


4865 BIG PINE Loop #A1
Kissimmee, FL
Courtesy of THE APARTMENT BROTHERS 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.
2,964 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.
4865 BIG PINE Loop #B1
Kissimmee, FL
Courtesy of THE APARTMENT BROTHERS LLC
4865 BIG PINE Loop #C1
Kissimmee, FL
Courtesy of THE APARTMENT BROTHERS LLC
7600 MACKINAW Lane
Kissimmee, FL
Courtesy of MS LAND & BUILDING LLC
164 CASTAWAY BEACH Way
Kissimmee, FL
Courtesy of COMPASS FLORIDA LLC
960 CARROLL Street
Kissimmee, FL
Courtesy of ROMAN'S PRO REALTY LLC
9042 PINALES Way
Kissimmee, FL
Courtesy of OLIVO REALTY GROUP, LLC
Kissimmee, FL
Courtesy of ODRY VARGAS REALTY GROUP
8913 SHINE Drive
Kissimmee, FL
Courtesy of COUNTPLEX LLC
2220 EMPEROR Drive
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
Confidential
Kissimmee, FL
Courtesy of BRIGHT TRUST REALTY LLC
3191 BRASILIA Avenue
Kissimmee, FL
Courtesy of RE/MAX SELECT GROUP
4322 SUNNY CREEK Place
Kissimmee, FL
Courtesy of OPENDOOR BROKERAGE LLC
2362 ZABALLINA Place
Kissimmee, FL
Courtesy of MS LAND & BUILDING LLC
8904 CAROLINE BAY Court
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
3032 PARKWAY Boulevard #201
Kissimmee, FL
Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
761 DESERT MOUNTAIN Court
Kissimmee, FL
Courtesy of XCELLENCE
2925 WILLOW CREEK Lane
Kissimmee, FL
Courtesy of SOVEREIGN REAL ESTATE GROUP
312 LA PAZ Drive
Kissimmee, FL
Courtesy of TRUE FLORIDA REALTY LLC
2993 PROTAGONIST Street
Kissimmee, FL
Courtesy of THE CAVALIERI GROUP REALTY LLC
1823 SUMMER SERENITY Drive
Kissimmee, FL
Courtesy of BEYCOME OF FLORIDA LLC
2745 POINCIANA Boulevard #63
Kissimmee, FL
Courtesy of DALTON WADE INC
1709 MICHIGAN Avenue #C
Kissimmee, FL
Courtesy of GPS PROPERTY GROUP INC.
4912 SAUSALITO Lane
Kissimmee, FL
Courtesy of SOVEREIGN REAL ESTATE GROUP
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.