Homes under $500K in Kissimmee, FL
1,580 for sale · 5,069 homes listed · Updated September 29, 2026 · Page 40 of 102
- 1812 ironwood way, Kissimmee 34746 Pending $361,300 · 3 bd · 2 ba · 1,890 sqft
- 2671 boat cove circle, Kissimmee 34746 Pending $345,000 · 3 bd · 3 ba · 2,746 sqft
- 5009 loggia lane, Kissimmee 34758 Pending $318,790 · 4 bd · 2 ba · 1,600 sqft
- 1856 kindle street, Kissimmee 34744 Pending $395,000 · 3 bd · 2 ba · 1,614 sqft
- 8908 legacy court 16-104, Kissimmee 34747 Pending $240,000 · 3 bd · 2 ba · 1,249 sqft
- 8109 fan palm way, Kissimmee 34747 Pending $450,000 · 4 bd · 3 ba · 1,834 sqft
- 190 east miami terrace, Kissimmee 34741 Pending $175,000 · 2 bd · 2 ba · 959 sqft
- 5161 worchester drive, Kissimmee 34746 Pending $384,490 · 3 bd · 2 ba · 1,555 sqft
- 5517 sapote court, Kissimmee 34758 Pending $306,420 · 3 bd · 2 ba · 1,424 sqft
- 5567 morant bay path, Kissimmee 34758 Pending $311,290 · 4 bd · 2 ba · 1,600 sqft
- 99 toluca drive, Kissimmee 34743 Pending $335,000 · 3 bd · 2 ba · 2,255 sqft
- 1941 howard mesa drive, Kissimmee 34744 Pending $395,000 · 3 bd · 2 ba · 1,614 sqft
- 2464 addison creek drive, Kissimmee 34758 Pending $349,800 · 4 bd · 2 ba · 2,116 sqft
- 5003 loggia lane, Kissimmee 34758 Pending $338,900 · 4 bd · 3 ba · 1,910 sqft
- 3267 brewster drive, Kissimmee 34743 Pending $323,000 · 3 bd · 2 ba · 1,458 sqft
- 3453 sugar mill road, Kissimmee 34741 Pending $299,900 · 3 bd · 2 ba · 1,184 sqft
- 2801 marshfield preserve way, Kissimmee 34746 Pending $289,900 · 3 bd · 2 ba · 1,597 sqft
- 2900 edenshire way 101, Kissimmee 34746 Pending $305,000 · 4 bd · 3 ba · 1,694 sqft
- 3390 mount vernon way, Kissimmee 34741 Pending $498,990 · 4 bd · 3 ba · 2,338 sqft
- 5321 loggia lane, Kissimmee 34758 Pending $305,000 · 3 bd · 2 ba · 1,453 sqft
- 111 dorchester court, Kissimmee 34758 Pending $269,450 · 4 bd · 2 ba · 1,872 sqft
- 5600 dennery bay road, Kissimmee 34758 Pending $433,730 · 4 bd · 3 ba · 2,366 sqft
- 1847 southbury drive, Kissimmee 34744 Pending $344,990 · 3 bd · 3 ba · 1,553 sqft
- 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
- 5576 dennery bay road, Kissimmee 34758 Pending $411,280 · 4 bd · 3 ba · 2,175 sqft
- 1511 beechmont drive, Kissimmee 34744 Pending $439,685 · 4 bd · 2 ba · 1,828 sqft
- 5595 dennery bay road, Kissimmee 34758 Pending $438,480 · 4 bd · 3 ba · 2,366 sqft
- 2677 emerald island boulevard, Kissimmee 34747 Active Under Contract $496,000 · 7 bd · 5 ba · 2,881 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
- 8612 la isla drive, Kissimmee 34747 Active Under Contract $460,000 · 5 bd · 4 ba · 2,317 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
- 2823 sail breeze way, Kissimmee 34744 Active Under Contract $474,999 · 4 bd · 3 ba · 2,251 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
- 4424 le reve court, Kissimmee 34746 Active Under Contract $400,000 · 4 bd · 4 ba · 1,778 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