Homes under $400K in Kissimmee, FL

1,191 for sale · 3,812 homes listed · Updated September 27, 2026 · Page 33 of 77

• 2825 running brook circle, Kissimmee 34744 Active Under Contract $399,900 · 4 bd · 2 ba · 1,839 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
• 3078 sangria street, Kissimmee 34744 Active Under Contract $380,000 · 3 bd · 2 ba · 1,770 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
• 2101 painter lane, Kissimmee 34741 Active Under Contract $355,000 · 3 bd · 3 ba · 1,820 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
• 3234 river branch circle, Kissimmee 34741 Active Under Contract $325,000 · 3 bd · 2 ba · 1,526 sqft
• 131 westmoreland circle, Kissimmee 34744 Active Under Contract $399,999 · 4 bd · 3 ba · 2,285 sqft
• 9051 treasure trove lane 303, Kissimmee 34747 Active Under Contract $218,000 · 3 bd · 2 ba · 1,700 sqft
• 4900 sausalito lane, Kissimmee 34746 Active Under Contract $379,990 · 3 bd · 2 ba · 1,380 sqft
• 2074 rio grande canyon loop, Kissimmee 34759 Active Under Contract $345,000 · 4 bd · 3 ba · 2,154 sqft
• 261 autumn lane 3, Kissimmee 34743 Active Under Contract $200,000 · 2 bd · 3 ba · 990 sqft
• 1105 indian ridge trail east, Kissimmee 34747 Active Under Contract $329,000 · 4 bd · 2 ba · 1,656 sqft
• 710 east jackson street, Kissimmee 34744 Active Under Contract $320,000 · 3 bd · 2 ba · 1,338 sqft
• 74 south marbrisa way, Kissimmee 34743 Active Under Contract $184,900 · 1 bd · 1 ba · 672 sqft
• 1205 teton drive, Kissimmee 34744 Active Under Contract $334,000 · 4 bd · 3 ba · 1,935 sqft
• 4751 clock tower drive 204, Kissimmee 34746 Active Under Contract $265,000 · 2 bd · 2 ba · 1,126 sqft
• 2367 silver palm drive, Kissimmee 34747 Active Under Contract $349,000 · 3 bd · 3 ba · 1,440 sqft
• 4004 san gallo drive 106, Kissimmee 34741 Active Under Contract $200,000 · 3 bd · 2 ba · 1,296 sqft
• 134 coralwood circle, Kissimmee 34743 Active Under Contract $349,900 · 3 bd · 2 ba · 1,462 sqft
• 2739 north poinciana boulevard 71, Kissimmee 34746 Active Under Contract $175,000 · 3 bd · 2 ba · 1,287 sqft
• 3222 whooping crane run, Kissimmee 34741 Active Under Contract $350,000 · 3 bd · 2 ba · 1,498 sqft
• 8810 grand palms circle a, Kissimmee 34747 Active Under Contract $230,000 · 3 bd · 2 ba · 1,245 sqft
• 3009 sea plane lane, Kissimmee 34747 Active Under Contract $394,999 · 2 bd · 3 ba · 1,283 sqft
• 254 cranbrook drive, Kissimmee 34758 Active Under Contract $249,900 · 3 bd · 2 ba · 1,329 sqft
• 375 aldershot court, Kissimmee 34758 Active Under Contract $335,450 · 4 bd · 3 ba · 2,308 sqft
• 635 gazelle drive, Kissimmee 34759 Active Under Contract $239,900 · 4 bd · 2 ba · 1,188 sqft
• 4928 worchester drive, Kissimmee 34746 Active Under Contract $389,000 · 4 bd · 2 ba · 1,922 sqft
• 332 gait court, Kissimmee 34743 Active Under Contract $349,000 · 3 bd · 2 ba · 1,390 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
• 3849 carrick bend drive, Kissimmee 34746 Active Under Contract $399,990 · 4 bd · 2 ba · 2,050 sqft
• 1933 bellknoll lane, Kissimmee 34744 Active Under Contract $399,000 · 4 bd · 2 ba · 1,846 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
• 404 manitoba drive, Kissimmee 34759 Active Under Contract $304,990 · 4 bd · 3 ba · 2,222 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
• 5356 harmony place, Kissimmee 34758 Active Under Contract $361,900 · 3 bd · 2 ba · 1,606 sqft
• 3024 bransbury court, Kissimmee 34747 Active Under Contract $394,999 · 3 bd · 2 ba · 1,712 sqft
• 205 owenshire circle, Kissimmee 34744 Active Under Contract $359,900 · 4 bd · 2 ba · 1,560 sqft
• 2842 berkshire circle, Kissimmee 34743 Active Under Contract $399,900 · 3 bd · 2 ba · 1,492 sqft
• 602 cotulla drive, Kissimmee 34758 Active Under Contract $270,700 · 3 bd · 2 ba · 1,451 sqft