Homes under $300K in Kissimmee, FL
584 for sale · 1,843 homes listed · Updated September 27, 2026 · Page 27 of 37
- 2216 grand cayman court 1435, Kissimmee 34741 Off market since Sep 2026 $179,900 · 2 bd · 2 ba · 1,026 sqft
- 5520 paradise cay circle, Kissimmee 34746 Off market since Sep 2026 $279,000 · 3 bd · 3 ba · 1,362 sqft
- 221 cobalt drive, Kissimmee 34758 Off market since Sep 2026 $249,900 · 4 bd · 2 ba · 1,536 sqft
- 427 lark court, Kissimmee 34759 Off market since Sep 2026 $245,000 · 4 bd · 2 ba · 1,893 sqft
- 718 pincon lane, Kissimmee 34759 Off market since Sep 2026 $251,875 · 3 bd · 2 ba · 1,208 sqft
- 1947 bentley boulevard, Kissimmee 34741 Off market since Sep 2026 $224,901 · 3 bd · 2 ba · 1,056 sqft
- 2729 north poinciana boulevard 125, Kissimmee 34746 Off market since Sep 2026 $199,000 · 3 bd · 2 ba · 1,287 sqft
- 8829 grand palms circle a, Kissimmee 34747 Off market since Sep 2026 $189,000 · 3 bd · 2 ba · 1,222 sqft
- 8103 coconut palm way 205, Kissimmee 34747 Off market since Sep 2026 $205,000 · 3 bd · 2 ba · 1,402 sqft
- 821 jarnac drive, Kissimmee 34759 Off market since Sep 2026 $264,900 · 3 bd · 2 ba · 1,478 sqft
- 2208 antigua place 938, Kissimmee 34741 Off market since Sep 2026 $182,500 · 2 bd · 2 ba · 1,026 sqft
- 1917 estancia circle, Kissimmee 34741 Off market since Sep 2026 $239,000 · 3 bd · 3 ba · 1,705 sqft
- 107 bianca court, Kissimmee 34758 Off market since Sep 2026 $270,000 · 4 bd · 2 ba · 2,006 sqft
- 502 matterhorn place, Kissimmee 34758 Off market since Sep 2026 $264,500 · 3 bd · 2 ba · 1,451 sqft
- 8716 rain forest place a, Kissimmee 34747 Off market since Sep 2026 $195,500 · 3 bd · 2 ba · 1,381 sqft
- 1370 pacific road, Kissimmee 34759 Off market since Sep 2026 $230,000 · 3 bd · 3 ba · 1,495 sqft
- 2610 lodi circle 107, Kissimmee 34746 Off market since Sep 2026 $270,000 · 4 bd · 3 ba · 1,470 sqft
- 1109 munster court, Kissimmee 34759 Off market since Sep 2026 $289,000 · 4 bd · 2 ba · 1,707 sqft
- 233 gladiola court, Kissimmee 34759 Off market since Aug 2026 $299,990 · 4 bd · 3 ba · 2,024 sqft
- 4017 venetian bay drive 103, Kissimmee 34741 Off market since Sep 2026 $199,000 · 3 bd · 2 ba · 1,296 sqft
- 3001 laurel run lane 104, Kissimmee 34741 Off market since Sep 2026 $249,900 · 3 bd · 2 ba · 1,433 sqft
- 2468 sweetwater club circle 111, Kissimmee 34746 Off market since Sep 2026 $208,999 · 3 bd · 2 ba · 1,220 sqft
- 1043 park ridge circle, Kissimmee 34746 Off market since Sep 2026 $270,000 · 3 bd · 3 ba · 1,291 sqft
- 1601 columbia arms circle 201, Kissimmee 34741 Off market since Sep 2026 $189,000 · 2 bd · 2 ba · 1,098 sqft
- 3076 shingle creek court, Kissimmee 34746 Off market since Sep 2026 $215,900 · 3 bd · 3 ba · 1,380 sqft
