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HOMES FOR SALE · KISSIMMEE

Kissimmee 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.

Pedro Rivera
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976+ FAMILIES GUIDED · FL & WI
4213 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
3001 LAUREL RUN, Kissimmee, FL 34741FOR SALE$239,0003 BEDS · 2 BATHS · 1,433 SQFT3001 LAUREL RUN, Kissimmee, FL 347412216 GRAND CAYMAN, Kissimmee, FL 34741FOR SALE$179,9002415 TIMOTHY, Kissimmee, FL 34743FOR SALE$470,000
Sunrise over Kissimmee's lakefront park on Lake Tohopekaliga
The Kissimmee (Tohopekaliga) Lighthouse on the lakefront
A historic brick retail building on Broadway Avenue in downtown Kissimmee
PHOTOS: Chad Sparkes from Kissimmee,Florida, United States (CC BY 2.0) · Freeholdman12 (CC BY 4.0) · Pokemonprime (CC BY 4.0)

Kissimmee right now

AS OF SEP 7 · LIVE FROM THE MLS
$390,000
Median list price
282
Active listings
90
Avg days on market
$360
Avg price per sqft

Active listings set the median price and the count. Recently sold homes set days on market and price per square foot. Refreshed hourly.

3001 LAUREL RUN, Kissimmee, FL 34741
3001 LAUREL RUN, Kissimmee, FL 34741 2
3001 LAUREL RUN, Kissimmee, FL 34741 3
FOR SALE · 110 DAYS
$239,000$167/sqft

3001 LAUREL RUN

Kissimmee, FL

3 beds2 baths1,433 sqft

COURTESY OF URBAN CITY REALTY LLC

2216 GRAND CAYMAN, Kissimmee, FL 34741
2216 GRAND CAYMAN, Kissimmee, FL 34741 2
2216 GRAND CAYMAN, Kissimmee, FL 34741 3
2415 TIMOTHY, Kissimmee, FL 34743
2415 TIMOTHY, Kissimmee, FL 34743 2
2415 TIMOTHY, Kissimmee, FL 34743 3
2600 SHORTLEAF, Kissimmee, FL 34746
2600 SHORTLEAF, Kissimmee, FL 34746 2
2600 SHORTLEAF, Kissimmee, FL 34746 3
210 PENDANT, Kissimmee, FL 34747
210 PENDANT, Kissimmee, FL 34747 2
210 PENDANT, Kissimmee, FL 34747 3
FOR SALE · 6 DAYS
$527,000$205/sqft

210 PENDANT

Kissimmee, FL

5 beds5 baths2,570 sqft
2813 ALMATON, Kissimmee, FL 34747
2813 ALMATON, Kissimmee, FL 34747 2
2813 ALMATON, Kissimmee, FL 34747 3
107 BIANCA, Kissimmee, FL 34758
107 BIANCA, Kissimmee, FL 34758 2
107 BIANCA, Kissimmee, FL 34758 3
2678 CALISTOGA, Kissimmee, FL 34741
2678 CALISTOGA, Kissimmee, FL 34741 2
2678 CALISTOGA, Kissimmee, FL 34741 3
3044 CAMINO REAL, Kissimmee, FL 34744
3044 CAMINO REAL, Kissimmee, FL 34744 2
3044 CAMINO REAL, Kissimmee, FL 34744 3
4355 HAZEL, Kissimmee, FL 34746
4355 HAZEL, Kissimmee, FL 34746 2
4355 HAZEL, Kissimmee, FL 34746 3
FOR SALE · 1 DAY
$367,000$261/sqft

4355 HAZEL

Kissimmee, FL

724 DEL RAY, Kissimmee, FL 34758
724 DEL RAY, Kissimmee, FL 34758 2
724 DEL RAY, Kissimmee, FL 34758 3
FOR SALE · 96 DAYS
$272,999$253/sqft

