Homes under $500K in Kissimmee, FL
1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 59 of 103
- 151 hideaway beach lane, Kissimmee 34746 Off market since Sep 2026 $425,000 · 5 bd · 3 ba · 1,940 sqft
- 1817 michigan avenue d, Kissimmee 34744 Off market since Sep 2026 $159,900 · 2 bd · 2 ba · 1,118 sqft
- 1521 carey palm circle, Kissimmee 34747 Off market since Sep 2026 $479,900 · 5 bd · 5 ba · 2,294 sqft
- 116 ocean bluff drive, Kissimmee 34759 Off market since Sep 2026 $189,999 · 3 bd · 2 ba · 1,249 sqft
- 3222 cupid place, Kissimmee 34747 Off market since Sep 2026 $319,500 · 4 bd · 3 ba · 1,694 sqft
- 3151 sunset walk drive 1214, Kissimmee 34747 Off market since Sep 2026 $359,000 · 2 bd · 2 ba · 1,163 sqft
- 2390 jernigan loop, Kissimmee 34746 Off market since Jul 2026 $415,000 · 3 bd · 2 ba · 2,006 sqft
- 8581 bay lilly loop, Kissimmee 34747 Off market since Sep 2026 $315,000 · 3 bd · 3 ba · 1,295 sqft
- 620 heraldo court, Kissimmee 34758 Off market since Sep 2026 $329,900 · 3 bd · 2 ba · 1,372 sqft
- 2630 corvette lane, Kissimmee 34746 Off market since Sep 2026 $285,000 · 2 bd · 3 ba · 1,350 sqft
- 1880 spring shower circle, Kissimmee 34744 Off market since Aug 2026 $349,990 · 2 bd · 2 ba · 1,559 sqft
- 721 mabbette street, Kissimmee 34741 Off market since Sep 2026 $358,990 · 3 bd · 2 ba · 1,027 sqft
- 4705 sparkling shell avenue, Kissimmee 34746 Off market since Sep 2026 $314,900 · 3 bd · 3 ba · 1,699 sqft
- 937 gila place, Kissimmee 34759 Off market since Sep 2026 $335,000 · 3 bd · 2 ba · 1,862 sqft
- 1989 spring shower circle, Kissimmee 34744 Off market since Jul 2026 $400,000 · 3 bd · 2 ba · 2,087 sqft
- 2206 antigua place 1015, Kissimmee 34741 Off market since Jul 2026 $205,000 · 2 bd · 2 ba · 1,026 sqft
- 1979 cacutta way, Kissimmee 34744 Off market since Sep 2026 $409,900 · 3 bd · 2 ba · 1,672 sqft
- 2615 cecile street, Kissimmee 34741 Off market since Aug 2026 $340,000 · 3 bd · 2 ba · 1,532 sqft
- 2018 cypress bay boulevard, Kissimmee 34743 Off market since Sep 2026 $300,000 · 3 bd · 3 ba · 1,824 sqft
- 1340 sawdust trail, Kissimmee 34744 Off market since Sep 2026 $229,900 · 2 bd · 2 ba · 924 sqft
- 1218 bermuda lakes lane 201, Kissimmee 34741 Off market since Aug 2026 $137,900 · 1 bd · 1 ba · 733 sqft
- 2411 condado court, Kissimmee 34743 Off market since Sep 2026 $319,500 · 3 bd · 2 ba · 1,392 sqft
- 105 dorchester court, Kissimmee 34758 Off market since Sep 2026 $354,000 · 4 bd · 2 ba · 1,890 sqft
- 2050 royal bay boulevard 7, Kissimmee 34746 Off market since Jul 2026 $229,900 · 3 bd · 2 ba · 1,350 sqft
- 2733 cranmoor drive, Kissimmee 34758 Off market since Sep 2026 $149,999 · 2 bd · 2 ba · 1,056 sqft
- 1730 neptune road, Kissimmee 34744 Off market since Jul 2026 $480,000 · 4 bd · 3 ba · 2,178 sqft
- 13 west marbrisa way, Kissimmee 34743 Off market since Jul 2026 $220,000 · 2 bd · 1 ba · 750 sqft
- 3151 sunset walk drive 411, Kissimmee 34747 Off market since Sep 2026 $299,000 · 1 bd · 1 ba · 501 sqft
- 8535 bay lilly loop, Kissimmee 34747 Off market since Sep 2026 $380,000 · 4 bd · 3 ba · 1,636 sqft
- 3226 brewster drive, Kissimmee 34743 Off market since Jul 2026 $475,000 · 3 bd · 3 ba · 1,839 sqft
- 8720 rockingham terrace b, Kissimmee 34747 Off market since Jul 2026 $199,000 · 3 bd · 2 ba · 1,357 sqft
- 1086 park ridge circle, Kissimmee 34746 Off market since Sep 2026 $235,000 · 3 bd · 3 ba · 1,291 sqft
- 8936 sydney avenue, Kissimmee 34747 Off market since Sep 2026 $445,000 · 5 bd · 5 ba · 2,263 sqft
- 2683 corvette lane, Kissimmee 34746 Off market since Aug 2026 $310,000 · 2 bd · 3 ba · 1,350 sqft
- 8957 sugar palm road, Kissimmee 34747 Off market since Sep 2026 $344,000 · 4 bd · 3 ba · 1,902 sqft
- 2717 eagle cliff drive, Kissimmee 34746 Off market since Sep 2026 $499,000 · 4 bd · 4 ba · 3,052 sqft
- 40 east country cove way, Kissimmee 34743 Off market since Sep 2026 $210,000 · 2 bd · 2 ba · 960 sqft
- 2731 north poinciana boulevard 105, Kissimmee 34746 Off market since Sep 2026 $194,900 · 3 bd · 2 ba · 1,287 sqft
- 528 colville court, Kissimmee 34759 Off market since Sep 2026 $310,000 · 4 bd · 3 ba · 2,319 sqft
- 8185 surf street, Kissimmee 34747 Off market since Sep 2026 $379,000 · 3 bd · 3 ba · 1,545 sqft
- 8932 shine drive, Kissimmee 34747 Off market since Sep 2026 $275,000 · 3 bd · 2 ba · 1,300 sqft
- 3 cecilia way, Kissimmee 34758 Off market since Sep 2026 $269,900 · 3 bd · 2 ba · 1,606 sqft
- 3164 tamarind circle, Kissimmee 34747 Off market since Sep 2026 $265,000 · 2 bd · 2 ba · 1,012 sqft
- 1039 tourmaline drive, Kissimmee 34746 Off market since Sep 2026 $430,000 · 4 bd · 3 ba · 2,626 sqft
- 1538 bitteroot street, Kissimmee 34744 Off market since Sep 2026 $455,000 · 4 bd · 2 ba · 1,846 sqft
- 308 beacon avenue, Kissimmee 34759 Off market since Sep 2026 $310,000 · 2 bd · 2 ba · 2,038 sqft
- 4424 silver creek street, Kissimmee 34744 Off market since Jul 2026 $470,000 · 5 bd · 3 ba · 2,370 sqft
- 3856 gulf shore circle, Kissimmee 34746 Off market since Sep 2026 $349,990 · 3 bd · 3 ba · 1,895 sqft
- 305 rock springs drive, Kissimmee 34759 Off market since Sep 2026 $474,900 · 3 bd · 3 ba · 2,454 sqft
- 326 colonade court, Kissimmee 34758 Off market since Sep 2026 $245,000 · 2 bd · 2 ba · 1,234 sqft