Homes under $500K in Kissimmee, FL

1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 83 of 103

• 394 monterey street, Kissimmee 34759 Off market since Sep 2026 $475,000 · 2 bd · 3 ba · 1,850 sqft
• 2610 lodi circle 103, Kissimmee 34746 Off market since Sep 2026 $227,500 · 3 bd · 2 ba · 1,296 sqft
• 170 club villas lane, Kissimmee 34744 Off market since Sep 2026 $275,000 · 2 bd · 2 ba · 1,417 sqft
• 8875 geneve court, Kissimmee 34747 Off market since Sep 2026 $420,000 · 5 bd · 5 ba · 2,263 sqft
• 1147 doncaster court, Kissimmee 34758 Off market since Sep 2026 $300,000 · 4 bd · 2 ba · 1,758 sqft
• 1810 north brack street, Kissimmee 34744 Off market since Sep 2026 $217,500 · 2 bd · 1 ba · 816 sqft
• 4384 paradise cove court, Kissimmee 34746 Off market since Sep 2026 $265,000 · 3 bd · 3 ba · 1,581 sqft
• 1016 spring meadow drive 12, Kissimmee 34741 Off market since Sep 2026 $169,900 · 2 bd · 2 ba · 1,012 sqft
• 1101 saint tropez court, Kissimmee 34759 Off market since Sep 2026 $299,000 · 4 bd · 2 ba · 1,960 sqft
• 27 magnolia blossom lane, Kissimmee 34759 Off market since Sep 2026 $269,000 · 4 bd · 2 ba · 1,819 sqft
• 5255 cane island loop 204, Kissimmee 34746 Off market since Sep 2026 $229,000 · 3 bd · 2 ba · 1,402 sqft
• 8845 candy palm road, Kissimmee 34747 Off market since Sep 2026 $329,000 · 4 bd · 3 ba · 1,902 sqft
• 3060 pirates retreat court 102, Kissimmee 34747 Off market since Sep 2026 $250,000 · 2 bd · 2 ba · 1,445 sqft
• 1913 estancia circle 1913, Kissimmee 34741 Off market since Sep 2026 $209,900 · 2 bd · 2 ba · 1,259 sqft
• 1496 brentwood drive, Kissimmee 34746 Off market since Sep 2026 $445,000 · 3 bd · 2 ba · 1,580 sqft
• 4741 clock tower drive 203, Kissimmee 34746 Off market since Sep 2026 $339,900 · 2 bd · 2 ba · 1,196 sqft
• 2478 addison creek drive, Kissimmee 34758 Off market since Aug 2026 $440,000 · 4 bd · 3 ba · 2,814 sqft
• 2382 silver palm drive east, Kissimmee 34747 Off market since Sep 2026 $325,000 · 3 bd · 3 ba · 1,440 sqft
• 7829 marlow place, Kissimmee 34747 Off market since Sep 2026 $475,900 · 3 bd · 2 ba · 1,553 sqft
• 1009 whalebone bay drive, Kissimmee 34741 Off market since Sep 2026 $315,000 · 2 bd · 2 ba · 1,159 sqft
• 1789 coriander drive, Kissimmee 34759 Off market since Sep 2026 $179,900 · 2 bd · 2 ba · 1,056 sqft
• 4576 sparkling shell avenue, Kissimmee 34746 Off market since Sep 2026 $339,000 · 3 bd · 3 ba · 1,699 sqft
• 4902 pall mall street east, Kissimmee 34758 Off market since Sep 2026 $408,000 · 4 bd · 3 ba · 2,139 sqft
• 141 flatfish court, Kissimmee 34759 Off market since Sep 2026 $285,000 · 4 bd · 2 ba · 1,942 sqft
• 4502 philadelphia circle, Kissimmee 34746 Off market since Sep 2026 $359,900 · 4 bd · 2 ba · 1,950 sqft
• 2436 hassonite street, Kissimmee 34744 Off market since Sep 2026 $268,000 · 2 bd · 3 ba · 1,386 sqft
• 1913 blissful drive, Kissimmee 34744 Off market since Aug 2026 $469,900 · 5 bd · 3 ba · 2,113 sqft
• 5106 killarney way, Kissimmee 34746 Off market since Jul 2026 $335,000 · 4 bd · 4 ba · 1,637 sqft
• 146 club villas lane, Kissimmee 34744 Off market since Sep 2026 $299,900 · 2 bd · 2 ba · 1,397 sqft
• 214 majors lane c, Kissimmee 34743 Off market since Sep 2026 $224,000 · 2 bd · 3 ba · 1,217 sqft
• 305 bowfin drive, Kissimmee 34759 Off market since Sep 2026 $285,000 · 3 bd · 2 ba · 1,552 sqft
• 1933 estancia circle 1933, Kissimmee 34741 Off market since Sep 2026 $255,000 · 3 bd · 3 ba · 1,716 sqft
• 334 dagama court, Kissimmee 34758 Off market since Sep 2026 $399,000 · 4 bd · 3 ba · 1,794 sqft
• 3169 pantanal lane, Kissimmee 34747 Off market since Sep 2026 $393,500 · 3 bd · 4 ba · 2,181 sqft
• 1173 lakeshore breeze place, Kissimmee 34747 Off market since Jul 2026 $390,000 · 4 bd · 3 ba · 2,206 sqft
• 2209 antigua place 828, Kissimmee 34741 Off market since Sep 2026 $168,000 · 2 bd · 2 ba · 1,026 sqft
• 3111 paradox circle 108, Kissimmee 34746 Off market since Sep 2026 $335,000 · 3 bd · 2 ba · 1,329 sqft
• 2406 kam court, Kissimmee 34744 Off market since Sep 2026 $298,000 · 3 bd · 2 ba · 1,148 sqft
• 3071 key lime loop, Kissimmee 34747 Off market since Aug 2026 $399,000 · 2 bd · 3 ba · 1,217 sqft
• 3905 bowfin trail, Kissimmee 34746 Off market since Sep 2026 $419,000 · 3 bd · 3 ba · 2,533 sqft
• 2408 shelby circle, Kissimmee 34743 Off market since Sep 2026 $370,000 · 3 bd · 2 ba · 1,274 sqft
• 3032 parkway boulevard 101, Kissimmee 34747 Off market since Sep 2026 $170,000 · 2 bd · 2 ba · 937 sqft
• 4316 silver creek street, Kissimmee 34744 Off market since Jul 2026 $479,000 · 4 bd · 2 ba · 2,022 sqft
• 868 aspenwood circle, Kissimmee 34743 Off market since Sep 2026 $299,900 · 3 bd · 2 ba · 1,090 sqft
• 2312 brook marsh loop, Kissimmee 34747 Off market since Sep 2026 $359,900 · 3 bd · 3 ba · 1,780 sqft
• 2724 coupe street, Kissimmee 34746 Off market since Sep 2026 $295,000 · 4 bd · 3 ba · 1,440 sqft
• 1939 manatee drive, Kissimmee 34759 Off market since Sep 2026 $235,900 · 3 bd · 2 ba · 2,500 sqft
• 2930 white cedar circle, Kissimmee 34741 Off market since Sep 2026 $420,000 · 3 bd · 2 ba · 1,782 sqft
• 1833 spring shower circle, Kissimmee 34744 Off market since Sep 2026 $338,000 · 3 bd · 2 ba · 1,559 sqft
• 2852 tanzanite terrace, Kissimmee 34758 Off market since Sep 2026 $250,000 · 4 bd · 2 ba · 1,838 sqft