


4722 FLAGLER BEACH Way
Kissimmee, FL
Courtesy of WRA BUSINESS & REAL ESTATE
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



4722 FLAGLER BEACH Way
Kissimmee, FL
Courtesy of WRA BUSINESS & REAL ESTATE









408 VERNON Court
Kissimmee, FL
Courtesy of LISETTE CAMINO DBA YOUR RESIDENTIAL TEAM






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.
4619 CABALERRO Trail
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
1326 SEVEN EAGLES Court #1326
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
513 BERRY JAMES Court
Kissimmee, FL
Courtesy of SOVEREIGN REAL ESTATE GROUP
1987 MAJORCA Drive
Kissimmee, FL
Courtesy of NOBSKA REAL ESTATE LLC
760 WINDLASS Court
Kissimmee, FL
Courtesy of PREMIER SOTHEBYS INT'L REALTY
Kissimmee, FL
Courtesy of ELITE INTERNATIONAL REALTY INC
136 POMPANO BEACH Drive
Kissimmee, FL
Courtesy of EXP REALTY LLC
3016 PARKWAY Boulevard #204
Kissimmee, FL
Courtesy of MULTI CHOICE REALTY LLC
2916 ON THE ROCKS Point
Kissimmee, FL
Courtesy of TEAM DONOVAN
2618 SAN SIMEON Way
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
720 LAS FUENTES Drive
Kissimmee, FL
Courtesy of POINTON REALTY INC
7428 STONE CREEK Trail
Kissimmee, FL
Courtesy of BROKER HUB REALTY GROUP LLC
2790 OXYMORON Way
Kissimmee, FL
Courtesy of SUNSHINE GROUP USA, INC
294 MARCELLO Boulevard
Kissimmee, FL
Courtesy of FLORIDA REALTY INVESTMENTS
453 SORRENTO RD
Kissimmee, FL
Courtesy of MARKET CONNECT REALTY LLC
Kissimmee, FL
Courtesy of PROPERTIES IN TOWN
705 WAXWING Court
Kissimmee, FL
Courtesy of AXEN REALTY, LLC
107 CYPRESS Street
Kissimmee, FL
Courtesy of PROFILES INTERNATIONAL REALTY
1064 PARK RIDGE Circle
Kissimmee, FL
Courtesy of LPT REALTY, LLC
2625 SANTOSH Cove
Kissimmee, FL
Courtesy of WRA BUSINESS & REAL ESTATE
2954 LUCAYAN HARBOUR Circle #106
Kissimmee, FL
Courtesy of CAINANBA LLC
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.