


502 MATTERHORN Place
Kissimmee, FL
Courtesy of FGI REALTY
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



502 MATTERHORN Place
Kissimmee, FL
Courtesy of FGI REALTY



4685 CHEYENNE POINT Trail
Kissimmee, FL
Courtesy of CENTURY 21 ALL HOMES & PROPERT















3032 PARKWAY BLVD #204
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.
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.
2203 KEY WEST Court #422
Kissimmee, FL
Courtesy of ONE STEP AHEAD REALTY INC
1852 SUMMER SERENITY Drive
Kissimmee, FL
Courtesy of KELLER WILLIAMS REALTY
4548 ALBERTO Circle
Kissimmee, FL
Courtesy of FLORIDA CONNEXION PROPERTIES
2806 OSPREY COVE Place #201
Kissimmee, FL
Courtesy of STRONG FOUNDATION REALTY LLC
5131 WORCHESTER Drive
Kissimmee, FL
Courtesy of LENNAR REALTY
2613 BROADWING Street
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
2808 LIDO KEY Court
Kissimmee, FL
Courtesy of FLORIDA TOP REALTY
763 LEONARDO Court
Kissimmee, FL
Courtesy of THE EXPERTS TEAM REALTY INC
2641 TRANQUILITY Way
Kissimmee, FL
Courtesy of HAVEN PROPERTY GROUP LLC
3151 YELLOW LANTANA Lane
Kissimmee, FL
Courtesy of BELMONT REALTY
1541 INDIAN OAKS Trail
Kissimmee, FL
Courtesy of REAL BROKER, LLC
8493 CRYSTAL COVE Loop
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
Courtesy of MAGICMIND REALTY LLC
8767 ZEN Drive
Kissimmee, FL
Courtesy of MILA REALTY
483 ELIZA Court
Kissimmee, FL
Courtesy of GPS PROPERTY GROUP INC.
2528 SKYLINE Loop
Kissimmee, FL
Courtesy of EXP REALTY LLC
1604 COLUMBIA ARMS Circle #216
Kissimmee, FL
Courtesy of OLYMPUS EXECUTIVE REALTY INC
28 CHIP Court
Kissimmee, FL
Courtesy of PARADISE ONE REALTY
2924 WINDMILL Drive
Kissimmee, FL
Courtesy of MAX C INVESTMENTS GROUP LLC
2838 NOBLE CROW Drive
Kissimmee, FL
Courtesy of LA ROSA REALTY CW PROPERTIES L
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.