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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
481 LASSO Drive, Kissimmee, FL 34747For sale$590,0008 BEDS · 7 BATHS · 3,401 SQFT481 LASSO Drive, Kissimmee, FL 347472998 SALTED RIM Road, Kissimmee, FL 34747For sale$549,0003192 WATERBRIDGE Lane, Kissimmee, FL 34744For sale$515,000
481 LASSO Drive, Kissimmee, FL 34747
481 LASSO Drive, Kissimmee, FL 34747 2
481 LASSO Drive, Kissimmee, FL 34747 3
For sale · 109 DAYS
$590,000$173/sqft

481 LASSO Drive

Kissimmee, FL

8 beds7 baths3,401 sqft

Courtesy of LPT REALTY, LLC

2998 SALTED RIM Road, Kissimmee, FL 34747
2998 SALTED RIM Road, Kissimmee, FL 34747 2
2998 SALTED RIM Road, Kissimmee, FL 34747 3
3192 WATERBRIDGE Lane, Kissimmee, FL 34744
3192 WATERBRIDGE Lane, Kissimmee, FL 34744 2
3192 WATERBRIDGE Lane, Kissimmee, FL 34744 3
1616 REGAL COVE Court, Kissimmee, FL 34744
1616 REGAL COVE Court, Kissimmee, FL 34744 2
1616 REGAL COVE Court, Kissimmee, FL 34744 3
2070 ROME Drive, Kissimmee, FL 34747
2070 ROME Drive, Kissimmee, FL 34747 2
2070 ROME Drive, Kissimmee, FL 34747 3
4223 LITTLE OWL Lane, Kissimmee, FL 34746
4223 LITTLE OWL Lane, Kissimmee, FL 34746 2
4223 LITTLE OWL Lane, Kissimmee, FL 34746 3
1177 SEASIDE MIST Trail, Kissimmee, FL 34747
1177 SEASIDE MIST Trail, Kissimmee, FL 34747 2
1177 SEASIDE MIST Trail, Kissimmee, FL 34747 3
8966 CAT PALM Road, Kissimmee, FL 34747
8966 CAT PALM Road, Kissimmee, FL 34747 2
8966 CAT PALM Road, Kissimmee, FL 34747 3
1888 GOBI Drive, Kissimmee, FL 34747
1888 GOBI Drive, Kissimmee, FL 34747 2
1888 GOBI Drive, Kissimmee, FL 34747 3
For sale · 67 DAYS
$499,900
3004 PARKWAY Boulevard #101, Kissimmee, FL 34747
3004 PARKWAY Boulevard #101, Kissimmee, FL 34747 2
3004 PARKWAY Boulevard #101, Kissimmee, FL 34747 3
4355 SUMMER BREEZE Way, Kissimmee, FL 34744
4355 SUMMER BREEZE Way, Kissimmee, FL 34744 2
4355 SUMMER BREEZE Way, Kissimmee, FL 34744 3
2089 TROPICAL PALMS Circle, Kissimmee, FL 34747
2089 TROPICAL PALMS Circle, Kissimmee, FL 34747 2
2089 TROPICAL PALMS Circle, Kissimmee, FL 34747 3
3119 SUN LAKE Court #B, Kissimmee, FL 34747
3119 SUN LAKE Court #B, Kissimmee, FL 34747 2
3119 SUN LAKE Court #B, Kissimmee, FL 34747 3
8923 SYDNEY Avenue, Kissimmee, FL 34747
8923 SYDNEY Avenue, Kissimmee, FL 34747 2
8923 SYDNEY Avenue, Kissimmee, FL 34747 3
2659 CALISTOGA Avenue, Kissimmee, FL 34741
2659 CALISTOGA Avenue, Kissimmee, FL 34741 2
2659 CALISTOGA Avenue, Kissimmee, FL 34741 3
2659 CALISTOGA Avenue, Kissimmee, FL 34741
2659 CALISTOGA Avenue, Kissimmee, FL 34741 2
2659 CALISTOGA Avenue, Kissimmee, FL 34741 3
3261 ENERGY Drive, Kissimmee, FL 34747
3261 ENERGY Drive, Kissimmee, FL 34747 2
3261 ENERGY Drive, Kissimmee, FL 34747 3
2868 OCONNELL Drive, Kissimmee, FL 34741
2868 OCONNELL Drive, Kissimmee, FL 34741 2
2868 OCONNELL Drive, Kissimmee, FL 34741 3
5063 LOGGIA Lane #A, Kissimmee, FL 34758
5063 LOGGIA Lane #A, Kissimmee, FL 34758 2
5063 LOGGIA Lane #A, Kissimmee, FL 34758 3
For rent · 112 DAYS
8061 VACATION Avenue #309, Kissimmee, FL 34747
8061 VACATION Avenue #309, Kissimmee, FL 34747 2
8061 VACATION Avenue #309, Kissimmee, FL 34747 3
1023 SPRING MEADOW Drive #1023, Kissimmee, FL 34741
1023 SPRING MEADOW Drive #1023, Kissimmee, FL 34741 2
1023 SPRING MEADOW Drive #1023, Kissimmee, FL 34741 3
4882 CLOCK TOWER Drive, Kissimmee, FL 34746
4882 CLOCK TOWER Drive, Kissimmee, FL 34746 2
4882 CLOCK TOWER Drive, Kissimmee, FL 34746 3
2391 WINDWARD Cove, Kissimmee, FL 34746
2391 WINDWARD Cove, Kissimmee, FL 34746 2
2391 WINDWARD Cove, Kissimmee, FL 34746 3
272 HART Lane, Kissimmee, FL 34743
272 HART Lane, Kissimmee, FL 34743 2
272 HART Lane, Kissimmee, FL 34743 3
See 2,969 homes
← PreviousPage 62 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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For sale · 102 DAYS
$549,000$282/sqft

