


3238 WISH Avenue
Kissimmee, FL
Courtesy of EXP REALTY 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.
2,901 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.
8474 CRYSTAL COVE Loop
Kissimmee, FL
Courtesy of ERA GRIZZARD REAL ESTATE
2216 GRAND CAYMAN Court #1437
Kissimmee, FL
Courtesy of LPT REALTY, LLC
2985 BUCCANEER PALM Road
Kissimmee, FL
Courtesy of WRA BUSINESS & REAL ESTATE
7513 EXCITEMENT Drive
Kissimmee, FL
Courtesy of RE/MAX REALTEC GROUP INC
8516 CRYSTAL COVE Loop
Kissimmee, FL
Courtesy of REAL BROKER, LLC
7403 VELLEUX Street
Kissimmee, FL
Courtesy of REAL BROKER, LLC
8711 ROCKINGHAM Terrace #A
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
2939 CASTAWAY Lane
Kissimmee, FL
Courtesy of HOMEVEST REALTY
124 CITRINE Loop
Kissimmee, FL
Courtesy of OPENDOOR BROKERAGE LLC
74 LAKEPOINTE Circle
Kissimmee, FL
Courtesy of TRUSTHOME PROPERTIES INC
1881 RED CANYON Drive
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
207 REDWOOD BARK Trail
Kissimmee, FL
Courtesy of LPT REALTY, LLC
2312 DISTANT SUN Trail
Kissimmee, FL
Courtesy of MS LAND & BUILDING LLC
2802 QUIET WATER TRAIL
Kissimmee, FL
Courtesy of REALTY PROS UNLIMITED INC
Kissimmee, FL
Courtesy of MALTBIE REALTY GROUP
4203 LUGANO Court
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
3179 STONEHURST Circle
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
Courtesy of CENTURY 21 CARIOTI
4980 WORCHESTER Drive
Kissimmee, FL
Courtesy of NEWKEY REAL ESTATE LLC
2489 BLOWING BREEZE Avenue
Kissimmee, FL
Courtesy of HELP U OWN REALTY , LLC
3050 LOOPDALE Lane
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
203 AURELIA Court
Kissimmee, FL
Courtesy of LA ROSA REALTY ORLANDO LLC
114 BLACKWATER Court
Kissimmee, FL
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.