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
2784 BOOKMARK Drive
Kissimmee, FL
Courtesy of ORLANDO BROTHERS REAL ESTATE LLC
TWILIGHT Trail
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
1425 TEAL Drive
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
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.
4577 CABELLO Loop
Kissimmee, FL
Courtesy of SOLARE REALTY LLC
3000 MAINGATE Lane #506
Kissimmee, FL
Courtesy of NABE REALTY
3151 SUNSET WALK DR #1104
Kissimmee, FL
Courtesy of RE/MAX HERITAGE
8008 SANDY TOES Way
Kissimmee, FL
Courtesy of NAIM REAL ESTATE LLC
1800 GRANADA Boulevard
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
8932 SHINE Drive
Kissimmee, FL
Courtesy of CREEGAN GROUP
49 MARBRISA Way
Kissimmee, FL
Courtesy of ACCORD REAL ESTATE SERVICES
8185 SURF Street
Kissimmee, FL
Courtesy of EXP REALTY LLC
3 CECILIA Way
Kissimmee, FL
Courtesy of EXP REALTY LLC
2731 POINCIANA Boulevard #105
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
213 BIG BLACK Drive
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
4012 SANTA MARIA Drive #102
Kissimmee, FL
Courtesy of RE/MAX PRIME PROPERTIES
1941 NICE Court
Kissimmee, FL
Courtesy of FLORIDA CONNEXION PROPERTIES
7582 BROOKLYN Drive
Kissimmee, FL
Courtesy of WRA BUSINESS & REAL ESTATE
3092 ROCKEFELLER Way
Kissimmee, FL
Courtesy of DALTON WADE INC
2733 CRANMOOR Drive
Kissimmee, FL
Courtesy of REALTY ONE GROUP MVP
3151 SUNSET WALK Drive #411
Kissimmee, FL
Courtesy of LPT REALTY, LLC
2018 CYPRESS BAY Boulevard
Kissimmee, FL
Courtesy of EXP REALTY LLC
105 DORCHESTER Court
Kissimmee, FL
Courtesy of RUBIO REALTY INVESTMENTS LLC
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.
