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For agentsBuySellInternationalCryptoJournal
ENES
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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.

2,969 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
1702 WALNUT CRK Drive, Kissimmee, FL 34744For sale$379,9003 BEDS · 2 BATHS · 1,504 SQFT1702 WALNUT CRK Drive, Kissimmee, FL 34744313 CAEN Court, Kissimmee, FL 34759For rent$1,8454192 PARAGRAPH Drive, Kissimmee, FL 34746For sale$459,990
1702 WALNUT CRK Drive, Kissimmee, FL 34744
1702 WALNUT CRK Drive, Kissimmee, FL 34744 2
1702 WALNUT CRK Drive, Kissimmee, FL 34744 3
For sale · 44 DAYS
$379,900$253/sqft

1702 WALNUT CRK Drive

Kissimmee, FL

3 beds2 baths1,504 sqft

Courtesy of LPT REALTY, LLC

313 CAEN Court, Kissimmee, FL 34759
313 CAEN Court, Kissimmee, FL 34759 2
313 CAEN Court, Kissimmee, FL 34759 3
For rent
$1,845
4192 PARAGRAPH Drive, Kissimmee, FL 34746
4192 PARAGRAPH Drive, Kissimmee, FL 34746 2
4192 PARAGRAPH Drive, Kissimmee, FL 34746 3
566 OAK BRANCH Circle, Kissimmee, FL 34758
566 OAK BRANCH Circle, Kissimmee, FL 34758 2
566 OAK BRANCH Circle, Kissimmee, FL 34758 3
2631 AUTUMN CREEK Circle, Kissimmee, FL 34747
2631 AUTUMN CREEK Circle, Kissimmee, FL 34747 2
2631 AUTUMN CREEK Circle, Kissimmee, FL 34747 3
2784 ALMATON Loop #205, Kissimmee, FL 34747
2784 ALMATON Loop #205, Kissimmee, FL 34747 2
2784 ALMATON Loop #205, Kissimmee, FL 34747 3
2106 THE OAKS Boulevard, Kissimmee, FL 34746
2106 THE OAKS Boulevard, Kissimmee, FL 34746 2
2106 THE OAKS Boulevard, Kissimmee, FL 34746 3
3471 DOVETAIL Avenue, Kissimmee, FL 34741
3471 DOVETAIL Avenue, Kissimmee, FL 34741 2
3471 DOVETAIL Avenue, Kissimmee, FL 34741 3
8051 WHITE CRANE Court, Kissimmee, FL 34747
8051 WHITE CRANE Court, Kissimmee, FL 34747 2
8051 WHITE CRANE Court, Kissimmee, FL 34747 3
1006 COYOTE CREEK Way, Kissimmee, FL 34747
1006 COYOTE CREEK Way, Kissimmee, FL 34747 2
1006 COYOTE CREEK Way, Kissimmee, FL 34747 3
For sale
$350,000

1006 COYOTE CREEK Way

Kissimmee, FL

Courtesy of TOP TIER RESORT REALTY

4819 WORCHESTER Drive, Kissimmee, FL 34746
4819 WORCHESTER Drive, Kissimmee, FL 34746 2
4819 WORCHESTER Drive, Kissimmee, FL 34746 3
1101 ARISHA Drive, Kissimmee, FL 34746
1101 ARISHA Drive, Kissimmee, FL 34746 2
1101 ARISHA Drive, Kissimmee, FL 34746 3
2918 BLOOMING ALAMANDA Loop, Kissimmee, FL 34747
2918 BLOOMING ALAMANDA Loop, Kissimmee, FL 34747 2
2918 BLOOMING ALAMANDA Loop, Kissimmee, FL 34747 3
3193 ARROWHEAD Lane, Kissimmee, FL 34746
3193 ARROWHEAD Lane, Kissimmee, FL 34746 2
3193 ARROWHEAD Lane, Kissimmee, FL 34746 3
For rent · 86 DAYS
1050 LAS FUENTES Drive, Kissimmee, FL 34746
1050 LAS FUENTES Drive, Kissimmee, FL 34746 2
1050 LAS FUENTES Drive, Kissimmee, FL 34746 3
2685 ANDROS Lane, Kissimmee, FL 34747
2685 ANDROS Lane, Kissimmee, FL 34747 2
2685 ANDROS Lane, Kissimmee, FL 34747 3
7643 WILMINGTON Loop, Kissimmee, FL 34747
7643 WILMINGTON Loop, Kissimmee, FL 34747 2
7643 WILMINGTON Loop, Kissimmee, FL 34747 3
2778 ALMATON Loop #202, Kissimmee, FL 34747
2778 ALMATON Loop #202, Kissimmee, FL 34747 2
2778 ALMATON Loop #202, Kissimmee, FL 34747 3
2848 CLUB CORTILE Circle, Kissimmee, FL 34746
2848 CLUB CORTILE Circle, Kissimmee, FL 34746 2
2848 CLUB CORTILE Circle, Kissimmee, FL 34746 3
1055 HARBOR RIDGE Drive, Kissimmee, FL 34759
1055 HARBOR RIDGE Drive, Kissimmee, FL 34759 2
1055 HARBOR RIDGE Drive, Kissimmee, FL 34759 3
272 FLORIDA Parkway, Kissimmee, FL 34743
272 FLORIDA Parkway, Kissimmee, FL 34743 2
272 FLORIDA Parkway, Kissimmee, FL 34743 3
For rent
$2,000
965 NANCY Court, Kissimmee, FL 34759
965 NANCY Court, Kissimmee, FL 34759 2
965 NANCY Court, Kissimmee, FL 34759 3
3038 PARKWAY Boulevard #306, Kissimmee, FL 34747
3038 PARKWAY Boulevard #306, Kissimmee, FL 34747 2
3038 PARKWAY Boulevard #306, Kissimmee, FL 34747 3
4704 TERRA ESMERALDA Drive, Kissimmee, FL 34746
4704 TERRA ESMERALDA Drive, Kissimmee, FL 34746 2
4704 TERRA ESMERALDA Drive, Kissimmee, FL 34746 3
See 2,969 homes
← PreviousPage 52 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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313 CAEN Court

