


8972 CALIFORNIA PALM Road
Kissimmee, FL
Courtesy of THE SIMON SIMAAN GROUP
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.
2,871 homes
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.
8809 DUNES Court #303
Kissimmee, FL
Courtesy of GLOBAL FLORIDA REALTY
2645 READING Trail
Kissimmee, FL
Courtesy of TALENT REALTY SOLUTIONS
108 NEWHAM Way
Kissimmee, FL
Courtesy of THE EXPERTS TEAM REALTY INC
3075 SEAVIEW CASTLE Drive
Kissimmee, FL
Courtesy of LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV
2075 HERITAGE KEY Boulevard
Kissimmee, FL
Courtesy of FRONTLINE FLORIDA REALTY, INC.
2715 CLEAR NIGHT Avenue
Kissimmee, FL
Courtesy of MAISO REALTY & INVESTMENTS, LLC
429 VILLA PARK Road
Kissimmee, FL
Courtesy of PELLEGO, LLC
2564 ARCHFELD Boulevard
Kissimmee, FL
Courtesy of OLYMPUS EXECUTIVE REALTY INC
8897 RHODES Street
Kissimmee, FL
Courtesy of BRAZA HOMES
1463 RIVERBOAT Drive
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
171 BURMA Street
Kissimmee, FL
Courtesy of BR2US REALTY CORP
8834 GENEVE Court
Kissimmee, FL
Courtesy of TOPSKY REALTY INC
1630 VINTAGE Street
Kissimmee, FL
Courtesy of PROFESSIONAL REAL ESTATE TEAM
4130 SHELTER BAY Drive
Kissimmee, FL
Courtesy of TOP 7 REALTY LLC
727 STAR MAGNOLIA Drive
Kissimmee, FL
Courtesy of LPT REALTY, LLC
4511 MONADO Drive
Kissimmee, FL
Courtesy of PREMIUM PROPERTIES R.E SERVICE
4518 RED FISH Run
Kissimmee, FL
Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
7601 RECIFE Drive
Kissimmee, FL
Courtesy of PREMIER SOTHEBYS INT'L REALTY
2841 NOBLE CROW Drive
Kissimmee, FL
Courtesy of WRA BUSINESS & REAL ESTATE
2711 OAKWATER Drive #2711
Kissimmee, FL
Courtesy of REALTY HUB
2035 ROYAL BAY Boulevard #46
Kissimmee, FL
Courtesy of DELUCA REAL ESTATE SERVICES CORP
8500 CRYSTAL COVE Loop
Kissimmee, FL
Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.