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For agentsBuySellInternationalCryptoJournal414.712.6275
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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.

2,867 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
2867 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
2525 ONEIDA Loop, Kissimmee, FL 34747For rent$3,1004 BEDS · 3.5 BATHS · 1,760 SQFT2525 ONEIDA Loop, Kissimmee, FL 347473180 PARADOX CIRCLE #106, Kissimmee, FL 34746For sale$300,000616 VERONA Street, Kissimmee, FL 34741For sale$309,900
2525 ONEIDA Loop, Kissimmee, FL 34747
2525 ONEIDA Loop, Kissimmee, FL 34747 2
2525 ONEIDA Loop, Kissimmee, FL 34747 3
For rentNEW
$3,100

2525 ONEIDA Loop

Kissimmee, FL

4 beds3.5 baths1,760 sqft

Courtesy of SUNCOAST CHOICE REALTY

3180 PARADOX CIRCLE #106, Kissimmee, FL 34746
3180 PARADOX CIRCLE #106, Kissimmee, FL 34746 2
3180 PARADOX CIRCLE #106, Kissimmee, FL 34746 3
616 VERONA Street, Kissimmee, FL 34741
616 VERONA Street, Kissimmee, FL 34741 2
616 VERONA Street, Kissimmee, FL 34741 3
1386 ISLETA Loop, Kissimmee, FL 34741
1386 ISLETA Loop, Kissimmee, FL 34741 2
1386 ISLETA Loop, Kissimmee, FL 34741 3
1158 BEACH Circle, Kissimmee, FL 34746
1158 BEACH Circle, Kissimmee, FL 34746 2
1158 BEACH Circle, Kissimmee, FL 34746 3
For rent
4904 CORAL CASTLE Drive, Kissimmee, FL 34746
4904 CORAL CASTLE Drive, Kissimmee, FL 34746 2
4904 CORAL CASTLE Drive, Kissimmee, FL 34746 3
919 HALIFAX Drive, Kissimmee, FL 34758For sale · 1 DAYNEW
$350,000$158/sqft

919 HALIFAX Drive

Kissimmee, FL

4 beds3.5 baths2,215 sqft

Courtesy of EXP REALTY LLC

2155 SOUTHBURY Drive, Kissimmee, FL 34744
2155 SOUTHBURY Drive, Kissimmee, FL 34744 2
2155 SOUTHBURY Drive, Kissimmee, FL 34744 3
4348 PEBBLES THROW Drive, Kissimmee, FL 34746
4348 PEBBLES THROW Drive, Kissimmee, FL 34746 2
4348 PEBBLES THROW Drive, Kissimmee, FL 34746 3
2498 EMPRESS Drive, Kissimmee, FL 34741
2498 EMPRESS Drive, Kissimmee, FL 34741 2
2498 EMPRESS Drive, Kissimmee, FL 34741 3
2564 BLOWING BREEZE Avenue, Kissimmee, FL 34744
2564 BLOWING BREEZE Avenue, Kissimmee, FL 34744 2
2564 BLOWING BREEZE Avenue, Kissimmee, FL 34744 3
931 COSTA MESA Lane, Kissimmee, FL 34744
931 COSTA MESA Lane, Kissimmee, FL 34744 2
931 COSTA MESA Lane, Kissimmee, FL 34744 3
2931 RIO GRANDE Trail #2, Kissimmee, FL 34741
2931 RIO GRANDE Trail #2, Kissimmee, FL 34741 2
2931 RIO GRANDE Trail #2, Kissimmee, FL 34741 3
2920 AVIAN Loop, Kissimmee, FL 34741
2920 AVIAN Loop, Kissimmee, FL 34741 2
2920 AVIAN Loop, Kissimmee, FL 34741 3
2437 READING Trail, Kissimmee, FL 34746
2437 READING Trail, Kissimmee, FL 34746 2
2437 READING Trail, Kissimmee, FL 34746 3
4410 SUN VILLAGE Boulevard, Kissimmee, FL 34746
4410 SUN VILLAGE Boulevard, Kissimmee, FL 34746 2
4410 SUN VILLAGE Boulevard, Kissimmee, FL 34746 3
3024 SECRET LAKE Drive, Kissimmee, FL 34747
3024 SECRET LAKE Drive, Kissimmee, FL 34747 2
3024 SECRET LAKE Drive, Kissimmee, FL 34747 3
108 NEWHAM Way, Kissimmee, FL 34758
108 NEWHAM Way, Kissimmee, FL 34758 2
108 NEWHAM Way, Kissimmee, FL 34758 3
3219 ABIAKA Drive, Kissimmee, FL 34743
3219 ABIAKA Drive, Kissimmee, FL 34743 2
3219 ABIAKA Drive, Kissimmee, FL 34743 3
For saleNEW
$389,000$254/sqft

