$199,000$194/sqft
2203 KEY WEST Court #422
Kissimmee, FL
2 beds2 baths1,026 sqft
Courtesy of ONE STEP AHEAD REALTY INC
HOMES FOR SALE · KISSIMMEE
Homes for sale in KissimmeeKissimmee homes for sale, with a plan built around you.
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.
2,927 homes
5.0· 74 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
2927 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
$456,540$158/sqft
5131 WORCHESTER Drive
Kissimmee, FL
5 beds3.5 baths2,896 sqft
Courtesy of LENNAR REALTY
$365,000$272/sqft
5334 HARMONY Place
Kissimmee, FL
3 beds2 baths1,341 sqft
Courtesy of RE/MAX SELECT GROUP
$2,790
2613 BROADWING Street
Kissimmee, FL
3 beds3 baths2,791 sqft
Courtesy of LA ROSA REALTY KISSIMMEE
$3,300
2808 LIDO KEY Court
Kissimmee, FL
5 beds4 baths2,317 sqft
Courtesy of FLORIDA TOP REALTY
$1,695
763 LEONARDO Court
Kissimmee, FL
3 beds2 baths1,422 sqft
Courtesy of THE EXPERTS TEAM REALTY INC
$415,000$254/sqft
3151 YELLOW LANTANA Lane
Kissimmee, FL
4 beds3 baths1,636 sqft
Courtesy of BELMONT REALTY
$3,100
8493 CRYSTAL COVE Loop
Kissimmee, FL
3 beds3.5 baths1,291 sqft
Courtesy of COLDWELL BANKER REALTY
$2,850
483 ELIZA Court
Kissimmee, FL
4 beds3 baths1,812 sqft
Courtesy of GPS PROPERTY GROUP INC.
$2,000
2528 SKYLINE Loop
Kissimmee, FL
3 beds3.5 baths1,840 sqft
Courtesy of EXP REALTY LLC
$1,700
3032 PARKWAY BLVD #204
Kissimmee, FL
2 beds2 baths938 sqft
Courtesy of REAL BROKER, LLC
$226,000$178/sqft
1604 COLUMBIA ARMS Circle #216
Kissimmee, FL
3 beds2 baths1,269 sqft
Courtesy of OLYMPUS EXECUTIVE REALTY INC
$265,000$116/sqft
28 CHIP Court
Kissimmee, FL
4 beds3 baths2,293 sqft
Courtesy of PARADISE ONE REALTY
$429,000$228/sqft
2838 NOBLE CROW Drive
Kissimmee, FL
4 beds3.5 baths1,883 sqft
Courtesy of LA ROSA REALTY CW PROPERTIES L
$329,000$200/sqft
5148 CROWN HAVEN Drive
Kissimmee, FL
4 beds4 baths1,649 sqft
Courtesy of JOSEPH WALTER REALTY LLC
$470,000$257/sqft
4773 CUMBRIAN LAKES Drive
Kissimmee, FL
4 beds4.5 baths1,830 sqft
Courtesy of PREMIER SOTHEBYS INT'L REALTY
$1,150
401 FOUNTAINHEAD Circle #151
Kissimmee, FL
1 bed1 bath744 sqft
Courtesy of ALL COUNTY CFL PROPERTY MGMT
$1,225,000$327/sqft
1241 CASTLE PINES Court
Kissimmee, FL
6 beds7.5 baths3,745 sqft
Courtesy of REAL BROKER, LLC
$350,000$288/sqft
4358 CREEKSIDE Boulevard
Kissimmee, FL
3 beds2 baths1,215 sqft
Courtesy of AGENT TRUST REALTY CORPORATION
Living in Kissimmee
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.
5.0· 74 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
LICENSED FL & WIHABLAMOS ESPAÑOL
ABOUT KISSIMMEE
Gateway city, working market.
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.
QUESTIONS I GET ABOUT KISSIMMEE
Straight answers, no queue.
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.
KEEP LOOKING NEARBY
Central Florida, city by city.
NEIGHBORHOOD GUIDES ON RETHOUGHT-REALESTATE.COM
BEFORE IT HITS THE FEED · KISSIMMEE
Don't see it yet? Tell me what you want in Kissimmee.
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.
OR CALL OR TEXT414.712.6275