


1720 SAWYER PALM Place
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.
2,969 homes



1720 SAWYER PALM Place
Kissimmee, FL
Courtesy of KRESSLER REAL ESTATE


















1963 JOHN YOUNG Parkway
Kissimmee, FL
Courtesy of MEGA 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.
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.
2303 SEA ROCK ROSE Trail
Kissimmee, FL
Courtesy of MS LAND & BUILDING LLC
3087 POINTE PLACE Avenue
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
925 STOCKPORT Drive
Kissimmee, FL
Courtesy of EMPIRE NETWORK REALTY
2328 CARAVELLE Circle
Kissimmee, FL
Courtesy of VANTASURE REALTY LLC
1711 WINDWARD OAKS Court
Kissimmee, FL
Courtesy of MARK SPAIN REAL ESTATE
2208 ANTIGUA Place #932
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
2557 AMES HAVEN Road
Kissimmee, FL
Courtesy of EAST PARK REALTY LLC
4006 SANTA MARIA Drive #108
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
4385 TWISTED TWIG Bend
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
1516 SUNSET POINTE Place
Kissimmee, FL
Courtesy of EXP REALTY LLC
2806 CLUB CORTILE Circle #B
Kissimmee, FL
Courtesy of HOME INVEST REALTY INC
2806 CLUB CORTILE Circle #B
Kissimmee, FL
Courtesy of HOME INVEST REALTY INC
3860 SONOMA Boulevard
Kissimmee, FL
Courtesy of INTEREALTY SERVICE
8006 KING PALM Circle
Kissimmee, FL
Courtesy of MALIBU BAY REALTY
1908 HOWARD MESA Drive
Kissimmee, FL
Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
1515 MABBETTE ST
Kissimmee, FL
Courtesy of FLORIDA REALTY INVESTMENTS
Confidential
Kissimmee, FL
Courtesy of MALIBU BAY REALTY
8987 AMELIA DOWNS Trail
Kissimmee, FL
Courtesy of TEAM DONOVAN
848 FLAG Lane
Kissimmee, FL
Courtesy of AXEN REALTY, LLC
3511 MAPLE RIDGE Loop
Kissimmee, FL
Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
2039 CYPRESS BAY Boulevard
Kissimmee, FL
Courtesy of SELLING TOWN 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.