Homes under $300K in Kissimmee, FL

584 for sale · 1,843 homes listed · Updated September 27, 2026 · Page 17 of 37

• 3214 rio grande trail 00, Kissimmee 34741 Active Under Contract $205,000 · 3 bd · 3 ba · 1,414 sqft
• 2481 winchester boulevard, Kissimmee 34743 Active Under Contract $249,900 · 3 bd · 2 ba · 1,023 sqft
• 2535 fassona drive, Kissimmee 34741 Active Under Contract $299,998 · 3 bd · 3 ba · 1,603 sqft
• 4852 coral castle drive, Kissimmee 34746 Active Under Contract $269,990 · 3 bd · 3 ba · 1,762 sqft
• 308 big sioux lane, Kissimmee 34759 Active Under Contract $235,000 · 4 bd · 2 ba · 2,262 sqft
• 111 nicholas court, Kissimmee 34758 Active Under Contract $168,300 · 3 bd · 2 ba · 1,329 sqft
• 261 autumn lane 4, Kissimmee 34743 Active Under Contract $197,000 · 2 bd · 3 ba · 990 sqft
• 2788 club cortile circle a, Kissimmee 34746 Active Under Contract $190,000 · 3 bd · 2 ba · 1,204 sqft
• 300 kingfish drive, Kissimmee 34759 Active Under Contract $249,900 · 3 bd · 2 ba · 1,810 sqft
• 1723 hughey street, Kissimmee 34741 Active Under Contract $299,900 · 3 bd · 2 ba · 1,071 sqft
• 113 tulip lane, Kissimmee 34759 Active Under Contract $225,000 · 4 bd · 2 ba · 1,414 sqft
• 708 antelope way, Kissimmee 34759 Active Under Contract $275,000 · 3 bd · 3 ba · 1,300 sqft
• 4130 bergamont court, Kissimmee 34746 Active Under Contract $269,000 · 3 bd · 2 ba · 1,289 sqft
• 2270 san vital drive 107, Kissimmee 34741 Active Under Contract $230,000 · 4 bd · 3 ba · 1,470 sqft
• 505 millifiora lane, Kissimmee 34759 Active Under Contract $259,000 · 2 bd · 2 ba · 1,548 sqft
• 9051 treasure trove lane 104, Kissimmee 34747 Active Under Contract $224,900 · 3 bd · 2 ba · 1,700 sqft
• 12 herring court, Kissimmee 34759 Active Under Contract $204,900 · 3 bd · 2 ba · 1,055 sqft
• 494 prestwick place north a, Kissimmee 34759 Active Under Contract $174,599 · 2 bd · 2 ba · 921 sqft
• 1682 magnolia lane, Kissimmee 34746 Active Under Contract $250,000 · 3 bd · 2 ba · 972 sqft
• 1124 dartford drive, Kissimmee 34758 Active Under Contract $272,000 · 3 bd · 2 ba · 1,608 sqft
• 3050 pirates retreat court 408, Kissimmee 34747 Active Under Contract $194,900 · 2 bd · 2 ba · 1,445 sqft
• 443 ball court, Kissimmee 34759 Active Under Contract $219,000 · 2 bd · 2 ba · 1,176 sqft
• 631 driver circle, Kissimmee 34759 Active Under Contract $219,000 · 4 bd · 3 ba · 2,291 sqft
• 236 bay head drive, Kissimmee 34743 Active Under Contract $289,000 · 2 bd · 2 ba · 1,108 sqft
• 308 clermont drive, Kissimmee 34759 Active Under Contract $249,900 · 3 bd · 2 ba · 1,887 sqft
• 455 cart court, Kissimmee 34759 Active Under Contract $224,900 · 3 bd · 2 ba · 1,275 sqft
• 8107 coconut palm way 102, Kissimmee 34747 Active Under Contract $197,500 · 2 bd · 2 ba · 1,022 sqft
• 2581 sage drive, Kissimmee 34758 Active Under Contract $297,500 · 3 bd · 2 ba · 1,434 sqft
• 13101 indian creek drive north a, Kissimmee 34759 Active Under Contract $135,000 · 2 bd · 2 ba · 981 sqft
• 3151 paradox circle 103, Kissimmee 34746 Active Under Contract $295,000 · 2 bd · 2 ba · 1,196 sqft
• 774 harland court, Kissimmee 34758 Active Under Contract $185,000 · 3 bd · 2 ba · 1,499 sqft
• 3420 fallbrook drive, Kissimmee 34759 Active Under Contract $285,000 · 2 bd · 2 ba · 1,499 sqft
• 204 grand canal drive, Kissimmee 34759 Active Under Contract $254,000 · 2 bd · 2 ba · 1,548 sqft
• 9055 treasure trove lane 207, Kissimmee 34747 Active Under Contract $175,000 · 2 bd · 2 ba · 1,445 sqft
• 704 pasteur lane, Kissimmee 34759 Active Under Contract $299,000 · 4 bd · 2 ba · 1,874 sqft
• 2510 west doris street, Kissimmee 34741 Active Under Contract $259,900 · 3 bd · 2 ba · 1,813 sqft
• 1148 mary frances drive, Kissimmee 34741 Active Under Contract $199,100 · 3 bd · 2 ba · 1,403 sqft
• 965 florida parkway, Kissimmee 34743 Active Under Contract $299,000 · 2 bd · 2 ba · 1,162 sqft
• 4550 jonafree lane 107, Kissimmee 34746 Active Under Contract $259,000 · 4 bd · 3 ba · 1,470 sqft
• 932 halifax drive, Kissimmee 34758 Active Under Contract $285,000 · 4 bd · 2 ba · 2,088 sqft
• 212 canterbury court, Kissimmee 34758 Active Under Contract $284,900 · 4 bd · 2 ba · 1,704 sqft
• 338 kingfish drive, Kissimmee 34759 Active Under Contract $235,000 · 4 bd · 2 ba · 1,645 sqft
• 441 danube drive, Kissimmee 34759 Active Under Contract $249,900 · 3 bd · 2 ba · 1,244 sqft
• 953 louvre court, Kissimmee 34759 Active Under Contract $245,000 · 3 bd · 2 ba · 1,409 sqft
• 169 birmingham drive, Kissimmee 34758 Active Under Contract $220,000 · 3 bd · 2 ba · 1,481 sqft
• 2217 grand cayman court 1223, Kissimmee 34741 Active Under Contract $189,997 · 2 bd · 2 ba · 1,026 sqft
• 62 lakepointe circle, Kissimmee 34743 Active Under Contract $245,000 · 2 bd · 2 ba · 1,019 sqft
• 5009 laguna bay circle 39, Kissimmee 34746 Active Under Contract $218,900 · 3 bd · 2 ba · 1,220 sqft
• 39 lago mesa way, Kissimmee 34743 Active Under Contract $169,999 · 1 bd · 1 ba · 672 sqft
• 25 lake villa way, Kissimmee 34743 Active Under Contract $219,900 · 3 bd · 2 ba · 992 sqft