Homes under $300K in Kissimmee, FL

584 for sale · 1,843 homes listed · Updated September 27, 2026 · Page 33 of 37

• 1033 embrun court, Kissimmee 34759 Off market since Sep 2026 $238,000 · 3 bd · 2 ba · 1,068 sqft
• 807 del prado drive, Kissimmee 34758 Off market since Sep 2026 $239,000 · 4 bd · 2 ba · 1,730 sqft
• 611 basingstoke court, Kissimmee 34758 Off market since Sep 2026 $276,500 · 3 bd · 2 ba · 1,442 sqft
• 649 captiva circle, Kissimmee 34741 Off market since Sep 2026 $240,000 · 3 bd · 3 ba · 1,527 sqft
• 5367 west irlo bronson mem highway 1-203, Kissimmee 34746 Off market since Sep 2026 $68,900 · 1 bd · 1 ba · 231 sqft
• 2616 lodi circle 104, Kissimmee 34746 Off market since Sep 2026 $210,000 · 3 bd · 2 ba · 1,296 sqft
• 4997 town terrace south, Kissimmee 34758 Off market since Sep 2026 $239,900 · 3 bd · 3 ba · 1,504 sqft
• 5252 cane island loop 204, Kissimmee 34746 Off market since Sep 2026 $219,900 · 3 bd · 2 ba · 1,402 sqft
• 2431 grasmere view parkway north, Kissimmee 34746 Off market since Sep 2026 $247,900 · 2 bd · 3 ba · 1,820 sqft
• 5390 paradise cay circle, Kissimmee 34746 Off market since Sep 2026 $269,000 · 3 bd · 3 ba · 1,187 sqft
• 1115 park ridge circle, Kissimmee 34746 Off market since Sep 2026 $245,000 · 3 bd · 3 ba · 1,291 sqft
• 8811 dunes court 308, Kissimmee 34747 Off market since Sep 2026 $249,000 · 4 bd · 2 ba · 1,377 sqft
• 231 elm court, Kissimmee 34759 Off market since Sep 2026 $269,990 · 4 bd · 3 ba · 1,999 sqft
• 121 pompei drive, Kissimmee 34758 Off market since Sep 2026 $299,999 · 3 bd · 2 ba · 1,594 sqft
• 3226 fox squirrel drive, Kissimmee 34741 Off market since Aug 2026 $189,890 · 2 bd · 2 ba · 1,100 sqft
• 3100 parkway boulevard 727, Kissimmee 34747 Off market since Sep 2026 $129,900 · 1 bd · 1 ba · 492 sqft
• 419 allspice court, Kissimmee 34759 Off market since Sep 2026 $189,800 · 3 bd · 2 ba · 1,951 sqft
• 1057 park ridge circle, Kissimmee 34746 Off market since Sep 2026 $249,900 · 3 bd · 3 ba · 1,291 sqft
• 1001 plantation drive c1, Kissimmee 34741 Off market since Sep 2026 $134,000 · 2 bd · 1 ba · 1,008 sqft
• 2691 andros lane, Kissimmee 34747 Off market since Sep 2026 $265,000 · 3 bd · 3 ba · 1,595 sqft
• 2612 mcdaniel drive, Kissimmee 34758 Off market since Sep 2026 $234,900 · 2 bd · 2 ba · 1,056 sqft
• 460 martigues drive, Kissimmee 34759 Off market since Sep 2026 $284,900 · 3 bd · 2 ba · 1,559 sqft
• 1018 plantation drive a18, Kissimmee 34741 Off market since Sep 2026 $190,000 · 2 bd · 2 ba · 970 sqft
• 1229 bermuda lakes lane 206, Kissimmee 34741 Off market since Sep 2026 $134,900 · 1 bd · 1 ba · 733 sqft
• 2935 theme street, Kissimmee 34746 Off market since Sep 2026 $299,900 · 3 bd · 3 ba · 1,859 sqft
• 7509 pellham way 0, Kissimmee 34747 Off market since Sep 2026 $264,000 · 3 bd · 3 ba · 1,808 sqft
• 2080 heritage key boulevard, Kissimmee 34744 Off market since Sep 2026 $275,000 · 3 bd · 3 ba · 1,512 sqft
• 2208 antigua place 914, Kissimmee 34741 Off market since Sep 2026 $164,000 · 1 bd · 1 ba · 762 sqft
• 3087 seaview castle drive, Kissimmee 34746 Off market since Sep 2026 $298,500 · 3 bd · 3 ba · 1,394 sqft
• 5266 paradise cay circle, Kissimmee 34746 Off market since Sep 2026 $295,000 · 3 bd · 3 ba · 1,595 sqft
• 4179 spitfire avenue, Kissimmee 34741 Off market since Sep 2026 $167,200 · 2 bd · 2 ba · 930 sqft
• 2358 old dixie highway, Kissimmee 34744 Off market since Sep 2026 $190,000 · 2 bd · 1 ba · 1,232 sqft
• 8107 coconut palm way 201, Kissimmee 34747 Off market since Sep 2026 $227,000 · 3 bd · 2 ba · 1,268 sqft
• 3151 sunset walk drive 1507, Kissimmee 34747 Off market since Sep 2026 $289,000 · 1 bd · 1 ba · 734 sqft
• 2868 tanzanite terrace, Kissimmee 34758 Off market since Sep 2026 $249,000 · 3 bd · 2 ba · 1,838 sqft
• 3100 parkway boulevard 726, Kissimmee 34747 Off market since Sep 2026 $120,000 · 1 bd · 1 ba · 524 sqft
• 656 cotulla drive, Kissimmee 34758 Off market since Sep 2026 $286,990 · 4 bd · 2 ba · 1,755 sqft
• 2494 skyline loop, Kissimmee 34759 Off market since Sep 2026 $270,000 · 3 bd · 3 ba · 1,834 sqft
• 4442 maple chase trail, Kissimmee 34758 Off market since Sep 2026 $299,000 · 3 bd · 2 ba · 1,876 sqft
• 26 las palmas way 1, Kissimmee 34743 Off market since Sep 2026 $224,999 · 2 bd · 2 ba · 960 sqft
• 2723 north poinciana boulevard 153, Kissimmee 34746 Off market since Sep 2026 $215,000 · 3 bd · 2 ba · 1,287 sqft
• 1414 anchor bend way, Kissimmee 34746 Off market since Sep 2026 $274,995 · 3 bd · 3 ba · 1,365 sqft
• 2448 summerfield way, Kissimmee 34741 Off market since Sep 2026 $265,000 · 2 bd · 3 ba · 1,265 sqft
• 2207 antigua place 715, Kissimmee 34741 Off market since Sep 2026 $215,000 · 2 bd · 2 ba · 1,026 sqft
• 49 pine island circle, Kissimmee 34743 Off market since Sep 2026 $250,000 · 3 bd · 2 ba · 1,070 sqft
• 4536 ochos rios place, Kissimmee 34758 Off market since Sep 2026 $274,900 · 3 bd · 2 ba · 1,553 sqft
• 1205 bermuda lakes lane 303, Kissimmee 34741 Off market since Sep 2026 $187,000 · 2 bd · 2 ba · 1,103 sqft
• 3036 parkway boulevard 205, Kissimmee 34747 Off market since Sep 2026 $210,000 · 2 bd · 2 ba · 937 sqft
• 1055 park ridge circle, Kissimmee 34746 Off market since Sep 2026 $220,000 · 3 bd · 3 ba · 1,291 sqft
• 2896 tanzanite terrace, Kissimmee 34758 Off market since Aug 2026 $275,000 · 3 bd · 2 ba · 1,831 sqft