


150 BARRINGTON Drive
Kissimmee, FL
Courtesy of REAL BROKER, 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.
2,961 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.
3166 RIACHUELO Lane
Kissimmee, FL
Courtesy of PREMIUM PROPERTIES R.E SERVICE
1472 FAIRVIEW CIR
Kissimmee, FL
Courtesy of NEXTHOME SUNSHINE REALTY
1266 BEACH Circle
Kissimmee, FL
Courtesy of DEAL MAKERS REALTY TEAM CORP
1063 JACK NICKLAUS Court
Kissimmee, FL
Courtesy of TOP TIER RESORT REALTY
132 GARDENIA Road
Kissimmee, FL
Courtesy of THE FLORIDA PROPERTY SHOP SALE
7521 BROOKLYN Drive
Kissimmee, FL
Courtesy of DEBRASSI REALTY LLC
2715 COUPE Street
Kissimmee, FL
Courtesy of RE/MAX 200 REALTY
5285 ROYAL POINT Avenue
Kissimmee, FL
Courtesy of QP HOMES REALTY LLC
7770 SANDY RIDGE Drive #113
Kissimmee, FL
Courtesy of KELLER WILLIAMS ADVANTAGE III
77 HARNESS Lane
Kissimmee, FL
Courtesy of LA ROSA REALTY ORLANDO LLC
Courtesy of EMPIRE NETWORK REALTY
2729 CAMPER Avenue
Kissimmee, FL
Courtesy of LA ROSA REALTY ORLANDO LLC
1508 JENNI LEE Court
Kissimmee, FL
Courtesy of CORCORAN CONNECT LLC
1801 GOBLET COVE Street
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
4831 CORAL CASTLE Drive
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
5006 LAGUNA BAY Circle #58
Kissimmee, FL
Courtesy of RE/MAX REALTY UNLIMITED
4760 GOODMANS BAY Drive
Kissimmee, FL
Courtesy of MALTBIE REALTY GROUP
2911 SWEETSPIRE Circle
Kissimmee, FL
Courtesy of ORLANDO HOMES & INVESTMENTS
1508 ANGLER Avenue
Kissimmee, FL
Courtesy of P & A GROUP
2592 MANESHAW Lane
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
1196 CASTLE PINES Court
Kissimmee, FL
Courtesy of TOP TIER RESORT REALTY
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.