


2456 SWEETWATER CLUB Circle #20
Kissimmee, FL
Courtesy of DIVERSIFIED REALTY HOLDINGS
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
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.
4839 KINGS CASTLE Circle
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
7736 GRABEN Street
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
4295 PARAGRAPH Drive
Kissimmee, FL
Courtesy of MD3 HOMES LLC
2955 BANANA PALM Drive
Kissimmee, FL
Courtesy of FLORIDA 360 REALTY LLC
8832 MACAPA Drive
Kissimmee, FL
Courtesy of LAWHUN ENTERPRISES IV, LLC DBA:FLORIDA REALTY INVESTMENTS IV
8860 CANDY PALM Road
Kissimmee, FL
Courtesy of LPT REALTY
3011 BRANSBURY Court
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
2745 OAKWATER Drive
Kissimmee, FL
Courtesy of CENTURY 21 WORLD CONNECTION
7505 PELLHAM Way
Kissimmee, FL
Courtesy of CENTURY 21 WORLD CONNECTION
7513 PELLHAM Way
Kissimmee, FL
Courtesy of CENTURY 21 WORLD CONNECTION
4147 BOGGY CREEK Road
Kissimmee, FL
Courtesy of DUNNICK REAL ESTATE COMPANY
210 MAJORS Lane #B
Kissimmee, FL
Courtesy of SUMMERHILL REALTY GROUP LLC
3100 PARKWAY Boulevard #611
Kissimmee, FL
Courtesy of NABE REALTY
7671 COMROW Street #202
Kissimmee, FL
Courtesy of TEAM DONOVAN
Courtesy of THE APARTMENT BROTHERS LLC
Courtesy of THE APARTMENT BROTHERS LLC
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.