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

2,969 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
2969 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
3117 CARIBBEAN SOUL Drive, Kissimmee, FL 34747For sale$369,0003 BEDS · 3 BATHS · 1,545 SQFT3117 CARIBBEAN SOUL Drive, Kissimmee, FL 347472376 CARAVELLE Circle, Kissimmee, FL 34746For sale$289,0008953 SHINE Drive, Kissimmee, FL 34747For sale$275,000
3117 CARIBBEAN SOUL Drive, Kissimmee, FL 34747
3117 CARIBBEAN SOUL Drive, Kissimmee, FL 34747 2
3117 CARIBBEAN SOUL Drive, Kissimmee, FL 34747 3
For sale · 68 DAYS
$369,000$239/sqft

3117 CARIBBEAN SOUL Drive

Kissimmee, FL

3 beds3 baths1,545 sqft

Courtesy of EXP REALTY LLC

2376 CARAVELLE Circle, Kissimmee, FL 34746
2376 CARAVELLE Circle, Kissimmee, FL 34746 2
2376 CARAVELLE Circle, Kissimmee, FL 34746 3
8953 SHINE Drive, Kissimmee, FL 34747
8953 SHINE Drive, Kissimmee, FL 34747 2
8953 SHINE Drive, Kissimmee, FL 34747 3
2856 MIDDLETON Circle, Kissimmee, FL 34743
2856 MIDDLETON Circle, Kissimmee, FL 34743 2
2856 MIDDLETON Circle, Kissimmee, FL 34743 3
2369 VOLUNTEER Avenue, Kissimmee, FL 34744
2369 VOLUNTEER Avenue, Kissimmee, FL 34744 2
2369 VOLUNTEER Avenue, Kissimmee, FL 34744 3
1937 ESTANCIA Circle #1937, Kissimmee, FL 34741
1937 ESTANCIA Circle #1937, Kissimmee, FL 34741 2
1937 ESTANCIA Circle #1937, Kissimmee, FL 34741 3
1359 ISLETA Loop, Kissimmee, FL 34741
1359 ISLETA Loop, Kissimmee, FL 34741 2
1359 ISLETA Loop, Kissimmee, FL 34741 3
2817 ALMATON Loop #402, Kissimmee, FL 34747
2817 ALMATON Loop #402, Kissimmee, FL 34747 2
2817 ALMATON Loop #402, Kissimmee, FL 34747 3
3024 BLOOMSBURY Drive, Kissimmee, FL 34747
3024 BLOOMSBURY Drive, Kissimmee, FL 34747 2
3024 BLOOMSBURY Drive, Kissimmee, FL 34747 3
7795 BASNETT Circle, Kissimmee, FL 34747
7795 BASNETT Circle, Kissimmee, FL 34747 2
7795 BASNETT Circle, Kissimmee, FL 34747 3
2012 BEARING Lane, Kissimmee, FL 34744
2012 BEARING Lane, Kissimmee, FL 34744 2
2012 BEARING Lane, Kissimmee, FL 34744 3
443 MARLBERRY LEAF Avenue, Kissimmee, FL 34758
443 MARLBERRY LEAF Avenue, Kissimmee, FL 34758 2
443 MARLBERRY LEAF Avenue, Kissimmee, FL 34758 3
2539 AVENTURINE Street, Kissimmee, FL 34744
2539 AVENTURINE Street, Kissimmee, FL 34744 2
2539 AVENTURINE Street, Kissimmee, FL 34744 3
2353 CRESCENT MOON Street, Kissimmee, FL 34746
2353 CRESCENT MOON Street, Kissimmee, FL 34746 2
2353 CRESCENT MOON Street, Kissimmee, FL 34746 3
2778 ALMATON Loop #204, Kissimmee, FL 34747
2778 ALMATON Loop #204, Kissimmee, FL 34747 2
2778 ALMATON Loop #204, Kissimmee, FL 34747 3
5117 KILLARNEY Way, Kissimmee, FL 34746
5117 KILLARNEY Way, Kissimmee, FL 34746 2
5117 KILLARNEY Way, Kissimmee, FL 34746 3
323 CYPRESS Street, Kissimmee, FL 34741
323 CYPRESS Street, Kissimmee, FL 34741 2
323 CYPRESS Street, Kissimmee, FL 34741 3
2480 VARENNA Loop, Kissimmee, FL 34741
2480 VARENNA Loop, Kissimmee, FL 34741 2
2480 VARENNA Loop, Kissimmee, FL 34741 3
149 AURORA Lane, Kissimmee, FL 34758
149 AURORA Lane, Kissimmee, FL 34758 2
149 AURORA Lane, Kissimmee, FL 34758 3
For sale · 74 DAYS
4860 tribute Tr TRIBUTE Trail #4860, Kissimmee, FL 34746
4860 tribute Tr TRIBUTE Trail #4860, Kissimmee, FL 34746 2
4860 tribute Tr TRIBUTE Trail #4860, Kissimmee, FL 34746 3
For rent · 9 DAYS
$2,660

4860 tribute Tr TRIBUTE Trail #4860

Kissimmee, FL

beds
221 COBALT Drive, Kissimmee, FL 34758
221 COBALT Drive, Kissimmee, FL 34758 2
221 COBALT Drive, Kissimmee, FL 34758 3
For rent · 76 DAYS
$1,600

