


2705 WILLOW GLEN Circle
Kissimmee, FL
Courtesy of EMPIRE NETWORK REALTY
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



2705 WILLOW GLEN Circle
Kissimmee, FL
Courtesy of EMPIRE NETWORK REALTY












1713 MINNOW Court
Kissimmee, FL



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.
7674 OTTERSPOOL Street
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
1188 WOODY CYPRESS Drive
Kissimmee, FL
Courtesy of MY REALTY GROUP, LLC.
3322 COMPOSITION Street
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
Courtesy of CENTURY 21 CARIOTI
2900 EDENSHIRE Way #107
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
4878 CORAL CASTLE Drive
Kissimmee, FL
Courtesy of FLORIDA FANTASY REAL ESTATE INC
Courtesy of TRANSCEND REALTY
1829 GOBI Drive
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
8932 SYDNEY Avenue
Kissimmee, FL
Courtesy of GOLDEN SUN REALTY INC
8904 SYDNEY Avenue
Kissimmee, FL
Courtesy of GOLDEN SUN REALTY INC
2743 SUN KEY Place
Kissimmee, FL
Courtesy of ALVES AND HOWELL REALTY
2613 PAWNALL Street
Kissimmee, FL
Courtesy of HAMPTON & HAMPTON MGMT LEASING
2533 OLD KENT Circle
Kissimmee, FL
Courtesy of FLORIDA REALTY INVESTMENTS
2788 ALMATON Loop #202
Kissimmee, FL
Courtesy of IMAGINATION REALTY, INC
Courtesy of MY REALTY GROUP, LLC.
1577 STARFISH Street
Kissimmee, FL
Courtesy of LPT REALTY, LLC
162 HARWOOD Circle
Kissimmee, FL
Courtesy of ORLANDO REO PROF I INC
1809 NICE Court
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
2922 WILLOW CREEK Lane
Kissimmee, FL
Courtesy of WRA BUSINESS & REAL ESTATE
5367 IRLO BRONSON MEMORIAL Highway #2-219
Kissimmee, FL
Courtesy of YOUR REAL ESTATE CORNER, LLC
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.