Homes under $500K in Kissimmee, FL

1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 62 of 103

• 2605 play hard alley, Kissimmee 34744 Off market since Sep 2026 $355,000 · 3 bd · 3 ba · 1,603 sqft
• 4501 sparkling shell avenue, Kissimmee 34746 Sold on Jul 17, 2026 $325,000 · 3 bd · 3 ba · 1,782 sqft
• 3011 penelope loop, Kissimmee 34746 Off market since Sep 2026 $469,000 · 4 bd · 3 ba · 1,914 sqft
• 5210 paradise cay circle, Kissimmee 34746 Off market since Sep 2026 $273,990 · 3 bd · 3 ba · 1,187 sqft
• 3204 tidewater drive, Kissimmee 34743 Off market since Sep 2026 $240,000 · 2 bd · 2 ba · 952 sqft
• 9004 shine drive, Kissimmee 34747 Off market since Sep 2026 $277,000 · 3 bd · 2 ba · 1,300 sqft
• 1869 nice court, Kissimmee 34747 Off market since Sep 2026 $445,000 · 5 bd · 4 ba · 2,492 sqft
• 1874 flourish avenue, Kissimmee 34744 Off market since Aug 2026 $489,000 · 4 bd · 3 ba · 2,151 sqft
• 8061 vacation avenue 2508, Kissimmee 34747 Off market since Sep 2026 $349,000 · 2 bd · 2 ba · 1,029 sqft
• 3150 eucalyptus court, Kissimmee 34746 Off market since Sep 2026 $350,000 · 3 bd · 2 ba · 2,037 sqft
• 8879 geneve court, Kissimmee 34747 Off market since Sep 2026 $455,000 · 5 bd · 5 ba · 2,102 sqft
• 2682 mayaguana street, Kissimmee 34747 Off market since Sep 2026 $290,000 · 3 bd · 3 ba · 1,595 sqft
• 116 talavera lane, Kissimmee 34758 Off market since Sep 2026 $293,000 · 3 bd · 2 ba · 1,329 sqft
• 3151 paradox circle 104, Kissimmee 34746 Off market since Sep 2026 $307,000 · 2 bd · 2 ba · 1,126 sqft
• 1201 apopka lane, Kissimmee 34759 Off market since Sep 2026 $290,000 · 3 bd · 2 ba · 1,588 sqft
• 2930 polynesian isle boulevard 221, Kissimmee 34746 Off market since Sep 2026 $63,900 · 1 bd · 1 ba · 300 sqft
• 735 palaiseau court, Kissimmee 34759 Off market since Aug 2026 $299,900 · 4 bd · 2 ba · 1,650 sqft
• 3220 abiaka drive, Kissimmee 34743 Off market since Sep 2026 $394,990 · 4 bd · 2 ba · 1,990 sqft
• 2401 avian loop, Kissimmee 34741 Off market since Aug 2026 $435,000 · 3 bd · 2 ba · 1,706 sqft
• 4612 cabalerro trail, Kissimmee 34758 Off market since Sep 2026 $410,000 · 4 bd · 3 ba · 2,735 sqft
• 910 hudson valley drive, Kissimmee 34759 Off market since Sep 2026 $350,000 · 4 bd · 2 ba · 1,584 sqft
• 4698 coral harbour road, Kissimmee 34758 Off market since Sep 2026 $429,900 · 4 bd · 3 ba · 2,394 sqft
• 8960 bismarck palm road, Kissimmee 34747 Off market since Sep 2026 $459,990 · 5 bd · 5 ba · 3,015 sqft
• 2212 san vittorino circle 28-107, Kissimmee 34741 Off market since Sep 2026 $236,000 · 4 bd · 3 ba · 1,470 sqft
• 2614 sunrise shores drive, Kissimmee 34747 Off market since Sep 2026 $418,000 · 3 bd · 4 ba · 1,678 sqft
• 1350 greenfield loop, Kissimmee 34747 Off market since Aug 2026 $434,997 · 3 bd · 2 ba · 1,497 sqft
• 2931 rio grande trl d, Kissimmee 34741 Off market since Sep 2026 $185,000 · 2 bd · 2 ba · 1,025 sqft
• 409 danube drive, Kissimmee 34759 Off market since Aug 2026 $305,000 · 4 bd · 3 ba · 1,638 sqft
• 1910 dolphin drive, Kissimmee 34759 Off market since Aug 2026 $250,000 · 3 bd · 2 ba · 1,558 sqft
• 168 club villas lane, Kissimmee 34744 Off market since Sep 2026 $325,000 · 2 bd · 2 ba · 1,417 sqft
• 40 coventry court, Kissimmee 34758 Off market since Sep 2026 $239,000 · 3 bd · 2 ba · 1,229 sqft
• 617 parakeet court, Kissimmee 34759 Off market since Sep 2026 $274,300 · 4 bd · 3 ba · 1,569 sqft
• 3119 rockefeller way, Kissimmee 34747 Off market since Sep 2026 $449,000 · 3 bd · 4 ba · 2,195 sqft
• 995 cumberland drive, Kissimmee 34759 Off market since Sep 2026 $320,990 · 3 bd · 2 ba · 1,239 sqft
• 818 carrousel lane, Kissimmee 34759 Off market since Sep 2026 $289,900 · 4 bd · 2 ba · 2,196 sqft
• 3008 parkway boulevard 306, Kissimmee 34747 Off market since Sep 2026 $199,000 · 2 bd · 2 ba · 937 sqft
• 2705 prestwick lane, Kissimmee 34744 Off market since Sep 2026 $410,000 · 4 bd · 3 ba · 1,719 sqft
• 2727 sun key place, Kissimmee 34747 Off market since Sep 2026 $294,900 · 3 bd · 3 ba · 1,291 sqft
• 8061 vacation avenue 2510, Kissimmee 34747 Off market since Sep 2026 $340,000 · 2 bd · 2 ba · 1,029 sqft
• 198 north lake court, Kissimmee 34743 Off market since Sep 2026 $374,900 · 3 bd · 3 ba · 1,706 sqft
• 710 bay street, Kissimmee 34744 Off market since Aug 2026 $253,000 · 3 bd · 3 ba · 1,100 sqft
• 5005 laguna bay circle 22, Kissimmee 34746 Off market since Sep 2026 $179,999 · 2 bd · 2 ba · 1,066 sqft
• 1994 spring shower circle, Kissimmee 34744 Off market since Jul 2026 $440,000 · 3 bd · 2 ba · 2,056 sqft
• 2930 northeast polynesian isle 219, Kissimmee 34746 Off market since Sep 2026 $63,900 · 1 ba · 436 sqft
• 2930 polynesian isle boulevard 223, Kissimmee 34746 Off market since Sep 2026 $63,900 · 1 bd · 1 ba · 300 sqft
• 2670 reagan lane, Kissimmee 34744 Off market since Sep 2026 $353,000 · 3 bd · 2 ba · 1,294 sqft
• 436 bloomfield drive, Kissimmee 34758 Off market since Sep 2026 $315,000 · 3 bd · 2 ba · 1,825 sqft
• 292 gardenia road, Kissimmee 34743 Off market since Sep 2026 $497,999 · 3 bd · 3 ba · 1,896 sqft
• 3539 maple ridge loop, Kissimmee 34741 Off market since Sep 2026 $444,000 · 4 bd · 2 ba · 2,298 sqft
• 2920 moonstone bend, Kissimmee 34758 Off market since Jul 2026 $355,000 · 3 bd · 2 ba · 1,445 sqft