Homes under $300K in Kissimmee, FL

584 for sale · 1,843 homes listed · Updated September 27, 2026 · Page 28 of 37

• 12 pine island circle, Kissimmee 34743 Off market since Sep 2026 $235,000 · 2 bd · 2 ba · 1,066 sqft
• 4731 clock tower drive 206, Kissimmee 34746 Off market since Sep 2026 $279,800 · 2 bd · 2 ba · 1,196 sqft
• 3300 whitestone circle 107, Kissimmee 34741 Off market since Sep 2026 $274,900 · 3 bd · 2 ba · 1,779 sqft
• 3012 parkway boulevard 106, Kissimmee 34747 Off market since Sep 2026 $150,000 · 1 bd · 1 ba · 661 sqft
• 1153 perpignan court, Kissimmee 34759 Off market since Jul 2026 $249,000 · 3 bd · 2 ba · 1,236 sqft
• 8815 dunes court 305, Kissimmee 34747 Off market since Sep 2026 $189,900 · 2 bd · 2 ba · 1,048 sqft
• 1831 manitoba court, Kissimmee 34759 Off market since Sep 2026 $270,000 · 4 bd · 2 ba · 1,632 sqft
• 14 york court, Kissimmee 34758 Off market since Sep 2026 $275,000 · 3 bd · 2 ba · 1,329 sqft
• 3072 shingle creek court, Kissimmee 34746 Off market since Sep 2026 $215,900 · 3 bd · 2 ba · 1,218 sqft
• 2060 viewfinder street, Kissimmee 34758 Off market since Sep 2026 $245,000 · 2 bd · 3 ba · 1,275 sqft
• 2460 summerfield way, Kissimmee 34741 Off market since Sep 2026 $210,000 · 2 bd · 3 ba · 1,265 sqft
• 4721 clock tower drive 107, Kissimmee 34746 Off market since Sep 2026 $273,000 · 2 bd · 2 ba · 1,186 sqft
• 615 mckinley court, Kissimmee 34758 Off market since Sep 2026 $285,000 · 3 bd · 2 ba · 1,449 sqft
• 1036 dudley drive, Kissimmee 34758 Off market since Sep 2026 $285,000 · 3 bd · 2 ba · 1,551 sqft
• 12202 indian creek drive, Kissimmee 34759 Off market since Sep 2026 $157,000 · 3 bd · 2 ba · 1,218 sqft
• 2135 water mania court, Kissimmee 34746 Off market since Sep 2026 $250,000 · 2 bd · 2 ba · 1,052 sqft
• 3150 wet north wild court, Kissimmee 34746 Off market since Sep 2026 $250,000 · 2 bd · 2 ba · 1,052 sqft
• 446 cinnamon drive, Kissimmee 34759 Off market since Sep 2026 $271,000 · 4 bd · 2 ba · 1,682 sqft
• 16 perch drive, Kissimmee 34759 Off market since Sep 2026 $260,000 · 4 bd · 2 ba · 1,768 sqft
• 648 floridian drive, Kissimmee 34758 Off market since Sep 2026 $204,900 · 2 bd · 2 ba · 1,014 sqft
• 1702 minnow court, Kissimmee 34759 Off market since Sep 2026 $267,000 · 3 bd · 2 ba · 1,761 sqft
• 1222 bermuda lakes lane 106, Kissimmee 34741 Off market since Sep 2026 $160,000 · 2 bd · 2 ba · 1,103 sqft
• 3013 bonfire beach drive 201, Kissimmee 34746 Off market since Sep 2026 $295,000 · 3 bd · 2 ba · 1,444 sqft
• 2456 temple grove lane, Kissimmee 34741 Off market since Aug 2026 $285,000 · 3 bd · 3 ba · 1,384 sqft
• 2202 key west court 626, Kissimmee 34741 Off market since Sep 2026 $169,997 · 2 bd · 2 ba · 1,026 sqft
• 2747 north poinciana boulevard 10, Kissimmee 34746 Off market since Sep 2026 $199,000 · 3 bd · 2 ba · 1,287 sqft
• 182 birmingham drive, Kissimmee 34758 Off market since Sep 2026 $255,000 · 3 bd · 2 ba · 1,636 sqft
• 539 brentford court, Kissimmee 34758 Off market since Sep 2026 $294,900 · 3 bd · 2 ba · 1,876 sqft
• 146 flatfish court, Kissimmee 34759 Off market since Sep 2026 $255,000 · 4 bd · 2 ba · 1,764 sqft
• 3038 parkway boulevard 208, Kissimmee 34747 Off market since Sep 2026 $195,000 · 2 bd · 2 ba · 937 sqft
• 955 louvre court, Kissimmee 34759 Off market since Sep 2026 $299,900 · 4 bd · 2 ba · 2,088 sqft
• 3176 feltrim place 302, Kissimmee 34747 Off market since Sep 2026 $249,900 · 2 bd · 2 ba · 1,062 sqft
• 32 altera court, Kissimmee 34758 Off market since Sep 2026 $299,950 · 3 bd · 2 ba · 1,690 sqft
• 1805 michigan avenue d, Kissimmee 34744 Off market since Sep 2026 $124,000 · 2 bd · 2 ba · 1,118 sqft
• 8515 crystal cove loop, Kissimmee 34747 Off market since Sep 2026 $239,000 · 3 bd · 3 ba · 1,291 sqft
• 401 fountainhead circle 155, Kissimmee 34741 Off market since Sep 2026 $153,900 · 1 bd · 1 ba · 744 sqft
• 8107 coconut palm way 205, Kissimmee 34747 Off market since Sep 2026 $230,000 · 3 bd · 2 ba · 1,402 sqft
• 340 chiquita court, Kissimmee 34758 Off market since Sep 2026 $265,000 · 3 bd · 2 ba · 1,053 sqft
• 402 ohio way, Kissimmee 34759 Off market since Sep 2026 $289,990 · 3 bd · 2 ba · 1,548 sqft
• 2788 almaton loop 202, Kissimmee 34747 Off market since Sep 2026 $275,000 · 2 bd · 2 ba · 1,081 sqft
• 2743 sun key place, Kissimmee 34747 Off market since Sep 2026 $265,000 · 3 bd · 3 ba · 1,291 sqft
• 447 hunter circle, Kissimmee 34758 Off market since Jul 2026 $259,999 · 3 bd · 3 ba · 1,586 sqft
• 1200 wahneta drive, Kissimmee 34759 Off market since Sep 2026 $299,995 · 3 bd · 2 ba · 1,445 sqft
• 3050 white orchid road, Kissimmee 34747 Off market since Sep 2026 $279,000 · 2 bd · 3 ba · 1,161 sqft
• 4878 coral castle drive, Kissimmee 34746 Off market since Sep 2026 $294,000 · 3 bd · 3 ba · 1,762 sqft
• 3 country club court, Kissimmee 34759 Off market since Sep 2026 $250,000 · 3 bd · 2 ba · 1,218 sqft
• 8819 grand palms circle a, Kissimmee 34747 Off market since Sep 2026 $260,000 · 3 bd · 2 ba · 1,245 sqft
• 336 montgomery court, Kissimmee 34758 Off market since Sep 2026 $220,000 · 3 bd · 2 ba · 1,346 sqft
• 252 fig court, Kissimmee 34759 Off market since Sep 2026 $240,000 · 4 bd · 2 ba · 1,414 sqft
• 2 lake villa way, Kissimmee 34743 Off market since Sep 2026 $219,900 · 3 bd · 2 ba · 992 sqft