


2379 CARAVELLE Circle
Kissimmee, FL
Courtesy of DELUX MIAMI GROUP, 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



2379 CARAVELLE Circle
Kissimmee, FL
Courtesy of DELUX MIAMI GROUP, LLC.






W MARTIN Street
Kissimmee, FL
Courtesy of PROPERTY OUTLET INTERNATIONAL









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.
3013 MANDOLIN Drive
Kissimmee, FL
Courtesy of KELLER WILLIAMS CLASSIC
7950 SEA PEARL Circle
Kissimmee, FL
Courtesy of TEAM DONOVAN
3014 SERA BELLA Way
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
8515 CRYSTAL COVE Loop
Kissimmee, FL
Courtesy of FRONTLINE FLORIDA REALTY, INC.
2515 NOUVEAU Way
Kissimmee, FL
Courtesy of EXP REALTY LLC
539 BRENTFORD Court
Kissimmee, FL
Courtesy of OFFERPAD BROKERAGE FL, LLC
2960 SALTED RIM Road
Kissimmee, FL
Courtesy of CASA SIMPLE LLC
2959 BANANA PALM Drive
Kissimmee, FL
Courtesy of WEICHERT, REALTORS-HALLMARK PR
2854 BOOKMARK Drive
Kissimmee, FL
Courtesy of KAZA REAL ESTATE LLC
7571 SUNNY DREAMS Lane #na
Kissimmee, FL
Courtesy of BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P
187 PINEWOOD Circle
Kissimmee, FL
Courtesy of HORIZON WEST REALTY
4592 BIG ISLAND Drive
Kissimmee, FL
Courtesy of FLORIDA BUYERS REALTY, LLC
2573 AVENTURINE Street
Kissimmee, FL
Courtesy of HONEST EXPERTS REAL ESTATE LLC
4443 SHIVA Loop
Kissimmee, FL
Courtesy of WRA BUSINESS & REAL ESTATE
7595 SUNNY DREAMS Lane
Kissimmee, FL
Courtesy of CENTURY 21 CARIOTI
1561 CAREY PALM Circle
Kissimmee, FL
Courtesy of ACCORD REAL ESTATE SERVICES
2847 OAKWATER Drive #2847
Kissimmee, FL
Courtesy of CENTURY 21 ALTON CLARK
2173 GRANGER Avenue
Kissimmee, FL
Courtesy of CENTRAL FLORIDA REAL ESTATE MANAGEMENT LLC
2202 KEY WEST Court #626
Kissimmee, FL
Courtesy of LPT REALTY, LLC
2135 WATER MANIA Court
Kissimmee, FL
Courtesy of RE/MAX SELECT GROUP
1750 EVERGREEN Court
Kissimmee, FL
Courtesy of OPENDOOR BROKERAGE LLC
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.