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REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
ENES
For agentsBuySellInternationalCryptoJournal414.712.6275
REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
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For agentsBuySellInternationalCryptoJournal414.712.6275
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.

2,964 homes

FloridaWisconsin
Pedro Rivera
Pedro RiveraAs seen on · Media coverage
TMJ4Telemundo WisconsinCBS 58 Wisconsin
Nathalie Montmellisa hayesCaptivated Real EstateAshly SantiagoKiara Rivera Morla
5.0· 74 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
2964 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
4429 SHIVA Loop, Kissimmee, FL 34746For sale$600,0008 BEDS · 6 BATHS · 3,565 SQFT4429 SHIVA Loop, Kissimmee, FL 34746157 POMPANO BEACH Drive, Kissimmee, FL 34746For sale$290,0001540 CAREY PALM Circle, Kissimmee, FL 34747For sale$415,000
4429 SHIVA Loop, Kissimmee, FL 34746
4429 SHIVA Loop, Kissimmee, FL 34746 2
4429 SHIVA Loop, Kissimmee, FL 34746 3
For sale · 276 DAYS
$600,000$168/sqft

4429 SHIVA Loop

Kissimmee, FL

8 beds6 baths3,565 sqft

Courtesy of BEYCOME OF FLORIDA LLC

157 POMPANO BEACH Drive, Kissimmee, FL 34746
157 POMPANO BEACH Drive, Kissimmee, FL 34746 2
157 POMPANO BEACH Drive, Kissimmee, FL 34746 3
For sale · 195 DAYS
1540 CAREY PALM Circle, Kissimmee, FL 34747
1540 CAREY PALM Circle, Kissimmee, FL 34747 2
1540 CAREY PALM Circle, Kissimmee, FL 34747 3
8956 RHODES Street, Kissimmee, FL 34747
8956 RHODES Street, Kissimmee, FL 34747 2
8956 RHODES Street, Kissimmee, FL 34747 3
For sale · 287 DAYS
0 ARMSTRONG Boulevard, Kissimmee, FL 34741
0 ARMSTRONG Boulevard, Kissimmee, FL 34741 2
For sale · 364 DAYS
$2,950,000

0 ARMSTRONG Boulevard

Kissimmee, FL

Courtesy of EXP REALTY LLC

3140 RIACHUELO Lane, Kissimmee, FL 34744
3140 RIACHUELO Lane, Kissimmee, FL 34744 2
3140 RIACHUELO Lane, Kissimmee, FL 34744 3
For sale · 209 DAYS
$293,000$190/sqft

3140 RIACHUELO Lane

Kissimmee, FL

3 beds
1117 BRACK Street, Kissimmee, FL 34744
1117 BRACK Street, Kissimmee, FL 34744 2
1117 BRACK Street, Kissimmee, FL 34744 3
For rent · 302 DAYS
$1,500

