Homes under $400K in Kissimmee, FL

1,191 for sale · 3,812 homes listed · Updated September 27, 2026 · Page 31 of 77

• 1849 southbury drive, Kissimmee 34744 Pending $344,990 · 3 bd · 3 ba · 1,553 sqft
• 1855 southbury drive, Kissimmee 34744 Pending $355,990 · 3 bd · 3 ba · 1,551 sqft
• 2651 sherry circle, Kissimmee 34744 Pending $275,000 · 3 bd · 3 ba · 1,998 sqft
• 1721 evergreen street, Kissimmee 34746 Pending $310,000 · 3 bd · 3 ba · 1,379 sqft
• 5320 loggia lane, Kissimmee 34758 Pending $363,000 · 4 bd · 3 ba · 2,308 sqft
• 2216 grand cayman court 1415, Kissimmee 34741 Active Under Contract $192,900 · 2 bd · 2 ba · 1,026 sqft
• 4731 clock tower drive 105, Kissimmee 34746 Active Under Contract $275,000 · 2 bd · 2 ba · 1,194 sqft
• 2728 portchester court, Kissimmee 34744 Active Under Contract $389,900 · 4 bd · 3 ba · 1,960 sqft
• 4315 lake avenue, Kissimmee 34746 Active Under Contract $193,000 · 3 bd · 1 ba · 1,012 sqft
• 2618 roadster lane, Kissimmee 34746 Active Under Contract $265,000 · 2 bd · 3 ba · 1,350 sqft
• 306 aylesbury court, Kissimmee 34758 Active Under Contract $222,000 · 3 bd · 2 ba · 1,174 sqft
• 8816 dunes court 303, Kissimmee 34747 Active Under Contract $179,999 · 2 bd · 2 ba · 1,048 sqft
• 1207 atlantic court, Kissimmee 34759 Active Under Contract $230,000 · 3 bd · 2 ba · 1,624 sqft
• 799 hacienda circle, Kissimmee 34741 Active Under Contract $375,000 · 3 bd · 2 ba · 1,955 sqft
• 3017 bonfire beach drive 203, Kissimmee 34746 Active Under Contract $260,000 · 3 bd · 2 ba · 1,667 sqft
• 8558 crystal cove loop, Kissimmee 34747 Active Under Contract $258,900 · 3 bd · 3 ba · 1,291 sqft
• 3811 golden knot drive, Kissimmee 34746 Active Under Contract $345,000 · 3 bd · 2 ba · 2,046 sqft
• 521 big black way, Kissimmee 34759 Active Under Contract $225,000 · 3 bd · 2 ba · 1,629 sqft
• 1137 shawnee drive, Kissimmee 34744 Active Under Contract $234,700 · 2 bd · 1 ba · 684 sqft
• 3837 wood thrush drive, Kissimmee 34744 Active Under Contract $397,750 · 5 bd · 2 ba · 2,065 sqft
• 2468 caravelle circle, Kissimmee 34746 Active Under Contract $314,000 · 4 bd · 3 ba · 1,512 sqft
• 2926 foraker way, Kissimmee 34758 Active Under Contract $340,000 · 3 bd · 2 ba · 1,825 sqft
• 3000 maingate lane 218, Kissimmee 34747 Active Under Contract $45,000 · 1 bd · 1 ba · 304 sqft
• 1433 riverboat drive, Kissimmee 34744 Active Under Contract $365,000 · 4 bd · 2 ba · 1,846 sqft
• 3111 rio grande trail 3111, Kissimmee 34741 Active Under Contract $185,000 · 3 bd · 2 ba · 1,375 sqft
• 2788 almaton loop 402, Kissimmee 34747 Active Under Contract $240,000 · 2 bd · 2 ba · 1,081 sqft
• 851 assembly court, Kissimmee 34747 Active Under Contract $249,000 · 3 bd · 3 ba · 1,688 sqft
• 3141 paradox circle 404, Kissimmee 34746 Active Under Contract $287,000 · 2 bd · 2 ba · 1,194 sqft
• 7838 spectrum drive, Kissimmee 34747 Active Under Contract $347,000 · 3 bd · 3 ba · 1,704 sqft
• 4617 sparkling shell avenue, Kissimmee 34746 Active Under Contract $275,000 · 3 bd · 3 ba · 1,683 sqft
• 591 highlands hammock drive, Kissimmee 34759 Active Under Contract $375,000 · 2 bd · 2 ba · 2,078 sqft
• 8842 grand palms circle b, Kissimmee 34747 Active Under Contract $229,000 · 3 bd · 2 ba · 1,245 sqft
• 2420 painter lane, Kissimmee 34741 Active Under Contract $335,000 · 3 bd · 2 ba · 1,900 sqft
• 214 taranto way, Kissimmee 34758 Active Under Contract $250,000 · 4 bd · 4 ba · 2,871 sqft
• 415 francisco way, Kissimmee 34758 Active Under Contract $318,000 · 4 bd · 2 ba · 1,872 sqft
• 405 balboa drive, Kissimmee 34759 Active Under Contract $365,000 · 3 bd · 3 ba · 2,350 sqft
• 8979 california palm road, Kissimmee 34747 Active Under Contract $305,000 · 4 bd · 3 ba · 1,902 sqft
• 1998 key bay trail 524, Kissimmee 34747 Active Under Contract $365,000 · 2 bd · 2 ba · 1,583 sqft
• 115 toluca drive, Kissimmee 34743 Active Under Contract $327,000 · 3 bd · 2 ba · 1,175 sqft
• 2620 palisade boulevard, Kissimmee 34741 Active Under Contract $375,000 · 3 bd · 3 ba · 2,120 sqft
• 431 cart court, Kissimmee 34759 Active Under Contract $215,900 · 3 bd · 2 ba · 1,252 sqft
• 4004 san gallo drive 107, Kissimmee 34741 Active Under Contract $220,000 · 4 bd · 3 ba · 1,470 sqft
• 114 cassino way, Kissimmee 34758 Active Under Contract $280,000 · 3 bd · 2 ba · 1,416 sqft
• 2624 lodi circle 12-105, Kissimmee 34746 Active Under Contract $230,000 · 3 bd · 2 ba · 1,286 sqft
• 2950 lucayan harbour circle 105, Kissimmee 34746 Active Under Contract $309,900 · 4 bd · 3 ba · 1,694 sqft
• 271 la paz drive, Kissimmee 34743 Active Under Contract $316,990 · 3 bd · 2 ba · 1,065 sqft
• 2756 big timber drive, Kissimmee 34758 Active Under Contract $299,000 · 3 bd · 2 ba · 1,493 sqft
• 1617 perdido court, Kissimmee 34759 Active Under Contract $230,000 · 3 bd · 2 ba · 1,368 sqft
• 2947 langdon lane south, Kissimmee 34741 Active Under Contract $305,000 · 3 bd · 3 ba · 1,749 sqft
• 3113 brasilia avenue, Kissimmee 34747 Active Under Contract $399,000 · 3 bd · 4 ba · 2,181 sqft