


2500 AVIAN Loop
Kissimmee, FL
Courtesy of KELLER WILLIAMS CLASSIC
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.
2,904 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.
7842 SPECTRUM Drive
Kissimmee, FL
Courtesy of WELCOME HOME REALTY GROUP LLC
4980 WORCHESTER Drive
Kissimmee, FL
Courtesy of NEWKEY REAL ESTATE LLC
1104 CASTLE PINES Court
Kissimmee, FL
Courtesy of REAL BROKER, LLC
2580 BROADWING Street
Kissimmee, FL
Courtesy of LPT REALTY, LLC
161 HIDEAWAY BEACH Lane
Kissimmee, FL
Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
1288 LAGO VISTA Court
Kissimmee, FL
Courtesy of MILA REALTY
3930 PORT SEA Place
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
1686 PARK SIDE Avenue
Kissimmee, FL
Courtesy of REALTY HUB
2221 SAN VITTORINO Circle #107
Kissimmee, FL
Courtesy of MILA REALTY
523 HUNTER Circle
Kissimmee, FL
Courtesy of HOUWZER INC
2191 TRIPOLI Court
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
2187 TRIPOLI Court
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
3409 FOX CROSSING Drive
Kissimmee, FL
Courtesy of BELLA TRAE REALTY
677 ELBRIDGE Drive
Kissimmee, FL
Courtesy of RP INVESTMENT REALTY LLC
2222 STEWART Street
Kissimmee, FL
Courtesy of PROFESSIONAL REAL ESTATE TEAM
2135 SOUTHBURY Drive
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
2615 BUENA VIEW Road
Kissimmee, FL
Courtesy of DREAM LIVING CFL LLC
3191 SILVER FIN Way
Kissimmee, FL
Courtesy of KARIZA CAPITAL REALTY, LLC
2900 EDENSHIRE Way #102
Kissimmee, FL
Courtesy of KARDOSH REALTY
435 HUNTER Circle
Kissimmee, FL
Courtesy of NAIM REAL ESTATE LLC
Kissimmee, FL
Courtesy of ALL REAL ESTATE & INVESTMENTS
2963 SERA BELLA Way
Kissimmee, FL
Courtesy of AXEN REALTY LLC
3021 SANGRIA Street
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.