Homes under $500K in Kissimmee, FL

1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 87 of 103

• 2903 edenshire way 102, Kissimmee 34746 Off market since Sep 2026 $298,990 · 3 bd · 2 ba · 1,300 sqft
• 713 toulon drive, Kissimmee 34759 Off market since Sep 2026 $146,000 · 3 bd · 2 ba · 1,414 sqft
• 2319 lily pad lane, Kissimmee 34743 Off market since Sep 2026 $334,900 · 3 bd · 2 ba · 1,704 sqft
• 3261 energy drive, Kissimmee 34747 Off market since Sep 2026 $389,000 · 3 bd · 3 ba · 1,365 sqft
• 628 reindeer drive, Kissimmee 34759 Off market since Sep 2026 $365,000 · 4 bd · 2 ba · 1,925 sqft
• 4806 lullaby lane, Kissimmee 34746 Off market since Aug 2026 $468,500 · 4 bd · 3 ba · 1,914 sqft
• 2344 crescent moon street, Kissimmee 34746 Off market since Sep 2026 $389,000 · 4 bd · 3 ba · 2,350 sqft
• 116 san benito way, Kissimmee 34758 Off market since Sep 2026 $252,500 · 3 bd · 2 ba · 1,331 sqft
• 451 hunter circle, Kissimmee 34758 Off market since Sep 2026 $240,000 · 3 bd · 3 ba · 1,586 sqft
• 183 club villas lane, Kissimmee 34744 Off market since Sep 2026 $289,900 · 2 bd · 2 ba · 1,397 sqft
• 7921 spectrum drive, Kissimmee 34747 Off market since Sep 2026 $342,900 · 3 bd · 3 ba · 1,680 sqft
• 2410 relaxing lane, Kissimmee 34744 Off market since Sep 2026 $489,990 · 4 bd · 3 ba · 2,151 sqft
• 7917 northwest spectrum drive, Kissimmee 34747 Off market since Sep 2026 $339,900 · 3 bd · 3 ba · 1,704 sqft
• 1260 pecan street, Kissimmee 34744 Off market since Sep 2026 $419,000 · 4 bd · 2 ba · 2,107 sqft
• 8899 geneve court, Kissimmee 34747 Off market since Sep 2026 $394,900 · 4 bd · 4 ba · 2,102 sqft
• 1704 friendship row, Kissimmee 34744 Off market since Aug 2026 $440,000 · 4 bd · 3 ba · 2,044 sqft
• 2821 plymouth place, Kissimmee 34741 Off market since Sep 2026 $370,000 · 3 bd · 3 ba · 1,838 sqft
• 2777 tropical lake drive, Kissimmee 34741 Off market since Aug 2026 $220,000 · 5 bd · 1 ba · 1,750 sqft
• 230 bay drive, Kissimmee 34759 Off market since Sep 2026 $296,000 · 2 bd · 2 ba · 1,489 sqft
• 4208 lugano court, Kissimmee 34746 Off market since Sep 2026 $375,000 · 4 bd · 3 ba · 2,388 sqft
• 307 colony court, Kissimmee 34758 Off market since Sep 2026 $275,000 · 3 bd · 2 ba · 1,790 sqft
• 22 bolton court, Kissimmee 34758 Off market since Sep 2026 $280,000 · 4 bd · 2 ba · 1,704 sqft
• 2300 eagle talon court, Kissimmee 34746 Off market since Sep 2026 $450,000 · 4 bd · 4 ba · 3,591 sqft
• 4000 venetian bay drive 107, Kissimmee 34741 Off market since Sep 2026 $260,000 · 4 bd · 3 ba · 1,470 sqft
• 4724 marcos circle, Kissimmee 34758 Off market since Sep 2026 $482,777 · 5 bd · 3 ba · 3,194 sqft
• 2931 sentence street, Kissimmee 34746 Off market since Sep 2026 $355,900 · 3 bd · 3 ba · 1,859 sqft
• 4814 love storey lane, Kissimmee 34746 Off market since Sep 2026 $469,000 · 4 bd · 3 ba · 1,914 sqft
• 2466 relaxing lane, Kissimmee 34744 Off market since Sep 2026 $499,990 · 4 bd · 3 ba · 2,151 sqft
• 1224 royal view terrace, Kissimmee 34747 Off market since Sep 2026 $389,000 · 3 bd · 3 ba · 1,708 sqft
• 4811 pliny court, Kissimmee 34746 Off market since Sep 2026 $356,000 · 3 bd · 2 ba · 1,570 sqft
• 2728 emerson lane, Kissimmee 34743 Off market since Sep 2026 $370,000 · 3 bd · 3 ba · 1,598 sqft
• 4021 venetian bay drive 101, Kissimmee 34741 Off market since Sep 2026 $249,000 · 4 bd · 3 ba · 1,470 sqft
• 1070 park ridge circle, Kissimmee 34746 Off market since Sep 2026 $209,900 · 3 bd · 3 ba · 1,277 sqft
• 3001 laurel run lane 206, Kissimmee 34741 Off market since Sep 2026 $245,000 · 3 bd · 2 ba · 1,433 sqft
• 3157 sun lake court b, Kissimmee 34747 Off market since Sep 2026 $255,000 · 3 bd · 2 ba · 1,484 sqft
• 1856 howard mesa drive, Kissimmee 34744 Off market since Sep 2026 $415,000 · 4 bd · 2 ba · 1,665 sqft
• 1383 levy bend drive, Kissimmee 34744 Off market since Sep 2026 $498,000 · 4 bd · 3 ba · 2,102 sqft
• 929 gloucester court, Kissimmee 34758 Off market since Sep 2026 $243,000 · 3 bd · 2 ba · 1,460 sqft
• 5367 west irlo bronson memorial highway 2-214, Kissimmee 34746 Off market since Sep 2026 $57,000 · 1 bd · 1 ba · 198 sqft
• 7 tamiami way, Kissimmee 34758 Off market since Sep 2026 $285,000 · 3 bd · 2 ba · 1,609 sqft
• 2070 rome drive, Kissimmee 34747 Off market since Sep 2026 $424,900 · 5 bd · 5 ba · 2,265 sqft
• 5367 west irlo bronson memorial highway 1-103, Kissimmee 34746 Off market since Sep 2026 $59,900 · 1 ba · 231 sqft
• 3141 sun lake court a, Kissimmee 34747 Off market since Sep 2026 $247,500 · 3 bd · 2 ba · 1,484 sqft
• 1033 embrun court, Kissimmee 34759 Off market since Sep 2026 $238,000 · 3 bd · 2 ba · 1,068 sqft
• 807 del prado drive, Kissimmee 34758 Off market since Sep 2026 $239,000 · 4 bd · 2 ba · 1,730 sqft
• 2669 broadwing street, Kissimmee 34746 Off market since Sep 2026 $399,990 · 4 bd · 2 ba · 1,903 sqft
• 611 basingstoke court, Kissimmee 34758 Off market since Sep 2026 $276,500 · 3 bd · 2 ba · 1,442 sqft
• 172 bowie lane b, Kissimmee 34743 Off market since Sep 2026 $310,995 · 3 bd · 3 ba · 1,308 sqft
• 2677 broadwing street, Kissimmee 34746 Off market since Sep 2026 $424,990 · 3 bd · 3 ba · 2,226 sqft
• 649 captiva circle, Kissimmee 34741 Off market since Sep 2026 $240,000 · 3 bd · 3 ba · 1,527 sqft