


242 ABBOTSBURY Drive
Kissimmee, FL
Courtesy of FLORIDA REALTY INVESTMENTS
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.
2,907 homes



242 ABBOTSBURY Drive
Kissimmee, FL
Courtesy of FLORIDA REALTY INVESTMENTS
3012 VILLA PRECIOSA Drive
Kissimmee, FL
Courtesy of RE/MAX SELECT GROUP












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.
3817 SHORESIDE Drive
Kissimmee, FL
Courtesy of EXP REALTY LLC
4600 W YELLOWGOLD Road #105
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
301 ALEGRIANO Court
Kissimmee, FL
Courtesy of LPT REALTY, LLC
231 MINTON Loop
Kissimmee, FL
Courtesy of LA ROSA REALTY CW PROPERTIES L
1586 CAREY PALM Circle
Kissimmee, FL
Courtesy of CONCORD INTERNATIONAL REALTY
7456 EXCITEMENT Drives #102
Kissimmee, FL
Courtesy of EXP REALTY LLC
2606 LODI Circle #108
Kissimmee, FL
Courtesy of EDUCATORS REALTY INC
1913 CRICKET CRADLE Drive
Kissimmee, FL
Courtesy of CENTURY 21 CARIOTI
533 S EAGLE POINTE
Kissimmee, FL
Courtesy of VITAL REALTY GROUP INC
2421 AVIAN LOOP
Kissimmee, FL
Courtesy of LPT REALTY, LLC
2902 WINDMILL Drive
Kissimmee, FL
Courtesy of REILE REALTY CORP
8969 MAJESTY PALM Road
Kissimmee, FL
Courtesy of BRIGHT TRUST REALTY LLC
640 LASSO Drive
Kissimmee, FL
Courtesy of REDFIN CORPORATION
7980 SEA PEARL Circle
Kissimmee, FL
Courtesy of REALTY HUB
4700 CUMBRIAN LAKES Drive
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
1543 CROSS PRAIRIE Parkway
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
2490 ALBANY Drive
Kissimmee, FL
Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
2906 PEMBRIDGE Street
Kissimmee, FL
Courtesy of LPT REALTY, LLC
1029 WOOD Cove
Kissimmee, FL
Courtesy of PREFERRED REAL ESTATE BROKERS
3070 N ASHLAND Lane
Kissimmee, FL
Courtesy of LPT REALTY, LLC
2844 SKYLINE Loop
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.