


3117 CARIBBEAN SOUL Drive
Kissimmee, FL
Courtesy of EXP REALTY 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.
2,969 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.
2376 CARAVELLE Circle
Kissimmee, FL
Courtesy of GOLDEN SUN REALTY INC
8953 SHINE Drive
Kissimmee, FL
Courtesy of MIAMI TANGO INVESTMENTS REALTY
2856 MIDDLETON Circle
Kissimmee, FL
Courtesy of SOUTHERN GROUNDS REALTY LLC
2369 VOLUNTEER Avenue
Kissimmee, FL
Courtesy of RESILIENT MIND REALTY GROUP
1937 ESTANCIA Circle #1937
Kissimmee, FL
Courtesy of LUNA GROUP
1359 ISLETA Loop
Kissimmee, FL
Courtesy of LPT REALTY, LLC
2817 ALMATON Loop #402
Kissimmee, FL
Courtesy of PREFERRED REAL ESTATE BROKERS
3024 BLOOMSBURY Drive
Kissimmee, FL
Courtesy of KELLER WILLIAMS CLASSIC
7795 BASNETT Circle
Kissimmee, FL
Courtesy of THE AGENCY FL
2012 BEARING Lane
Kissimmee, FL
Courtesy of ENTERA REALTY LLC
443 MARLBERRY LEAF Avenue
Kissimmee, FL
Courtesy of CENTURY 21 CARIOTI
2539 AVENTURINE Street
Kissimmee, FL
Courtesy of ALL COUNTY CFL PROPERTY MGMT
2353 CRESCENT MOON Street
Kissimmee, FL
Courtesy of LPT REALTY, LLC
2778 ALMATON Loop #204
Kissimmee, FL
Courtesy of WEMERT GROUP REALTY LLC
5117 KILLARNEY Way
Kissimmee, FL
Courtesy of C23 REALTY LLC
323 CYPRESS Street
Kissimmee, FL
Courtesy of EAST PARK REALTY LLC
2480 VARENNA Loop
Kissimmee, FL
Courtesy of THE PROPERTY PROS REAL ESTATE, INC
149 AURORA Lane
Kissimmee, FL
Courtesy of TRANSCEND REALTY
Courtesy of AGENT TRUST REALTY CORPORATION
Kissimmee, FL
Courtesy of PREMIER CHOICE REALTY & MANAGEMENT LLC
Courtesy of THE REAL ESTATE COLLECTION LLC
7853 SOMERSWORTH Drive
Kissimmee, FL
Courtesy of AXEN REALTY, LLC
3318 STRATTON CIRCLE
Kissimmee, FL
Courtesy of WINAGA HOME 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.