


2717 SKYLINE Loop
Kissimmee, FL
Courtesy of REALTY ONE GROUP ESTATES
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.
2,965 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.
5637 LE MARIN Way
Kissimmee, FL
Courtesy of NOVALUX REALTY, LLC.
337 MARCELLO Boulevard
Kissimmee, FL
Courtesy of VICARI REALTY CORP
2237 RITA Lane
Kissimmee, FL
Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
2235 RITA Lane
Kissimmee, FL
Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
2233 RITA Lane
Kissimmee, FL
Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
2231 RITA Lane
Kissimmee, FL
Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
2229 RITA Lane
Kissimmee, FL
Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
2223 RITA Lane
Kissimmee, FL
Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
2221 RITA Lane
Kissimmee, FL
Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
2219 RITA Lane
Kissimmee, FL
Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
225 SOUTHBRIDGE Circle
Kissimmee, FL
Courtesy of OPENDOOR BROKERAGE LLC
1530 BARBERRY Drive
Kissimmee, FL
Courtesy of HOUSY REALTY INC
2747 CALLAWAY Lane
Kissimmee, FL
Courtesy of MARK SPAIN REAL ESTATE
2718 CLUB CORTILE Circle #B
Kissimmee, FL
Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
2764 BOOKMARK Drive
Kissimmee, FL
Courtesy of DECONOVA INTERNATIONAL GROUP
2460 WHITE POPPY Drive
Kissimmee, FL
Courtesy of LA ROSA REALTY CENTRAL FLORIDA LLC
2104 BROOME Street
Kissimmee, FL
Courtesy of AXEN REALTY, LLC
3038 PARKWAY Boulevard #306
Kissimmee, FL
Courtesy of SUNSHINE PREMIUM PROPERTIES
4432-4436-4440- SUMMER FLOWERS Place
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
4440 SUMMER FLOWERS Place
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
2750 BIG TIMBER Drive
Kissimmee, FL
Courtesy of MY REALTY GROUP, LLC.
3000 MAINGATE Lane #219
Kissimmee, FL
Courtesy of PROPERTIES IN TOWN
3881 BOWFIN Trail
Kissimmee, FL
Courtesy of LPT 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.