


4983 WINDERMERE Avenue
Kissimmee, FL
Courtesy of REALTY 100
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.
2,963 homes
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.
1321 DUNBARTON Court
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
2514 DHARMA Circle
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
225 CELEBRATION Place #401
Kissimmee, FL
Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
2379 DISTANT SUN Trail
Kissimmee, FL
Courtesy of LPT REALTY, LLC
8502 CRYSTAL COVE Loop
Kissimmee, FL
Courtesy of FLORIDA PRESTIGIOUS HOMES INC
7527 MARKER Avenue
Kissimmee, FL
Courtesy of TEAM DONOVAN
Courtesy of FLORIDA REALTY RESULTS LLC
2208 ANTIGUA Place #932
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
1614 LIMA Avenue
Kissimmee, FL
Courtesy of FLORIDA SPIRIT HOMES
165 CITRINE Loop
Kissimmee, FL
Courtesy of EMPIRE NETWORK REALTY
1201 S BEACH CIR
Kissimmee, FL
Courtesy of HOPKEY REALTY
3015 YELLOW LANTANA Lane
Kissimmee, FL
Courtesy of TEAM DONOVAN
537 MONTAGE Lane
Kissimmee, FL
Courtesy of BACK PORCH REALTY, LLC
4731 CLOCK TOWER Drive #104
Kissimmee, FL
Courtesy of JOHN SILVA REALTY & ASSOCIATES
1190 SEASIDE MIST Trail
Kissimmee, FL
Courtesy of LPT REALTY, LLC
2034 FLEMING MIST Place
Kissimmee, FL
Courtesy of OUTLET REALTY
2530 BAYKAL Drive
Kissimmee, FL
Courtesy of ALLIANZ REALTY LLC
HARVEST Lane
Kissimmee, FL
Courtesy of HJ BEST PROPERTIES LLC
8944 SYDNEY Avenue
Kissimmee, FL
Courtesy of GOLDEN KEY REAL ESTATE SOLUTIONS LLC
2433 HURON Circle
Kissimmee, FL
Courtesy of HOMECOIN.COM
9061 TREASURE TROVE Lane #403
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
2902 PADDINGTON Way
Kissimmee, FL
Courtesy of NAIM REAL ESTATE LLC
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.