1117 BRACK Street

Kissimmee, FL

1 bed
4563 E YELLOWGOLD Road #106, Kissimmee, FL 34746
4563 E YELLOWGOLD Road #106, Kissimmee, FL 34746 2
4563 E YELLOWGOLD Road #106, Kissimmee, FL 34746 3
3151 SUNSET WALK Drive #1202, Kissimmee, FL 34747
3151 SUNSET WALK Drive #1202, Kissimmee, FL 34747 2
3151 SUNSET WALK Drive #1202, Kissimmee, FL 34747 3
3000 MAINGATE Lane #212, Kissimmee, FL 34747
3000 MAINGATE Lane #212, Kissimmee, FL 34747 2
3000 MAINGATE Lane #212, Kissimmee, FL 34747 3
4173 PARAGRAPH Drive, Kissimmee, FL 34746
4173 PARAGRAPH Drive, Kissimmee, FL 34746 2
4173 PARAGRAPH Drive, Kissimmee, FL 34746 3
2610 LODI Circle #106, Kissimmee, FL 34746
2610 LODI Circle #106, Kissimmee, FL 34746 2
2610 LODI Circle #106, Kissimmee, FL 34746 3
3181 BRASILIA Avenue, Kissimmee, FL 34747
3181 BRASILIA Avenue, Kissimmee, FL 34747 2
3181 BRASILIA Avenue, Kissimmee, FL 34747 3
2382 ZABALLINA Place, Kissimmee, FL 34747
2382 ZABALLINA Place, Kissimmee, FL 34747 2
2382 ZABALLINA Place, Kissimmee, FL 34747 3
540 OAK BRANCH Circle, Kissimmee, FL 34758
540 OAK BRANCH Circle, Kissimmee, FL 34758 2
540 OAK BRANCH Circle, Kissimmee, FL 34758 3
2626 ANDROS Lane, Kissimmee, FL 34747
2626 ANDROS Lane, Kissimmee, FL 34747 2
2626 ANDROS Lane, Kissimmee, FL 34747 3
1286 WISPY CYPRESS Drive, Kissimmee, FL 34746
1286 WISPY CYPRESS Drive, Kissimmee, FL 34746 2
1286 WISPY CYPRESS Drive, Kissimmee, FL 34746 3
1877 SUMMER SERENITY Drive, Kissimmee, FL 34744
1877 SUMMER SERENITY Drive, Kissimmee, FL 34744 2
1877 SUMMER SERENITY Drive, Kissimmee, FL 34744 3
For sale · 126 DAYS
$449,000$162/sqft

1877 SUMMER SERENITY Drive

2888 OAKWATER Drive #2888, Kissimmee, FL 34747
2888 OAKWATER Drive #2888, Kissimmee, FL 34747 2
2888 OAKWATER Drive #2888, Kissimmee, FL 34747 3
5702 DELOREAN Drive, Kissimmee, FL 34746
5702 DELOREAN Drive, Kissimmee, FL 34746 2
5702 DELOREAN Drive, Kissimmee, FL 34746 3
613 BAYPORT Drive, Kissimmee, FL 34758
613 BAYPORT Drive, Kissimmee, FL 34758 2
613 BAYPORT Drive, Kissimmee, FL 34758 3
For sale · 329 DAYS
$315,000$222/sqft

613 BAYPORT Drive

Kissimmee, FL

3 beds2 baths sqft
2814 CLUB CORTILE Circle #A, Kissimmee, FL 34746
2814 CLUB CORTILE Circle #A, Kissimmee, FL 34746 2
2814 CLUB CORTILE Circle #A, Kissimmee, FL 34746 3
For rent · 306 DAYS
$1,850

2814 CLUB CORTILE Circle #A

Kissimmee, FL

8929 SYDNEY Avenue, Kissimmee, FL 34747
8929 SYDNEY Avenue, Kissimmee, FL 34747 2
8929 SYDNEY Avenue, Kissimmee, FL 34747 3
HIGH PLAINS Lane, Kissimmee, FL 34744
HIGH PLAINS Lane, Kissimmee, FL 34744 2
HIGH PLAINS Lane, Kissimmee, FL 34744 3
For sale · 270 DAYS
$5,000,000

HIGH PLAINS Lane

Kissimmee, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY

See 2,964 homes
← PreviousPage 108 of 124Next →

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.

Nathalie Montmellisa hayesCaptivated Real EstateAshly SantiagoKiara Rivera Morla
5.0· 74 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
LICENSED FL & WIHABLAMOS ESPAÑOL
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 NOV 7 · LIVE FROM THE MLS
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
NEIGHBORHOOD GUIDES ON RETHOUGHT-REALESTATE.COM
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
REAL ESTATE
CALL OR TEXT · HABLAMOS ESPAÑOL
414.712.6275
Pedro J Rivera, Broker & Founder
reThought Real Estate · Kissimmee, FL & Milwaukee, WI
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LIC FL & WIPRIVACYTERMSEQUAL HOUSING
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$290,000$226/sqft

