Homes under $500K in Kissimmee, FL

1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 46 of 103

• 4423 hamlet court, Kissimmee 34746 Active Under Contract $380,000 · 5 bd · 3 ba · 2,239 sqft
• 113 tulip lane, Kissimmee 34759 Active Under Contract $225,000 · 4 bd · 2 ba · 1,414 sqft
• 2356 silver palm drive, Kissimmee 34747 Active Under Contract $324,900 · 3 bd · 3 ba · 1,440 sqft
• 708 antelope way, Kissimmee 34759 Active Under Contract $275,000 · 3 bd · 3 ba · 1,300 sqft
• 197 tulip way, Kissimmee 34743 Active Under Contract $410,000 · 3 bd · 2 ba · 1,744 sqft
• 4130 bergamont court, Kissimmee 34746 Active Under Contract $269,000 · 3 bd · 2 ba · 1,289 sqft
• 60 andora court, Kissimmee 34758 Active Under Contract $338,000 · 5 bd · 2 ba · 1,934 sqft
• 7664 comrow street 101, Kissimmee 34747 Active Under Contract $319,000 · 3 bd · 2 ba · 1,246 sqft
• 2270 san vital drive 107, Kissimmee 34741 Active Under Contract $230,000 · 4 bd · 3 ba · 1,470 sqft
• 1640 marks street, Kissimmee 34746 Active Under Contract $339,500 · 4 bd · 3 ba · 2,135 sqft
• 505 millifiora lane, Kissimmee 34759 Active Under Contract $259,000 · 2 bd · 2 ba · 1,548 sqft
• 2805 eagle claw court, Kissimmee 34746 Active Under Contract $368,000 · 4 bd · 3 ba · 2,130 sqft
• 9051 treasure trove lane 104, Kissimmee 34747 Active Under Contract $224,900 · 3 bd · 2 ba · 1,700 sqft
• 1132 via galuppi street, Kissimmee 34759 Active Under Contract $364,500 · 3 bd · 2 ba · 1,725 sqft
• 12 herring court, Kissimmee 34759 Active Under Contract $204,900 · 3 bd · 2 ba · 1,055 sqft
• 5283 lonesome dove drive, Kissimmee 34746 Active Under Contract $389,000 · 3 bd · 2 ba · 1,377 sqft
• 3906 carrick bend drive, Kissimmee 34746 Active Under Contract $394,900 · 4 bd · 2 ba · 2,138 sqft
• 503 nogales court, Kissimmee 34758 Active Under Contract $315,000 · 5 bd · 3 ba · 2,846 sqft
• 3510 yacht club court, Kissimmee 34746 Active Under Contract $307,000 · 3 bd · 2 ba · 1,508 sqft
• 494 prestwick place north a, Kissimmee 34759 Active Under Contract $174,599 · 2 bd · 2 ba · 921 sqft
• 1682 magnolia lane, Kissimmee 34746 Active Under Contract $250,000 · 3 bd · 2 ba · 972 sqft
• 4155 bergamont court, Kissimmee 34746 Active Under Contract $310,000 · 3 bd · 2 ba · 1,289 sqft
• 1422 patricia street, Kissimmee 34744 Active Under Contract $399,000 · 3 bd · 2 ba · 1,578 sqft
• 2743 eagle canyon drive south, Kissimmee 34746 Active Under Contract $359,000 · 4 bd · 3 ba · 2,383 sqft
• 1124 dartford drive, Kissimmee 34758 Active Under Contract $272,000 · 3 bd · 2 ba · 1,608 sqft
• 218 bay drive, Kissimmee 34759 Active Under Contract $439,000 · 3 bd · 2 ba · 1,842 sqft
• 3050 pirates retreat court 408, Kissimmee 34747 Active Under Contract $194,900 · 2 bd · 2 ba · 1,445 sqft
• 3039 ashland lane south, Kissimmee 34741 Active Under Contract $300,000 · 3 bd · 3 ba · 1,957 sqft
• 2544 folio way, Kissimmee 34741 Active Under Contract $419,000 · 3 bd · 3 ba · 1,949 sqft
• 637 moss park court, Kissimmee 34743 Active Under Contract $395,000 · 3 bd · 2 ba · 1,472 sqft
• 443 ball court, Kissimmee 34759 Active Under Contract $219,000 · 2 bd · 2 ba · 1,176 sqft
• 103 lindenwood lane, Kissimmee 34743 Active Under Contract $345,000 · 3 bd · 2 ba · 1,312 sqft
• 931 begonia road 303, Kissimmee 34747 Active Under Contract $498,000 · 2 bd · 2 ba · 1,406 sqft
• 2213 lange street, Kissimmee 34744 Active Under Contract $419,900 · 3 bd · 2 ba · 1,737 sqft
• 631 driver circle, Kissimmee 34759 Active Under Contract $219,000 · 4 bd · 3 ba · 2,291 sqft
• 236 bay head drive, Kissimmee 34743 Active Under Contract $289,000 · 2 bd · 2 ba · 1,108 sqft
• 2627 oneida loop, Kissimmee 34747 Active Under Contract $424,801 · 4 bd · 3 ba · 1,778 sqft
• 308 clermont drive, Kissimmee 34759 Active Under Contract $249,900 · 3 bd · 2 ba · 1,887 sqft
• 2315 irlo drive, Kissimmee 34741 Active Under Contract $432,000 · 4 bd · 3 ba · 2,160 sqft
• 455 cart court, Kissimmee 34759 Active Under Contract $224,900 · 3 bd · 2 ba · 1,275 sqft
• 8107 coconut palm way 102, Kissimmee 34747 Active Under Contract $197,500 · 2 bd · 2 ba · 1,022 sqft
• 5149 adelaide drive, Kissimmee 34746 Active Under Contract $370,000 · 4 bd · 4 ba · 1,637 sqft
• 2581 sage drive, Kissimmee 34758 Active Under Contract $297,500 · 3 bd · 2 ba · 1,434 sqft
• 1057 soaring eagle lane, Kissimmee 34746 Active Under Contract $449,500 · 4 bd · 3 ba · 1,822 sqft
• 2851 jasper run, Kissimmee 34758 Active Under Contract $499,999 · 5 bd · 6 ba · 3,156 sqft
• 3 stirrup court, Kissimmee 34743 Active Under Contract $439,900 · 4 bd · 2 ba · 1,775 sqft
• 2465 annacella avenue, Kissimmee 34741 Active Under Contract $470,000 · 4 bd · 3 ba · 2,035 sqft
• 4824 ashurst street, Kissimmee 34758 Active Under Contract $340,000 · 4 bd · 2 ba · 1,702 sqft
• 4851 pearl lake court, Kissimmee 34758 Active Under Contract $425,000 · 4 bd · 2 ba · 2,116 sqft
• 13101 indian creek drive north a, Kissimmee 34759 Active Under Contract $135,000 · 2 bd · 2 ba · 981 sqft