Homes under $500K in Kissimmee, FL
1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 90 of 103
- 4382 sunny creek place, Kissimmee 34746 Off market since Aug 2026 $485,000 · 6 bd · 3 ba · 2,586 sqft
- 1512 oak hill trail, Kissimmee 34747 Off market since Sep 2026 $349,900 · 3 bd · 2 ba · 1,262 sqft
- 1952 rock maple bend, Kissimmee 34746 Off market since Sep 2026 $485,000 · 4 bd · 3 ba · 2,334 sqft
- 2494 skyline loop, Kissimmee 34759 Off market since Sep 2026 $270,000 · 3 bd · 3 ba · 1,834 sqft
- 1718 golfview drive, Kissimmee 34746 Off market since Sep 2026 $395,000 · 3 bd · 2 ba · 1,538 sqft
- 305 cornwallis court, Kissimmee 34758 Off market since Sep 2026 $319,000 · 4 bd · 2 ba · 1,712 sqft
- 4442 maple chase trail, Kissimmee 34758 Off market since Sep 2026 $299,000 · 3 bd · 2 ba · 1,876 sqft
- 3357 tranquil trail, Kissimmee 34747 Off market since Sep 2026 $350,000 · 3 bd · 3 ba · 1,360 sqft
- 8061 lost shaker lane, Kissimmee 34747 Off market since Sep 2026 $469,900 · 4 bd · 3 ba · 1,410 sqft
- 525 viceroy court, Kissimmee 34758 Off market since Sep 2026 $385,000 · 4 bd · 3 ba · 2,571 sqft
- 2281 pocky way, Kissimmee 34746 Off market since Sep 2026 $440,000 · 4 bd · 3 ba · 2,115 sqft
- 2109 carbine court, Kissimmee 34743 Off market since Sep 2026 $389,997 · 3 bd · 2 ba · 1,720 sqft
- 2104 mallard creek circle, Kissimmee 34743 Off market since Sep 2026 $420,000 · 4 bd · 2 ba · 1,952 sqft
- 104 morelia lane, Kissimmee 34743 Off market since Sep 2026 $329,000 · 3 bd · 2 ba · 1,390 sqft
- 4664 caverns drive, Kissimmee 34758 Off market since Sep 2026 $423,000 · 4 bd · 3 ba · 3,439 sqft
- 26 las palmas way 1, Kissimmee 34743 Off market since Sep 2026 $224,999 · 2 bd · 2 ba · 960 sqft
- 8957 cat palm road, Kissimmee 34747 Off market since Sep 2026 $350,000 · 4 bd · 3 ba · 1,902 sqft
- 2723 north poinciana boulevard 153, Kissimmee 34746 Off market since Sep 2026 $215,000 · 3 bd · 2 ba · 1,287 sqft
- 1621 park side avenue, Kissimmee 34744 Off market since Sep 2026 $490,000 · 4 bd · 3 ba · 2,142 sqft
- 209 westmoreland circle, Kissimmee 34744 Off market since Sep 2026 $385,000 · 3 bd · 2 ba · 1,581 sqft
- 7628 recife drive, Kissimmee 34747 Off market since Sep 2026 $459,900 · 4 bd · 5 ba · 2,396 sqft
- 1735 park side avenue, Kissimmee 34744 Off market since Sep 2026 $399,000 · 4 bd · 2 ba · 1,846 sqft
- 2259 waukegan drive, Kissimmee 34758 Off market since Sep 2026 $399,000 · 4 bd · 3 ba · 2,814 sqft
- 1414 anchor bend way, Kissimmee 34746 Off market since Sep 2026 $274,995 · 3 bd · 3 ba · 1,365 sqft
- 2448 summerfield way, Kissimmee 34741 Off market since Sep 2026 $265,000 · 2 bd · 3 ba · 1,265 sqft
- 1025 derbyshire drive, Kissimmee 34758 Off market since Sep 2026 $324,990 · 3 bd · 2 ba · 1,834 sqft
- 1017 lake berkley drive, Kissimmee 34746 Off market since Sep 2026 $429,000 · 4 bd · 3 ba · 1,900 sqft
- 331 ashburton way, Kissimmee 34758 Off market since Sep 2026 $425,000 · 4 bd · 3 ba · 2,679 sqft
- 2207 antigua place 715, Kissimmee 34741 Off market since Sep 2026 $215,000 · 2 bd · 2 ba · 1,026 sqft
- 3133 riachuelo lane, Kissimmee 34744 Off market since Sep 2026 $499,900 · 4 bd · 3 ba · 2,351 sqft
- 49 pine island circle, Kissimmee 34743 Off market since Sep 2026 $250,000 · 3 bd · 2 ba · 1,070 sqft
- 4536 ochos rios place, Kissimmee 34758 Off market since Sep 2026 $274,900 · 3 bd · 2 ba · 1,553 sqft
- 1205 bermuda lakes lane 303, Kissimmee 34741 Off market since Sep 2026 $187,000 · 2 bd · 2 ba · 1,103 sqft
- 3036 parkway boulevard 205, Kissimmee 34747 Off market since Sep 2026 $210,000 · 2 bd · 2 ba · 937 sqft
- 8027 acadia estates court, Kissimmee 34747 Off market since Sep 2026 $449,999 · 5 bd · 5 ba · 2,709 sqft
- 9009 pinales way, Kissimmee 34747 Off market since Aug 2026 $362,900 · 3 bd · 2 ba · 1,672 sqft
- 4879 clock tower drive, Kissimmee 34746 Off market since Sep 2026 $499,000 · 4 bd · 3 ba · 1,914 sqft
- 4521 casablanca avenue, Kissimmee 34746 Off market since Sep 2026 $459,900 · 4 bd · 2 ba · 2,168 sqft
- 1085 indian ridge trail east, Kissimmee 34747 Sold on Sep 25, 2026 $379,999 · 3 bd · 2 ba · 1,535 sqft
- 1055 park ridge circle, Kissimmee 34746 Off market since Sep 2026 $220,000 · 3 bd · 3 ba · 1,291 sqft
- 3175 tocoa circle, Kissimmee 34746 Off market since Sep 2026 $399,900 · 4 bd · 4 ba · 1,782 sqft
- 1854 katz crossing drive, Kissimmee 34744 Off market since Sep 2026 $329,900 · 3 bd · 3 ba · 1,870 sqft
- 1631 bitteroot street, Kissimmee 34744 Off market since Sep 2026 $327,000 · 3 bd · 3 ba · 1,814 sqft
- 4563 philadelphia circle, Kissimmee 34746 Off market since Sep 2026 $450,000 · 3 bd · 3 ba · 2,264 sqft
- 3200 cupid place, Kissimmee 34747 Off market since Sep 2026 $330,000 · 4 bd · 3 ba · 1,694 sqft
- 7593 gathering drive 307, Kissimmee 34747 Off market since Sep 2026 $330,000 · 2 bd · 2 ba · 1,430 sqft
- 1090 boardwalk place, Kissimmee 34747 Off market since Sep 2026 $400,000 · 3 bd · 3 ba · 2,206 sqft
- 1667 key bay trail, Kissimmee 34747 Off market since Sep 2026 $339,500 · 2 bd · 2 ba · 1,437 sqft
- 7593 gathering drive 706, Kissimmee 34747 Off market since Sep 2026 $330,000 · 2 bd · 2 ba · 1,430 sqft
- 2896 tanzanite terrace, Kissimmee 34758 Off market since Aug 2026 $275,000 · 3 bd · 2 ba · 1,831 sqft