Homes under $300K in Kissimmee, FL

584 for sale · 1,843 homes listed · Updated September 27, 2026 · Page 26 of 37

• 699 lake marion golf resort, Kissimmee 34759 Off market since Sep 2026 $134,000 · 2 bd · 2 ba · 784 sqft
• 4005 san sebastian drive 107, Kissimmee 34741 Off market since Sep 2026 $255,000 · 4 bd · 3 ba · 1,470 sqft
• 2628 roadster lane, Kissimmee 34746 Off market since Sep 2026 $279,000 · 2 bd · 3 ba · 1,350 sqft
• 2731 north poinciana boulevard 107, Kissimmee 34746 Off market since Sep 2026 $195,000 · 3 bd · 2 ba · 1,287 sqft
• 719 del ray drive, Kissimmee 34758 Off market since Sep 2026 $260,000 · 3 bd · 2 ba · 1,057 sqft
• 4734 vero beach place, Kissimmee 34746 Off market since Jul 2026 $298,000 · 3 bd · 3 ba · 1,286 sqft
• 2738 cranmoor drive, Kissimmee 34758 Off market since Jul 2026 $200,000 · 2 bd · 2 ba · 1,144 sqft
• 3153 britannia boulevard b, Kissimmee 34747 Off market since Sep 2026 $209,900 · 3 bd · 2 ba · 1,357 sqft
• 4559 corsa lane, Kissimmee 34746 Off market since Sep 2026 $265,000 · 3 bd · 3 ba · 1,295 sqft
• 8061 vacation avenue 216, Kissimmee 34747 Off market since Sep 2026 $279,000 · 1 bd · 1 ba · 829 sqft
• 1624 windsor oak court, Kissimmee 34744 Off market since Jul 2026 $264,900 · 3 bd · 3 ba · 1,380 sqft
• 2219 caribbean drive south 27, Kissimmee 34741 Off market since Jul 2026 $160,000 · 2 bd · 2 ba · 991 sqft
• 1040 cannock drive, Kissimmee 34758 Off market since Sep 2026 $231,999 · 3 bd · 2 ba · 1,161 sqft
• 2930 polynesian isles boulevard 233, Kissimmee 34746 Off market since Sep 2026 $61,900 · 1 bd · 1 ba · 300 sqft
• 137 violet court, Kissimmee 34759 Off market since Sep 2026 $265,000 · 4 bd · 2 ba · 1,555 sqft
• 528 finch lane, Kissimmee 34759 Off market since Sep 2026 $264,990 · 3 bd · 2 ba · 1,578 sqft
• 5245 west irlo bronson memorial highway 258, Kissimmee 34746 Off market since Sep 2026 $95,000 · 1 bd · 1 ba · 325 sqft
• 4366 sunny creek place, Kissimmee 34746 Off market since Sep 2026 $250,268 · 3 bd · 2 ba · 1,263 sqft
• 1828 coriander drive, Kissimmee 34759 Off market since Sep 2026 $215,000 · 3 bd · 2 ba · 1,056 sqft
• 1824 coriander drive, Kissimmee 34759 Off market since Aug 2026 $225,000 · 3 bd · 2 ba · 1,056 sqft
• 1822 coriander drive, Kissimmee 34759 Off market since Aug 2026 $235,000 · 3 bd · 2 ba · 1,056 sqft
• 1826 coriander drive, Kissimmee 34759 Off market since Sep 2026 $235,000 · 3 bd · 2 ba · 1,056 sqft
• 2543 old kent circle, Kissimmee 34758 Off market since Sep 2026 $259,990 · 4 bd · 3 ba · 1,822 sqft
• 3008 parkway boulevard 107, Kissimmee 34747 Off market since Sep 2026 $195,000 · 2 bd · 2 ba · 937 sqft
• 2416 condado court, Kissimmee 34743 Off market since Sep 2026 $299,000 · 3 bd · 2 ba · 1,102 sqft
• 411 prestwick place, Kissimmee 34759 Off market since Sep 2026 $199,000 · 2 bd · 2 ba · 1,104 sqft
• 107 verona drive, Kissimmee 34759 Off market since Sep 2026 $255,000 · 2 bd · 2 ba · 1,467 sqft
• 2734 rio grande trail 2734, Kissimmee 34741 Off market since Sep 2026 $204,900 · 3 bd · 2 ba · 1,250 sqft
• 2451 varenna loop, Kissimmee 34741 Off market since Sep 2026 $295,000 · 3 bd · 3 ba · 1,603 sqft
• 4729 coral castle drive, Kissimmee 34746 Off market since Sep 2026 $295,900 · 3 bd · 3 ba · 1,762 sqft
• 3019 bonfire beach drive 205, Kissimmee 34746 Off market since Sep 2026 $155,000 · 1 bd · 1 ba · 677 sqft
• 8710 rain forest place b, Kissimmee 34747 Off market since Sep 2026 $289,000 · 4 bd · 3 ba · 1,616 sqft
• 42 pine island circle, Kissimmee 34743 Off market since Sep 2026 $245,900 · 3 bd · 2 ba · 1,214 sqft
• 2201 san vittorino circle 106, Kissimmee 34741 Off market since Sep 2026 $210,000 · 3 bd · 2 ba · 1,296 sqft
• 437 hunter circle, Kissimmee 34758 Off market since Sep 2026 $150,000 · 2 bd · 2 ba · 1,038 sqft
• 3827 bay club circle 103, Kissimmee 34741 Off market since Sep 2026 $164,900 · 2 bd · 2 ba · 910 sqft
• 3050 pirates retreat court 207, Kissimmee 34747 Off market since Sep 2026 $211,000 · 2 bd · 2 ba · 1,445 sqft
• 3002 bonfire beach drive 202, Kissimmee 34746 Off market since Sep 2026 $235,000 · 2 bd · 2 ba · 1,271 sqft
• 3684 circle hook street, Kissimmee 34746 Off market since Sep 2026 $264,900 · 3 bd · 3 ba · 1,552 sqft
• 9061 treasure trove lane 204, Kissimmee 34747 Off market since Sep 2026 $289,900 · 3 bd · 2 ba · 1,700 sqft
• 3301 whitestone circle 205, Kissimmee 34741 Off market since Sep 2026 $239,000 · 3 bd · 2 ba · 1,433 sqft
• 563 bay leaf drive, Kissimmee 34759 Off market since Sep 2026 $261,900 · 2 bd · 3 ba · 1,445 sqft
• 567 bay leaf drive, Kissimmee 34759 Off market since Sep 2026 $271,900 · 3 bd · 3 ba · 1,635 sqft
• 414 caribbean court, Kissimmee 34759 Off market since Sep 2026 $285,900 · 3 bd · 2 ba · 1,471 sqft
• 8929 legacy court 206, Kissimmee 34747 Off market since Aug 2026 $175,000 · 1 bd · 1 ba · 636 sqft
• 910 park terrace circle, Kissimmee 34746 Off market since Sep 2026 $240,000 · 3 bd · 3 ba · 1,300 sqft
• 4721 clock tower drive 304, Kissimmee 34746 Off market since Sep 2026 $269,990 · 2 bd · 2 ba · 1,126 sqft
• 65 zinnia lane east, Kissimmee 34759 Off market since Sep 2026 $270,000 · 3 bd · 2 ba · 1,630 sqft
• 3001 laurel run lane 204, Kissimmee 34741 Off market since Sep 2026 $239,000 · 3 bd · 2 ba · 1,433 sqft
• 8424 crystal cove loop, Kissimmee 34747 Off market since Sep 2026 $249,900 · 3 bd · 3 ba · 1,291 sqft