


8901 LEGACY Court #201
Kissimmee, FL
Courtesy of BHHS FLORIDA PROPERTIES 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.
2,967 homes



8901 LEGACY Court #201
Kissimmee, FL
Courtesy of BHHS FLORIDA PROPERTIES GROUP



4482 OCHOS RIOS Place
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.
Courtesy of LENNAR REALTY
9025 FLAMINGO KEY Way
Kissimmee, FL
Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
7664 COMROW Street #202
Kissimmee, FL
Courtesy of IN TOUCH REAL ESTATE LLC
2900 BONITA Circle
Kissimmee, FL
Courtesy of FUTURE HOME REALTY INC
1994 BIRNHAM WOOD Bend
Kissimmee, FL
Courtesy of FLORIDA HOMES REALTY & MORTGAGE GVILLE
4321 PLEASANT HILL Road
Kissimmee, FL
Courtesy of THE FLORIDA LOUNGE REALTY LLC
2092 CROSS PRAIRIE Parkway
Kissimmee, FL
Courtesy of CANI PROPERTY MANAGEMENT
4647 GREEN PALM Lane
Kissimmee, FL
Courtesy of LIFESTYLE INTERNATIONAL REALTY
2280 CENTERRA Loop
Kissimmee, FL
Courtesy of MY REALTY GROUP, LLC.
2958 PROTAGONIST Street
Kissimmee, FL
Courtesy of KELLER WILLIAMS CLASSIC
2813 BOOKMARK Drive
Kissimmee, FL
Courtesy of AXEN REALTY, LLC
2647 RANIA Lane
Kissimmee, FL
Courtesy of BEST ORLANDO PROPERTY MANAGEMENT LLC
43 LAS PALMAS Way
Kissimmee, FL
Courtesy of REAL BROKER, LLC
2321 THE OAKS Boulevard
Kissimmee, FL
Courtesy of PROFESSIONAL REAL ESTATE TEAM
Courtesy of LA ROSA REALTY KISSIMMEE
4776 CORAL CASTLE Drive
Kissimmee, FL
Courtesy of MILA REALTY
1837 WIMBLEDON Street
Kissimmee, FL
Courtesy of FLORIDA STAR REALTY GROUP
Confidential
Kissimmee, FL
Courtesy of THE PROPERTY PROS REAL ESTATE, INC
4812 CORAL CASTLE Drive
Kissimmee, FL
Courtesy of HOMETRUST REALTY GROUP
1017 BERKELEY Drive
Kissimmee, FL
Courtesy of EXP REALTY LLC
8853 RHODES Street
Kissimmee, FL
Courtesy of ALLIANCE REAL ESTATE GROUP
712 FLAG Way
Kissimmee, FL
Courtesy of THE FIRM RE
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.