


1100 WINDLASS Court
Kissimmee, FL
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
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



1100 WINDLASS Court
Kissimmee, FL
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY


















2409 MING Court
Kissimmee, FL
Courtesy of AXEN REALTY, LLC



33 COVENTRY Court
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
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.
1810 BRACK Street
Kissimmee, FL
Courtesy of BEYCOME OF FLORIDA LLC
8953 COCONUT BREEZE Drive
Kissimmee, FL
Courtesy of RATIO REAL ESTATE, LLC
1507 THACKER Avenue
Kissimmee, FL
Courtesy of CENTURY 21 ALL HOMES & PROPERT
27 MAGNOLIA BLOSSOM Lane
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
4006 SAN GALLO Drive #104
Kissimmee, FL
Courtesy of VESTI LLC
236 ELM Court
Kissimmee, FL
Courtesy of META ONE REALTY GROUP LLC
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
1813 MICHIGAN Avenue #C
Kissimmee, FL
Courtesy of AG REALTY SERVICES LLC
3480 HAWKIN Drive
Kissimmee, FL
Courtesy of FLORIDA REALTY INVESTMENTS
1632 TROPICAL PALMS Circle
Kissimmee, FL
Courtesy of REAL BROKER, LLC
2369 CRESCENT MOON Street
Kissimmee, FL
Courtesy of FLORIDA REALTY MARKETPLACE
8828 DUNES Court #12 304
Kissimmee, FL
Courtesy of FRONTLINE FLORIDA REALTY, INC.
133 ALDERWOOD Drive
Kissimmee, FL
Courtesy of CENTURY 21 ALL HOMES & PROPERT
1144 CAMBOURNE DR
Kissimmee, FL
Courtesy of SUNDIAL REAL ESTATE LLC
787 OCEAN COURSE Avenue
Kissimmee, FL
Courtesy of TROPICAL SPRINGS REALTY
1008 UNIVERSAL REST Place
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
2632 TRANQUILITY Way
Kissimmee, FL
Courtesy of GREEN LIFE PROJECTS LLC
3870 BOWFIN Trail
Kissimmee, FL
Courtesy of EPIQUE REALTY INC.
Confidential
Kissimmee, FL
Courtesy of PROPERTY OUTLET INTERNATIONAL
282 FIG Court
Kissimmee, FL
Courtesy of VP REALTY
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.