Homes under $300K in Kissimmee, FL

584 for sale · 1,843 homes listed · Updated September 27, 2026 · Page 32 of 37

• 8812 grand palms circle a, Kissimmee 34747 Off market since Sep 2026 $249,900 · 3 bd · 2 ba · 1,245 sqft
• 527 kilimanjaro drive, Kissimmee 34758 Off market since Sep 2026 $279,900 · 3 bd · 2 ba · 1,564 sqft
• 3188 skyline loop, Kissimmee 34758 Off market since Sep 2026 $202,000 · 2 bd · 3 ba · 1,275 sqft
• 2705 emerald lake court 2705, Kissimmee 34744 Off market since Sep 2026 $240,000 · 2 bd · 2 ba · 1,240 sqft
• 2302 butterfly palm way 301, Kissimmee 34747 Off market since Sep 2026 $229,900 · 3 bd · 2 ba · 1,402 sqft
• 2717 bushman drive, Kissimmee 34746 Off market since Sep 2026 $290,000 · 3 bd · 3 ba · 1,440 sqft
• 1280 south beach circle, Kissimmee 34746 Off market since Sep 2026 $250,000 · 3 bd · 3 ba · 1,468 sqft
• 2452 skyline loop, Kissimmee 34758 Off market since Sep 2026 $290,000 · 3 bd · 3 ba · 1,840 sqft
• 3008 red ginger road 3008, Kissimmee 34747 Off market since Sep 2026 $229,000 · 2 bd · 3 ba · 1,161 sqft
• 2394 caravelle circle, Kissimmee 34746 Off market since Sep 2026 $285,500 · 4 bd · 3 ba · 1,536 sqft
• 913 san rafael way, Kissimmee 34758 Off market since Sep 2026 $245,999 · 3 bd · 2 ba · 1,329 sqft
• 3004 parkway boulevard 101, Kissimmee 34747 Off market since Sep 2026 $240,000 · 2 bd · 2 ba · 937 sqft
• 8061 vacation avenue 309, Kissimmee 34747 Off market since Sep 2026 $265,000 · 1 bd · 1 ba · 734 sqft
• 3003 white orchid road, Kissimmee 34747 Off market since Sep 2026 $225,000 · 2 bd · 3 ba · 1,161 sqft
• 1125 munster court, Kissimmee 34759 Off market since Sep 2026 $299,000 · 4 bd · 2 ba · 2,004 sqft
• 3202 guana way, Kissimmee 34747 Off market since Sep 2026 $298,000 · 3 bd · 2 ba · 1,300 sqft
• 1029 dudley drive, Kissimmee 34758 Off market since Sep 2026 $279,999 · 3 bd · 2 ba · 1,425 sqft
• 8407 blue lagoon drive, Kissimmee 34747 Off market since Sep 2026 $195,000 · 3 bd · 3 ba · 1,291 sqft
• 3133 enclave court, Kissimmee 34746 Off market since Sep 2026 $239,900 · 2 bd · 3 ba · 1,112 sqft
• 8103 coconut palm way 302, Kissimmee 34747 Off market since Sep 2026 $229,000 · 2 bd · 2 ba · 1,022 sqft
• 4751 clock tower drive 107, Kissimmee 34746 Off market since Sep 2026 $283,900 · 2 bd · 2 ba · 1,186 sqft
• 4365 curacao place, Kissimmee 34758 Off market since Jul 2026 $227,240 · 2 bd · 2 ba · 1,562 sqft
• 842 gila way, Kissimmee 34759 Off market since Jul 2026 $270,000 · 3 bd · 2 ba · 1,744 sqft
• 2256 portrait street, Kissimmee 34758 Off market since Sep 2026 $297,500 · 3 bd · 3 ba · 1,407 sqft
• 202 eden lane b, Kissimmee 34743 Off market since Sep 2026 $214,900 · 2 bd · 3 ba · 1,088 sqft
• 2231 cascades boulevard 304, Kissimmee 34741 Off market since Sep 2026 $134,000 · 1 bd · 1 ba · 635 sqft
• 760 palaiseau court, Kissimmee 34759 Off market since Sep 2026 $280,000 · 4 bd · 2 ba · 2,088 sqft
• 104 turin way, Kissimmee 34758 Off market since Sep 2026 $249,900 · 3 bd · 2 ba · 1,420 sqft
• 2026 estancia circle a, Kissimmee 34741 Off market since Sep 2026 $239,000 · 2 bd · 2 ba · 1,260 sqft
• 725 robin court, Kissimmee 34759 Off market since Sep 2026 $264,900 · 3 bd · 2 ba · 1,808 sqft
• 3000 laurel park lane 207, Kissimmee 34741 Off market since Sep 2026 $270,000 · 3 bd · 2 ba · 1,779 sqft
• 2903 edenshire way 102, Kissimmee 34746 Off market since Sep 2026 $298,990 · 3 bd · 2 ba · 1,300 sqft
• 713 toulon drive, Kissimmee 34759 Off market since Sep 2026 $146,000 · 3 bd · 2 ba · 1,414 sqft
• 116 san benito way, Kissimmee 34758 Off market since Sep 2026 $252,500 · 3 bd · 2 ba · 1,331 sqft
• 451 hunter circle, Kissimmee 34758 Off market since Sep 2026 $240,000 · 3 bd · 3 ba · 1,586 sqft
• 183 club villas lane, Kissimmee 34744 Off market since Sep 2026 $289,900 · 2 bd · 2 ba · 1,397 sqft
• 2777 tropical lake drive, Kissimmee 34741 Off market since Aug 2026 $220,000 · 5 bd · 1 ba · 1,750 sqft
• 230 bay drive, Kissimmee 34759 Off market since Sep 2026 $296,000 · 2 bd · 2 ba · 1,489 sqft
• 307 colony court, Kissimmee 34758 Off market since Sep 2026 $275,000 · 3 bd · 2 ba · 1,790 sqft
• 22 bolton court, Kissimmee 34758 Off market since Sep 2026 $280,000 · 4 bd · 2 ba · 1,704 sqft
• 4000 venetian bay drive 107, Kissimmee 34741 Off market since Sep 2026 $260,000 · 4 bd · 3 ba · 1,470 sqft
• 4021 venetian bay drive 101, Kissimmee 34741 Off market since Sep 2026 $249,000 · 4 bd · 3 ba · 1,470 sqft
• 1070 park ridge circle, Kissimmee 34746 Off market since Sep 2026 $209,900 · 3 bd · 3 ba · 1,277 sqft
• 3001 laurel run lane 206, Kissimmee 34741 Off market since Sep 2026 $245,000 · 3 bd · 2 ba · 1,433 sqft
• 3157 sun lake court b, Kissimmee 34747 Off market since Sep 2026 $255,000 · 3 bd · 2 ba · 1,484 sqft
• 929 gloucester court, Kissimmee 34758 Off market since Sep 2026 $243,000 · 3 bd · 2 ba · 1,460 sqft
• 5367 west irlo bronson memorial highway 2-214, Kissimmee 34746 Off market since Sep 2026 $57,000 · 1 bd · 1 ba · 198 sqft
• 7 tamiami way, Kissimmee 34758 Off market since Sep 2026 $285,000 · 3 bd · 2 ba · 1,609 sqft
• 5367 west irlo bronson memorial highway 1-103, Kissimmee 34746 Off market since Sep 2026 $59,900 · 1 ba · 231 sqft
• 3141 sun lake court a, Kissimmee 34747 Off market since Sep 2026 $247,500 · 3 bd · 2 ba · 1,484 sqft