Homes under $500K in Kissimmee, FL
1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 60 of 103
- 1779 red canyon drive, Kissimmee 34744 Off market since Sep 2026 $329,990 · 3 bd · 3 ba · 1,624 sqft
- 1568 east oak leaf lane, Kissimmee 34744 Sold on Jun 5, 2026 $464,000 · 4 bd · 2 ba · 1,845 sqft
- 4012 santa maria drive 102, Kissimmee 34741 Off market since Sep 2026 $220,000 · 4 bd · 3 ba · 1,470 sqft
- 947 salerno court, Kissimmee 34758 Off market since Sep 2026 $342,990 · 4 bd · 2 ba · 1,876 sqft
- 2780 avian loop, Kissimmee 34741 Off market since Sep 2026 $439,900 · 4 bd · 3 ba · 2,176 sqft
- 2936 boating boulevard, Kissimmee 34746 Off market since Sep 2026 $450,000 · 5 bd · 3 ba · 3,002 sqft
- 49 west marbrisa way, Kissimmee 34743 Off market since Sep 2026 $262,000 · 3 bd · 2 ba · 1,073 sqft
- 213 big black drive, Kissimmee 34759 Off market since Sep 2026 $249,990 · 3 bd · 2 ba · 1,640 sqft
- 5146 royal point avenue, Kissimmee 34746 Off market since Jul 2026 $435,000 · 4 bd · 3 ba · 1,580 sqft
- 4756 ormond beach way, Kissimmee 34746 Off market since Sep 2026 $344,900 · 4 bd · 3 ba · 1,636 sqft
- 1903 brown street, Kissimmee 34741 Off market since Aug 2026 $375,000 · 4 bd · 2 ba · 1,892 sqft
- 5767 t bird lane, Kissimmee 34746 Off market since Jul 2026 $295,000 · 2 bd · 3 ba · 1,350 sqft
- 2725 north poinciana boulevard 147, Kissimmee 34746 Off market since Sep 2026 $200,000 · 3 bd · 2 ba · 1,287 sqft
- 2221 canyon breeze avenue, Kissimmee 34746 Off market since Sep 2026 $359,900 · 3 bd · 2 ba · 1,303 sqft
- 411 st johns lane, Kissimmee 34759 Off market since Sep 2026 $282,000 · 3 bd · 2 ba · 1,500 sqft
- 1808 foxhall circle 1808, Kissimmee 34741 Off market since Jul 2026 $229,900 · 2 bd · 2 ba · 1,074 sqft
- 8986 shine drive, Kissimmee 34747 Off market since Sep 2026 $315,000 · 3 bd · 2 ba · 1,300 sqft
- 4089 navigator way, Kissimmee 34746 Off market since Jul 2026 $399,900 · 4 bd · 3 ba · 2,123 sqft
- 1818 irlo drive, Kissimmee 34741 Off market since Sep 2026 $385,000 · 3 bd · 2 ba · 1,533 sqft
- 2355 andrews valley drive, Kissimmee 34758 Off market since Jul 2026 $420,000 · 5 bd · 3 ba · 2,844 sqft
- 7721 somersworth drive, Kissimmee 34747 Off market since Jul 2026 $430,000 · 3 bd · 2 ba · 1,553 sqft
- 3151 sunset walk drive 502, Kissimmee 34747 Off market since Aug 2026 $434,999 · 1 bd · 1 ba · 829 sqft
- 2963 banana palm drive, Kissimmee 34747 Off market since Sep 2026 $385,000 · 5 bd · 4 ba · 2,024 sqft
- 216 ellsworth drive, Kissimmee 34758 Off market since Sep 2026 $187,000 · 2 bd · 2 ba · 970 sqft
- 2329 water view loop, Kissimmee 34743 Off market since Sep 2026 $288,900 · 3 bd · 3 ba · 1,460 sqft
- 1 redwood court, Kissimmee 34759 Off market since Aug 2026 $274,999 · 4 bd · 2 ba · 1,414 sqft
- 4902 coral castle drive, Kissimmee 34746 Off market since Aug 2026 $299,950 · 3 bd · 3 ba · 1,762 sqft
- 172 acadia drive, Kissimmee 34759 Off market since Sep 2026 $254,900 · 2 bd · 2 ba · 1,392 sqft
- 884 grand canal drive, Kissimmee 34759 Off market since Sep 2026 $264,000 · 2 bd · 2 ba · 1,507 sqft
- 1810 superior court, Kissimmee 34759 Off market since Sep 2026 $301,900 · 3 bd · 2 ba · 1,540 sqft
- 8572 bay lilly loop, Kissimmee 34747 Off market since Sep 2026 $398,500 · 4 bd · 3 ba · 1,650 sqft
- 4560 east yellowgold road apt 105, Kissimmee 34746 Off market since Sep 2026 $220,000 · 3 bd · 2 ba · 1,296 sqft
- 2967 penelope loop, Kissimmee 34746 Off market since Sep 2026 $499,990 · 4 bd · 3 ba · 1,914 sqft
- 786 cielo trail, Kissimmee 34759 Off market since Jul 2026 $375,000 · 2 bd · 2 ba · 2,170 sqft
- 8519 bay lilly loop, Kissimmee 34747 Off market since Sep 2026 $299,000 · 3 bd · 3 ba · 1,295 sqft
- 5367 west irlo bronson memorial highway 2-214, Kissimmee 34746 Off market since Jul 2026 $57,000 · 1 bd · 1 ba · 198 sqft
- 3589 rock creek lane, Kissimmee 34744 Off market since Sep 2026 $354,000 · 3 bd · 2 ba · 1,554 sqft
- 3860 rose mallow drive, Kissimmee 34746 Off market since Sep 2026 $464,900 · 5 bd · 4 ba · 3,436 sqft
- 1209 south beach circle, Kissimmee 34746 Off market since Sep 2026 $279,000 · 3 bd · 3 ba · 1,468 sqft
- 5126 adelaide drive, Kissimmee 34746 Off market since Aug 2026 $400,000 · 4 bd · 4 ba · 1,782 sqft
- 7637 sand pierre court, Kissimmee 34747 Off market since Sep 2026 $394,500 · 2 bd · 2 ba · 1,557 sqft
- 2804 polson drive, Kissimmee 34758 Off market since Sep 2026 $479,900 · 3 bd · 3 ba · 2,560 sqft
- 4781 marcos circle, Kissimmee 34758 Off market since Sep 2026 $415,000 · 4 bd · 3 ba · 1,900 sqft
- 8923 cuban palm road, Kissimmee 34747 Off market since Sep 2026 $469,980 · 5 bd · 5 ba · 3,015 sqft
- 1947 estancia circle 8c, Kissimmee 34741 Off market since Sep 2026 $268,000 · 3 bd · 3 ba · 1,705 sqft
- 310 east magnolia street, Kissimmee 34744 Off market since Aug 2026 $250,000 · 4 bd · 3 ba · 1,312 sqft
- 4436 azure isle way, Kissimmee 34744 Off market since Sep 2026 $499,000 · 4 bd · 3 ba · 2,251 sqft
- 632 portofino drive, Kissimmee 34759 Off market since Sep 2026 $264,999 · 2 bd · 2 ba · 1,456 sqft
- 5109 killarney way, Kissimmee 34746 Off market since Sep 2026 $363,000 · 4 bd · 4 ba · 1,637 sqft
- 1715 happiness row, Kissimmee 34744 Off market since Aug 2026 $399,000 · 4 bd · 3 ba · 2,044 sqft