


259 MAGELLAN Drive
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.
2,964 homes



259 MAGELLAN Drive
Kissimmee, FL
Courtesy of MAIN STREET RENEWAL LLC


















1391 GREENFIELD Loop
Kissimmee, FL
Courtesy of AROD PARTNERS REALTY



7737 SOMERSWORTH Drive
Kissimmee, FL
Courtesy of LGI REALTY- FLORIDA, LLC
For sale8060 VACATION Avenue #100
Kissimmee, FL
Courtesy of BRICKELL REALTY GROUP INTERNATIONAL 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.
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.
8718 RAIN FOREST Place #C
Kissimmee, FL
Courtesy of MARKET CONNECT REALTY LLC
Confidential
Kissimmee, FL
Courtesy of FLORIDA HOMES REALTY & MORTGAGE
1425 NELSON BROOK Way
Kissimmee, FL
Courtesy of KELLER WILLIAMS HERITAGE REALTY
1370 PACIFIC Road
Kissimmee, FL
Courtesy of MARTHA RIVERA HOFFMAN
119 TULIP Lane
Kissimmee, FL
Courtesy of MY NEW RENTAL
7503 ATLANTIS Way #J102
Kissimmee, FL
Courtesy of THE LISTING REAL ESTATE MANAGEMENT
2808 LIDO KEY Court
Kissimmee, FL
Courtesy of FLORIDA TOP REALTY
1909 MAJORCA Drive
Kissimmee, FL
Courtesy of TEAM DONOVAN
502 MATTERHORN Place
Kissimmee, FL
Courtesy of FGI REALTY
821 JARNAC Drive
Kissimmee, FL
Courtesy of ENTERA REALTY LLC
2886 OCONNELL Drive
Kissimmee, FL
Courtesy of SIGNATURE BROKERS REALTY LLC
2468 SWEETWATER CLUB Circle #111
Kissimmee, FL
Courtesy of REALTY ONE GROUP INSPIRATION
Confidential
Kissimmee, FL
Courtesy of THE FLORIDA LOUNGE REALTY LLC
4275 BOGGY CREEK Road
Kissimmee, FL
Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
2756 LIDO KEY Drive
Kissimmee, FL
Courtesy of MULTI CHOICE REALTY LLC
3162 YELLOW LANTANA Lane
Kissimmee, FL
Courtesy of FLORIDA REALTY INVESTMENTS
8976 AMELIA DOWNS Trail
Kissimmee, FL
Courtesy of THE JERRY BARKER GROUP LLC
4877 CORAL CASTLE Drive
Kissimmee, FL
Courtesy of VOYANCE REAL ESTATE LLC.
2221 PARIA Lane
Kissimmee, FL
Courtesy of REAL BROKER, LLC
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.