Homes under $300K in Kissimmee, FL

584 for sale · 1,843 homes listed · Updated September 27, 2026 · Page 24 of 37

• 2139 balboa way, Kissimmee 34741 Off market since Sep 2026 $258,900 · 2 bd · 3 ba · 1,418 sqft
• 3204 sabal palms court b, Kissimmee 34747 Off market since Sep 2026 $168,900 · 2 bd · 2 ba · 1,087 sqft
• 1150 south beach circle, Kissimmee 34746 Off market since Sep 2026 $214,000 · 3 bd · 3 ba · 1,468 sqft
• 4569 corsa lane, Kissimmee 34746 Off market since Sep 2026 $289,900 · 3 bd · 3 ba · 1,295 sqft
• 3001 laurel park lane 105, Kissimmee 34741 Off market since Sep 2026 $244,995 · 3 bd · 2 ba · 1,433 sqft
• 305 medina court, Kissimmee 34758 Off market since Sep 2026 $270,000 · 3 bd · 2 ba · 1,948 sqft
• 9055 treasure trove lane 208, Kissimmee 34747 Off market since Sep 2026 $195,000 · 2 bd · 2 ba · 1,445 sqft
• 8931 shine drive, Kissimmee 34747 Off market since Sep 2026 $271,500 · 3 bd · 2 ba · 1,300 sqft
• 217 ellsworth drive, Kissimmee 34758 Off market since Sep 2026 $269,900 · 4 bd · 3 ba · 1,951 sqft
• 2342 barbados court, Kissimmee 34741 Off market since Sep 2026 $230,000 · 2 bd · 2 ba · 991 sqft
• 2611 gala road north 106, Kissimmee 34746 Off market since Sep 2026 $229,900 · 3 bd · 2 ba · 1,296 sqft
• 2832 osprey cove place 202, Kissimmee 34746 Off market since Sep 2026 $190,000 · 3 bd · 2 ba · 1,136 sqft
• 2737 cranmoor drive, Kissimmee 34758 Off market since Sep 2026 $240,000 · 3 bd · 2 ba · 1,104 sqft
• 1112 roan court, Kissimmee 34759 Off market since Sep 2026 $294,000 · 4 bd · 2 ba · 1,804 sqft
• 2215 san vittorino circle 102, Kissimmee 34741 Off market since Sep 2026 $255,000 · 4 bd · 3 ba · 1,470 sqft
• 2040 royal bay boulevard 30, Kissimmee 34746 Off market since Sep 2026 $214,500 · 3 bd · 2 ba · 1,326 sqft
• 2305 silver palm drive 302, Kissimmee 34747 Off market since Sep 2026 $199,800 · 3 bd · 2 ba · 1,402 sqft
• 602 cheetah lane, Kissimmee 34759 Off market since Sep 2026 $270,000 · 3 bd · 2 ba · 1,424 sqft
• 1705 evergreen street, Kissimmee 34746 Off market since Jul 2026 $180,000 · 2 bd · 2 ba · 520 sqft
• 2717 north poinciana boulevard 176, Kissimmee 34746 Off market since Sep 2026 $230,000 · 2 bd · 2 ba · 1,087 sqft
• 910 louvre court, Kissimmee 34759 Off market since Sep 2026 $265,000 · 3 bd · 2 ba · 1,202 sqft
• 4855 coral castle drive, Kissimmee 34746 Off market since Aug 2026 $265,000 · 3 bd · 3 ba · 1,844 sqft
• 3107 seaview castle drive, Kissimmee 34746 Off market since Sep 2026 $260,000 · 2 bd · 3 ba · 1,304 sqft
• 3606 mayfair street, Kissimmee 34758 Off market since Jul 2026 $249,000 · 3 bd · 3 ba · 1,407 sqft
• 3000 maingate lane 326, Kissimmee 34747 Off market since Sep 2026 $50,000 · 1 bd · 1 ba · 304 sqft
• 1426 pacific road, Kissimmee 34759 Off market since Jul 2026 $295,000 · 4 bd · 3 ba · 2,110 sqft
• 3151 sunset walk drive 1209, Kissimmee 34747 Off market since Sep 2026 $298,999 · 1 bd · 1 ba · 734 sqft
• 4561 yellowgold road east 103, Kissimmee 34746 Off market since Sep 2026 $229,500 · 3 bd · 2 ba · 1,296 sqft
• 2720 club cortile circle a, Kissimmee 34746 Off market since Sep 2026 $225,000 · 3 bd · 2 ba · 1,202 sqft
• 530 finch lane, Kissimmee 34759 Off market since Aug 2026 $284,900 · 4 bd · 2 ba · 1,490 sqft
• 3033 bird of paradise lane, Kissimmee 34747 Off market since Sep 2026 $250,000 · 2 bd · 3 ba · 1,161 sqft
• 5259 images circle 207, Kissimmee 34746 Off market since Jul 2026 $174,000 · 3 bd · 3 ba · 1,389 sqft
• 1006 plantation drive f9, Kissimmee 34741 Off market since Aug 2026 $178,000 · 2 bd · 1 ba · 872 sqft
• 420 albatross court, Kissimmee 34759 Off market since Sep 2026 $260,000 · 3 bd · 2 ba · 1,032 sqft
• 2670 triumph way, Kissimmee 34746 Off market since Aug 2026 $285,000 · 2 bd · 3 ba · 1,350 sqft
• 1406 anchor bend way, Kissimmee 34746 Off market since Sep 2026 $190,990 · 3 bd · 3 ba · 1,365 sqft
• 3849 bay club circle 204, Kissimmee 34741 Off market since Sep 2026 $129,990 · 2 bd · 2 ba · 910 sqft
• 2201 key west court 328, Kissimmee 34741 Off market since Sep 2026 $194,990 · 2 bd · 2 ba · 1,026 sqft
• 336 cervantes drive 336, Kissimmee 34743 Off market since Sep 2026 $219,000 · 2 bd · 3 ba · 1,120 sqft
• 4562 jonafree lane 104, Kissimmee 34746 Off market since Sep 2026 $220,000 · 3 bd · 2 ba · 1,296 sqft
• 2210 grand cayman court 1737, Kissimmee 34741 Off market since Sep 2026 $190,000 · 2 bd · 2 ba · 1,026 sqft
• 8921 legacy court 18-308, Kissimmee 34747 Off market since Sep 2026 $199,999 · 2 bd · 1 ba · 901 sqft
• 54 west marbrisa way, Kissimmee 34743 Off market since Sep 2026 $215,000 · 2 bd · 1 ba · 750 sqft
• 2201 key west court 314, Kissimmee 34741 Off market since Jul 2026 $215,000 · 2 bd · 2 ba · 1,026 sqft
• 442 caraway drive, Kissimmee 34759 Off market since Sep 2026 $227,000 · 3 bd · 2 ba · 1,794 sqft
• 2280 san vital drive 106, Kissimmee 34741 Off market since Jul 2026 $249,900 · 3 bd · 2 ba · 1,296 sqft
• 3171 paradox circle 104, Kissimmee 34746 Off market since Sep 2026 $275,000 · 2 bd · 3 ba · 1,126 sqft
• 49 pine island circle, Kissimmee 34743 Off market since Jul 2026 $270,000 · 3 bd · 2 ba · 1,070 sqft
• 2250 san vital drive 105, Kissimmee 34741 Off market since Sep 2026 $275,000 · 3 bd · 2 ba · 1,296 sqft
• 3001 laurel run lane 203, Kissimmee 34741 Off market since Sep 2026 $230,000 · 3 bd · 2 ba · 1,433 sqft