


370 LASSO Drive
Kissimmee, FL
Courtesy of COLDWELL BANKER 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.
2,967 homes



370 LASSO Drive
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY












For sale · 603 DAYS0 HOAGLAND Boulevard
Kissimmee, FL
Courtesy of PROPERTY LOGIC RE
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.
371 COCOA Court
Kissimmee, FL
Courtesy of OLYMPUS EXECUTIVE REALTY INC
1135 PARK RIDGE Circle
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
5012 LAGUNA BAY Circle #74
Kissimmee, FL
Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
420 CHERRY Street
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
5362 DIPLOMAT CT #103
Kissimmee, FL
Courtesy of CENTURY 21 CARIOTI
7405 MARKER Avenue
Kissimmee, FL
Courtesy of PREMIER AGENT NETWORK
1909 TROPICAL PALMS Circle
Kissimmee, FL
Courtesy of KELLER WILLIAMS CLASSIC
4425 DURGA Lane
Kissimmee, FL
Courtesy of STAR BAY REALTY CORP.
320 BALLO Drive
Kissimmee, FL
Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
Kissimmee, FL
Courtesy of THE JERRY BARKER GROUP LLC
3924 CARRICK BEND Drive
Kissimmee, FL
Courtesy of MULTI CHOICE REALTY LLC
1520 HILL Street
Kissimmee, FL
Courtesy of HOMETRUST REALTY GROUP
2972 ON THE ROCKS Point
Kissimmee, FL
Courtesy of LOKATION
1852 TROPICAL PALMS Circle
Kissimmee, FL
Courtesy of DECONOVA INTERNATIONAL GROUP
2302 SILVER PALM Drive #301
Kissimmee, FL
Courtesy of AMERICAN HORIZONS REALTY
3148 PEQUOD Place
Kissimmee, FL
Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
4803 BRIER ROSE Lane
Kissimmee, FL
Courtesy of M2M REALTY
2689 CALISTOGA Avenue
Kissimmee, FL
Courtesy of OLYMPUS EXECUTIVE REALTY INC
1290 CINDER Lane
Kissimmee, FL
Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.