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
2976 ON THE ROCKS Point
Kissimmee, FL
Courtesy of LOKATION
VERNON Avenue
Kissimmee, FL
Courtesy of COLDWELL BANKER SOLOMON
3000 MAINGATE Lane #317
For sale · 683 DAYS609 ESTRADA Lane
Kissimmee, FL
Courtesy of OFFILER, LUCILLE JANICE
2031 CASCADES Boulevard #103
Kissimmee, FL
Courtesy of SMART MIAMI REALTY, 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.
8920 BENGAL Court
Kissimmee, FL
Courtesy of BAY STREET GROUP FLORIDA LLC
9025 SUNSHINE RIDGE Loop
Kissimmee, FL
Courtesy of REAL BROKER, LLC
Kissimmee, FL
Courtesy of MS LAND & BUILDING LLC
4546 ALBERTO Circle
Kissimmee, FL
Courtesy of PORTAL ORLANDO REALTY, LLC
3112 ROCKEFELLER Way
Kissimmee, FL
Courtesy of PREMIER SOTHEBYS INT'L REALTY
3951 OAKVILLE Avenue
Kissimmee, FL
Courtesy of EXP REALTY LLC
330 BALLO Drive
Kissimmee, FL
Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
1450 HIDDEN HARBOR Lane
Kissimmee, FL
Courtesy of IMAGINATION REALTY, INC
8916 SYDNEY Avenue
Kissimmee, FL
Courtesy of SELECTA REALTY LLC
1390 GREENFIELD Loop
Kissimmee, FL
Courtesy of FIDELITY REALTY GROUP LLC
3100 PARKWAY Boulevard
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
3100 PARKWAY Boulevard
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
2501 HAM BROWN Road
Kissimmee, FL
Courtesy of KELLER WILLIAMS REALTY JUPITER
3937 REED GRASS Place
Kissimmee, FL
Courtesy of FIND HOME REALTY
1554 FAIRVIEW Circle
Kissimmee, FL
Courtesy of PREMIER SOTHEBYS INT'L REALTY
IRLO BRONSON MEMORIAL Highway
Kissimmee, FL
Courtesy of TEAM DONOVAN
200 N HOAGLAND Boulevard
Kissimmee, FL
Courtesy of TEAM DONOVAN
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.
