


513 BARCELONA Drive
Kissimmee, FL
Courtesy of MATT ALLEN REAL ESTATE 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.
2,967 homes



513 BARCELONA Drive
Kissimmee, FL
Courtesy of MATT ALLEN REAL ESTATE LLC



4900 ORANGE BLOSSOM Trail
Kissimmee, FL












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.
Courtesy of FLORIDA REALTY INVESTMENTS
2147 COOPER BELL Place
Kissimmee, FL
Courtesy of KRESSLER REAL ESTATE
1690 LIMA Avenue
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
8426 SECRET KEY Cove
Kissimmee, FL
Courtesy of LEGACY PLUS REALTY
739 DROMEDARY Drive #Efficiency
Kissimmee, FL
Courtesy of EXP REALTY LLC
2669 READING Trail
Kissimmee, FL
Courtesy of EXP REALTY LLC
507 BRITTEN Drive
Kissimmee, FL
Courtesy of ACME REAL ESTATE FLORIDA LLC
638 BAYPORT Drive
Kissimmee, FL
Courtesy of FRE ASSOCIATES LLC
863 COUNTRY CROSSING Court
Kissimmee, FL
Courtesy of SINGH REAL ESTATE SERVICES
3122 EAGLE HAMMOCK Circle
Kissimmee, FL
Courtesy of AROD PARTNERS REALTY
4475 CASABLANCA Avenue
Kissimmee, FL
Courtesy of NEW VISION STAR REALTY LLC
1938 SHILOH BROOK Street
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
1137 ORNE Court
Kissimmee, FL
Courtesy of HOMETRUST REALTY GROUP
750 STAR MAGNOLIA Drive
Kissimmee, FL
Courtesy of LPT REALTY, LLC
2920 AGOSTINO Terrace
Kissimmee, FL
Courtesy of VESTI LLC
2412 SONJA Court
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
4870 LAKE CECILE Drive
Kissimmee, FL
Courtesy of STRICKLAND REALTY GROUP INC
8022 TWIN EAGLES Loop
Kissimmee, FL
Courtesy of REAL BROKER, LLC
1841 SAWYER PALM Place
Kissimmee, FL
Courtesy of WYNNMORE REALTY LLC
423 WATERFORD Way
Kissimmee, FL
Courtesy of HOMESMART
182 PINEWOOD Circle
Kissimmee, FL
Courtesy of REMAX PREMIER PROPERTIES
3978 AMBROSE Avenue
Kissimmee, FL
Courtesy of NONA LEGACY POWERED BY LA ROSA
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.