Homes under $500K in Kissimmee, FL

1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 66 of 103

• 2690 corvette lane, Kissimmee 34746 Off market since Jul 2026 $379,900 · 3 bd · 3 ba · 1,474 sqft
• 5801 portico place, Kissimmee 34758 Off market since Sep 2026 $399,000 · 4 bd · 4 ba · 2,138 sqft
• 1757 quail ridge loop, Kissimmee 34744 Off market since Aug 2026 $344,999 · 3 bd · 2 ba · 1,109 sqft
• 2650 santosh cove, Kissimmee 34746 Off market since Sep 2026 $499,900 · 5 bd · 5 ba · 2,806 sqft
• 1406 anchor bend way, Kissimmee 34746 Off market since Sep 2026 $190,990 · 3 bd · 3 ba · 1,365 sqft
• 3849 bay club circle 204, Kissimmee 34741 Off market since Sep 2026 $129,990 · 2 bd · 2 ba · 910 sqft
• 2104 broome street, Kissimmee 34743 Off market since Jul 2026 $359,900 · 3 bd · 3 ba · 1,452 sqft
• 760 del prado drive, Kissimmee 34758 Off market since Jul 2026 $329,000 · 3 bd · 2 ba · 1,661 sqft
• 2109 broome street, Kissimmee 34743 Off market since Sep 2026 $349,990 · 3 bd · 3 ba · 1,452 sqft
• 2201 key west court 328, Kissimmee 34741 Off market since Sep 2026 $194,990 · 2 bd · 2 ba · 1,026 sqft
• 813 halifax drive, Kissimmee 34758 Off market since Sep 2026 $315,000 · 4 bd · 2 ba · 2,164 sqft
• 280 indian wells avenue, Kissimmee 34759 Off market since Aug 2026 $378,900 · 2 bd · 2 ba · 2,105 sqft
• 2639 candied apple alley, Kissimmee 34744 Off market since Sep 2026 $449,000 · 3 bd · 3 ba · 1,755 sqft
• 336 cervantes drive 336, Kissimmee 34743 Off market since Sep 2026 $219,000 · 2 bd · 3 ba · 1,120 sqft
• 3008 caribbean soul drive, Kissimmee 34747 Off market since Sep 2026 $329,000 · 2 bd · 3 ba · 1,394 sqft
• 3158 brasilia avenue, Kissimmee 34747 Off market since Sep 2026 $419,900 · 4 bd · 5 ba · 2,396 sqft
• 4562 jonafree lane 104, Kissimmee 34746 Off market since Sep 2026 $220,000 · 3 bd · 2 ba · 1,296 sqft
• 2210 grand cayman court 1737, Kissimmee 34741 Off market since Sep 2026 $190,000 · 2 bd · 2 ba · 1,026 sqft
• 8921 legacy court 18-308, Kissimmee 34747 Off market since Sep 2026 $199,999 · 2 bd · 1 ba · 901 sqft
• 8110 fan palm way, Kissimmee 34747 Off market since Aug 2026 $489,000 · 5 bd · 4 ba · 2,255 sqft
• 54 west marbrisa way, Kissimmee 34743 Off market since Sep 2026 $215,000 · 2 bd · 1 ba · 750 sqft
• 8972 california palm road, Kissimmee 34747 Off market since Sep 2026 $365,000 · 4 bd · 3 ba · 1,902 sqft
• 1142 normandy drive, Kissimmee 34759 Off market since Sep 2026 $335,000 · 5 bd · 3 ba · 2,144 sqft
• 1737 kato way, Kissimmee 34744 Off market since Sep 2026 $340,000 · 4 bd · 3 ba · 1,935 sqft
• 1594 carey palm circle, Kissimmee 34747 Off market since Jul 2026 $410,000 · 3 bd · 4 ba · 1,962 sqft
• 2201 key west court 314, Kissimmee 34741 Off market since Jul 2026 $215,000 · 2 bd · 2 ba · 1,026 sqft
• 7665 somersworth drive, Kissimmee 34747 Off market since Sep 2026 $484,900 · 4 bd · 4 ba · 2,158 sqft
• 442 caraway drive, Kissimmee 34759 Off market since Sep 2026 $227,000 · 3 bd · 2 ba · 1,794 sqft
• 2311 caravelle circle, Kissimmee 34746 Off market since Sep 2026 $337,000 · 4 bd · 3 ba · 1,636 sqft
• 637 eagle pointe south, Kissimmee 34746 Off market since Jul 2026 $425,000 · 4 bd · 3 ba · 2,319 sqft
• 1673 barberry drive, Kissimmee 34744 Off market since Sep 2026 $429,990 · 4 bd · 2 ba · 1,846 sqft
• 5684 sycamore canyon drive, Kissimmee 34758 Off market since Jul 2026 $420,000 · 4 bd · 3 ba · 2,932 sqft
• 2280 san vital drive 106, Kissimmee 34741 Off market since Jul 2026 $249,900 · 3 bd · 2 ba · 1,296 sqft
• 8080 dreamsicle drive, Kissimmee 34747 Off market since Sep 2026 $459,900 · 4 bd · 3 ba · 1,564 sqft
• 2563 aster cove lane, Kissimmee 34758 Off market since Sep 2026 $355,000 · 4 bd · 3 ba · 2,084 sqft
• 3171 paradox circle 104, Kissimmee 34746 Off market since Sep 2026 $275,000 · 2 bd · 3 ba · 1,126 sqft
• 7664 comrow street 304, Kissimmee 34747 Off market since Sep 2026 $305,000 · 3 bd · 2 ba · 1,450 sqft
• 49 pine island circle, Kissimmee 34743 Off market since Jul 2026 $270,000 · 3 bd · 2 ba · 1,070 sqft
• 1528 erin breeze lane, Kissimmee 34744 Off market since Sep 2026 $345,000 · 3 bd · 3 ba · 1,509 sqft
• 2657 oneida loop, Kissimmee 34747 Off market since Aug 2026 $479,000 · 4 bd · 3 ba · 1,791 sqft
• 4744 terra esmeralda drive, Kissimmee 34746 Off market since Sep 2026 $354,990 · 3 bd · 3 ba · 1,591 sqft
• 2022 majorca drive, Kissimmee 34747 Off market since Sep 2026 $399,990 · 4 bd · 4 ba · 2,102 sqft
• 4807 dedication street, Kissimmee 34746 Off market since Sep 2026 $460,000 · 4 bd · 3 ba · 1,914 sqft
• 2838 sweetspire circle, Kissimmee 34746 Off market since Sep 2026 $385,000 · 4 bd · 3 ba · 2,528 sqft
• 3758 paradiso circle, Kissimmee 34746 Off market since Jul 2026 $385,000 · 4 bd · 2 ba · 2,400 sqft
• 2250 san vital drive 105, Kissimmee 34741 Off market since Sep 2026 $275,000 · 3 bd · 2 ba · 1,296 sqft
• 121 pompei drive, Kissimmee 34758 Off market since Jul 2026 $345,000 · 3 bd · 2 ba · 1,594 sqft
• 3001 laurel run lane 203, Kissimmee 34741 Off market since Sep 2026 $230,000 · 3 bd · 2 ba · 1,433 sqft
• 8101 coconut palm way 205, Kissimmee 34747 Off market since Aug 2026 $219,900 · 3 bd · 2 ba · 1,268 sqft
• 3251 secret lake drive 1214, Kissimmee 34747 Off market since Jul 2026 $449,900 · 1 bd · 1 ba · 656 sqft