157 POMPANO BEACH Drive

Kissimmee, FL

3 beds3.5 baths1,286 sqft

Courtesy of REAL BROKER, LLC

For sale · 273 DAYS
$415,000$212/sqft

1540 CAREY PALM Circle

Kissimmee, FL

3 beds4.5 baths1,962 sqft

Courtesy of METROPOLITAN R.E SOLUTIONS INC

$540,000$172/sqft

8956 RHODES Street

Kissimmee, FL

6 beds5.5 baths3,142 sqft

Courtesy of CELEBRITY GLOBAL REALTY LLC

3.5 baths
1,540 sqft

Courtesy of AGENT TRUST REALTY CORPORATION

1 bath
1,545 sqft

Courtesy of CENTURY 21 ALL HOMES & PROPERT

For sale · 298 DAYS
$225,000$174/sqft

4563 E YELLOWGOLD Road #106

Kissimmee, FL

3 beds2 baths1,296 sqft

Courtesy of CENTURY 21 NEXT LEVEL REALTY

For sale · 324 DAYS
$280,000$376/sqft

3151 SUNSET WALK Drive #1202

Kissimmee, FL

1 bed1 bath745 sqft

Courtesy of TEAM DONOVAN

For sale · 367 DAYS
$46,900$154/sqft

3000 MAINGATE Lane #212

Kissimmee, FL

1 bed1 bath304 sqft

Courtesy of NABE REALTY

For sale · 331 DAYS
$915,000$213/sqft

4173 PARAGRAPH Drive

Kissimmee, FL

8 beds5 baths4,289 sqft

Courtesy of FLORIDA REALTY INVESTMENTS

For sale · 336 DAYS
$215,000$166/sqft

2610 LODI Circle #106

Kissimmee, FL

3 beds2 baths1,296 sqft

Courtesy of LAKESIDE REALTY WINDERMERE INC

For sale · 226 DAYS
$445,000$196/sqft

3181 BRASILIA Avenue

Kissimmee, FL

3 beds4.5 baths2,268 sqft

Courtesy of PREMIER SOTHEBYS INT'L REALTY

For sale · 354 DAYS
$575,000$250/sqft

2382 ZABALLINA Place

Kissimmee, FL

5 beds5.5 baths2,299 sqft

Courtesy of NEST SEEKERS FLORIDA, LLC

For sale · 360 DAYS
$273,999$190/sqft

540 OAK BRANCH Circle

Kissimmee, FL

3 beds2 baths1,443 sqft

Courtesy of PROPERTY OUTLET INTERNATIONAL

For sale · 296 DAYS
$245,900$181/sqft

2626 ANDROS Lane

Kissimmee, FL

3 beds3 baths1,362 sqft

Courtesy of TURNKEY HOMES REAL ESTATE CORP

For sale · 192 DAYS
$320,000$167/sqft

1286 WISPY CYPRESS Drive

Kissimmee, FL

3 beds3.5 baths1,918 sqft

Courtesy of AXEN REALTY, LLC

Kissimmee, FL

4 beds3 baths2,776 sqft

Courtesy of BEYCOME OF FLORIDA LLC

For sale · 289 DAYS
$330,000$231/sqft

2888 OAKWATER Drive #2888

Kissimmee, FL

3 beds2 baths1,427 sqft

Courtesy of REAL BROKER, LLC

For sale · 264 DAYS
$273,880$191/sqft

5702 DELOREAN Drive

Kissimmee, FL

3 beds3.5 baths1,435 sqft

Courtesy of AAA GLOBAL VENTURES PA

1,422

Courtesy of NEXTHOME CABANAS REALTY

3 beds2 baths1,202 sqft

Courtesy of VESTI LLC

For sale · 346 DAYS
$450,000$199/sqft

8929 SYDNEY Avenue

Kissimmee, FL

5 beds5.5 baths2,263 sqft

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS

$385,000
Median list price
305
Active listings
91
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.