Kissimmee offers some of the best remaining acreage opportunities in the Orlando metro. From gated ranch communities to US-192 corridor parcels, inventory is deep.
Kissimmee is in Osceola County, south and southwest of Orlando, and it offers some of the best remaining acreage opportunities in the metro area. The city is home to several large-acreage gated communities like Happy Trails, where five-acre parcels are common and equestrian use is welcome. For buyers who want ranch-style living within reach of Orlando's employment centers, Kissimmee delivers options that simply do not exist in Orange County anymore.
The US-192/Irlo Bronson Highway corridor is a major commercial and tourism artery running through Kissimmee, and land along this stretch attracts both commercial and investment buyers. Further south and east, the Boggy Creek Road corridor connects to the Lake Nona development area, making parts of Kissimmee a practical alternative for buyers who want to be near the medical city without paying Lake Nona prices. The mix of residential, agricultural, and commercial zoning across the city means buyers have flexibility depending on their intended use.
Kissimmee is also a strong option for buyers priced out of Orange County. Per-acre costs here are generally lower, and the availability of five-acre-plus parcels gives buyers room to build, farm, or hold land as a long-term investment. With continued population growth in Osceola County and new infrastructure projects underway, land values in Kissimmee are trending upward -- but the window for finding affordable acreage is still open.
Impressive five-acre parcel in a desirable Kissimmee location.
5 acres in Happy Trails gated community.
Magnificent 6+ acre parcel in a gated community.
Nearly 5 acres for agriculture or recreational use.
5 acres with survey and building plans included.
Rare lakefront property on Lake Tohopekaliga.
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Kissimmee's land market is one of the most active in the Orlando metro, offering everything from gated five-acre ranch parcels to lakefront lots on Lake Tohopekaliga. The diversity of zoning and parcel sizes gives buyers real options whether they are planning to build a home, start an agricultural operation, or hold land as an investment.
OrlandoAcreage.com tracks available land across Kissimmee and the broader Osceola County area. For help evaluating specific parcels or understanding local zoning requirements, we recommend reaching out to a land specialist familiar with the Kissimmee market.