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
4741 CLOCK TOWER Drive #107
Kissimmee, FL
Courtesy of SERHANT
1591 JOHN YOUNG PKWY
Kissimmee, FL
Courtesy of DREAM BUILDERS 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.
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.
1951 GOBLET COVE Street
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
4005 BISMARK Drive #A2L
Kissimmee, FL
Courtesy of THE APARTMENT BROTHERS LLC
4005 BISMARK Drive #B1L
Kissimmee, FL
Courtesy of THE APARTMENT BROTHERS LLC
4005 BISMARK Drive #C1
Kissimmee, FL
Courtesy of THE APARTMENT BROTHERS LLC
2022 MAJORCA Drive
Kissimmee, FL
Courtesy of WRA BUSINESS & REAL ESTATE
2721 LIDO KEY Drive
Kissimmee, FL
Courtesy of PALM CIRCLE REALTY
1528 ERIN BREEZE Lane
Kissimmee, FL
Courtesy of FLORIDA LAKES REALTY
3120 PARADOX Circle #302
Kissimmee, FL
Courtesy of EXP REALTY LLC
1534 CAREY PALM Circle
Kissimmee, FL
Courtesy of FRIENDS REALTY LLC
1594 CAREY PALM Circle
Kissimmee, FL
Courtesy of CALL IT CLOSED INTL REALTY
7664 COMROW Street #304
Kissimmee, FL
Courtesy of KELLER WILLIAMS WINTER PARK
2661 CALISTOGA
Kissimmee, FL
Courtesy of ALVES AND HOWELL REALTY
2701 BOOKMARK Drive
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
4562 JONAFREE Lane #104
Kissimmee, FL
Courtesy of MACK 1 REALTY GROUP
1929 TROPICAL PALMS Circle
Kissimmee, FL
Courtesy of CALL IT CLOSED INTL REALTY
2437 SHANTI Drive
Kissimmee, FL
Courtesy of PALM CIRCLE REALTY
8921 LEGACY Court #18-308
Kissimmee, FL
Courtesy of TEAM DONOVAN
3171 PARADOX Circle #104
Kissimmee, FL
Courtesy of DELUX MIAMI GROUP, LLC.
3008 CARIBBEAN SOUL Drive
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
3849 BAY CLUB Circle #204
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
813 HALIFAX Drive
Kissimmee, FL
Courtesy of MATRIX INTERNATIONAL REALTY
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.
