


305 DAKIN Avenue #11
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.
2,964 homes



305 DAKIN Avenue #11
Kissimmee, FL
Courtesy of FLORIDA REALTY INVESTMENTS


















1575 BARBERRY Drive
Kissimmee, FL
Courtesy of DEMAYA REALTY



7853 MARLOW Place
Kissimmee, FL
Courtesy of LGI REALTY- FLORIDA, 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.
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.
2560 W SAGE Drive
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
803 MOUNTBATTEN Lane
Kissimmee, FL
Courtesy of OPTIMA ONE REALTY, INC.
344 CERVANTES Drive
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
3138 VICEROY Court
Kissimmee, FL
Courtesy of RDE REALTY LLC
4463 OCHOS RIOS Place
Kissimmee, FL
Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
439 CARAWAY Drive
Kissimmee, FL
Courtesy of ORLANDO REO PROF I INC
1918 MICHIGAN Drive
Kissimmee, FL
Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
272 SOUTHFIELD Street
Kissimmee, FL
Courtesy of BLAIR REALTY GROUP INC
2810 CLUB CORTILE Circle #A
Kissimmee, FL
Courtesy of OLYMPUS EXECUTIVE REALTY INC
3321 WHITESTONE Circle #108
Kissimmee, FL
Courtesy of RELIABLE PROPERTY MGMT & SALES
274 ELM Court
Kissimmee, FL
Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
3556 LANDING NET Drive
Kissimmee, FL
Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
4451 OCHOS RIOS Place
Kissimmee, FL
Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
545 VICEROY Court
Kissimmee, FL
Courtesy of KEY CLASSIC REALTY LLC
704 CLYDE Avenue
Kissimmee, FL
Courtesy of LEGACY REALTY OF CENTRAL FLORIDA LLC
Courtesy of LGI REALTY- FLORIDA, LLC
5638 LOGGIA Lane
Kissimmee, FL
Courtesy of RE/MAX PRIME PROPERTIES
2145 FLEMING MIST Place
Kissimmee, FL
Courtesy of NEWKEY REAL ESTATE LLC
22102 INDIAN CREEK Drive #1
Kissimmee, FL
Courtesy of CENTURY 21 ALL HOMES & PROPERT
8081 KNEE DEEP Road
Kissimmee, FL
Courtesy of TEAM DONOVAN
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.