Homes under $500K in Kissimmee, FL
1,580 for sale · 5,069 homes listed · Updated September 27, 2026 · Page 36 of 102
- 1900 acacia drive, Kissimmee 34758 Pending $439,000 · 4 bd · 3 ba · 2,566 sqft
- 950 centaury drive, Kissimmee 34759 Pending $299,900 · 5 bd · 3 ba · 2,172 sqft
- 5435 crown point road, Kissimmee 34758 Pending $320,859 · 3 bd · 3 ba · 1,850 sqft
- 5478 isla saona, Kissimmee 34758 Pending $374,244 · 4 bd · 3 ba · 2,308 sqft
- 7733 stone creek trail, Kissimmee 34747 Pending $295,000 · 3 bd · 3 ba · 1,793 sqft
- 4294 st thomas way, Kissimmee 34758 Pending $224,990 · 2 bd · 2 ba · 1,562 sqft
- 5446 crown point road, Kissimmee 34758 Pending $322,009 · 3 bd · 2 ba · 1,603 sqft
- 5485 isla saona drive, Kissimmee 34758 Pending $382,434 · 6 bd · 5 ba · 3,001 sqft
- 3100 parkway boulevard 422, Kissimmee 34747 Pending $138,900 · 1 bd · 1 ba · 524 sqft
- 62 cordona drive, Kissimmee 34758 Pending $296,000 · 3 bd · 2 ba · 1,696 sqft
- 5788 portico place, Kissimmee 34758 Pending $388,864 · 4 bd · 3 ba · 2,197 sqft
- 2589 hunley loop, Kissimmee 34743 Pending $399,000 · 4 bd · 2 ba · 2,148 sqft
- 2819 maguire drive, Kissimmee 34741 Pending $389,950 · 4 bd · 2 ba · 2,063 sqft
- 5641 gingham drive, Kissimmee 34758 Pending $400,000 · 4 bd · 4 ba · 2,138 sqft
- 2036 royal bay boulevard 59, Kissimmee 34746 Pending $208,000 · 3 bd · 2 ba · 1,350 sqft
- 2033 walnut creek drive, Kissimmee 34744 Pending $389,990 · 3 bd · 2 ba · 1,614 sqft
- 1826 howard mesa drive, Kissimmee 34744 Pending $419,990 · 4 bd · 2 ba · 1,665 sqft
- 1838 howard mesa drive, Kissimmee 34744 Pending $454,990 · 5 bd · 3 ba · 2,447 sqft
- 1842 howard mesa drive, Kissimmee 34744 Pending $395,000 · 3 bd · 2 ba · 1,504 sqft
- 1846 howard mesa drive, Kissimmee 34744 Pending $459,990 · 5 bd · 3 ba · 2,447 sqft
- 1852 howard mesa drive, Kissimmee 34744 Pending $460,990 · 5 bd · 3 ba · 2,447 sqft
- 2058 walnut creek drive, Kissimmee 34744 Pending $394,990 · 3 bd · 2 ba · 1,614 sqft
- 720 tahiti drive, Kissimmee 34758 Pending $300,000 · 4 bd · 2 ba · 1,851 sqft
- 2474 sweetwater club circle 101, Kissimmee 34746 Pending $230,000 · 3 bd · 2 ba · 1,220 sqft
- 2785 almaton loop 202, Kissimmee 34747 Pending $220,000 · 2 bd · 2 ba · 1,081 sqft
- 100 mediterranean court, Kissimmee 34758 Pending $344,990 · 4 bd · 2 ba · 1,828 sqft
- 2651 rambling oaks way, Kissimmee 34746 Pending $382,900 · 4 bd · 2 ba · 2,233 sqft
- 1945 myakka court, Kissimmee 34759 Pending $325,000 · 4 bd · 3 ba · 2,797 sqft
- 4958 windermere avenue, Kissimmee 34746 Pending $450,000 · 4 bd · 3 ba · 1,914 sqft
- 145 thornbury drive, Kissimmee 34744 Pending $375,900 · 4 bd · 2 ba · 1,766 sqft
- 2413 dubai street, Kissimmee 34747 Pending $439,000 · 5 bd · 5 ba · 2,263 sqft
- 2802 drifting lilly loop, Kissimmee 34747 Pending $424,900 · 3 bd · 2 ba · 1,782 sqft
- 714 dromedary drive, Kissimmee 34759 Pending $260,000 · 4 bd · 2 ba · 1,427 sqft
- 292 beckenham drive, Kissimmee 34758 Pending $370,000 · 4 bd · 3 ba · 2,571 sqft
- 1969 turtle dove lane east, Kissimmee 34746 Pending $419,900 · 4 bd · 2 ba · 1,843 sqft
- 2910 lotus court, Kissimmee 34747 Pending $449,900 · 3 bd · 2 ba · 1,782 sqft
- 2122 southbury drive, Kissimmee 34744 Pending $365,490 · 4 bd · 3 ba · 1,770 sqft
- 47 west las palmas way, Kissimmee 34743 Pending $169,900 · 2 bd · 2 ba · 875 sqft
- 104 club villas lane north a, Kissimmee 34744 Pending $299,000 · 2 bd · 2 ba · 1,417 sqft
- 2724 pleasant cypress circle, Kissimmee 34741 Pending $325,000 · 3 bd · 3 ba · 1,747 sqft
- 1654 loxely trail, Kissimmee 34746 Pending $355,990 · 3 bd · 2 ba · 1,555 sqft
- 2605 eagle cliff drive, Kissimmee 34746 Pending $310,000 · 4 bd · 2 ba · 1,952 sqft
- 4302 st thomas way, Kissimmee 34758 Pending $226,240 · 2 bd · 2 ba · 1,562 sqft
- 4300 st thomas way, Kissimmee 34758 Pending $221,490 · 2 bd · 2 ba · 1,562 sqft
- 5352 diplomat court 108, Kissimmee 34746 Pending $325,000 · 4 bd · 3 ba · 1,694 sqft
- 503 anise court, Kissimmee 34759 Pending $239,900 · 3 bd · 2 ba · 1,334 sqft
- 117 dorchester court, Kissimmee 34758 Pending $275,000 · 3 bd · 2 ba · 1,705 sqft
- 4737 chelsea court, Kissimmee 34744 Pending $480,000 · 4 bd · 2 ba · 2,198 sqft
- 986 pinewood street, Kissimmee 34744 Pending $343,990 · 3 bd · 3 ba · 1,484 sqft
- 984 pinewood street, Kissimmee 34744 Pending $339,990 · 3 bd · 3 ba · 1,484 sqft