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
7683 FITZCLARENCE Street
Kissimmee, FL
Courtesy of KRESSLER REAL ESTATE
For sale · 1 DAY1860 SAHA Court
Kissimmee, FL
Courtesy of DEESE MANAGEMENT & REAL ESTATE
3109 TURNBERRY Boulevard
Kissimmee, FL
Courtesy of ACKLEY FLORIDA PROPERTY MANAGEMENT INC
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.
4715 FLAGLER BEACH Way
Kissimmee, FL
Courtesy of REALIZE INTERNATIONAL REALTY L
394 MONTEREY Street
Kissimmee, FL
Courtesy of REAL BROKER, LLC
2451 LUXOR Drive
Kissimmee, FL
Courtesy of ORLANDO REGIONAL PROPERTY MANAGEMENT
2210 GRAND CAYMAN Court #1735
Kissimmee, FL
Courtesy of EATON REALTY SERVICES
2724 EMERSON Lane
Kissimmee, FL
Courtesy of EXP REALTY LLC
4358 SILVER CREEK Street
Kissimmee, FL
Courtesy of REALSOURCE PROPERTY MANGNT LLC
907 HACIENDA Circle
Kissimmee, FL
Courtesy of EXP REALTY LLC
1147 DONCASTER Court
Kissimmee, FL
Courtesy of CENTRIC REALTY SERVICES LLC
1359 GREENFIELD Loop
Kissimmee, FL
Courtesy of DALTON WADE INC
4702 TERRA ESMERALDA Drive
Kissimmee, FL
Courtesy of RELIABLE PROPERTY MGMT & SALES
2121 BLACKSTONE LANDING Drive
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
4576 SPARKLING SHELL Avenue
Kissimmee, FL
Courtesy of NORTHGROUP REAL ESTATE, INC
8102 PRINCESS PALM Lane #305
Kissimmee, FL
Courtesy of GARCIA REALTY GROUP
Courtesy of LPT REALTY, LLC
2660 SANTOSH Cove
Kissimmee, FL
Courtesy of MIAMI TANGO INVESTMENTS REALTY
Courtesy of REALTY ONE GROUP EVOLUTION
2381 DISTANT SUN Trail
Kissimmee, FL
Courtesy of JMC REALTY
2830 HORTON RD
Kissimmee, FL
Courtesy of CORCORAN CONNECT LLC
3240 CUPID Place
Kissimmee, FL
Courtesy of TEAM DONOVAN
69 MARBRISA Way
Kissimmee, FL
Courtesy of FLORIDA REALTY TEAM OF CENTRAL
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.
