Homes under $300K in Kissimmee, FL

584 for sale · 1,843 homes listed · Updated September 27, 2026 · Page 21 of 37

• 3604 landing net drive, Kissimmee 34746 Off market since Sep 2026 $280,000 · 3 bd · 3 ba · 1,365 sqft
• 2208 san vittorino circle 107, Kissimmee 34741 Off market since Sep 2026 $280,000 · 4 bd · 3 ba · 1,470 sqft
• 3151 sunset walk drive 1202, Kissimmee 34747 Off market since Sep 2026 $280,000 · 1 bd · 1 ba · 745 sqft
• 3050 pirates retreat court 108, Kissimmee 34747 Off market since Sep 2026 $180,000 · 2 bd · 2 ba · 1,445 sqft
• 4563 yellowgold road east 106, Kissimmee 34746 Off market since Sep 2026 $225,000 · 3 bd · 2 ba · 1,296 sqft
• 202 dana court, Kissimmee 34758 Off market since Sep 2026 $199,900 · 2 bd · 2 ba · 1,397 sqft
• 157 pompano beach drive, Kissimmee 34746 Off market since Sep 2026 $290,000 · 3 bd · 3 ba · 1,286 sqft
• 2004 viewfinder street, Kissimmee 34758 Off market since Aug 2026 $229,990 · 2 bd · 2 ba · 1,255 sqft
• 2207 portrait street, Kissimmee 34758 Off market since Aug 2026 $269,990 · 3 bd · 2 ba · 1,407 sqft
• 540 oak branch circle, Kissimmee 34758 Off market since Sep 2026 $275,999 · 3 bd · 2 ba · 1,443 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
• 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
• 1288 south beach circle, Kissimmee 34746 Off market since Sep 2026 $280,000 · 3 bd · 3 ba · 1,468 sqft
• 2841 oakwater drive, Kissimmee 34747 Off market since Jul 2026 $299,999 · 3 bd · 2 ba · 1,427 sqft
• 1158 perpignan court, Kissimmee 34759 Off market since Sep 2026 $269,999 · 3 bd · 2 ba · 1,770 sqft
• 31 chip court, Kissimmee 34759 Off market since Sep 2026 $224,500 · 3 bd · 2 ba · 1,218 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
• 601 grand canal drive, Kissimmee 34759 Off market since Jul 2026 $239,239 · 2 bd · 2 ba · 1,258 sqft
• 1158 saint tropez court, Kissimmee 34759 Off market since Sep 2026 $240,000 · 3 bd · 2 ba · 1,825 sqft
• 2050 east irlo bronson memorial highway 108, Kissimmee 34744 Off market since Sep 2026 $55,000 · 1 bd · 1 ba · 324 sqft
• 409 fountainhead circle 236, Kissimmee 34741 Off market since Sep 2026 $165,000 · 2 bd · 2 ba · 932 sqft
• 8419 crystal cove loop, Kissimmee 34747 Off market since Sep 2026 $245,500 · 3 bd · 3 ba · 1,291 sqft
• 2729 north poinciana boulevard 117, Kissimmee 34746 Off market since Sep 2026 $215,000 · 3 bd · 2 ba · 1,301 sqft
• 8834 coral palms court a, Kissimmee 34747 Off market since Sep 2026 $220,000 · 4 bd · 2 ba · 1,220 sqft
• 305 chelmsford court, Kissimmee 34758 Off market since Sep 2026 $275,000 · 4 bd · 2 ba · 1,808 sqft
• 265 gladiola court, Kissimmee 34759 Off market since Jul 2026 $287,890 · 4 bd · 2 ba · 1,861 sqft
• 3150 paradox circle 302, Kissimmee 34746 Off market since Sep 2026 $295,000 · 2 bd · 2 ba · 1,186 sqft
• 2472 palm tree drive, Kissimmee 34759 Off market since Sep 2026 $289,900 · 3 bd · 2 ba · 1,539 sqft
• 2505 coral avenue, Kissimmee 34741 Off market since Sep 2026 $230,000 · 2 bd · 2 ba · 1,074 sqft
• 2930 polynesian isle boulevard 245, Kissimmee 34746 Off market since Jul 2026 $65,000 · 1 bd · 1 ba · 300 sqft
• 2031 cascades boulevard 103, Kissimmee 34741 Off market since Sep 2026 $135,000 · 1 bd · 1 ba · 618 sqft
• 3028 parkway boulevard 105, Kissimmee 34747 Off market since Sep 2026 $230,000 · 2 bd · 2 ba · 937 sqft
• 3827 bay club circle 204, Kissimmee 34741 Off market since Sep 2026 $182,000 · 2 bd · 2 ba · 910 sqft
• 3115 fox squirrel drive 3115, Kissimmee 34741 Off market since Sep 2026 $159,900 · 3 bd · 2 ba · 1,250 sqft
• 84 east marbrisa way, Kissimmee 34743 Off market since Sep 2026 $179,000 · 2 bd · 1 ba · 750 sqft
• 5367 west irlo bronson memorial highway 1-209, Kissimmee 34746 Off market since Jul 2026 $65,000 · 1 bd · 1 ba · 231 sqft
• 5367 west irlo bronson memorial highway 1-210, Kissimmee 34746 Off market since Sep 2026 $65,000 · 1 bd · 1 ba · 231 sqft
• 3007 white orchid road, Kissimmee 34747 Off market since Sep 2026 $220,000 · 2 bd · 3 ba · 1,161 sqft
• 8070 unwind way 5211, Kissimmee 34747 Off market since Sep 2026 $199,900 · 1 bd · 1 ba · 501 sqft
• 8070 unwind way 5314, Kissimmee 34747 Off market since Sep 2026 $279,900 · 1 bd · 1 ba · 745 sqft
• 8061 vacation avenue 2307, Kissimmee 34747 Off market since Sep 2026 $275,000 · 1 bd · 1 ba · 501 sqft
• 8061 vacation avenue 2313, Kissimmee 34747 Off market since Sep 2026 $275,000 · 1 bd · 1 ba · 501 sqft
• 1861 houston street, Kissimmee 34743 Off market since Sep 2026 $299,900 · 3 bd · 3 ba · 1,452 sqft
• 2634 corvette lane, Kissimmee 34746 Off market since Sep 2026 $285,000 · 2 bd · 3 ba · 1,350 sqft
• 8815 grand palms circle b, Kissimmee 34747 Off market since Sep 2026 $209,999 · 3 bd · 2 ba · 1,222 sqft
• 1822 foxhall circle 1822, Kissimmee 34741 Off market since Aug 2026 $150,000 · 2 bd · 2 ba · 1,074 sqft