


807 DEL PRADO Drive
Kissimmee, FL
Courtesy of MARK SPAIN REAL ESTATE
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.
2720 MERRIEWEATHER Lane
Kissimmee, FL
Courtesy of Z HOUSE REALTY GROUP
649 CAPTIVA Circle
Kissimmee, FL
Courtesy of BEYCOME OF FLORIDA LLC
Courtesy of POINTON REALTY INC
2431 N GRASMERE VIEW Parkway
Kissimmee, FL
Courtesy of RL LUXURY REAL ESTATE
4551 ADA Lane
Kissimmee, FL
Courtesy of V ENTERPRISES LLC
4997 S TOWN Terrace
Kissimmee, FL
Courtesy of VITAL REALTY GROUP INC
365 MUIRFIELD Loop
Kissimmee, FL
Courtesy of TITAN REALTY GROUP LLC
620 HERALDO Court
Kissimmee, FL
Courtesy of AVANTI WAY REALTY LLC
1523 FAIRVIEW Circle
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
182 HIDEAWAY BEACH Lane
Kissimmee, FL
Courtesy of HOMECOIN.COM
3001 LAUREL RUN Lane #206
Kissimmee, FL
Courtesy of ORLANDO REALTY PROFESSIONALS
3157 SUN LAKE Court #B
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO
4670 ANDERSON Road
Kissimmee, FL
Courtesy of REALTY HUB
5367 W IRLO BRONSON MEMORIAL HWY #1-103
Kissimmee, FL
Courtesy of HOPKEY REALTY
4330 SUNNY CREEK Place
Kissimmee, FL
Courtesy of PROPERTY OUTLET INTERNATIONAL
2024 BEARING Lane
Kissimmee, FL
Courtesy of INVESTOR'S HOME REALTY
2414 CELEBRATION Boulevard
Kissimmee, FL
Courtesy of COLDWELL BANKER REALTY
8904 PRAGUE Way
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
2616 LODI Circle #104
Kissimmee, FL
Courtesy of ROMAN'S PRO REALTY LLC
Courtesy of CASAQUIERO LLC
3390 WOODBERRY Court
Kissimmee, FL
Courtesy of FLAT FEE MLS REALTY
12 DARLINGTON Avenue
Kissimmee, FL
Courtesy of ALIGN RIGHT 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.