


393 SOUTHFIELD Street
Kissimmee, FL
Courtesy of KRESSLER REAL ESTATE
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.
2,964 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.
762 TOULON Drive
Kissimmee, FL
Courtesy of KELLER WILLIAMS ADVANTAGE III
4701 RUBY RED LANE
Kissimmee, FL
Courtesy of RE/MAX TOWN & COUNTRY REALTY
832 DRIVING RANGE Court
Kissimmee, FL
Courtesy of SDLP REAL ESTATE GROUP LLC
Kissimmee, FL
Courtesy of VELEZ COURTESY MANAGEMENT
Courtesy of CAGAN MANAGEMENT GROUP INC
525 CARLSBAD Drive
Kissimmee, FL
Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
4712 HEMINGWAY HOUSE Street
Kissimmee, FL
Courtesy of EATON REALTY SERVICES
2530 MANESHAW Lane
Kissimmee, FL
Courtesy of EXP REALTY LLC
1127 GARDANNE Court
Kissimmee, FL
Courtesy of ORIGINAL REALTY LLC
502 GREENBRIER Avenue
Kissimmee, FL
Courtesy of 365 REALTY, INC.
501 SUMNER Street
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
4381 CREEKSIDE Boulevard
Kissimmee, FL
Courtesy of AXEN REALTY, LLC
2590 BORINQUEN Drive
Kissimmee, FL
Courtesy of BRIGHT TRUST REALTY LLC
1229 BERMUDA LAKES Lane #206
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
1944 THE OAKS Boulevard
Kissimmee, FL
Courtesy of PRESTIGE REALTY GROUP LLC
625 DELMONTE Court
Kissimmee, FL
Courtesy of FIVE STAR REALTY & INVESTMENT GROUP
1259 WISPY CYPRESS Drive
Kissimmee, FL
Courtesy of FORTEZA REALTY LLC
8866 GENEVE Court
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
2690 LAKE Road
Kissimmee, FL
Courtesy of REALTY ONE GROUP INSPIRATION
0 SHARPEY Road
Kissimmee, FL
Courtesy of REALTY ONE GROUP INSPIRATION
8838 GENEVE Court
Kissimmee, FL
Courtesy of ORLANDO REGIONAL PROPERTY MANAGEMENT
2930 WHITE CEDAR Circle
Kissimmee, FL
Courtesy of EXP REALTY LLC
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.