


4416 SHIVA Loop
Kissimmee, FL
Courtesy of LPT 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.
2,969 homes



4416 SHIVA Loop
Kissimmee, FL
Courtesy of LPT REALTY, LLC






713 TOULON Drive
Kissimmee, FL









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.
200 PENDANT Court
Kissimmee, FL
Courtesy of ORANGE REALTY PROFESSIONALS LLC
Courtesy of REALHOME SERVICE & SOLUTIONS INC
4811 PLINY Court
Kissimmee, FL
Courtesy of LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV
2319 LILY PAD Lane
Kissimmee, FL
Courtesy of REALTY PROS UNLIMITED INC
2806 PLYMOUTH Place
Kissimmee, FL
Courtesy of LIFESTYLE INTERNATIONAL REALTY
7454 MARKER Avenue
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
104 TURIN Way
Kissimmee, FL
Courtesy of ALL COUNTY POLK PROPERTY MANAG
1260 PECAN Street
Kissimmee, FL
Courtesy of EXP REALTY LLC
2592 CHATHAM Circle
Kissimmee, FL
Courtesy of DALTON WADE INC
1562 CAREY PALM Circle
Kissimmee, FL
Courtesy of KRESSLER REAL ESTATE
4731 CLOCK TOWER Drive #401
Kissimmee, FL
Courtesy of RESOURCE ONE REALTY
2026 ESTANCIA Circle #A
Kissimmee, FL
Courtesy of LOTUS DOOR REALTY
4382 FINCH Lane
Kissimmee, FL
Courtesy of D & D PROPERTY MANAGEMENT SOLUTIONS LLC
2821 PLYMOUTH Place
Kissimmee, FL
Courtesy of V PROPERTIES INC
1799 RANGER HIGHLANDS Road
Kissimmee, FL
Courtesy of D & D PROPERTY MANAGEMENT SOLUTIONS LLC
251 ROYAL PALM Drive
Kissimmee, FL
Courtesy of LARIMAR REALTY
824 DESERT MOUNTAIN Court
Kissimmee, FL
Courtesy of LUXURY ORLANDO REAL ESTATE
7740 SANDY RIDGE Drive #228
Kissimmee, FL
Courtesy of LA ROSA RTY WINTER GARDEN LLC
5119 KILLARNEY Way
Kissimmee, FL
Courtesy of THE FLORIDA LOUNGE REALTY LLC
4548 TARGET Boulevard
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
507 FINLEY Avenue
Kissimmee, FL
Courtesy of PRECISION APPROACH REALTY LLC
1656 CONTENTMENT Loop
Kissimmee, FL
Courtesy of MY REALTY GROUP, LLC.
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.