Homes under $500K in Kissimmee, FL

1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 71 of 103

• 2451 varenna loop, Kissimmee 34741 Off market since Sep 2026 $295,000 · 3 bd · 3 ba · 1,603 sqft
• 4729 coral castle drive, Kissimmee 34746 Off market since Sep 2026 $295,900 · 3 bd · 3 ba · 1,762 sqft
• 3019 bonfire beach drive 205, Kissimmee 34746 Off market since Sep 2026 $155,000 · 1 bd · 1 ba · 677 sqft
• 8710 rain forest place b, Kissimmee 34747 Off market since Sep 2026 $289,000 · 4 bd · 3 ba · 1,616 sqft
• 1604 vintage street, Kissimmee 34746 Off market since Sep 2026 $319,900 · 3 bd · 2 ba · 1,216 sqft
• 237 strathmore circle, Kissimmee 34744 Off market since Sep 2026 $399,500 · 4 bd · 2 ba · 2,278 sqft
• 42 pine island circle, Kissimmee 34743 Off market since Sep 2026 $245,900 · 3 bd · 2 ba · 1,214 sqft
• 8515 palm harbor drive, Kissimmee 34747 Off market since Sep 2026 $454,000 · 5 bd · 4 ba · 2,317 sqft
• 2201 san vittorino circle 106, Kissimmee 34741 Off market since Sep 2026 $210,000 · 3 bd · 2 ba · 1,296 sqft
• 437 hunter circle, Kissimmee 34758 Off market since Sep 2026 $150,000 · 2 bd · 2 ba · 1,038 sqft
• 5203 jasmine trace lane, Kissimmee 34758 Off market since Sep 2026 $348,950 · 3 bd · 2 ba · 1,876 sqft
• 3121 paradox circle 301, Kissimmee 34746 Off market since Sep 2026 $375,000 · 3 bd · 2 ba · 1,329 sqft
• 1743 good neighbor loop, Kissimmee 34744 Off market since Sep 2026 $449,000 · 4 bd · 3 ba · 2,133 sqft
• 3827 bay club circle 103, Kissimmee 34741 Off market since Sep 2026 $164,900 · 2 bd · 2 ba · 910 sqft
• 3050 pirates retreat court 207, Kissimmee 34747 Off market since Sep 2026 $211,000 · 2 bd · 2 ba · 1,445 sqft
• 3002 bonfire beach drive 202, Kissimmee 34746 Off market since Sep 2026 $235,000 · 2 bd · 2 ba · 1,271 sqft
• 1157 seaside mist trail, Kissimmee 34747 Off market since Sep 2026 $327,400 · 3 bd · 3 ba · 1,585 sqft
• 8942 sydney avenue, Kissimmee 34747 Off market since Sep 2026 $445,000 · 5 bd · 5 ba · 2,263 sqft
• 3684 circle hook street, Kissimmee 34746 Off market since Sep 2026 $264,900 · 3 bd · 3 ba · 1,552 sqft
• 2813 almaton loop 301, Kissimmee 34747 Off market since Sep 2026 $340,000 · 3 bd · 2 ba · 1,246 sqft
• 9061 treasure trove lane 204, Kissimmee 34747 Off market since Sep 2026 $289,900 · 3 bd · 2 ba · 1,700 sqft
• 4355 hazel street, Kissimmee 34746 Off market since Sep 2026 $367,000 · 3 bd · 3 ba · 1,408 sqft
• 3301 whitestone circle 205, Kissimmee 34741 Off market since Sep 2026 $239,000 · 3 bd · 2 ba · 1,433 sqft
• 2545 renshaw street, Kissimmee 34747 Off market since Sep 2026 $419,000 · 3 bd · 3 ba · 1,440 sqft
• 2826 waterlily way, Kissimmee 34759 Off market since Aug 2026 $368,000 · 5 bd · 3 ba · 2,447 sqft
• 563 bay leaf drive, Kissimmee 34759 Off market since Sep 2026 $261,900 · 2 bd · 3 ba · 1,445 sqft
• 567 bay leaf drive, Kissimmee 34759 Off market since Sep 2026 $271,900 · 3 bd · 3 ba · 1,635 sqft
• 414 caribbean court, Kissimmee 34759 Off market since Sep 2026 $285,900 · 3 bd · 2 ba · 1,471 sqft
• 2800 woodsmere court, Kissimmee 34746 Off market since Sep 2026 $470,000 · 4 bd · 2 ba · 2,027 sqft
• 153 pompano beach dr drive, Kissimmee 34746 Off market since Sep 2026 $310,000 · 3 bd · 3 ba · 1,286 sqft
• 2511 bright jewel street, Kissimmee 34746 Off market since Sep 2026 $355,000 · 3 bd · 3 ba · 1,683 sqft
• 8929 legacy court 206, Kissimmee 34747 Off market since Aug 2026 $175,000 · 1 bd · 1 ba · 636 sqft
• 910 park terrace circle, Kissimmee 34746 Off market since Sep 2026 $240,000 · 3 bd · 3 ba · 1,300 sqft
• 2945 cello lane, Kissimmee 34741 Off market since Sep 2026 $349,900 · 3 bd · 3 ba · 1,690 sqft
• 4721 clock tower drive 304, Kissimmee 34746 Off market since Sep 2026 $269,990 · 2 bd · 2 ba · 1,126 sqft
• 65 zinnia lane east, Kissimmee 34759 Off market since Sep 2026 $270,000 · 3 bd · 2 ba · 1,630 sqft
• 3001 laurel run lane 204, Kissimmee 34741 Off market since Sep 2026 $239,000 · 3 bd · 2 ba · 1,433 sqft
• 8424 crystal cove loop, Kissimmee 34747 Off market since Sep 2026 $249,900 · 3 bd · 3 ba · 1,291 sqft
• 2216 grand cayman court 1435, Kissimmee 34741 Off market since Sep 2026 $179,900 · 2 bd · 2 ba · 1,026 sqft
• 5520 paradise cay circle, Kissimmee 34746 Off market since Sep 2026 $279,000 · 3 bd · 3 ba · 1,362 sqft
• 7456 excitement drive 101, Kissimmee 34747 Off market since Sep 2026 $468,400 · 3 bd · 2 ba · 1,328 sqft
• 2415 timothy lane, Kissimmee 34743 Off market since Sep 2026 $470,000 · 4 bd · 3 ba · 2,331 sqft
• 221 cobalt drive, Kissimmee 34758 Off market since Sep 2026 $249,900 · 4 bd · 2 ba · 1,536 sqft
• 7511 northern harrier way 102, Kissimmee 34747 Off market since Sep 2026 $410,000 · 3 bd · 2 ba · 1,125 sqft
• 4612 huron bay circle, Kissimmee 34759 Off market since Sep 2026 $449,999 · 4 bd · 2 ba · 2,435 sqft
• 427 lark court, Kissimmee 34759 Off market since Sep 2026 $245,000 · 4 bd · 2 ba · 1,893 sqft
• 2579 relaxing lane, Kissimmee 34744 Off market since Sep 2026 $379,900 · 3 bd · 3 ba · 1,755 sqft
• 718 pincon lane, Kissimmee 34759 Off market since Sep 2026 $251,875 · 3 bd · 2 ba · 1,208 sqft
• 2479 toscolona drive, Kissimmee 34741 Off market since Jul 2026 $324,900 · 3 bd · 3 ba · 1,603 sqft
• 3044 camino real drive south, Kissimmee 34744 Off market since Sep 2026 $469,900 · 5 bd · 3 ba · 2,264 sqft