Kissimmee is the Osceola County market known for vacation-rental homes and fast-growing planned communities, reached by US-192, I-4, and Florida's Turnpike traffic. As the county seat, it is also where Osceola County deeds are recorded and cases are heard. Home to about 79,226 residents (2020 Census).
Every listing, up to the second, straight from the MLS. Tip: type “Kissimmee” in the location box.
Typical Kissimmee home values are down 3.7% over the past year, at about $359,462.
Values: Zillow Home Value Index and Observed Rent Index, mid-tier, smoothed and seasonally adjusted, July 2026. Population: U.S. Census 2020. Indexes are estimates, not appraisals; a free Kissimmee market report gives you sold comps for your exact street.
Vacation-rental homes and fast-growing planned communities
Access via US-192, I-4, and Florida's Turnpike traffic
Osceola County · seat Kissimmee · Ninth Judicial Circuit
Arthur Simpson · Realty Pros Assured is licensed statewide and serves Kissimmee buyers and sellers by phone, video, and in-person appointment. Because Arthur is also a Florida attorney, REALTOR® & CIPS, you get a sharper eye on the contract, the title, and the deed, the parts of a Osceola County deal where money is usually lost.
Need the legal side on its own? See the real estate attorney page for Kissimmee, or read why an attorney-REALTOR® changes the deal.
Get My Free Kissimmee Home Valuation →As of July 2026, Zillow's Home Value Index puts the typical Kissimmee home at about $359,462, -3.7% over the past year. Osceola County overall is about $363,472.
Kissimmee is in Osceola County (county seat: Kissimmee). Deeds and liens are recorded with the Osceola County Clerk of the Circuit Court, and real estate disputes are heard in the Ninth Judicial Circuit.
Yes. Arthur Simpson is licensed statewide as a Florida REALTOR® with Realty Pros Assured and is also a Florida attorney, so Kissimmee buyers and sellers get one person for the contract, the negotiation, and the legal side. He works Kissimmee by phone, video, and in-person appointment from Ormond Beach.
Florida does not require one, but Kissimmee contracts, title questions, and deed transfers are where money is usually lost. Arthur reviews your paperwork as an attorney at no extra cost when he represents you as your REALTOR®; legal services are provided separately through Truestead Law when you need them.
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Real answers on pricing, strategy, contracts, and the legal side other agents can't cover. By phone or video.
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