


1013 MAYFAIR Place
Kissimmee, FL
Courtesy of HOMETRUST REALTY GROUP
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
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.
2578 TRIELLE Avenue #A
Kissimmee, FL
Courtesy of AAA GLOBAL VENTURES PA
969 DESERT MOUNTAIN Court
Kissimmee, FL
Courtesy of TOP TIER RESORT REALTY
8981 AMELIA DOWNS Trail
Kissimmee, FL
Courtesy of LARTOK LLC
2035 CLAUDIA Lane
Kissimmee, FL
Courtesy of CAISSA REALTY INVESTMENT INC
2873 BLOOMING ALAMANDA Loop
Kissimmee, FL
Courtesy of DALTON WADE INC
3111 RIO GRANDE Trail
Kissimmee, FL
Courtesy of M2M REALTY
3111 RIO GRANDE Trail
Kissimmee, FL
Courtesy of M2M REALTY
3000 PENELOPE LOOP
Kissimmee, FL
Courtesy of GR REALTY EXPERTS
3045 ROCKEFELLER Way
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
1791 LISA Lane
Kissimmee, FL
Courtesy of ST. CLOUD REAL ESTATE
2217 GRAND CAYMAN Court #1236
Kissimmee, FL
Courtesy of AVANTI WAY REALTY LLC
412 EVERWOOD Drive
Kissimmee, FL
Courtesy of VP REALTY
403 BOSWELL Way
Kissimmee, FL
Courtesy of LIST NOW REALTY, LLC
8838 CORAL PALMS Court #B
Kissimmee, FL
Courtesy of EXP REALTY LLC
2725 COUPE Street
Kissimmee, FL
Courtesy of AMPLIFY REAL ESTATE SERVICES FL
2830 PAYNES PRAIRIE Circle
Kissimmee, FL
Courtesy of KELLER WILLIAMS ADVANTAGE III
1515 CAREY PALM Circle
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
2615 SUMMER CREEK Drive
Kissimmee, FL
Courtesy of LPT REALTY, LLC
3050 SECRET LAKE Drive
Kissimmee, FL
Courtesy of EMPIRE NETWORK REALTY
205 BELL TOWER CROSSING WEST
Kissimmee, FL
Courtesy of BETTER HOMES & GARDENS LIFESTYLES REALTY
2524 RAPOLLO Drive
Kissimmee, FL
Courtesy of FLORIDA REALTY INVESTMENTS
Courtesy of AGENT TRUST REALTY CORPORATION
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.