba · 808 sqft
• 132 golf aire boulevard, Haines City 33844 Off market since Sep 2026 $275,000 · 3 bd · 2 ba · 1,844 sqft
• 1341 derry avenue, Haines City 33844 Off market since Sep 2026 $270,000 · 3 bd · 2 ba · 1,615 sqft
• 189 minniehaha circle, Haines City 33844 Off market since Sep 2026 $390,000 · 4 bd · 3 ba · 1,833 sqft
• 4973 katrina drive, Haines City 33844 Off market since Sep 2026 $330,990 · 3 bd · 2 ba · 1,672 sqft
• 2464 saint augustine boulevard, Haines City 33844 Off market since Sep 2026 $320,000 · 3 bd · 2 ba · 1,142 sqft
• 3534 roden road, Haines City 33844 Off market since Sep 2026 $377,190 · 4 bd · 3 ba · 22,145 sqft
• 3565 roden road, Haines City 33844 Off market since Sep 2026 $370,990 · 4 bd · 3 ba · 2,215 sqft
• 3545 roden road, Haines City 33844 Off market since Sep 2026 $373,190 · 4 bd · 3 ba · 2,215 sqft
• 1427 madison circle, Haines City 33844 Off market since Sep 2026 $312,900 · 3 bd · 2 ba · 1,450 sqft
• 3525 roden road, Haines City 33844 Off market since Sep 2026 $331,990 · 3 bd · 2 ba · 1,672 sqft
• 3034 barbados lane, Haines City 33844 Off market since Sep 2026 $415,000 · 4 bd · 3 ba · 1,546 sqft
• 4926 katrina drive, Haines City 33844 Off market since Sep 2026 $304,990 · 3 bd · 2 ba · 1,504 sqft
• 207 ronaldale avenue, Haines City 33844 Off market since Sep 2026 $300,700 · 3 bd · 2 ba · 1,874 sqft
• 1036 kobuk street, Haines City 33844 Off market since Sep 2026 $324,990 · 3 bd · 2 ba · 1,734 sqft
• 109 arrowhead lane, Haines City 33844 Off market since Sep 2026 $399,900 · 3 bd · 2 ba · 2,444 sqft
• 29 buck circle, Haines City 33844 Off market since Sep 2026 $215,000 · 2 bd · 2 ba · 1,230 sqft