

2614 LOLA Lane
Kissimmee, FL
Courtesy of KELLER WILLIAMS ADVANTAGE 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.
2,901 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.
4508 TARGET Boulevard
Kissimmee, FL
Courtesy of U KEY REALTY
2910 CASTAWAY Lane
Kissimmee, FL
Courtesy of FORTUNE INTERNATIONAL REALTY
5704 PORTICO Place
Kissimmee, FL
Courtesy of LENNAR REALTY
1908 SOUTHBURY Drive
Kissimmee, FL
Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
107 IGUALA Drive
Kissimmee, FL
Courtesy of AXEN REALTY LLC
1218 BERMUDA LAKES Lane #203
Kissimmee, FL
Courtesy of MY REALTY GROUP, LLC.
800 AULTMAN Road
Kissimmee, FL
Courtesy of FLORIDA REALTY RESULTS LLC
940 STOCKPORT Drive
Kissimmee, FL
Courtesy of CORBELO LLC
2493 READING Trail
Kissimmee, FL
Courtesy of ORLANDO BROTHERS BUSINESS LLC
3770 FRUITLOOP Circle
Kissimmee, FL
Courtesy of NEWBERRY REALTY & DEV GRP INC.
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
2785 ALMATON Loop #303
Kissimmee, FL
Courtesy of REAL BROKER, LLC
2422 DUBAI Street
Kissimmee, FL
Courtesy of FLORIDA REALTY INVESTMENTS
3207 SILVER LAKE Court
Kissimmee, FL
Courtesy of MCGLAMERY WILSON REALTY
1345 ANCHOR BEND Way
Kissimmee, FL
Courtesy of CENTURY 21 CARIOTI
1880 ANCESTRY Trail
Kissimmee, FL
Courtesy of MY REALTY GROUP, LLC.
2863 MIDDLETON Circle
Kissimmee, FL
Courtesy of INTERNATIONAL EXECUTIVE REALTY
8067 ROARING CREEK Court
Kissimmee, FL
Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
1557 WYMAN Circle
Kissimmee, FL
Courtesy of FIVE STAR REALTY & INVESTMENT GROUP
2015 MAJORCA Drive
Kissimmee, FL
Courtesy of THE LANDRUA GROUP REAL ESTATE INC
5160 AMBERGRIS Loop
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
2655 ANN Avenue
Kissimmee, FL
Courtesy of HAPPY HOMES PROPERTY MANAGEMEN
3000 MAINGATE Lane #420
Kissimmee, FL
Courtesy of RE/MAX CHAMPIONS
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.