


660 MCKINLEY Court
Kissimmee, FL
Courtesy of MAIN STREET RENEWAL 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.
2,967 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.
2703 BOOKMARK Drive
Kissimmee, FL
Courtesy of SPRINGHILL PROPERTIES LLC
2846 BOOKMARK Drive
Kissimmee, FL
Courtesy of US RELIANCE SOLUTIONS INC
1582 SEPAL Street
Kissimmee, FL
Courtesy of BAHIA INTERNATIONAL REALTY
5366 DIPLOMAT Court #101
Kissimmee, FL
Courtesy of M2M REALTY
7660 WHISPER Way #203
Kissimmee, FL
Courtesy of WELCOME HOME REALTY GROUP LLC
310 PENDANT Court
Kissimmee, FL
Courtesy of DTB FLORIDA REALTY, INC.
119 BIRMINGHAM Drive
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
2612 WALDEN Court
Kissimmee, FL
Courtesy of SUNDANCE OF FLORIDA CF, INC.
2224 MALLARD CREEK Circle
Kissimmee, FL
Courtesy of SUNSHINE PREMIUM PROPERTIES
116 SPOONBILL Court
Kissimmee, FL
Courtesy of PARADISE ONE REALTY
1229 BERMUDA LAKES Lane #303
Kissimmee, FL
Courtesy of EXP REALTY LLC
2783 CORVETTE Lane
Kissimmee, FL
Courtesy of FLORIDA REALTY INVESTMENTS
2326 SILVER PALM DR
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
9033 WILDFLOWER Lane
Kissimmee, FL
Courtesy of LA ROSA REALTY PRESTIGE
3166 SUN LAKE Court #B
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
118 COURT Street
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
7824 LOXAHATCHEE Court
Kissimmee, FL
Courtesy of WRA BUSINESS & REAL ESTATE
3016 S CAMINO REAL Drive
Kissimmee, FL
Courtesy of MARKET CONNECT REALTY LLC
355 ASHLAR CT
Kissimmee, FL
Courtesy of INNOVATION GROUP REALTY LLC
735 PALAISEAU Court
Kissimmee, FL
Courtesy of EXP REALTY LLC
691 LINCOLN Street
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
448 SORRENTO Road
Kissimmee, FL
Courtesy of PELLEGO, LLC
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.