- 2954 lucayan harbour circle 106, Kissimmee 34746 Off market since Sep 2026 $287,000 · 3 bd · 2 ba · 1,300 sqft
- 724 del ray drive, Kissimmee 34758 Off market since Sep 2026 $272,999 · 3 bd · 2 ba · 1,080 sqft
- 2437 summerfield way, Kissimmee 34741 Off market since Sep 2026 $240,000 · 2 bd · 3 ba · 1,265 sqft
- 9202 lake marion golf resort a, Kissimmee 34759 Off market since Sep 2026 $176,990 · 3 bd · 2 ba · 1,218 sqft
- 460 martigues drive, Kissimmee 34759 Off market since Jul 2026 $295,000 · 3 bd · 2 ba · 1,559 sqft
- 2320 margarita court 2320, Kissimmee 34741 Off market since Sep 2026 $195,000 · 2 bd · 2 ba · 991 sqft
- 107 east cypress street, Kissimmee 34744 Off market since Sep 2026 $154,000 · 2 bd · 1 ba · 576 sqft
- 2739 north poinciana boulevard 84, Kissimmee 34746 Off market since Aug 2026 $199,000 · 3 bd · 2 ba · 1,301 sqft
- 8815 dunes court 105, Kissimmee 34747 Off market since Aug 2026 $209,900 · 2 bd · 2 ba · 1,048 sqft
- 3016 parkway boulevard 204, Kissimmee 34747 Off market since Sep 2026 $170,000 · 2 bd · 2 ba · 937 sqft
- 8718 rain forest place c, Kissimmee 34747 Off market since Sep 2026 $232,000 · 3 bd · 2 ba · 1,357 sqft
- 306 evandee court, Kissimmee 34758 Off market since Sep 2026 $260,000 · 4 bd · 2 ba · 1,716 sqft
- 2491 hassonite street, Kissimmee 34744 Sold on Jul 21, 2026 $289,000 · 3 bd · 3 ba · 1,734 sqft
- 3315 composition street, Kissimmee 34758 Off market since Jul 2026 $259,490 · 2 bd · 3 ba · 1,275 sqft
- 5367 west irlo bronson memorial highway 1-205, Kissimmee 34746 Off market since Sep 2026 $81,000 · 1 bd · 1 ba · 231 sqft
- 5367 west irlo bronson memorial highway 1-206, Kissimmee 34746 Off market since Sep 2026 $81,000 · 1 bd · 1 ba · 231 sqft
- 5367 west irlo bronson memorial highway 1-204, Kissimmee 34746 Off market since Sep 2026 $81,000 · 1 bd · 1 ba · 231 sqft
- 2356 caravelle circle, Kissimmee 34746 Off market since Sep 2026 $299,000 · 5 bd · 3 ba · 1,779 sqft
- 735 colville place, Kissimmee 34759 Off market since Sep 2026 $270,000 · 3 bd · 2 ba · 1,242 sqft
- 8498 crystal cove loop, Kissimmee 34747 Off market since Aug 2026 $245,000 · 3 bd · 3 ba · 1,291 sqft
- 5367 west irlo bronson memorial highway 1-120, Kissimmee 34746 Off market since Sep 2026 $55,000 · 1 bd · 1 ba · 198 sqft
- 5367 west irlo bronson memorial highway 1-117, Kissimmee 34746 Off market since Sep 2026 $55,000 · 1 bd · 1 ba · 198 sqft
- 1064 park ridge circle, Kissimmee 34746 Off market since Sep 2026 $233,000 · 3 bd · 3 ba · 1,291 sqft
- 8474 crystal cove loop, Kissimmee 34747 Off market since Aug 2026 $249,500 · 3 bd · 3 ba · 1,263 sqft
- 2 east las palmas way, Kissimmee 34743 Off market since Sep 2026 $189,900 · 2 bd · 2 ba · 875 sqft