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
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.
1500 HOAGLAND Boulevard
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
2546 SAGE Drive
Kissimmee, FL
Courtesy of FINANCIAL INVESTMENT REALTY GROUP
4740 BLUE DIAMOND Street
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
3814 BAY CLUB Circle #204
Kissimmee, FL
Courtesy of REALTY ONE GROUP EVOLUTION
Kissimmee, FL
Courtesy of JOURNEY HOMES REALTY LLC
4966 WINDERMERE Avenue
Kissimmee, FL
Courtesy of ALPHA LEADER REALTY LLC
4968 WINDERMERE Avenue
Kissimmee, FL
Courtesy of ALPHA LEADER REALTY LLC
7505 BROOKLYN Drive
Kissimmee, FL
Courtesy of DEBRASSI REALTY LLC
3539 MAPLE RIDGE Loop
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
210 LAS FUENTES Drive
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
168 HIDEAWAY BEACH Lane
Kissimmee, FL
Courtesy of CHAMPION HOMES
3831 NAUTICAL Way #203
Kissimmee, FL
Courtesy of REALTY ONE GROUP EVOLUTION
8061 VACATION Avenue #2510
Kissimmee, FL
Courtesy of TEAM DONOVAN
3226 FOX SQUIRREL Drive
Kissimmee, FL
Courtesy of SMART MIAMI REALTY, LLC.
2213 SAN VITTORINO Circle #106
Kissimmee, FL
Courtesy of PROPERTIES IN TOWN
198 LAKE Court
Kissimmee, FL
Courtesy of VITAL REALTY GROUP INC
Courtesy of COLDWELL BANKER SOLOMON
617 PARAKEET Court
Kissimmee, FL
Courtesy of UNITED REAL ESTATE PREFERRED
995 CUMBERLAND Drive
Kissimmee, FL
Courtesy of STRONG FOUNDATION REALTY LLC
2244 CANYON BREEZE Avenue
Kissimmee, FL
Courtesy of VENOSA REALTY LLC
436 BLOOMFIELD Drive
Kissimmee, FL
Courtesy of DEAL MAKERS REALTY TEAM CORP
1800 TROPICAL PALMS Circle
Kissimmee, FL
Courtesy of FLORIDA SPIRIT HOMES
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.
