


4875 CORAL CASTLE Drive
Kissimmee, FL
Courtesy of INTERNATIONAL REAL ESTATE 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.
2,969 homes
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.
3087 JULIET Drive
Kissimmee, FL
Courtesy of REAL BROKER, LLC
267 SOUTHFIELD Street
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
8036 SURF Street
Kissimmee, FL
Courtesy of EXP REALTY LLC
7554 SUNVILLE Avenue
Kissimmee, FL
Courtesy of KAZA REAL ESTATE LLC
7601 CABANA Court #104
Kissimmee, FL
Courtesy of LPT REALTY, LLC
2260 SAN VITAL Drives #108
Kissimmee, FL
Courtesy of LA ROSA REALTY KISSIMMEE
370 QUARRY ROCK Circle
Kissimmee, FL
Courtesy of LA ROSA REALTY INTERNACIONAL L
1133 SAINT TROPEZ Court
Kissimmee, FL
Courtesy of LA ROSA REALTY CW PROPERTIES L
2952 LUCAYAN HARBOUR Circle #103
Kissimmee, FL
Courtesy of WRA BUSINESS & REAL ESTATE
2702 CORVETTE Lane
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
8217 SURF Street
Kissimmee, FL
Courtesy of XCELLENCE
3151 SUNSET WALK Drive #414
Kissimmee, FL
Courtesy of PROFESSIONAL REAL ESTATE TEAM
2207 CARIBBEAN Drive
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
3034 BOATING Boulevard
Kissimmee, FL
Courtesy of LOKATION
3119 FAIRFIELD Drive
Kissimmee, FL
Courtesy of HIGHRISE REALTY
2009 MYRTLE PINE Street
Kissimmee, FL
Courtesy of RE/MAX PRIME PROPERTIES
1221 RADIANT Street
Kissimmee, FL
Courtesy of TOP TIER RESORT REALTY
2925 SIESTA VIEW Drive
Kissimmee, FL
Courtesy of LPT REALTY, LLC
2931 AGOSTINO Terrace
Kissimmee, FL
Courtesy of 1ST FLORIDA REAL ESTATE GROUP
105 CUPOLA LOOP
Kissimmee, FL
Courtesy of BORCHINI REALTY
8809 PARLIAMENT Court
Kissimmee, FL
Courtesy of NORTHGROUP REAL ESTATE, INC
5245 IRLO BRONSON MEM HWY 165
Kissimmee, FL
Courtesy of THE REALTY EXPERIENCE POWERED BY LRR
2774 CORVETTE Lane
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.