Homes under $500K in Kissimmee, FL

1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 54 of 103

• 3012 villa preciosa drive, Kissimmee 34744 Off market since Sep 2026 $434,900 · 4 bd · 2 ba · 2,074 sqft
• 2926 sentence street, Kissimmee 34746 Off market since Aug 2026 $394,900 · 3 bd · 3 ba · 2,016 sqft
• 1532 carey palm circle, Kissimmee 34747 Off market since Sep 2026 $498,780 · 5 bd · 5 ba · 2,294 sqft
• 2767 sun key place, Kissimmee 34747 Off market since Jul 2026 $298,000 · 3 bd · 3 ba · 1,291 sqft
• 3161 paradox circle 304, Kissimmee 34746 Off market since Jul 2026 $339,000 · 2 bd · 2 ba · 1,126 sqft
• 17 herring court, Kissimmee 34759 Off market since Sep 2026 $305,000 · 3 bd · 2 ba · 1,768 sqft
• 3187 brasilia avenue, Kissimmee 34747 Off market since Aug 2026 $405,000 · 3 bd · 4 ba · 2,268 sqft
• 2864 eastham lane, Kissimmee 34741 Off market since Jul 2026 $355,000 · 3 bd · 3 ba · 1,890 sqft
• 3570 southern cross loop, Kissimmee 34744 Off market since Sep 2026 $389,000 · 3 bd · 2 ba · 1,554 sqft
• 2452 dubai street, Kissimmee 34747 Off market since Sep 2026 $474,000 · 5 bd · 5 ba · 2,265 sqft
• 3175 victoria drive, Kissimmee 34746 Off market since Aug 2026 $399,900 · 4 bd · 2 ba · 1,575 sqft
• 4611 cabalerro trail, Kissimmee 34758 Off market since Aug 2026 $340,000 · 4 bd · 2 ba · 1,545 sqft
• 2836 club cortile circle, Kissimmee 34746 Off market since Sep 2026 $259,000 · 4 bd · 3 ba · 1,880 sqft
• 3151 sunset walk drive 1108, Kissimmee 34747 Off market since Sep 2026 $327,999 · 2 bd · 2 ba · 1,029 sqft
• 8063 knee deep road, Kissimmee 34747 Off market since Sep 2026 $379,000 · 2 bd · 2 ba · 1,188 sqft
• 2903 edenshire way 102, Kissimmee 34746 Off market since Jul 2026 $320,000 · 3 bd · 2 ba · 1,300 sqft
• 2638 eagle canyon drive north, Kissimmee 34746 Off market since Jul 2026 $325,000 · 3 bd · 2 ba · 1,456 sqft
• 122 pompano beach drive, Kissimmee 34746 Off market since Sep 2026 $389,000 · 4 bd · 3 ba · 1,636 sqft
• 3226 wish avenue, Kissimmee 34747 Off market since Sep 2026 $275,999 · 3 bd · 2 ba · 1,300 sqft
• 1995 majorca drive, Kissimmee 34747 Off market since Sep 2026 $389,000 · 5 bd · 5 ba · 2,263 sqft
• 2663 triumph way, Kissimmee 34746 Off market since Aug 2026 $282,000 · 2 bd · 3 ba · 1,350 sqft
• 2651 marshfield preserve way, Kissimmee 34746 Off market since Aug 2026 $490,000 · 4 bd · 2 ba · 2,213 sqft
• 9055 treasure trove lane 209, Kissimmee 34747 Off market since Aug 2026 $215,000 · 3 bd · 2 ba · 1,700 sqft
• 2668 corvette lane, Kissimmee 34746 Off market since Sep 2026 $360,000 · 3 bd · 4 ba · 1,923 sqft
• 4011 venetian bay drive 101, Kissimmee 34741 Off market since Sep 2026 $250,000 · 4 bd · 3 ba · 1,470 sqft
• 8905 shine drive, Kissimmee 34747 Off market since Sep 2026 $260,000 · 3 bd · 2 ba · 1,300 sqft
• 3211 wish avenue, Kissimmee 34747 Off market since Sep 2026 $275,000 · 3 bd · 2 ba · 1,300 sqft
• 422 janice kay place, Kissimmee 34744 Off market since Jul 2026 $475,000 · 4 bd · 3 ba · 3,424 sqft
• 2462 dubai street, Kissimmee 34747 Off market since Sep 2026 $499,000 · 5 bd · 4 ba · 2,492 sqft
• 1524 manor drive, Kissimmee 34741 Off market since Sep 2026 $350,000 · 3 bd · 1 ba · 1,025 sqft
• 2412 caravelle circle, Kissimmee 34746 Off market since Aug 2026 $340,000 · 4 bd · 3 ba · 1,636 sqft
• 1873 spring shower circle, Kissimmee 34744 Off market since Jul 2026 $345,000 · 3 bd · 2 ba · 1,559 sqft
• 1512 mumbai way, Kissimmee 34747 Off market since Sep 2026 $490,000 · 5 bd · 4 ba · 2,492 sqft
• 131 south roma way, Kissimmee 34746 Off market since Sep 2026 $399,000 · 4 bd · 3 ba · 1,740 sqft
• 228 amesbury lane, Kissimmee 34758 Off market since Sep 2026 $300,000 · 4 bd · 2 ba · 1,647 sqft
• 4827 clock tower drive, Kissimmee 34746 Off market since Sep 2026 $444,900 · 4 bd · 3 ba · 1,914 sqft
• 1191 sabine lane, Kissimmee 34759 Off market since Sep 2026 $205,000 · 3 bd · 2 ba · 1,328 sqft
• 2320 pebble brook road, Kissimmee 34741 Off market since Sep 2026 $329,900 · 3 bd · 3 ba · 1,393 sqft
• 3038 parkway boulevard 305, Kissimmee 34747 Off market since Sep 2026 $164,900 · 2 bd · 2 ba · 937 sqft
• 2239 santa lucia street, Kissimmee 34743 Off market since Sep 2026 $318,497 · 3 bd · 2 ba · 1,059 sqft
• 2831 oconnell drive, Kissimmee 34741 Off market since Aug 2026 $469,000 · 4 bd · 2 ba · 2,287 sqft
• 3050 pirates retreat court 307, Kissimmee 34747 Off market since Aug 2026 $264,950 · 2 bd · 2 ba · 1,445 sqft
• 2402 dubai street, Kissimmee 34747 Off market since Sep 2026 $460,000 · 5 bd · 5 ba · 2,263 sqft
• 4830 dedication street, Kissimmee 34746 Off market since Sep 2026 $465,000 · 4 bd · 3 ba · 1,914 sqft
• 1112 south beach circle, Kissimmee 34746 Off market since Sep 2026 $300,000 · 3 bd · 3 ba · 1,468 sqft
• 706 north rennes court, Kissimmee 34759 Off market since Sep 2026 $199,000 · 3 bd · 2 ba · 1,395 sqft
• 4450 small creek road, Kissimmee 34744 Off market since Sep 2026 $375,000 · 3 bd · 3 ba · 1,534 sqft
• 651 parakeet court, Kissimmee 34759 Off market since Sep 2026 $342,000 · 5 bd · 3 ba · 2,260 sqft
• 120 bonito way, Kissimmee 34759 Off market since Sep 2026 $279,000 · 3 bd · 2 ba · 1,248 sqft
• 878 nelson drive, Kissimmee 34758 Off market since Sep 2026 $322,900 · 4 bd · 2 ba · 1,746 sqft