Homes under $500K in Haines City, FL

399 for sale · 1,331 homes listed · Updated September 27, 2026 · Page 24 of 27

• 2944 palm circle, Haines City 33844 Off market since Sep 2026 $135,000 · 2 bd · 2 ba · 672 sqft
• 352 briarbrook lane, Haines City 33844 Off market since Sep 2026 $319,900 · 3 bd · 2 ba · 1,980 sqft
• 3362 aruba way, Haines City 33844 Off market since Sep 2026 $315,000 · 3 bd · 2 ba · 1,669 sqft
• 2350 northumberland court, Haines City 33844 Off market since Sep 2026 $323,990 · 4 bd · 2 ba · 1,811 sqft
• 2346 northumberland court, Haines City 33844 Off market since Sep 2026 $313,990 · 4 bd · 2 ba · 1,666 sqft
• 1084 patriot loop, Haines City 33844 Off market since Sep 2026 $269,900 · 3 bd · 2 ba · 1,584 sqft
• 57 straphmore drive, Haines City 33844 Off market since Sep 2026 $185,000 · 2 bd · 2 ba · 1,344 sqft
• 4904 mainsail street, Haines City 33844 Off market since Sep 2026 $345,000 · 3 bd · 2 ba · 1,615 sqft
• 243 milestone drive, Haines City 33844 Off market since Sep 2026 $310,000 · 3 bd · 2 ba · 2,024 sqft
• 433 sandbar lane, Haines City 33844 Off market since Sep 2026 $345,000 · 4 bd · 3 ba · 1,879 sqft
• 1942 bermuda pointe drive, Haines City 33844 Off market since Sep 2026 $475,000 · 3 bd · 2 ba · 1,415 sqft
• 598 tanaro lane, Haines City 33844 Off market since Sep 2026 $300,000 · 3 bd · 2 ba · 1,560 sqft
• 468 silver palm drive, Haines City 33844 Off market since Sep 2026 $355,000 · 4 bd · 2 ba · 2,164 sqft
• 688 sand pine lane, Haines City 33844 Off market since Sep 2026 $329,900 · 3 bd · 2 ba · 1,605 sqft
• 1141 lexington lane, Haines City 33844 Off market since Sep 2026 $345,000 · 4 bd · 3 ba · 2,280 sqft
• 477 sweetwater way, Haines City 33844 Off market since Sep 2026 $274,900 · 3 bd · 2 ba · 1,835 sqft
• 1713 flag street, Haines City 33844 Off market since Sep 2026 $326,415 · 4 bd · 2 ba · 1,839 sqft
• 2359 white cedar way, Haines City 33844 Off market since Sep 2026 $280,000 · 4 bd · 2 ba · 1,600 sqft
• 1737 flag street, Haines City 33844 Off market since Sep 2026 $323,415 · 4 bd · 2 ba · 1,839 sqft
• 1817 american way, Haines City 33844 Off market since Sep 2026 $342,990 · 4 bd · 3 ba · 2,210 sqft
• 1721 flag street, Haines City 33844 Off market since Sep 2026 $310,915 · 3 bd · 2 ba · 1,589 sqft
• 1822 american way, Haines City 33844 Off market since Sep 2026 $320,490 · 4 bd · 2 ba · 1,839 sqft
• 213 york cottage drive, Haines City 33844 Off market since Sep 2026 $179,900 · 3 bd · 2 ba · 1,107 sqft
• 188 brinsmead road, Haines City 33844 Off market since Sep 2026 $330,000 · 3 bd · 2 ba · 1,455 sqft
• 1239 avenue k, Haines City 33844 Off market since Sep 2026 $125,000 · 3 bd · 1 ba · 500 sqft
• 1562 landon lane, Haines City 33844 Off market since Sep 2026 $278,995 · 4 bd · 2 ba · 1,729 sqft
• 829 sheen circle, Haines City 33844 Off market since Sep 2026 $340,000 · 4 bd · 2 ba · 1,867 sqft
• 2112 embry avenue, Haines City 33844 Off market since Sep 2026 $259,900 · 4 bd · 2 ba · 1,537 sqft
• 419 north 8th street, Haines City 33844 Off market since Aug 2026 $150,000 · 2 bd · 1 ba · 832 sqft
• 125 denali street, Haines City 33844 Off market since Sep 2026 $379,900 · 4 bd · 2 ba · 1,820 sqft
• 437 silver palm drive, Haines City 33844 Off market since Sep 2026 $325,000 · 4 bd · 2 ba · 2,110 sqft
• 826 landmark hills drive, Haines City 33844 Off market since Sep 2026 $279,990 · 3 bd · 2 ba · 1,521 sqft
• 5178 green belt drive, Haines City 33844 Off market since Sep 2026 $304,190 · 3 bd · 2 ba · 1,708 sqft
• 664 hatchwood drive, Haines City 33844 Off market since Sep 2026 $348,800 · 4 bd · 2 ba · 2,235 sqft
• 524 blue water court, Haines City 33844 Off market since Sep 2026 $340,000 · 4 bd · 2 ba · 1,992 sqft
• 3041 cassidy lane, Haines City 33844 Off market since Sep 2026 $305,000 · 3 bd · 2 ba · 1,734 sqft
• 5345 willow creek, Haines City 33844 Off market since Sep 2026 $300,000 · 3 bd · 2 ba · 1,483 sqft
• 428 liberty bend, Haines City 33844 Off market since Sep 2026 $299,990 · 4 bd · 2 ba · 1,624 sqft
• 167 claffey court, Haines City 33844 Off market since Sep 2026 $435,000 · 4 bd · 5 ba · 2,537 sqft
• 4669 bernard boulevard, Haines City 33844 Off market since Sep 2026 $290,000 · 4 bd · 2 ba · 1,867 sqft
• 788 richmond estate avenue, Haines City 33844 Off market since Sep 2026 $318,000 · 3 bd · 2 ba · 1,531 sqft
• 1968 diamond head circle, Haines City 33844 Off market since Sep 2026 $363,265 · 4 bd · 3 ba · 2,227 sqft
• 114 winchester lane, Haines City 33844 Off market since Sep 2026 $289,900 · 4 bd · 3 ba · 2,338 sqft
• 507 maple leaf court north a, Haines City 33844 Off market since Sep 2026 $135,000 · 1 bd · 1 ba · 974 sqft
• 2272 burnway road 2272, Haines City 33844 Off market since Sep 2026 $110,000 · 1 bd · 1 ba · 974 sqft
• 3558 camelot drive 3558, Haines City 33844 Off market since Sep 2026 $150,000 · 2 bd · 2 ba · 1,123 sqft
• 109 tuxford drive, Haines City 33844 Off market since Sep 2026 $262,000 · 2 bd · 2 ba · 1,793 sqft
• 5377 maddie drive, Haines City 33844 Off market since Sep 2026 $399,000 · 5 bd · 3 ba · 2,539 sqft
• 3537 roden road, Haines City 33844 Off market since Sep 2026 $325,990 · 3 bd · 2 ba · 1,672 sqft
• 2244 mallory circle, Haines City 33844 Off market since Sep 2026 $339,000 · 3 bd · 2 ba · 1,396 sqft