


1883 CASSIDY KNOLL Drive
Kissimmee, FL
Courtesy of ABUNDANCE REALTY GROUP 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.
2512 BROOKSTONE Drive
Kissimmee, FL
Courtesy of EXP REALTY LLC
4464 INDIGO SKY Lane
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
2706 RIVKIN Drive
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
5551 SYCAMORE CANYON Drive
Kissimmee, FL
Courtesy of LA CASA LUXE REALTY
1559 SKYLINE Drive
Kissimmee, FL
Courtesy of NORKIS & CO REALTY
7654 COMROW Street #205
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
256 LA PAZ Drive
Kissimmee, FL
Courtesy of DALTON WADE INC
8974 SUGAR PALM Road
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
843 OGNON Court
Kissimmee, FL
Courtesy of BREWER REALTY GROUP
2239 SANTA LUCIA Street
Kissimmee, FL
Courtesy of BLUE KEY PROPERTY MANAGEMENT
8911 TROPICAL HAVEN Court
Kissimmee, FL
Courtesy of SUNTRAN INTNL CORPORATION
3175 FELTRIM Place #103
Kissimmee, FL
Courtesy of JC REALTY GROUP
501 PALERMO Boulevard
Kissimmee, FL
Courtesy of ORLANDO REGIONAL REALTY
4307 PEBBLES THROW Drive
Kissimmee, FL
Courtesy of REALTY OF AMERICA
23 PETERLEE Court
Kissimmee, FL
Courtesy of OPENDOOR BROKERAGE LLC
4754 BLUE DIAMOND Street
Kissimmee, FL
Courtesy of MARK SPAIN REAL ESTATE
1407 TITIAN Court
Kissimmee, FL
Courtesy of TOP TIER RESORT REALTY
663 JAGUAR Court
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
1713 SOUTHFORK Drive
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
Kissimmee, FL
Courtesy of WEICHERT REALTORS HALLMARK PRO
571 IMPERIAL Place
Kissimmee, FL
Courtesy of ROMAN'S PRO REALTY LLC
2611 N GALA Road #105
Kissimmee, FL
Courtesy of RE/MAX PRIME PROPERTIES
2602 LODI Circle #105
Kissimmee, FL
Courtesy of RE/MAX PRIME PROPERTIES
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.