2998 SALTED RIM Road

Kissimmee, FL

4 beds5.5 baths1,948 sqft

Courtesy of KRESSLER REAL ESTATE

For sale · 101 DAYS
$515,000$203/sqft

3192 WATERBRIDGE Lane

Kissimmee, FL

4 beds2 baths2,540 sqft

Courtesy of PREMIER SOTHEBYS INT'L REALTY

For sale · 73 DAYS
$595,000$220/sqft

1616 REGAL COVE Court

Kissimmee, FL

4 beds3 baths2,707 sqft

Courtesy of COLDWELL BANKER REALTY

For sale · 100 DAYS
$415,000$183/sqft

2070 ROME Drive

Kissimmee, FL

5 beds5.5 baths2,265 sqft

Courtesy of REAL BROKER, LLC

For sale · 55 DAYS
$379,000$206/sqft

4223 LITTLE OWL Lane

Kissimmee, FL

4 beds2 baths1,843 sqft

Courtesy of AGENT TRUST REALTY CORPORATION

For sale · 28 DAYS
$309,900$212/sqft

1177 SEASIDE MIST Trail

Kissimmee, FL

3 beds3.5 baths1,460 sqft

Courtesy of LPT REALTY, LLC

For rent
$2,950

8966 CAT PALM Road

Kissimmee, FL

5 beds4 baths2,024 sqft

Courtesy of EXP REALTY LLC

$159/sqft

1888 GOBI Drive

Kissimmee, FL

6 beds5.5 baths3,142 sqft

Courtesy of MULTI CHOICE REALTY LLC

For sale · 19 DAYS
$240,000$256/sqft

3004 PARKWAY Boulevard #101

Kissimmee, FL

2 beds2 baths937 sqft

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

For sale · 106 DAYS
$469,900$232/sqft

4355 SUMMER BREEZE Way

Kissimmee, FL

4 beds3 baths2,027 sqft

Courtesy of RE/MAX VANTAGE

For sale · 4 DAYS
$850,000$176/sqft

2089 TROPICAL PALMS Circle

Kissimmee, FL

9 beds7.5 baths4,828 sqft

Courtesy of INTEREALTY SERVICE

For sale · 111 DAYS
$300,000$202/sqft

3119 SUN LAKE Court #B

Kissimmee, FL

3 beds2 baths1,484 sqft

Courtesy of REAL BROKER, LLC

For sale · 1 DAY
$465,000$205/sqft

8923 SYDNEY Avenue

Kissimmee, FL

5 beds5.5 baths2,263 sqft

Courtesy of WRA BUSINESS & REAL ESTATE

For sale · 101 DAYS
$619,999$191/sqft

2659 CALISTOGA Avenue

Kissimmee, FL

8 beds5 baths3,248 sqft

Courtesy of COLDWELL BANKER REALTY

For rent · 1 DAY
$5,250

2659 CALISTOGA Avenue

Kissimmee, FL

8 beds5 baths3,248 sqft

Courtesy of COLDWELL BANKER REALTY

For sale · 1 DAY
$389,000$285/sqft

3261 ENERGY Drive

Kissimmee, FL

3 beds3 baths1,365 sqft

Courtesy of FLORIDA CONNEXION PROPERTIES

For sale · 18 DAYS
$469,900$216/sqft

2868 OCONNELL Drive

Kissimmee, FL

3 beds2 baths2,180 sqft

Courtesy of REALTY EXECUTIVES SPACE COAST

$2,200

5063 LOGGIA Lane #A

Kissimmee, FL

3 beds2 baths1,825 sqft

Courtesy of MELIN REALTY LLC

For sale · 70 DAYS
$265,000$361/sqft

8061 VACATION Avenue #309

Kissimmee, FL

1 bed1 bath734 sqft

Courtesy of P4L REALTY LLC

For rent · 111 DAYS
$1,400

1023 SPRING MEADOW Drive #1023

Kissimmee, FL

2 beds2.5 baths1,012 sqft

Courtesy of HELLO SUNSHINE REALTY LLC

For sale · 59 DAYS
$498,000$234/sqft

4882 CLOCK TOWER Drive

Kissimmee, FL

5 beds4 baths2,128 sqft

Courtesy of LA ROSA REALTY KISSIMMEE

For sale · 72 DAYS
$615,000$211/sqft

2391 WINDWARD Cove

Kissimmee, FL

3 beds3.5 baths2,913 sqft

Courtesy of PROPERTIES IN TOWN

For sale · 113 DAYS
$1,499,000$231/sqft

272 HART Lane

Kissimmee, FL

6,496 sqft

Courtesy of KEY TO FLORIDA REALTY

$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.