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
3111 PARADOX Circle #108
Kissimmee, FL
Courtesy of PROPERTIES IN TOWN
2967 STILLWATER Drive
Kissimmee, FL
For sale · 88 DAYS1250 CARIBBEAN Drive
Kissimmee, FL
Courtesy of SIMS REALTY LLC
1302 MAIN Street
Kissimmee, FL
Courtesy of DEAN SANT
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.
2494 SKYLINE LOOP
Kissimmee, FL
Courtesy of GLASSTONE GROUP INC
Courtesy of ACRE TERRA GROUP LLC
2794 HOLIDAY WOODS Drive
Kissimmee, FL
Courtesy of KELLER WILLIAMS ADVANTAGE III
503 PINE BARK Court
Kissimmee, FL
Courtesy of FLORIDA FANTASY REAL ESTATE INC
360 BASS Court
Kissimmee, FL
Courtesy of CAPITAL HOMES INC
180 HIDEAWAY BEACH Lane
Kissimmee, FL
Courtesy of REAL BROKER, LLC
146 CLUB VILLAS Lane
Kissimmee, FL
Courtesy of RE/MAX 200 REALTY
4502 PHILADELPHIA Circle
Kissimmee, FL
Courtesy of BEYCOME OF FLORIDA LLC
2724 COUPE Street
Kissimmee, FL
Courtesy of IDILIQ ESTATES USA LLC
2312 BROOK MARSH LOOP
Kissimmee, FL
Courtesy of WELCOME HOME REALTY GROUP LLC
2194 FLEMING MIST Place
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
Courtesy of LPT REALTY, LLC
5758 LESABRE Drive
Kissimmee, FL
Courtesy of CELEBRATION RENTAL GROUP
4902 E PALL MALL Street
Kissimmee, FL
Courtesy of WATSON REALTY CORP
3169 PANTANAL Lane
Kissimmee, FL
Courtesy of PREFERRED REAL ESTATE
3051 GREYSTONE Loop #206
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
1775 HARBOR Road
Kissimmee, FL
Courtesy of AROD PARTNERS REALTY
1120 LAKESHORE BREEZE Place
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
5049 BLUE HAMMOCK Court
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
Courtesy of MARK SPAIN REAL ESTATE
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.
