Homes under $500K in Kissimmee, FL

1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 77 of 103

• 8847 candy palm road, Kissimmee 34747 Off market since Sep 2026 $319,999 · 4 bd · 3 ba · 1,902 sqft
• 4103 tropical isle boulevard 123, Kissimmee 34741 Off market since Sep 2026 $175,000 · 2 bd · 2 ba · 1,026 sqft
• 577 pinehurst cove, Kissimmee 34758 Off market since Sep 2026 $315,000 · 3 bd · 3 ba · 1,978 sqft
• 4754 vero beach place, Kissimmee 34746 Off market since Sep 2026 $229,900 · 3 bd · 3 ba · 1,286 sqft
• 2733 sun key place, Kissimmee 34747 Off market since Sep 2026 $318,900 · 4 bd · 4 ba · 1,645 sqft
• 1188 woody cypress drive, Kissimmee 34746 Off market since Sep 2026 $389,990 · 4 bd · 3 ba · 1,868 sqft
• 2414 dubai street, Kissimmee 34747 Off market since Sep 2026 $428,000 · 5 bd · 5 ba · 2,265 sqft
• 4894 old tampa highway, Kissimmee 34758 Off market since Jul 2026 $399,900 · 4 bd · 3 ba · 1,616 sqft
• 8055 king palm circle, Kissimmee 34747 Off market since Sep 2026 $395,000 · 4 bd · 2 ba · 1,567 sqft
• 348 cornwallis court, Kissimmee 34758 Off market since Sep 2026 $266,900 · 2 bd · 2 ba · 1,258 sqft
• 5367 west irlo bronson memorial highway 2-219, Kissimmee 34746 Off market since Sep 2026 $64,900 · 1 bd · 1 ba · 231 sqft
• 4564 ada lane, Kissimmee 34746 Off market since Sep 2026 $304,900 · 3 bd · 3 ba · 1,295 sqft
• 1113 park ridge circle, Kissimmee 34746 Off market since Sep 2026 $249,900 · 3 bd · 3 ba · 1,277 sqft
• 1907 lakeview way, Kissimmee 34759 Off market since Jul 2026 $295,000 · 4 bd · 3 ba · 2,806 sqft
• 3115 tocoa circle, Kissimmee 34746 Off market since Sep 2026 $450,000 · 4 bd · 4 ba · 1,782 sqft
• 4342 hazel street, Kissimmee 34746 Off market since Sep 2026 $309,994 · 3 bd · 3 ba · 1,463 sqft
• 755 park lane, Kissimmee 34741 Off market since Sep 2026 $319,900 · 3 bd · 2 ba · 1,313 sqft
• 1819 wild rye way, Kissimmee 34744 Off market since Sep 2026 $379,000 · 3 bd · 2 ba · 1,504 sqft
• 4330 hazel street, Kissimmee 34746 Off market since Sep 2026 $319,997 · 3 bd · 3 ba · 1,463 sqft
• 4310 hazel street, Kissimmee 34746 Off market since Sep 2026 $351,860 · 3 bd · 3 ba · 1,463 sqft
• 1796 bryant street, Kissimmee 34746 Off market since Sep 2026 $324,990 · 3 bd · 3 ba · 1,463 sqft
• 8812 dunes court 305, Kissimmee 34747 Off market since Aug 2026 $205,000 · 2 bd · 2 ba · 1,048 sqft
• 953 gascony court, Kissimmee 34759 Off market since Sep 2026 $235,000 · 4 bd · 2 ba · 1,652 sqft
• 8816 dunes court 302, Kissimmee 34747 Off market since Sep 2026 $215,000 · 2 bd · 2 ba · 1,110 sqft
• 8810 grand palms circle b, Kissimmee 34747 Off market since Sep 2026 $209,000 · 3 bd · 2 ba · 1,245 sqft
• 2900 title street, Kissimmee 34746 Off market since Sep 2026 $332,000 · 4 bd · 4 ba · 2,067 sqft
• 8810 kensington court, Kissimmee 34747 Off market since Sep 2026 $389,999 · 3 bd · 2 ba · 1,526 sqft
• 1660 cross prairie parkway, Kissimmee 34744 Off market since Sep 2026 $430,000 · 3 bd · 3 ba · 1,802 sqft
• 2604 lutza way, Kissimmee 34746 Off market since Jul 2026 $499,900 · 4 bd · 3 ba · 3,430 sqft
• 172 bowie lane east, Kissimmee 34743 Off market since Sep 2026 $315,995 · 3 bd · 3 ba · 1,308 sqft
• 811 carrousel lane, Kissimmee 34759 Off market since Sep 2026 $293,500 · 3 bd · 2 ba · 1,536 sqft
• 2016 royal bay boulevard 103, Kissimmee 34746 Off market since Sep 2026 $215,900 · 3 bd · 2 ba · 1,326 sqft
• 5101 lake marion golf resort 5101, Kissimmee 34759 Off market since Sep 2026 $175,000 · 3 bd · 2 ba · 1,218 sqft
• 1850 chaucer way, Kissimmee 34744 Off market since Sep 2026 $398,950 · 4 bd · 2 ba · 1,828 sqft
• 8456 crystal cove loop, Kissimmee 34747 Off market since Sep 2026 $249,000 · 3 bd · 3 ba · 1,291 sqft
• 2563 relaxing lane, Kissimmee 34744 Off market since Sep 2026 $365,000 · 3 bd · 3 ba · 1,755 sqft
• 723 robin court, Kissimmee 34759 Off market since Sep 2026 $335,000 · 4 bd · 2 ba · 1,758 sqft
• 4836 tribute trail, Kissimmee 34746 Off market since Sep 2026 $345,000 · 3 bd · 3 ba · 1,797 sqft
• 3497 fallbrook drive, Kissimmee 34759 Off market since Sep 2026 $259,900 · 2 bd · 2 ba · 1,499 sqft
• 3163 yellow lantana lane, Kissimmee 34747 Off market since Sep 2026 $430,000 · 4 bd · 3 ba · 1,636 sqft
• 2324 haley court, Kissimmee 34741 Off market since Sep 2026 $360,000 · 3 bd · 2 ba · 1,853 sqft
• 4 carmona way, Kissimmee 34758 Off market since Sep 2026 $280,000 · 3 bd · 2 ba · 1,676 sqft
• 2713 barnsley lane, Kissimmee 34744 Off market since Sep 2026 $399,900 · 4 bd · 3 ba · 1,993 sqft
• 4006 venetian bay drive 108, Kissimmee 34741 Off market since Sep 2026 $257,000 · 4 bd · 3 ba · 1,470 sqft
• 3951 santa barbara road, Kissimmee 34746 Off market since Sep 2026 $415,000 · 3 bd · 2 ba · 1,687 sqft
• 2254 wyndham palms way, Kissimmee 34747 Off market since Sep 2026 $459,000 · 4 bd · 3 ba · 1,834 sqft
• 2425 caravelle circle, Kissimmee 34746 Off market since Sep 2026 $259,990 · 4 bd · 3 ba · 1,512 sqft
• 4930 harold stanley drive, Kissimmee 34758 Off market since Aug 2026 $324,900 · 3 bd · 2 ba · 1,703 sqft
• 610 jaguar court, Kissimmee 34759 Off market since Aug 2026 $280,000 · 3 bd · 2 ba · 1,007 sqft
• 5863 le marin way, Kissimmee 34758 Off market since Sep 2026 $409,900 · 5 bd · 3 ba · 2,451 sqft