


2428 DUBAI Street
Kissimmee, FL
Courtesy of SERHANT
Where a short-term rental and a family home can both make sense. Highway 192 runs the rental communities near the parks, and downtown holds the older lakefront blocks. I live and work this market, so I know which streets hold value.
2,967 homes



2428 DUBAI Street
Kissimmee, FL
Courtesy of SERHANT



2659 TRAFALGAR Boulevard
Kissimmee, FL
Courtesy of LPT REALTY, LLC



2663 TRAFALGAR Boulevard
Kissimmee, FL
Courtesy of LPT REALTY, LLC






4963 E PALL MALL Street
Kissimmee, FL
Courtesy of LPT REALTY, LLC



Where a short-term rental and a family home can both make sense. Highway 192 runs the rental communities near the parks, and downtown holds the older lakefront blocks. I live and work this market, so I know which streets hold value.
Kissimmee sits on the south side of Orlando, wrapped around the theme-park corridor and stretched along US-192. New builds, resale subdivisions, and short-term rental zones all live here, and each one runs on its own rules.
Es un mercado activo, todos los días. I read the zoning, the HOA, and the short-term rental maps with you before you fall for a floor plan. First-time buyer, vacation home, or rental investor: same broker, same process, in English or Spanish.
The count on this page is live from the MLS and changes through the day, so the number above the grid is the current one. To narrow it, filter by price and bedrooms, or call or text me at 414.712.6275 and tell me what you need in Kissimmee. I will send you a shorter, better list than any filter produces.
I hear about homes before they reach the feed, from agents I close with every month. Send me your budget and must-haves and I will go find it, in English or Spanish.
4721 CLOCK TOWER Drive #108
Kissimmee, FL
Courtesy of GLASSTONE GROUP INC
4939 WORCHESTER Drive
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
1676 TROPICAL PALMS Circle
Kissimmee, FL
Courtesy of INTERNATIONAL REAL ESTATE LLC
2606 LODI Circle #105
Kissimmee, FL
Courtesy of GOLDEN DOOR REALTY
1864 CARIBBEAN VIEW Terrace
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
2857 BOOKMARK Drive
Kissimmee, FL
Courtesy of PINEYWOODS REALTY LLC
2705 BUSHMAN Drive
Kissimmee, FL
Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
4519 TRINITY Way #TH-C3
Kissimmee, FL
Courtesy of THE APARTMENT BROTHERS LLC
Kissimmee, FL
Courtesy of THE APARTMENT BROTHERS LLC
2626 HAM BROWN Road #Magdalena
Kissimmee, FL
Courtesy of THE APARTMENT BROTHERS LLC
2744 BOOKMARK Drive
Kissimmee, FL
Courtesy of DECONOVA INTERNATIONAL GROUP
Courtesy of CAVENDISH REALTY
8713 ROCKINGHAM Terrace #D
Kissimmee, FL
Courtesy of RESOURCE ONE REALTY
4189 PARAGRAPH Drive
Kissimmee, FL
Courtesy of SCATES REALTY & INVESTMENT PRO
8612 LA ISLA Drive
Kissimmee, FL
Courtesy of AMERICAN IDEAL HOMES, LLC
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.