Homes under $500K in Kissimmee, FL

1,610 for sale · 5,127 homes listed · Updated October 1, 2026 · Page 92 of 103

• 2660 oneida loop, Kissimmee 34747 Off market since Sep 2026 $479,990 · 4 bd · 3 ba · 1,791 sqft
• 4655 cheyenne point trail, Kissimmee 34746 Off market since Sep 2026 $375,000 · 4 bd · 3 ba · 1,740 sqft
• 3807 wood thrush drive, Kissimmee 34744 Off market since Sep 2026 $379,900 · 3 bd · 2 ba · 1,596 sqft
• 461 boxwood court, Kissimmee 34743 Off market since Sep 2026 $415,000 · 4 bd · 2 ba · 1,775 sqft
• 3087 pointe place avenue, Kissimmee 34758 Off market since Sep 2026 $385,000 · 4 bd · 4 ba · 2,576 sqft
• 725 mabbette street, Kissimmee 34741 Off market since Sep 2026 $300,000 · 3 bd · 2 ba · 1,488 sqft
• 848 east flag lane, Kissimmee 34759 Off market since Sep 2026 $290,000 · 3 bd · 2 ba · 1,622 sqft
• 411 blue lake circle, Kissimmee 34758 Off market since Sep 2026 $325,000 · 3 bd · 2 ba · 1,514 sqft
• 2739 coupe street, Kissimmee 34746 Off market since Sep 2026 $304,900 · 3 bd · 3 ba · 1,435 sqft
• 1708 casuarina lane, Kissimmee 34744 Off market since Sep 2026 $355,000 · 3 bd · 2 ba · 1,502 sqft
• 2916 moonstone bend, Kissimmee 34758 Off market since Sep 2026 $344,900 · 3 bd · 2 ba · 2,000 sqft
• 1034 plantation drive d4, Kissimmee 34741 Off market since Sep 2026 $170,000 · 2 bd · 2 ba · 970 sqft
• 1103 brack street, Kissimmee 34744 Off market since Sep 2026 $368,000 · 5 bd · 3 ba · 1,463 sqft
• 2683 corvette lane, Kissimmee 34746 Off market since Sep 2026 $315,000 · 2 bd · 3 ba · 1,350 sqft
• 8454 crystal cove loop, Kissimmee 34747 Off market since Sep 2026 $249,000 · 3 bd · 3 ba · 1,291 sqft
• 1768 fulfillment drive, Kissimmee 34744 Off market since Sep 2026 $349,000 · 3 bd · 3 ba · 1,603 sqft
• 2916 casabella drive, Kissimmee 34744 Off market since Sep 2026 $389,900 · 3 bd · 2 ba · 1,617 sqft
• 566 oak branch circle, Kissimmee 34758 Off market since Sep 2026 $309,900 · 4 bd · 3 ba · 1,854 sqft
• 4706 vero beach place, Kissimmee 34746 Off market since Sep 2026 $279,900 · 3 bd · 3 ba · 1,286 sqft
• 3100 parkway boulevard 728, Kissimmee 34747 Off market since Sep 2026 $134,900 · 1 bd · 1 ba · 492 sqft
• 1055 harbor ridge drive, Kissimmee 34759 Off market since Sep 2026 $299,999 · 3 bd · 2 ba · 1,590 sqft
• 8809 parliament court, Kissimmee 34747 Off market since Sep 2026 $374,999 · 3 bd · 2 ba · 1,766 sqft
• 1014 deddington place, Kissimmee 34758 Off market since Sep 2026 $259,000 · 3 bd · 2 ba · 1,322 sqft
• 5245 west irlo bronson mem highway 165, Kissimmee 34746 Off market since Sep 2026 $87,000 · 1 bd · 1 ba · 325 sqft
• 925 stockport drive, Kissimmee 34758 Off market since Sep 2026 $330,000 · 4 bd · 3 ba · 2,350 sqft
• 105 cupola loop, Kissimmee 34759 Off market since Sep 2026 $395,000 · 2 bd · 2 ba · 2,066 sqft
• 5272 lonesome dove drive, Kissimmee 34746 Off market since Sep 2026 $349,900 · 3 bd · 2 ba · 1,410 sqft
• 3226 rio grande trail 3226, Kissimmee 34741 Off market since Sep 2026 $165,000 · 3 bd · 2 ba · 1,375 sqft
• 7510 seven eagles way, Kissimmee 34747 Off market since Sep 2026 $279,900 · 3 bd · 3 ba · 2,124 sqft
• 123 pompano beach drive, Kissimmee 34746 Off market since Sep 2026 $259,900 · 3 bd · 3 ba · 1,286 sqft
• 3010 stillwater drive, Kissimmee 34743 Off market since Sep 2026 $430,000 · 4 bd · 3 ba · 2,485 sqft
• 3119 fairfield drive, Kissimmee 34743 Off market since Sep 2026 $429,900 · 4 bd · 3 ba · 1,806 sqft
• 2774 corvette lane, Kissimmee 34746 Off market since Sep 2026 $300,000 · 3 bd · 3 ba · 1,435 sqft
• 2207 caribbean drive, Kissimmee 34741 Off market since Sep 2026 $195,000 · 2 bd · 2 ba · 991 sqft
• 3151 sunset walk drive 414, Kissimmee 34747 Off market since Sep 2026 $329,900 · 2 bd · 2 ba · 1,163 sqft
• 5710 olga street, Kissimmee 34746 Off market since Sep 2026 $330,000 · 3 bd · 3 ba · 1,474 sqft
• 3618 late morning circle, Kissimmee 34744 Off market since Sep 2026 $340,000 · 4 bd · 2 ba · 1,560 sqft
• 2702 corvette lane, Kissimmee 34746 Off market since Sep 2026 $315,000 · 2 bd · 3 ba · 1,290 sqft
• 2700 camaro drive, Kissimmee 34746 Off market since Sep 2026 $309,900 · 4 bd · 4 ba · 1,852 sqft
• 2952 lucayan harbour circle 103, Kissimmee 34746 Off market since Sep 2026 $274,900 · 3 bd · 2 ba · 1,300 sqft
• 4249 babbling brook way, Kissimmee 34746 Off market since Sep 2026 $449,000 · 5 bd · 3 ba · 2,115 sqft
• 5618 gingham drive, Kissimmee 34758 Off market since Sep 2026 $369,000 · 6 bd · 3 ba · 2,600 sqft
• 8907 sydney avenue, Kissimmee 34747 Off market since Sep 2026 $430,000 · 5 bd · 5 ba · 2,263 sqft
• 8036 surf street, Kissimmee 34747 Off market since Sep 2026 $470,000 · 4 bd · 3 ba · 1,410 sqft
• 2039 cypress bay boulevard, Kissimmee 34743 Off market since Sep 2026 $299,000 · 3 bd · 3 ba · 1,382 sqft
• 8217 surf street, Kissimmee 34747 Off market since Sep 2026 $435,000 · 4 bd · 3 ba · 1,719 sqft
• 4385 twisted twig bend, Kissimmee 34746 Off market since Sep 2026 $409,900 · 4 bd · 3 ba · 2,357 sqft
• 526 maricopa drive, Kissimmee 34758 Off market since Sep 2026 $269,000 · 3 bd · 2 ba · 1,609 sqft
• 2013 patrick street, Kissimmee 34741 Off market since Sep 2026 $350,000 · 3 bd · 2 ba · 1,126 sqft
• 1515 mabbette street, Kissimmee 34741 Off market since Sep 2026 $340,000 · 4 bd · 3 ba · 1,360 sqft