Homes under $500K in Kissimmee, FL

1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 73 of 103

• 910 amy ridge court, Kissimmee 34747 Sold on Jun 30, 2026 $374,999 · 3 bd · 2 ba · 1,535 sqft
• 367 camellia court, Kissimmee 34759 Off market since Sep 2026 $339,999 · 4 bd · 3 ba · 1,892 sqft
• 2437 summerfield way, Kissimmee 34741 Off market since Sep 2026 $240,000 · 2 bd · 3 ba · 1,265 sqft
• 7428 stone creek trail, Kissimmee 34747 Off market since Sep 2026 $335,000 · 3 bd · 3 ba · 1,797 sqft
• 9202 lake marion golf resort a, Kissimmee 34759 Off market since Sep 2026 $176,990 · 3 bd · 2 ba · 1,218 sqft
• 2305 jessica lane, Kissimmee 34744 Off market since Sep 2026 $462,000 · 4 bd · 2 ba · 1,820 sqft
• 460 martigues drive, Kissimmee 34759 Off market since Jul 2026 $295,000 · 3 bd · 2 ba · 1,559 sqft
• 2320 margarita court 2320, Kissimmee 34741 Off market since Sep 2026 $195,000 · 2 bd · 2 ba · 991 sqft
• 107 east cypress street, Kissimmee 34744 Off market since Sep 2026 $154,000 · 2 bd · 1 ba · 576 sqft
• 1610 mohegan boulevard, Kissimmee 34744 Off market since Sep 2026 $339,900 · 3 bd · 3 ba · 2,167 sqft
• 2519 peace of mind avenue, Kissimmee 34744 Off market since Sep 2026 $495,000 · 4 bd · 3 ba · 2,539 sqft
• 2401 volunteer avenue, Kissimmee 34744 Off market since Sep 2026 $399,990 · 4 bd · 3 ba · 2,044 sqft
• 1692 tohoqua boulevard, Kissimmee 34744 Off market since Sep 2026 $349,990 · 3 bd · 3 ba · 1,780 sqft
• 705 waxwing court, Kissimmee 34759 Off market since Sep 2026 $410,000 · 4 bd · 2 ba · 2,676 sqft
• 2739 north poinciana boulevard 84, Kissimmee 34746 Off market since Aug 2026 $199,000 · 3 bd · 2 ba · 1,301 sqft
• 720 las fuentes drive, Kissimmee 34746 Off market since Sep 2026 $374,900 · 4 bd · 3 ba · 1,907 sqft
• 8815 dunes court 105, Kissimmee 34747 Off market since Aug 2026 $209,900 · 2 bd · 2 ba · 1,048 sqft
• 1691 key bay trail, Kissimmee 34747 Off market since Sep 2026 $355,000 · 2 bd · 2 ba · 1,557 sqft
• 4278 green gables place, Kissimmee 34746 Off market since Sep 2026 $345,000 · 3 bd · 2 ba · 1,560 sqft
• 3016 parkway boulevard 204, Kissimmee 34747 Off market since Sep 2026 $170,000 · 2 bd · 2 ba · 937 sqft
• 8718 rain forest place c, Kissimmee 34747 Off market since Sep 2026 $232,000 · 3 bd · 2 ba · 1,357 sqft
• 2916 on the rocks point, Kissimmee 34747 Off market since Sep 2026 $359,999 · 3 bd · 3 ba · 1,545 sqft
• 306 evandee court, Kissimmee 34758 Off market since Sep 2026 $260,000 · 4 bd · 2 ba · 1,716 sqft
• 513 berry james court, Kissimmee 34744 Off market since Sep 2026 $377,500 · 4 bd · 3 ba · 2,191 sqft
• 1987 majorca drive, Kissimmee 34747 Off market since Sep 2026 $416,999 · 4 bd · 4 ba · 2,263 sqft
• 2221 paria lane, Kissimmee 34758 Off market since Sep 2026 $324,900 · 4 bd · 2 ba · 1,874 sqft
• 2491 hassonite street, Kissimmee 34744 Sold on Jul 21, 2026 $289,000 · 3 bd · 3 ba · 1,734 sqft
• 3315 composition street, Kissimmee 34758 Off market since Jul 2026 $259,490 · 2 bd · 3 ba · 1,275 sqft
• 4619 cabalerro trail, Kissimmee 34758 Off market since Sep 2026 $344,990 · 3 bd · 2 ba · 1,770 sqft
• 1508 jenni lee court, Kissimmee 34744 Off market since Aug 2026 $444,900 · 3 bd · 2 ba · 2,077 sqft
• 2618 san simeon way, Kissimmee 34741 Off market since Sep 2026 $470,000 · 4 bd · 3 ba · 2,338 sqft
• 2887 sweetspire circle, Kissimmee 34746 Off market since Sep 2026 $464,900 · 5 bd · 3 ba · 3,387 sqft
• 3716 paradiso circle, Kissimmee 34746 Off market since Sep 2026 $479,000 · 4 bd · 3 ba · 2,750 sqft
• 5367 west irlo bronson memorial highway 1-205, Kissimmee 34746 Off market since Sep 2026 $81,000 · 1 bd · 1 ba · 231 sqft
• 5367 west irlo bronson memorial highway 1-206, Kissimmee 34746 Off market since Sep 2026 $81,000 · 1 bd · 1 ba · 231 sqft
• 5367 west irlo bronson memorial highway 1-204, Kissimmee 34746 Off market since Sep 2026 $81,000 · 1 bd · 1 ba · 231 sqft
• 3151 sunset walk drive 507, Kissimmee 34747 Off market since Jul 2026 $395,000 · 1 bd · 1 ba · 734 sqft
• 4722 flagler beach way, Kissimmee 34746 Off market since Sep 2026 $390,000 · 4 bd · 3 ba · 1,636 sqft
• 2356 caravelle circle, Kissimmee 34746 Off market since Sep 2026 $299,000 · 5 bd · 3 ba · 1,779 sqft
• 3430 hawkin drive, Kissimmee 34746 Off market since Jul 2026 $349,990 · 3 bd · 2 ba · 1,981 sqft
• 136 pompano beach drive, Kissimmee 34746 Off market since Sep 2026 $309,900 · 3 bd · 3 ba · 1,286 sqft
• 735 colville place, Kissimmee 34759 Off market since Sep 2026 $270,000 · 3 bd · 2 ba · 1,242 sqft
• 8498 crystal cove loop, Kissimmee 34747 Off market since Aug 2026 $245,000 · 3 bd · 3 ba · 1,291 sqft
• 5367 west irlo bronson memorial highway 1-120, Kissimmee 34746 Off market since Sep 2026 $55,000 · 1 bd · 1 ba · 198 sqft
• 5367 west irlo bronson memorial highway 1-117, Kissimmee 34746 Off market since Sep 2026 $55,000 · 1 bd · 1 ba · 198 sqft
• 2389 rock drive, Kissimmee 34759 Off market since Jul 2026 $319,900 · 3 bd · 2 ba · 2,000 sqft
• 2291 rio grande canyon loop, Kissimmee 34759 Off market since Sep 2026 $414,900 · 4 bd · 3 ba · 2,790 sqft
• 1064 park ridge circle, Kissimmee 34746 Off market since Sep 2026 $233,000 · 3 bd · 3 ba · 1,291 sqft
• 453 sorrento road, Kissimmee 34759 Off market since Sep 2026 $499,900 · 3 bd · 4 ba · 2,580 sqft
• 8474 crystal cove loop, Kissimmee 34747 Off market since Aug 2026 $249,500 · 3 bd · 3 ba · 1,263 sqft