221 COBALT Drive

111 CASSINO Way #D, Kissimmee, FL 34758
111 CASSINO Way #D, Kissimmee, FL 34758 2
111 CASSINO Way #D, Kissimmee, FL 34758 3
For rent · 283 DAYS
$2,500

111 CASSINO Way #D

Kissimmee, FL

3 beds2 baths
7853 SOMERSWORTH Drive, Kissimmee, FL 34747
7853 SOMERSWORTH Drive, Kissimmee, FL 34747 2
7853 SOMERSWORTH Drive, Kissimmee, FL 34747 3
3318 STRATTON CIRCLE, Kissimmee, FL 34744
3318 STRATTON CIRCLE, Kissimmee, FL 34744 2
3318 STRATTON CIRCLE, Kissimmee, FL 34744 3
See 2,969 homes
← PreviousPage 48 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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For sale · 69 DAYS
$289,000$191/sqft

2376 CARAVELLE Circle

Kissimmee, FL

4 beds3 baths1,512 sqft

Courtesy of GOLDEN SUN REALTY INC

For sale · 1 DAY
$275,000$212/sqft

8953 SHINE Drive

Kissimmee, FL

3 beds2 baths1,300 sqft

Courtesy of MIAMI TANGO INVESTMENTS REALTY

For sale · 24 DAYS
$465,000$194/sqft

2856 MIDDLETON Circle

Kissimmee, FL

4 beds3.5 baths2,398 sqft

Courtesy of SOUTHERN GROUNDS REALTY LLC

For sale · 67 DAYS
$394,000$193/sqft

2369 VOLUNTEER Avenue

Kissimmee, FL

4 beds3 baths2,044 sqft

Courtesy of RESILIENT MIND REALTY GROUP

For sale · 7 DAYS
$205,000$163/sqft

1937 ESTANCIA Circle #1937

Kissimmee, FL

2 beds2 baths1,259 sqft

Courtesy of LUNA GROUP

For sale · 79 DAYS
$359,900$215/sqft

1359 ISLETA Loop

Kissimmee, FL

3 beds3.5 baths1,676 sqft

Courtesy of LPT REALTY, LLC

For sale · 31 DAYS
$275,000$254/sqft

2817 ALMATON Loop #402

Kissimmee, FL

2 beds2 baths1,081 sqft

Courtesy of PREFERRED REAL ESTATE BROKERS

For rent · 74 DAYS
$2,100

3024 BLOOMSBURY Drive

Kissimmee, FL

3 beds2 baths1,176 sqft

Courtesy of KELLER WILLIAMS CLASSIC

For sale · 36 DAYS
$599,900$241/sqft

7795 BASNETT Circle

Kissimmee, FL

5 beds5 baths2,494 sqft

Courtesy of THE AGENCY FL

For sale · 80 DAYS
$399,900$152/sqft

2012 BEARING Lane

Kissimmee, FL

3 beds3.5 baths2,633 sqft

Courtesy of ENTERA REALTY LLC

For sale · 1 DAY
$380,000$148/sqft

443 MARLBERRY LEAF Avenue

Kissimmee, FL

4 beds3 baths2,571 sqft

Courtesy of CENTURY 21 CARIOTI

For rent · 64 DAYS
$1,950

2539 AVENTURINE Street

Kissimmee, FL

3 beds3.5 baths1,734 sqft

Courtesy of ALL COUNTY CFL PROPERTY MGMT

For sale · 73 DAYS
$485,990$141/sqft

2353 CRESCENT MOON Street

Kissimmee, FL

5 beds4.5 baths3,438 sqft

Courtesy of LPT REALTY, LLC

For sale · 70 DAYS
$339,900$234/sqft

2778 ALMATON Loop #204

Kissimmee, FL

3 beds2 baths1,450 sqft

Courtesy of WEMERT GROUP REALTY LLC

For rent · 39 DAYS
$2,800

5117 KILLARNEY Way

Kissimmee, FL

4 beds4.5 baths1,782 sqft

Courtesy of C23 REALTY LLC

For sale
$1,500,000$330/sqft

323 CYPRESS Street

Kissimmee, FL

4,551 sqft

Courtesy of EAST PARK REALTY LLC

For sale · 1 DAY
$415,000$243/sqft

2480 VARENNA Loop

Kissimmee, FL

3 beds2 baths1,706 sqft

Courtesy of THE PROPERTY PROS REAL ESTATE, INC

$290,999$182/sqft

149 AURORA Lane

Kissimmee, FL

3 beds2 baths1,600 sqft

Courtesy of TRANSCEND REALTY

4
3.5 baths
1,797 sqft

Courtesy of AGENT TRUST REALTY CORPORATION

Kissimmee, FL

4 beds2 baths1,536 sqft

Courtesy of PREMIER CHOICE REALTY & MANAGEMENT LLC

1,265 sqft

Courtesy of THE REAL ESTATE COLLECTION LLC

For sale · 1 DAY
$469,900$259/sqft

7853 SOMERSWORTH Drive

Kissimmee, FL

4 beds3.5 baths1,811 sqft

Courtesy of AXEN REALTY, LLC

For sale · 32 DAYS
$624,999$195/sqft

3318 STRATTON CIRCLE

Kissimmee, FL

5 beds4.5 baths3,208 sqft

Courtesy of WINAGA HOME REALTY LLC

$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.