Homes under $500K in Kissimmee, FL

1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 81 of 103

• 301 salmon way, Kissimmee 34759 Off market since Sep 2026 $374,900 · 5 bd · 2 ba · 2,768 sqft
• 3111 paradox circle 208, Kissimmee 34746 Off market since Sep 2026 $350,000 · 3 bd · 2 ba · 1,329 sqft
• 3982 blossom dew drive, Kissimmee 34746 Off market since Jul 2026 $459,000 · 4 bd · 3 ba · 2,579 sqft
• 449 danube drive, Kissimmee 34759 Off market since Sep 2026 $249,900 · 4 bd · 2 ba · 1,583 sqft
• 1655 cumin drive, Kissimmee 34759 Off market since Sep 2026 $235,000 · 3 bd · 2 ba · 1,322 sqft
• 1657 cumin drive, Kissimmee 34759 Off market since Sep 2026 $230,000 · 3 bd · 2 ba · 1,322 sqft
• 1259 wispy cypress drive, Kissimmee 34746 Off market since Sep 2026 $334,900 · 4 bd · 3 ba · 1,876 sqft
• 1404 emmett street, Kissimmee 34741 Off market since Sep 2026 $299,000 · 3 bd · 2 ba · 1,424 sqft
• 213 competition drive, Kissimmee 34743 Off market since Sep 2026 $440,000 · 4 bd · 2 ba · 1,930 sqft
• 2968 on the rocks point, Kissimmee 34747 Off market since Sep 2026 $415,000 · 3 bd · 3 ba · 1,545 sqft
• 1374 brentwood drive, Kissimmee 34746 Off market since Sep 2026 $379,000 · 3 bd · 2 ba · 1,782 sqft
• 8866 geneve court, Kissimmee 34747 Off market since Sep 2026 $469,000 · 5 bd · 5 ba · 2,265 sqft
• 3023 red ginger road, Kissimmee 34747 Off market since Sep 2026 $315,000 · 3 bd · 3 ba · 1,470 sqft
• 9024 alba lane, Kissimmee 34747 Off market since Aug 2026 $475,000 · 5 bd · 4 ba · 2,845 sqft
• 4915 tribute trail, Kissimmee 34746 Off market since Sep 2026 $335,000 · 4 bd · 4 ba · 1,959 sqft
• 2807 via largo court, Kissimmee 34744 Off market since Sep 2026 $401,000 · 5 bd · 4 ba · 3,140 sqft
• 2275 rambling oaks way, Kissimmee 34746 Off market since Sep 2026 $459,900 · 4 bd · 3 ba · 2,768 sqft
• 2079 shannon lakes boulevard, Kissimmee 34743 Off market since Sep 2026 $340,000 · 3 bd · 2 ba · 1,688 sqft
• 4406 silver creek street, Kissimmee 34744 Off market since Sep 2026 $439,000 · 3 bd · 3 ba · 1,878 sqft
• 2160 preston lane, Kissimmee 34746 Off market since Sep 2026 $360,000 · 4 bd · 2 ba · 1,677 sqft
• 625 south delmonte court, Kissimmee 34758 Off market since Sep 2026 $239,600 · 3 bd · 2 ba · 1,341 sqft
• 8838 geneve court, Kissimmee 34747 Off market since Sep 2026 $435,000 · 5 bd · 5 ba · 2,263 sqft
• 624 grand canal drive, Kissimmee 34759 Off market since Sep 2026 $268,500 · 2 bd · 2 ba · 1,543 sqft
• 2316 palm tree drive, Kissimmee 34759 Off market since Sep 2026 $296,000 · 2 bd · 2 ba · 1,539 sqft
• 750 pelican court, Kissimmee 34759 Off market since Sep 2026 $256,600 · 3 bd · 2 ba · 1,147 sqft
• 3132 river branch circle, Kissimmee 34741 Off market since Sep 2026 $325,000 · 2 bd · 2 ba · 1,512 sqft
• 832 driving range court, Kissimmee 34747 Off market since Sep 2026 $418,000 · 3 bd · 3 ba · 1,704 sqft
• 7677 fitzclarence street, Kissimmee 34747 Off market since Sep 2026 $414,900 · 3 bd · 3 ba · 1,440 sqft
• 2759 pleasant cypress circle, Kissimmee 34741 Off market since Aug 2026 $359,900 · 3 bd · 3 ba · 1,771 sqft
• 375 trailer lane, Kissimmee 34741 Off market since Sep 2026 $135,000 · 1 bd · 1 ba · 625 sqft
• 125 inconnu court, Kissimmee 34759 Off market since Sep 2026 $325,000 · 4 bd · 3 ba · 1,870 sqft
• 2842 waterlily way, Kissimmee 34759 Off market since Sep 2026 $265,000 · 4 bd · 2 ba · 1,618 sqft
• 604 chadbury way, Kissimmee 34744 Off market since Sep 2026 $400,900 · 4 bd · 3 ba · 1,719 sqft
• 1988 traverse way, Kissimmee 34746 Off market since Sep 2026 $345,000 · 3 bd · 2 ba · 1,432 sqft
• 1944 the oaks boulevard, Kissimmee 34746 Off market since Sep 2026 $349,900 · 4 bd · 2 ba · 2,288 sqft
• 451 peace court, Kissimmee 34759 Off market since Sep 2026 $214,900 · 3 bd · 2 ba · 1,829 sqft
• 802 hastings drive, Kissimmee 34744 Off market since Sep 2026 $429,900 · 3 bd · 3 ba · 2,400 sqft
• 3716 paradiso circle, Kissimmee 34746 Off market since Jul 2026 $494,000 · 3 bd · 3 ba · 2,750 sqft
• 2041 lacie jo lane, Kissimmee 34743 Off market since Sep 2026 $340,000 · 3 bd · 3 ba · 1,807 sqft
• 1323 congo drive, Kissimmee 34759 Off market since Sep 2026 $300,000 · 3 bd · 2 ba · 1,328 sqft
• 216 spoonbill drive, Kissimmee 34759 Off market since Sep 2026 $334,625 · 4 bd · 2 ba · 1,828 sqft
• 4560 yellowgold road east 103, Kissimmee 34746 Off market since Sep 2026 $204,900 · 3 bd · 2 ba · 1,296 sqft
• 1001 plantation drive a2, Kissimmee 34741 Off market since Sep 2026 $139,999 · 2 bd · 2 ba · 970 sqft
• 3240 cupid place, Kissimmee 34747 Off market since Sep 2026 $315,000 · 4 bd · 3 ba · 1,694 sqft
• 8844 grand palms circle a, Kissimmee 34747 Off market since Sep 2026 $214,900 · 3 bd · 2 ba · 1,245 sqft
• 4712 hemingway house street, Kissimmee 34746 Off market since Sep 2026 $279,500 · 3 bd · 3 ba · 1,468 sqft
• 3113 yellow lantana lane, Kissimmee 34747 Off market since Sep 2026 $338,000 · 3 bd · 3 ba · 1,295 sqft
• 2818 oconnell drive, Kissimmee 34741 Off market since Sep 2026 $465,000 · 5 bd · 2 ba · 2,287 sqft
• 1049 lake berkley drive, Kissimmee 34746 Off market since Sep 2026 $475,000 · 5 bd · 3 ba · 2,823 sqft
• 3321 whitestone circle 102, Kissimmee 34741 Off market since Sep 2026 $249,000 · 3 bd · 2 ba · 1,495 sqft