


1779 TROPICAL PALMS Circle
Kissimmee, FL
Courtesy of MS LAND & BUILDING 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
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.
2742 OAKWATER Drive #104
Kissimmee, FL
Courtesy of DIDOMENICO REALTY GROUP
2536 HOLTROCK Street
Kissimmee, FL
Courtesy of RATIO REAL ESTATE, LLC
1795 LINDENS Street
Kissimmee, FL
Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
4647 CUMBRIAN LAKES Drive
Kissimmee, FL
Courtesy of EXP REALTY LLC
5710 OLGA Street
Kissimmee, FL
Courtesy of CORNERSTONE INTERNATIONAL PROPERTY GROUP LLC
7829 PALMILLA Court
Kissimmee, FL
Courtesy of REAL BROKER, LLC
4706 VERO BEACH Place
Kissimmee, FL
Courtesy of LIFESTYLE INTERNATIONAL REALTY
8201 SURF Street
Kissimmee, FL
Courtesy of TEAM DONOVAN
1791 SMARTS RULE Street
Kissimmee, FL
Courtesy of AGENT TRUST REALTY CORPORATION
1752 FULFILLMENT Drive
Kissimmee, FL
Courtesy of ENTERA REALTY LLC
Kissimmee, FL
Courtesy of PRISTINE INTERNATIONAL REALTY LLC
Kissimmee, FL
Courtesy of ELITE INVESTORS REALTY LLC
7651 WHISPER Way #201
Kissimmee, FL
Courtesy of WRA BUSINESS & REAL ESTATE
5272 LONESOME DOVE Drive
Kissimmee, FL
Courtesy of RE/MAX PRIME PROPERTIES
2711 COUPE Street
Kissimmee, FL
Courtesy of LUKER & CO REAL ESTATE LLC
Courtesy of MY REALTY GROUP, LLC.
3100 PARKWAY Boulevard #728
Kissimmee, FL
Courtesy of DALTON WADE INC
8907 SYDNEY Avenue
Kissimmee, FL
Courtesy of C23 REALTY LLC
1633 NASSAU POINT Trail
Kissimmee, FL
Courtesy of TEAM DONOVAN
352 COCOA Court
Kissimmee, FL
Courtesy of CENTURY 21 CARIOTI
7510 SEVEN EAGLES Way
Kissimmee, FL
Courtesy of EXIT REALTY 4CORNERS
64 CORDONA Drive #B
Kissimmee, FL
Courtesy of TRANSCEND REALTY
Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.