


481 LASSO Drive
Kissimmee, FL
Courtesy of LPT REALTY, 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.
2,969 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.
2998 SALTED RIM Road
Kissimmee, FL
Courtesy of KRESSLER REAL ESTATE
3192 WATERBRIDGE Lane
Kissimmee, FL
Courtesy of PREMIER SOTHEBYS INT'L REALTY
1616 REGAL COVE Court
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
2070 ROME Drive
Kissimmee, FL
Courtesy of REAL BROKER, LLC
4223 LITTLE OWL Lane
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
1177 SEASIDE MIST Trail
Kissimmee, FL
Courtesy of LPT REALTY, LLC
8966 CAT PALM Road
Kissimmee, FL
Courtesy of EXP REALTY LLC
1888 GOBI Drive
Kissimmee, FL
Courtesy of MULTI CHOICE REALTY LLC
3004 PARKWAY Boulevard #101
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
4355 SUMMER BREEZE Way
Kissimmee, FL
Courtesy of RE/MAX VANTAGE
2089 TROPICAL PALMS Circle
Kissimmee, FL
Courtesy of INTEREALTY SERVICE
3119 SUN LAKE Court #B
Kissimmee, FL
Courtesy of REAL BROKER, LLC
8923 SYDNEY Avenue
Kissimmee, FL
Courtesy of WRA BUSINESS & REAL ESTATE
2659 CALISTOGA Avenue
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
2659 CALISTOGA Avenue
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
3261 ENERGY Drive
Kissimmee, FL
Courtesy of FLORIDA CONNEXION PROPERTIES
2868 OCONNELL Drive
Kissimmee, FL
Courtesy of REALTY EXECUTIVES SPACE COAST
5063 LOGGIA Lane #A
Kissimmee, FL
Courtesy of MELIN REALTY LLC
8061 VACATION Avenue #309
Kissimmee, FL
Courtesy of P4L REALTY LLC
1023 SPRING MEADOW Drive #1023
Kissimmee, FL
Courtesy of HELLO SUNSHINE REALTY LLC
4882 CLOCK TOWER Drive
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
2391 WINDWARD Cove
Kissimmee, FL
Courtesy of PROPERTIES IN TOWN
272 HART Lane
Kissimmee, FL
Courtesy of KEY TO FLORIDA REALTY
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.