Homes under $500K in Kissimmee, FL

1,610 for sale · 5,127 homes listed · Updated September 29, 2026 · Page 57 of 103

• 4457 le reve court, Kissimmee 34746 Off market since Aug 2026 $463,900 · 4 bd · 4 ba · 1,752 sqft
• 7959 delwin lane, Kissimmee 34747 Off market since Aug 2026 $390,000 · 3 bd · 3 ba · 1,700 sqft
• 2754 corvette lane, Kissimmee 34746 Off market since Sep 2026 $329,000 · 3 bd · 3 ba · 1,440 sqft
• 540 oak branch circle, Kissimmee 34758 Off market since Sep 2026 $275,999 · 3 bd · 2 ba · 1,443 sqft
• 1991 spring shower circle, Kissimmee 34744 Off market since Sep 2026 $479,900 · 3 bd · 2 ba · 2,056 sqft
• 1540 carey palm circle, Kissimmee 34747 Off market since Sep 2026 $415,000 · 3 bd · 4 ba · 1,962 sqft
• 875 fraser drive, Kissimmee 34759 Off market since Sep 2026 $272,000 · 3 bd · 2 ba · 1,600 sqft
• 1158 chervil drive, Kissimmee 34759 Off market since Aug 2026 $258,900 · 4 bd · 3 ba · 1,701 sqft
• 2201 san vittorino circle 108, Kissimmee 34741 Off market since Sep 2026 $230,000 · 4 bd · 3 ba · 1,470 sqft
• 2924 boating boulevard, Kissimmee 34746 Off market since Sep 2026 $499,900 · 5 bd · 3 ba · 2,842 sqft
• 2970 protagonist street, Kissimmee 34746 Off market since Sep 2026 $450,000 · 4 bd · 3 ba · 1,914 sqft
• 2310 silver palm drive 104, Kissimmee 34747 Off market since Sep 2026 $234,900 · 2 bd · 2 ba · 1,022 sqft
• 2302 silver palm drive 204, Kissimmee 34747 Off market since Sep 2026 $224,900 · 2 bd · 2 ba · 1,022 sqft
• 3228 brasilia avenue, Kissimmee 34747 Off market since Jul 2026 $454,500 · 4 bd · 5 ba · 2,396 sqft
• 2986 stillwater drive, Kissimmee 34743 Off market since Sep 2026 $380,000 · 4 bd · 2 ba · 1,756 sqft
• 2509 dharma circle, Kissimmee 34746 Off market since Sep 2026 $470,000 · 4 bd · 2 ba · 2,165 sqft
• 1288 south beach circle, Kissimmee 34746 Off market since Sep 2026 $280,000 · 3 bd · 3 ba · 1,468 sqft
• 4905 windermere avenue, Kissimmee 34746 Off market since Sep 2026 $454,900 · 4 bd · 3 ba · 1,914 sqft
• 8587 sunrise key drive, Kissimmee 34747 Off market since Sep 2026 $484,000 · 4 bd · 3 ba · 1,960 sqft
• 2165 the oaks boulevard, Kissimmee 34746 Off market since Aug 2026 $499,999 · 4 bd · 4 ba · 2,720 sqft
• 2333 silver palm drive, Kissimmee 34747 Off market since Sep 2026 $314,900 · 3 bd · 3 ba · 1,440 sqft
• 3160 pantanal lane, Kissimmee 34747 Off market since Sep 2026 $467,500 · 4 bd · 5 ba · 2,396 sqft
• 1889 rustic falls drive, Kissimmee 34744 Off market since Sep 2026 $499,900 · 4 bd · 4 ba · 3,099 sqft
• 2841 oakwater drive, Kissimmee 34747 Off market since Jul 2026 $299,999 · 3 bd · 2 ba · 1,427 sqft
• 4741 clock tower drive 208, Kissimmee 34746 Off market since Sep 2026 $348,000 · 3 bd · 2 ba · 1,329 sqft
• 2945 banana palm drive, Kissimmee 34747 Off market since Sep 2026 $369,000 · 4 bd · 3 ba · 1,902 sqft
• 7629 danube road, Kissimmee 34747 Off market since Sep 2026 $357,000 · 3 bd · 3 ba · 1,797 sqft
• 7520 sunville avenue, Kissimmee 34747 Off market since Sep 2026 $495,000 · 4 bd · 5 ba · 1,804 sqft
• 2110 bunker view court, Kissimmee 34746 Off market since Sep 2026 $385,000 · 3 bd · 3 ba · 2,039 sqft
• 4234 barbuda lane, Kissimmee 34758 Sold on Jul 17, 2026 $429,169 · 3 bd · 3 ba · 2,315 sqft
• 2852 eastham lane, Kissimmee 34741 Off market since Sep 2026 $300,000 · 3 bd · 3 ba · 1,776 sqft
• 3151 brasilia avenue, Kissimmee 34747 Off market since Sep 2026 $425,000 · 4 bd · 5 ba · 2,396 sqft
• 1158 perpignan court, Kissimmee 34759 Off market since Sep 2026 $269,999 · 3 bd · 2 ba · 1,770 sqft
• 2664 horseshoe bay drive, Kissimmee 34741 Off market since Jul 2026 $389,500 · 4 bd · 3 ba · 1,959 sqft
• 8952 adriatico lane, Kissimmee 34747 Off market since Sep 2026 $435,000 · 5 bd · 5 ba · 2,263 sqft
• 31 chip court, Kissimmee 34759 Off market since Sep 2026 $224,500 · 3 bd · 2 ba · 1,218 sqft
• 746 maderia court, Kissimmee 34758 Off market since Sep 2026 $320,000 · 4 bd · 2 ba · 1,719 sqft
• 4303 seven canyons drive, Kissimmee 34746 Off market since Sep 2026 $394,500 · 3 bd · 3 ba · 1,970 sqft
• 3001 mandolin drive, Kissimmee 34744 Off market since Sep 2026 $449,777 · 4 bd · 3 ba · 2,392 sqft
• 2621 palisade boulevard, Kissimmee 34741 Off market since Sep 2026 $458,000 · 3 bd · 3 ba · 2,120 sqft
• 3175 feltrim place 203, Kissimmee 34747 Off market since Sep 2026 $199,999 · 3 bd · 2 ba · 1,269 sqft
• 4004 san gallo drive 104, Kissimmee 34741 Off market since Sep 2026 $245,000 · 3 bd · 2 ba · 1,296 sqft
• 806 ebb tide lane, Kissimmee 34759 Off market since Sep 2026 $409,900 · 3 bd · 3 ba · 2,011 sqft
• 5277 royal point avenue, Kissimmee 34746 Off market since Sep 2026 $470,000 · 4 bd · 3 ba · 2,963 sqft
• 601 grand canal drive, Kissimmee 34759 Off market since Jul 2026 $239,239 · 2 bd · 2 ba · 1,258 sqft
• 3008 seaview castle drive, Kissimmee 34746 Off market since Sep 2026 $369,000 · 3 bd · 3 ba · 1,882 sqft
• 2943 casabella drive, Kissimmee 34744 Off market since Sep 2026 $389,900 · 4 bd · 2 ba · 1,895 sqft
• 1192 via galuppi street, Kissimmee 34759 Off market since Sep 2026 $340,000 · 3 bd · 2 ba · 1,723 sqft
• 4704 blue diamond street, Kissimmee 34746 Off market since Sep 2026 $460,000 · 4 bd · 3 ba · 1,808 sqft
• 3215 brasilia avenue, Kissimmee 34747 Off market since Sep 2026 $390,000 · 3 bd · 4 ba · 2,268 sqft