724 DEL RAY

Kissimmee, FL

3 beds2 baths
3301 WHITESTONE, Kissimmee, FL 34741
3301 WHITESTONE, Kissimmee, FL 34741 2
3301 WHITESTONE, Kissimmee, FL 34741 3
FOR SALE · 104 DAYS
$239,000$167/sqft

3301 WHITESTONE

Kissimmee, FL

8019 KNEE DEEP, Kissimmee, FL 34747
8019 KNEE DEEP, Kissimmee, FL 34747 2
8019 KNEE DEEP, Kissimmee, FL 34747 3
427 LARK, Kissimmee, FL 34759
427 LARK, Kissimmee, FL 34759 2
427 LARK, Kissimmee, FL 34759 3
Kissimmee, FL 34747FOR RENT
$2,300

Kissimmee, FL 34747

3 beds3.5 baths1,295 sqft

COURTESY OF HOMES REAL ESTATE GROUP INC.

1255 WISPY CYPRESS, Kissimmee, FL 34746
1255 WISPY CYPRESS, Kissimmee, FL 34746 2
1255 WISPY CYPRESS, Kissimmee, FL 34746 3
5203 JASMINE TRACE, Kissimmee, FL 34758
5203 JASMINE TRACE, Kissimmee, FL 34758 2
5203 JASMINE TRACE, Kissimmee, FL 34758 3
2800 WOODSMERE, Kissimmee, FL 34746
2800 WOODSMERE, Kissimmee, FL 34746 2
2800 WOODSMERE, Kissimmee, FL 34746 3
8942 SYDNEY, Kissimmee, FL 34747
8942 SYDNEY, Kissimmee, FL 34747 2
8942 SYDNEY, Kissimmee, FL 34747 3
3212 OYSTER, Kissimmee, FL 34747
3212 OYSTER, Kissimmee, FL 34747 2
3212 OYSTER, Kissimmee, FL 34747 3
3827 BAY CLUB CIR, Kissimmee, FL 34741
3827 BAY CLUB CIR, Kissimmee, FL 34741 2
3827 BAY CLUB CIR, Kissimmee, FL 34741 3
2274 CENTERRA, Kissimmee, FL 34741
2274 CENTERRA, Kissimmee, FL 34741 2
2274 CENTERRA, Kissimmee, FL 34741 3
2880 CLUB CORTILE, Kissimmee, FL 34746
2880 CLUB CORTILE, Kissimmee, FL 34746 2
2880 CLUB CORTILE, Kissimmee, FL 34746 3
FOR RENT · 102 DAYS
$1,800

2880 CLUB CORTILE

Kissimmee, FL

3 beds2 baths1,202 sqft

COURTESY OF REMAX PREMIER PROPERTIES

3150 APPALOOSA, Kissimmee, FL 34746
3150 APPALOOSA, Kissimmee, FL 34746 2
3150 APPALOOSA, Kissimmee, FL 34746 3
← PreviousPage 106 of 176Next →
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.

Yes. I am a bilingual real estate broker licensed in Florida, and I handle the entire Kissimmee transaction in Spanish if you prefer, from the first showing through inspection and closing. The same live search runs in Spanish at pedrobandorivera.com/es/buy/kissimmee, with the same listings.

A gateway city with a working market: new construction west along 192, resale neighborhoods around the lakefront and downtown, and short-term rental zones near the parks, each with its own rules and HOA.

Call or text 414.712.6275, or send the address through pedrobandorivera.com/contact. I answer my own messages the same day and schedule showings myself, so there is no lead form queue and no handoff. I work Kissimmee directly as a licensed broker, in English or Spanish.

KEEP LOOKING NEARBY

Central Florida, city by city.

