Homes under $300K in Kissimmee, FL

584 for sale · 1,843 homes listed · Updated September 27, 2026 · Page 16 of 37

• 5111 staniard drive, Kissimmee 34746 Active Under Contract $235,000 · 2 bd · 3 ba · 1,304 sqft
• 3016 parkway boulevard 303, Kissimmee 34747 Active Under Contract $158,000 · 2 bd · 2 ba · 937 sqft
• 3001 laurel park lane 207, Kissimmee 34741 Active Under Contract $259,900 · 3 bd · 2 ba · 1,779 sqft
• 7675 comrow street 402, Kissimmee 34747 Active Under Contract $249,900 · 2 bd · 2 ba · 1,081 sqft
• 705 harland court, Kissimmee 34758 Active Under Contract $259,900 · 4 bd · 2 ba · 1,592 sqft
• 3154 yellow lantana lane, Kissimmee 34747 Active Under Contract $290,000 · 3 bd · 3 ba · 1,295 sqft
• 1813 daniels street, Kissimmee 34746 Active Under Contract $225,000 · 2 bd · 4 ba · 1,428 sqft
• 3390 bellezza court, Kissimmee 34746 Active Under Contract $299,000 · 3 bd · 3 ba · 2,019 sqft
• 3231 cupid pl place, Kissimmee 34747 Active Under Contract $299,999 · 4 bd · 3 ba · 1,694 sqft
• 4770 tribute trail, Kissimmee 34746 Active Under Contract $295,900 · 3 bd · 3 ba · 1,674 sqft
• 15201 indian creek drive b, Kissimmee 34759 Active Under Contract $139,900 · 2 bd · 2 ba · 981 sqft
• 1309 lombardi court, Kissimmee 34759 Active Under Contract $280,000 · 2 bd · 2 ba · 1,366 sqft
• 635 lake marion golf resort, Kissimmee 34759 Active Under Contract $120,000 · 2 bd · 2 ba · 784 sqft
• 2781 almaton loop 401, Kissimmee 34747 Active Under Contract $289,500 · 3 bd · 2 ba · 1,246 sqft
• 9017 alba lane, Kissimmee 34747 Active Under Contract $279,995 · 3 bd · 3 ba · 1,530 sqft
• 2300 butterfly palm way 203, Kissimmee 34747 Active Under Contract $275,000 · 3 bd · 2 ba · 1,268 sqft
• 1003 dorking way, Kissimmee 34758 Active Under Contract $254,900 · 3 bd · 2 ba · 1,411 sqft
• 381 aldershot court, Kissimmee 34758 Active Under Contract $265,000 · 4 bd · 3 ba · 2,763 sqft
• 67 east country cove way, Kissimmee 34743 Active Under Contract $219,000 · 2 bd · 2 ba · 960 sqft
• 2301 butterfly palm way 101, Kissimmee 34747 Active Under Contract $259,000 · 3 bd · 2 ba · 1,402 sqft
• 526 north finch court, Kissimmee 34759 Active Under Contract $234,900 · 3 bd · 2 ba · 1,121 sqft
• 766 maderia court, Kissimmee 34758 Active Under Contract $197,500 · 3 bd · 2 ba · 1,293 sqft
• 1329 windsor drive, Kissimmee 34741 Active Under Contract $130,000 · 2 bd · 3 ba · 1,290 sqft
• 2658 mayaguana street, Kissimmee 34747 Active Under Contract $259,000 · 3 bd · 3 ba · 1,362 sqft
• 9055 treasure trove lane 105, Kissimmee 34747 Active Under Contract $219,900 · 3 bd · 2 ba · 1,700 sqft
• 2403 silver palm drive, Kissimmee 34747 Active Under Contract $269,900 · 3 bd · 3 ba · 1,440 sqft
• 3212 oyster lane, Kissimmee 34747 Active Under Contract $290,000 · 3 bd · 2 ba · 1,300 sqft
• 268 acadia drive, Kissimmee 34759 Active Under Contract $285,000 · 2 bd · 2 ba · 1,387 sqft
• 9051 treasure trove lane 303, Kissimmee 34747 Active Under Contract $218,000 · 3 bd · 2 ba · 1,700 sqft
• 261 autumn lane 3, Kissimmee 34743 Active Under Contract $200,000 · 2 bd · 3 ba · 990 sqft
• 74 south marbrisa way, Kissimmee 34743 Active Under Contract $184,900 · 1 bd · 1 ba · 672 sqft
• 4751 clock tower drive 204, Kissimmee 34746 Active Under Contract $265,000 · 2 bd · 2 ba · 1,126 sqft
• 4004 san gallo drive 106, Kissimmee 34741 Active Under Contract $200,000 · 3 bd · 2 ba · 1,296 sqft
• 2739 north poinciana boulevard 71, Kissimmee 34746 Active Under Contract $175,000 · 3 bd · 2 ba · 1,287 sqft
• 8810 grand palms circle a, Kissimmee 34747 Active Under Contract $230,000 · 3 bd · 2 ba · 1,245 sqft
• 254 cranbrook drive, Kissimmee 34758 Active Under Contract $249,900 · 3 bd · 2 ba · 1,329 sqft
• 635 gazelle drive, Kissimmee 34759 Active Under Contract $239,900 · 4 bd · 2 ba · 1,188 sqft
• 4827 coral castle drive, Kissimmee 34746 Active Under Contract $275,000 · 3 bd · 3 ba · 1,762 sqft
• 106 vista drive, Kissimmee 34759 Active Under Contract $269,900 · 3 bd · 2 ba · 1,786 sqft
• 2799 club cortile circle 2799, Kissimmee 34746 Active Under Contract $259,000 · 4 bd · 3 ba · 1,873 sqft
• 407 para avenue, Kissimmee 34741 Active Under Contract $280,000 · 3 bd · 2 ba · 1,118 sqft
• 708 duffer lane, Kissimmee 34759 Active Under Contract $275,990 · 3 bd · 2 ba · 1,254 sqft
• 3838 nautical way 104, Kissimmee 34741 Active Under Contract $139,990 · 2 bd · 2 ba · 910 sqft
• 1906 lakeview way, Kissimmee 34759 Active Under Contract $242,000 · 3 bd · 2 ba · 1,526 sqft
• 5017 laguna bay circle 97, Kissimmee 34746 Active Under Contract $242,000 · 3 bd · 2 ba · 1,220 sqft
• 8807 dunes court 308, Kissimmee 34747 Active Under Contract $170,000 · 1 bd · 1 ba · 747 sqft
• 602 cotulla drive, Kissimmee 34758 Active Under Contract $270,700 · 3 bd · 2 ba · 1,451 sqft
• 3005 red ginger road, Kissimmee 34747 Active Under Contract $220,000 · 2 bd · 3 ba · 1,161 sqft
• 340 edgewood court, Kissimmee 34759 Active Under Contract $259,900 · 3 bd · 2 ba · 1,176 sqft
• 816 adour drive, Kissimmee 34759 Active Under Contract $220,000 · 3 bd · 2 ba · 1,302 sqft