Homes under $500K in Kissimmee, FL
1,580 for sale · 5,069 homes listed · Updated September 27, 2026 · Page 37 of 102
- 992 pinewood street, Kissimmee 34744 Pending $349,990 · 3 bd · 3 ba · 1,484 sqft
- 1010 pinewood street, Kissimmee 34744 Pending $359,025 · 3 bd · 3 ba · 1,484 sqft
- 2363 great harbor drive, Kissimmee 34746 Pending $470,000 · 4 bd · 3 ba · 2,760 sqft
- 1630 vintage street, Kissimmee 34746 Pending $210,000 · 3 bd · 2 ba · 1,000 sqft
- 2912 belle lane, Kissimmee 34743 Pending $349,900 · 3 bd · 2 ba · 1,502 sqft
- 907 hendon place, Kissimmee 34758 Pending $265,000 · 3 bd · 2 ba · 1,382 sqft
- 2321 water view loop, Kissimmee 34743 Pending $265,000 · 3 bd · 3 ba · 1,460 sqft
- 1144 via galuppi street, Kissimmee 34759 Pending $365,000 · 3 bd · 2 ba · 1,723 sqft
- 5240 worchester drive, Kissimmee 34746 Pending $400,756 · 4 bd · 2 ba · 1,936 sqft
- 5519 pimenta court, Kissimmee 34758 Pending $307,540 · 4 bd · 2 ba · 1,600 sqft
- 2613 broadwing street, Kissimmee 34746 Pending $499,990 · 3 bd · 3 ba · 2,791 sqft
- 2525 broadwing street, Kissimmee 34746 Pending $424,990 · 3 bd · 3 ba · 2,226 sqft
- 722 royal palm drive, Kissimmee 34743 Pending $290,000 · 3 bd · 2 ba · 1,065 sqft
- 4661 cumbrian lakes drive, Kissimmee 34746 Pending $475,000 · 4 bd · 4 ba · 1,902 sqft
- 202 bay meadow drive, Kissimmee 34746 Pending $374,900 · 3 bd · 2 ba · 1,237 sqft
- 1319 congo drive, Kissimmee 34759 Pending $386,990 · 5 bd · 3 ba · 2,601 sqft
- 602 mckinley court, Kissimmee 34758 Pending $220,000 · 3 bd · 2 ba · 1,014 sqft
- 2611 gala road north 108, Kissimmee 34746 Pending $249,999 · 4 bd · 3 ba · 1,470 sqft
- 1135 cherokee drive, Kissimmee 34744 Pending $360,000 · 3 bd · 2 ba · 1,358 sqft
- 5473 isla saona drive, Kissimmee 34758 Pending $384,619 · 4 bd · 3 ba · 2,308 sqft
- 5467 isla saona drive, Kissimmee 34758 Pending $387,534 · 6 bd · 5 ba · 3,001 sqft
- 5700 ficus aurea street, Kissimmee 34758 Pending $329,600 · 4 bd · 3 ba · 1,910 sqft
- 246 new river drive, Kissimmee 34759 Pending $374,900 · 3 bd · 2 ba · 2,025 sqft
- 5449 isla saona drive, Kissimmee 34758 Pending $362,794 · 5 bd · 3 ba · 2,287 sqft
- 5436 isla saona drive, Kissimmee 34758 Pending $361,484 · 5 bd · 3 ba · 2,287 sqft
- 5448 isla saona drive, Kissimmee 34758 Pending $377,954 · 5 bd · 3 ba · 2,287 sqft
- 5454 isla saona drive, Kissimmee 34758 Pending $358,974 · 4 bd · 3 ba · 2,075 sqft
- 452 boxwood court, Kissimmee 34743 Pending $335,999 · 4 bd · 3 ba · 1,812 sqft
- 1649 loxely trail, Kissimmee 34746 Pending $364,990 · 3 bd · 2 ba · 1,555 sqft
- 4278 st thomas way, Kissimmee 34758 Pending $229,240 · 2 bd · 2 ba · 1,562 sqft
- 4308 st thomas way, Kissimmee 34758 Pending $226,740 · 2 bd · 2 ba · 1,562 sqft
- 4318 st thomas way, Kissimmee 34758 Pending $223,740 · 2 bd · 2 ba · 1,562 sqft
- 188 anzio drive, Kissimmee 34758 Pending $260,000 · 3 bd · 2 ba · 1,453 sqft
- 256 cranbrook drive, Kissimmee 34758 Pending $265,000 · 4 bd · 2 ba · 1,212 sqft
- 2205 granger avenue, Kissimmee 34746 Pending $298,500 · 3 bd · 2 ba · 2,169 sqft
- 2642 mcdaniel drive, Kissimmee 34758 Pending $100,000 · 2 bd · 2 ba · 864 sqft
- 4011 venetian bay drive 106, Kissimmee 34741 Pending $200,000 · 3 bd · 2 ba · 1,296 sqft
- 1539 beechmont drive, Kissimmee 34744 Pending $446,990 · 4 bd · 2 ba · 1,828 sqft
- 1531 beechmont drive, Kissimmee 34744 Pending $446,990 · 4 bd · 2 ba · 1,828 sqft
- 2042 walnut creek drive, Kissimmee 34744 Pending $394,990 · 3 bd · 2 ba · 1,614 sqft
- 5570 dennery bay road, Kissimmee 34758 Pending $418,230 · 4 bd · 3 ba · 2,366 sqft
- 2016 locust berry drive, Kissimmee 34743 Pending $364,000 · 3 bd · 2 ba · 1,501 sqft
- 4505 alberto circle, Kissimmee 34746 Pending $280,000 · 3 bd · 3 ba · 1,295 sqft
- 3404 great pond drive, Kissimmee 34746 Pending $349,000 · 4 bd · 2 ba · 2,094 sqft
- 103 dulverton way, Kissimmee 34758 Pending $238,000 · 3 bd · 2 ba · 1,194 sqft
- 1799 coriander drive 1799, Kissimmee 34759 Pending $189,900 · 2 bd · 2 ba · 1,050 sqft
- 3245 tranquil trail, Kissimmee 34747 Pending $339,000 · 3 bd · 3 ba · 1,360 sqft
- 988 pinewood street, Kissimmee 34744 Pending $343,990 · 3 bd · 3 ba · 1,489 sqft
- 417 rio grande court, Kissimmee 34759 Pending $375,000 · 4 bd · 2 ba · 2,612 sqft
- 2026 walnut creek drive, Kissimmee 34744 Pending $394,990 · 3 bd · 2 ba · 1,614 sqft