KissimmeeSt. CloudCelebrationLake Nona
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Kissimmee guide→Celebration→Four Corners→Davenport→
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
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CALL OR TEXT · HABLAMOS ESPAÑOL
414.712.6275
Pedro J Rivera, Broker & Founder
reThought Real Estate · Kissimmee, FL & Milwaukee, WI
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FOR SALE · 64 DAYS
$179,900$175/sqft

2216 GRAND CAYMAN

Kissimmee, FL

2 beds2 baths1,026 sqft

COURTESY OF AGENT TRUST REALTY CORPORATION

FOR SALE · 95 DAYS
$470,000$202/sqft

2415 TIMOTHY

Kissimmee, FL

4 beds3 baths2,331 sqft

COURTESY OF LARIMAR REALTY

FOR SALE · 87 DAYS
$400,000$204/sqft

2600 SHORTLEAF

Kissimmee, FL

4 beds2 baths1,959 sqft

COURTESY OF KELLER WILLIAMS REALTY SMART 1

COURTESY OF LA ROSA REALTY CENTRAL FLORIDA LLC

FOR SALE · 42 DAYS
$340,000$273/sqft

2813 ALMATON

Kissimmee, FL

3 beds2 baths1,246 sqft

COURTESY OF C23 REALTY LLC

FOR SALE · 71 DAYS
$270,000$135/sqft

107 BIANCA

Kissimmee, FL

4 beds2 baths2,006 sqft

COURTESY OF PREFERRED REAL ESTATE BROKERS

FOR SALE · 8 DAYS
$650,000$212/sqft

2678 CALISTOGA

Kissimmee, FL

5 beds5 baths3,067 sqft

COURTESY OF WRA BUSINESS & REAL ESTATE

FOR SALE · 120 DAYS
$469,900$208/sqft

3044 CAMINO REAL

Kissimmee, FL

5 beds3 baths2,264 sqft

COURTESY OF KELLER WILLIAMS CLASSIC

3 beds3.5 baths1,408 sqft

COURTESY OF THE FIRM RE

1,080 sqft

COURTESY OF PROPERTY OUTLET INTERNATIONAL

3 beds
2 baths
1,433 sqft

COURTESY OF ORIGINAL REALTY LLC

FOR SALE · 97 DAYS
$724,500$380/sqft

8019 KNEE DEEP

Kissimmee, FL

5 beds6.5 baths1,908 sqft

COURTESY OF TEAM DONOVAN

FOR SALE · 103 DAYS
$245,000$129/sqft

427 LARK

Kissimmee, FL

4 beds2 baths1,893 sqft

COURTESY OF JT REALTY & ASSOCIATES

FOR SALE · 92 DAYS
$375,000$196/sqft

1255 WISPY CYPRESS

Kissimmee, FL

4 beds3.5 baths1,918 sqft

COURTESY OF KELLER WILLIAMS HERITAGE REALTY

FOR SALE · 8 DAYS
$348,950$186/sqft

5203 JASMINE TRACE

Kissimmee, FL

3 beds2 baths1,876 sqft

COURTESY OF ATRIUM REALTY, LLC

FOR SALE · 2 DAYS
$470,000$232/sqft

2800 WOODSMERE

Kissimmee, FL

4 beds2 baths2,027 sqft

COURTESY OF FOWLKES REALTY CO

FOR SALE · 36 DAYS
$445,000$197/sqft

8942 SYDNEY

Kissimmee, FL

5 beds5.5 baths2,263 sqft

COURTESY OF GOLDEN SUN REALTY INC

FOR SALE · 95 DAYS
$290,000$223/sqft

3212 OYSTER

Kissimmee, FL

3 beds2 baths1,300 sqft

COURTESY OF CHARLES RUTENBERG REALTY ORLANDO

FOR SALE · 1 DAY
$164,900$181/sqft

3827 BAY CLUB CIR

Kissimmee, FL

2 beds2 baths910 sqft

COURTESY OF ACKLEY LEGACY PROPERTIES, LLC

FOR SALE · 30 DAYS
$334,900$209/sqft

2274 CENTERRA

Kissimmee, FL

3 beds3.5 baths1,602 sqft

COURTESY OF AGENT TRUST REALTY CORPORATION

FOR SALE · 115 DAYS
$999,999$263/sqft

3150 APPALOOSA

Kissimmee, FL

5 beds3.5 baths3,796 sqft

COURTESY OF LISTED SIMPLY