Homes under $500K in Kissimmee, FL

1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 78 of 103

• 7 bolton court, Kissimmee 34758 Off market since Sep 2026 $374,999 · 4 bd · 3 ba · 2,144 sqft
• 1687 park side avenue, Kissimmee 34744 Off market since Sep 2026 $424,990 · 4 bd · 2 ba · 1,846 sqft
• 2714 bushman drive, Kissimmee 34746 Off market since Sep 2026 $299,999 · 4 bd · 4 ba · 1,852 sqft
• 1119 park ridge circle, Kissimmee 34746 Off market since Sep 2026 $219,000 · 3 bd · 3 ba · 1,291 sqft
• 1834 howard mesa drive, Kissimmee 34744 Off market since Sep 2026 $414,990 · 4 bd · 2 ba · 1,665 sqft
• 155 barefoot beach way, Kissimmee 34746 Off market since Sep 2026 $419,999 · 4 bd · 2 ba · 1,940 sqft
• 280 beckenham drive, Kissimmee 34758 Off market since Sep 2026 $307,500 · 4 bd · 2 ba · 1,640 sqft
• 286 beckenham drive, Kissimmee 34758 Off market since Sep 2026 $302,500 · 4 bd · 2 ba · 1,811 sqft
• 8974 amelia downs trail, Kissimmee 34747 Off market since Sep 2026 $454,999 · 5 bd · 5 ba · 2,294 sqft
• 3047 stillwater drive, Kissimmee 34743 Off market since Aug 2026 $450,000 · 4 bd · 3 ba · 2,008 sqft
• 1255 seasons boulevard, Kissimmee 34746 Off market since Sep 2026 $435,000 · 4 bd · 3 ba · 1,940 sqft
• 1868 howard mesa drive, Kissimmee 34744 Off market since Sep 2026 $415,000 · 4 bd · 2 ba · 1,665 sqft
• 1872 howard mesa drive, Kissimmee 34744 Off market since Sep 2026 $392,000 · 3 bd · 2 ba · 1,504 sqft
• 1122 seaside mist trail, Kissimmee 34747 Off market since Sep 2026 $340,000 · 3 bd · 3 ba · 1,704 sqft
• 3180 paradox circle 405, Kissimmee 34746 Off market since Sep 2026 $299,000 · 2 bd · 2 ba · 1,196 sqft
• 3011 palermo rose way, Kissimmee 34746 Off market since Aug 2026 $309,900 · 3 bd · 2 ba · 1,597 sqft
• 2736 oakwater drive, Kissimmee 34747 Off market since Sep 2026 $289,990 · 3 bd · 2 ba · 1,427 sqft
• 8060 dreamsicle drive, Kissimmee 34747 Off market since Sep 2026 $399,900 · 3 bd · 3 ba · 1,564 sqft
• 1973 spring shower circle, Kissimmee 34744 Off market since Sep 2026 $349,000 · 3 bd · 2 ba · 1,701 sqft
• 214 majors lane f, Kissimmee 34743 Off market since Sep 2026 $233,000 · 2 bd · 3 ba · 1,217 sqft
• 2968 caribbean soul drive, Kissimmee 34747 Off market since Sep 2026 $299,000 · 2 bd · 3 ba · 1,394 sqft
• 2345 southbury, Kissimmee 34744 Off market since Sep 2026 $359,000 · 3 bd · 3 ba · 1,553 sqft
• 346 cocoa court, Kissimmee 34758 Off market since Sep 2026 $235,000 · 4 bd · 2 ba · 1,640 sqft
• 3062 gatsby street, Kissimmee 34746 Off market since Sep 2026 $480,000 · 4 bd · 3 ba · 1,914 sqft
• 3607 main harbor drive, Kissimmee 34746 Off market since Sep 2026 $285,000 · 3 bd · 3 ba · 1,550 sqft
• 4700 cumbrian lakes drive, Kissimmee 34746 Off market since Sep 2026 $400,000 · 4 bd · 3 ba · 1,908 sqft
• 3129 tocoa circle, Kissimmee 34746 Off market since Sep 2026 $365,000 · 4 bd · 4 ba · 1,782 sqft
• 3043 white orchid road, Kissimmee 34747 Off market since Sep 2026 $259,000 · 2 bd · 3 ba · 1,161 sqft
• 3200 casa del rey avenue, Kissimmee 34746 Off market since Sep 2026 $349,900 · 4 bd · 2 ba · 1,701 sqft
• 2907 summer green trail, Kissimmee 34744 Off market since Sep 2026 $449,900 · 4 bd · 3 ba · 2,344 sqft
• 50 sawfish court, Kissimmee 34759 Off market since Sep 2026 $270,000 · 4 bd · 2 ba · 1,612 sqft
• 2830 osprey cove place 203, Kissimmee 34746 Off market since Sep 2026 $215,000 · 3 bd · 2 ba · 1,136 sqft
• 4715 cumbrian lakes drive, Kissimmee 34746 Off market since Sep 2026 $439,000 · 4 bd · 4 ba · 1,902 sqft
• 2260 tradewinds drive, Kissimmee 34746 Off market since Sep 2026 $399,900 · 4 bd · 3 ba · 2,944 sqft
• 3003 bird of paradise lane, Kissimmee 34747 Off market since Sep 2026 $250,000 · 2 bd · 3 ba · 1,161 sqft
• 2663 roadster lane, Kissimmee 34746 Off market since Sep 2026 $275,000 · 2 bd · 3 ba · 1,350 sqft
• 3028 parkway boulevard 301, Kissimmee 34747 Off market since Sep 2026 $175,000 · 2 bd · 2 ba · 937 sqft
• 1147 normandy drive, Kissimmee 34759 Off market since Sep 2026 $335,000 · 3 bd · 2 ba · 1,485 sqft
• 1796 tohoqua boulevard, Kissimmee 34744 Off market since Sep 2026 $375,000 · 3 bd · 3 ba · 1,755 sqft
• 3801 bowfin trail, Kissimmee 34746 Off market since Sep 2026 $449,900 · 4 bd · 2 ba · 2,400 sqft
• 4387 creek cove lane, Kissimmee 34744 Off market since Aug 2026 $391,900 · 3 bd · 3 ba · 1,628 sqft
• 2736 giralda court, Kissimmee 34743 Off market since Jul 2026 $395,000 · 3 bd · 2 ba · 1,493 sqft
• 2749 north poinciana boulevard 24, Kissimmee 34746 Off market since Sep 2026 $164,900 · 3 bd · 2 ba · 1,287 sqft
• 2617 bugatti court, Kissimmee 34746 Off market since Sep 2026 $249,999 · 2 bd · 3 ba · 1,350 sqft
• 5638 loggia lane, Kissimmee 34758 Off market since Sep 2026 $374,990 · 4 bd · 2 ba · 1,940 sqft
• 804 carrousel lane, Kissimmee 34759 Off market since Sep 2026 $265,000 · 3 bd · 2 ba · 1,464 sqft
• 5632 loggia lane, Kissimmee 34758 Off market since Sep 2026 $375,000 · 4 bd · 3 ba · 1,879 sqft
• 3045 beach palm avenue, Kissimmee 34747 Off market since Sep 2026 $349,999 · 4 bd · 3 ba · 1,902 sqft
• 4609 formby court, Kissimmee 34746 Off market since Sep 2026 $470,000 · 4 bd · 3 ba · 1,844 sqft
• 8061 vacation avenue 213, Kissimmee 34747 Off market since Sep 2026 $275,000 · 1 bd · 1 ba · 501 sqft