Kissimmee, FL

3 beds2 baths1,396 sqft

Courtesy of MAIN STREET RENEWAL LLC

For sale · 84 DAYS
$459,990$240/sqft

4192 PARAGRAPH Drive

Kissimmee, FL

4 beds3 baths1,914 sqft

Courtesy of U KEY REALTY

For sale · 77 DAYS
$300,000$162/sqft

566 OAK BRANCH Circle

Kissimmee, FL

4 beds3 baths1,854 sqft

Courtesy of EXP REALTY LLC

For sale · 75 DAYS
$479,990$273/sqft

2631 AUTUMN CREEK Circle

Kissimmee, FL

4 beds3 baths1,760 sqft

Courtesy of YELLOW MOUNTAIN REALTY, LLC

For sale · 78 DAYS
$328,500$233/sqft

2784 ALMATON Loop #205

Kissimmee, FL

3 beds2 baths1,410 sqft

Courtesy of REAL BROKER, LLC

For sale · 2 DAYS
$419,995$205/sqft

2106 THE OAKS Boulevard

Kissimmee, FL

4 beds2 baths2,045 sqft

Courtesy of CENTRIC REALTY SERVICES LLC

For sale · 1 DAY
$740,000$197/sqft

3471 DOVETAIL Avenue

Kissimmee, FL

6 beds4 baths3,751 sqft

Courtesy of IAD REAL ESTATE

For sale · 13 DAYS
$555,000$275/sqft

8051 WHITE CRANE Court

Kissimmee, FL

4 beds3.5 baths2,021 sqft

Courtesy of CELEBRITY GLOBAL REALTY LLC

For rent · 39 DAYS
$2,590

4819 WORCHESTER Drive

Kissimmee, FL

4 beds2 baths1,936 sqft

Courtesy of EXP REALTY LLC

For rent
$3,500

1101 ARISHA Drive

Kissimmee, FL

4 beds4.5 baths2,376 sqft

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY

For rent
$3,200

2918 BLOOMING ALAMANDA Loop

Kissimmee, FL

5 beds4.5 baths2,677 sqft

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES

$1,999

3193 ARROWHEAD Lane

Kissimmee, FL

2 beds2 baths1,330 sqft

Courtesy of HENTHORN REAL ESTATE

For sale · 1 DAY
$338,000$207/sqft

1050 LAS FUENTES Drive

Kissimmee, FL

4 beds3 baths1,636 sqft

Courtesy of LA ROSA REALTY LLC

For sale · 40 DAYS
$234,000$197/sqft

2685 ANDROS Lane

Kissimmee, FL

3 beds3 baths1,187 sqft

Courtesy of REAL BROKER, LLC

For sale · 71 DAYS
$947,000$201/sqft

7643 WILMINGTON Loop

Kissimmee, FL

11 beds10 baths4,707 sqft

Courtesy of PALM CIRCLE REALTY

For sale · 74 DAYS
$249,000$230/sqft

2778 ALMATON Loop #202

Kissimmee, FL

2 beds2 baths1,081 sqft

Courtesy of EXP REALTY LLC

For sale · 1 DAY
$265,000$141/sqft

2848 CLUB CORTILE Circle

Kissimmee, FL

4 beds3 baths1,880 sqft

Courtesy of MULTI CHOICE REALTY LLC

For sale · 74 DAYS
$279,000$175/sqft

1055 HARBOR RIDGE Drive

Kissimmee, FL

3 beds2 baths1,590 sqft

Courtesy of PELLEGO, LLC

272 FLORIDA Parkway

Kissimmee, FL

3 beds2 baths1,312 sqft

Courtesy of EXIT REALTY 4CORNERS

For sale · 25 DAYS
$390,500$176/sqft

965 NANCY Court

Kissimmee, FL

4 beds3 baths2,224 sqft

Courtesy of DALTON WADE INC

For sale · 20 DAYS
$165,000$176/sqft

3038 PARKWAY Boulevard #306

Kissimmee, FL

2 beds2 baths937 sqft

Courtesy of SUNSHINE PREMIUM PROPERTIES

For rent
$2,500

4704 TERRA ESMERALDA Drive

Kissimmee, FL

4 beds4.5 baths1,721 sqft

Courtesy of LOYALTY REALTY GROUP 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.