1606 LUND AVE

Kissimmee, FL

3 beds2 baths1,530 sqft

Courtesy of REPETTO REALTY GROUP LLC

3075 SEAVIEW CASTLE Drive, Kissimmee, FL 34746
3075 SEAVIEW CASTLE Drive, Kissimmee, FL 34746 2
3075 SEAVIEW CASTLE Drive, Kissimmee, FL 34746 3
5367 IRLO BRONSON MEMORIAL HIGHWAY #4-122 Highway, Kissimmee, FL 34746
5367 IRLO BRONSON MEMORIAL HIGHWAY #4-122 Highway, Kissimmee, FL 34746 2
5367 IRLO BRONSON MEMORIAL HIGHWAY #4-122 Highway, Kissimmee, FL 34746 3
2715 CLEAR NIGHT Avenue, Kissimmee, FL 34744
2715 CLEAR NIGHT Avenue, Kissimmee, FL 34744 2
2715 CLEAR NIGHT Avenue, Kissimmee, FL 34744 3
For rent · 1 DAY
4834 ROMEO Circle, Kissimmee, FL 34746
4834 ROMEO Circle, Kissimmee, FL 34746 2
4834 ROMEO Circle, Kissimmee, FL 34746 3
See 2,867 homes
← PreviousPage 5 of 120Next →

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 5 · 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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For sale · 1 DAYNEW
$300,000$251/sqft

3180 PARADOX CIRCLE #106

Kissimmee, FL

2 beds2 baths1,196 sqft

Courtesy of KELLER WILLIAMS CLASSIC

For sale · 1 DAYNEW
$309,900$168/sqft

616 VERONA Street

Kissimmee, FL

2 beds2 baths1,846 sqft

Courtesy of GENSTONE REALTY

For saleNEW
$335,000$200/sqft

1386 ISLETA Loop

Kissimmee, FL

3 beds3.5 baths1,676 sqft

Courtesy of OUTLET REALTY

NEW
$1,550

1158 BEACH Circle

Kissimmee, FL

3 beds3.5 baths1,468 sqft

Courtesy of REALTY RESOURCE OF CENTRAL FL.

For sale · 1 DAYNEW
$275,000$156/sqft

4904 CORAL CASTLE Drive

Kissimmee, FL

3 beds3.5 baths1,762 sqft

Courtesy of KELLER WILLIAMS LEGACY REALTY

For rentNEW
$2,450

2155 SOUTHBURY Drive

Kissimmee, FL

4 beds3.5 baths1,770 sqft

Courtesy of AGENT TRUST REALTY CORPORATION

For sale · 1 DAYNEW
$479,000$166/sqft

4348 PEBBLES THROW Drive

Kissimmee, FL

5 beds3.5 baths2,894 sqft

Courtesy of REAL BROKER, LLC

For rent · 1 DAYNEW
$3,200

2498 EMPRESS Drive

Kissimmee, FL

4 beds3.5 baths2,391 sqft

Courtesy of STAR PLATINUM REALTY GROUP INC

For sale · 1 DAYNEW
$345,000$215/sqft

2564 BLOWING BREEZE Avenue

Kissimmee, FL

3 beds3.5 baths1,602 sqft

Courtesy of TRIMARCHI REALTY CORP

For sale · 1 DAYNEW
$450,000$214/sqft

931 COSTA MESA Lane

Kissimmee, FL

4 beds2 baths2,106 sqft

Courtesy of ROMAN'S PRO REALTY LLC

For rentNEW
$1,600

2931 RIO GRANDE Trail #2

Kissimmee, FL

2 beds2 baths1,025 sqft

Courtesy of LPT REALTY, LLC

For sale · 1 DAYNEW
$647,000$231/sqft

2920 AVIAN Loop

Kissimmee, FL

5 beds4.5 baths2,800 sqft

Courtesy of THE REAL ESTATE INTERNATIONAL GROUP LLC

For sale · 1 DAYNEW
$675,000$311/sqft

2437 READING Trail

Kissimmee, FL

5 beds4 baths2,168 sqft

Courtesy of KAZA REAL ESTATE LLC

For sale · 1 DAYNEW
$229,000$163/sqft

4410 SUN VILLAGE Boulevard

Kissimmee, FL

3 beds3 baths1,408 sqft

Courtesy of XREALTY.NET LLC

For sale · 1 DAYNEW
$315,000$214/sqft

3024 SECRET LAKE Drive

Kissimmee, FL

3 beds3.5 baths1,470 sqft

Courtesy of COLDWELL BANKER REALTY

For rentNEW
$1,795

108 NEWHAM Way

Kissimmee, FL

5 beds2 baths1,855 sqft

Courtesy of THE EXPERTS TEAM REALTY INC

For saleNEW
$340,000$234/sqft

3219 ABIAKA Drive

Kissimmee, FL

3 beds2 baths1,450 sqft

Courtesy of WEICHERT REALTORS HALLMARK PRO

For sale · 2 DAYSNEW
$349,000$227/sqft

3075 SEAVIEW CASTLE Drive

Kissimmee, FL

3 beds3.5 baths1,540 sqft

Courtesy of LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

For saleNEW
$53,000$268/sqft

5367 IRLO BRONSON MEMORIAL HIGHWAY #4-122 Highway

Kissimmee, FL

1 bath198 sqft

Courtesy of VIVA ORLANDO REALTY INC.

NEW
$2,500

2715 CLEAR NIGHT Avenue

Kissimmee, FL

4 beds2 baths2,041 sqft

Courtesy of MAISO REALTY & INVESTMENTS, LLC

For sale · 1 DAYNEW
$474,900$248/sqft

4834 ROMEO Circle

Kissimmee, FL

4 beds3 baths1,914 sqft

Courtesy of LA ROSA REALTY LLC

$384,900
Median list price
305
Active listings
92
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.