


2746 OXYMORON Way
Kissimmee, FL
Courtesy of POINTON REALTY INC
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



2746 OXYMORON Way
Kissimmee, FL
Courtesy of POINTON REALTY INC












LAKE SHORE Boulevard
Kissimmee, FL
Courtesy of CHARLES RUTENBERG REALTY ORLANDO



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.
550 MUIRFIELD Loop
Kissimmee, FL
Courtesy of TOP TIER RESORT REALTY
5676 NEVIS Terrace
Kissimmee, FL
Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
7519 MARKER Avenue
Kissimmee, FL
Courtesy of PALM CIRCLE REALTY
4879 CLOCK TOWER Drive
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
1055 PARK RIDGE Circle
Kissimmee, FL
Courtesy of MY REALTY GROUP, LLC.
807 NEPTUNE Road
Kissimmee, FL
Courtesy of FINE POINT REALTY LLC
168 CLUB VILLAS Lane
Kissimmee, FL
Courtesy of REAL BROKER, LLC
3133 RIACHUELO Lane
Kissimmee, FL
Courtesy of LOKATION
3065 ROCKEFELLER WAY
Kissimmee, FL
Courtesy of REALIZE INTERNATIONAL REALTY L
4521 CASABLANCA Avenue
Kissimmee, FL
Courtesy of LA ROSA REALTY LLC
501 HUNTER Circle
Kissimmee, FL
Courtesy of SERHANT
501 HUNTER Circle
Kissimmee, FL
Courtesy of SERHANT
26 LAS PALMAS Way #1
Kissimmee, FL
Courtesy of CASSA REALTY CORP
711 EMORY Avenue
Kissimmee, FL
Courtesy of LITTMANN CAPITAL REALTY LLC
411 BLUE LAKE Circle
Kissimmee, FL
Courtesy of EXP REALTY LLC
9017 ALBA Lane
Kissimmee, FL
Courtesy of MULTI CHOICE REALTY LLC
1953 ESTANCIA Circle #C
Kissimmee, FL
Courtesy of VESTI LLC
7628 RECIFE Drive
Kissimmee, FL
Courtesy of KELLER WILLIAMS LEGACY REALTY
4704 RUBY RED Lane
Kissimmee, FL
Courtesy of REMAX PREMIER PROPERTIES
8452 SECRET KEY Cove
Kissimmee, FL
Courtesy of AMERICAN IDEAL HOMES, LLC
Courtesy of SELLING TOWN 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.