


2720 ROADSTER
Kissimmee, FL
Courtesy of ERA GRIZZARD REAL ESTATE
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



2720 ROADSTER
Kissimmee, FL
Courtesy of ERA GRIZZARD REAL ESTATE



1456 FAIRVIEW Circle
Kissimmee, FL
Courtesy of COMMERCE BROKERAGE 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.
29 ANDORA Court
Kissimmee, FL
Courtesy of GILLEN & ASSOCIATES
2661 ELLEN Avenue
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
471 LAS FUENTES Drive
Kissimmee, FL
Courtesy of ORLANDO BROTHERS REAL ESTATE LLC
1120 LAS FUENTES Drive
Kissimmee, FL
Courtesy of LPT REALTY, LLC
2549 DHARMA Circle
Kissimmee, FL
Courtesy of KN PREMIER REALTY, INC
948 HACIENDA Circle
Kissimmee, FL
Courtesy of REALTY SERVICES OF AMERICA
2464 WHITE POPPY Drive
Kissimmee, FL
Courtesy of PREMIER AGENT NETWORK
3099 ROCKEFELLER Way
Kissimmee, FL
Courtesy of LPT REALTY, LLC
3629 NORTHWOODS Drive
Kissimmee, FL
Courtesy of MARK SPAIN REAL ESTATE
7770 SANDY RIDGE Drive #108
Kissimmee, FL
Courtesy of AAA GLOBAL VENTURES PA
1317 LOMBARDI Court
Kissimmee, FL
Courtesy of SOGO REAL ESTATE SERVICES LLC
1718 CARIBBEAN VIEW Terrace
Kissimmee, FL
Courtesy of CELEBRITY GLOBAL REALTY LLC
782 MINK Court
Kissimmee, FL
Courtesy of FLORIDA REALTY INVESTMENTS
3100 PARKWAY Boulevard #737
Kissimmee, FL
Courtesy of NURI REALTY LLC
2307 BUTTERFLY PALM Way #102
Kissimmee, FL
Courtesy of LOKATION
4724 BLUE DIAMOND Street
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
3000 MAINGATE Lane #421
Kissimmee, FL
Courtesy of PREFERRED RE BROKERS III
8205 SURF Street
Kissimmee, FL
Courtesy of EXP REALTY LLC
Courtesy of EMPIRE NETWORK REALTY
410 NOVI Path
Kissimmee, FL
Courtesy of EXP REALTY LLC
1100 S SUNSET VIEW Circle #304
Kissimmee, FL
Courtesy of LA ROSA REALTY CENTRAL FLORIDA LLC
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.