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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.

2,907 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
2907 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
5521 WILLOW BEND Trail, Kissimmee, FL 34758For rent$2,1503 BEDS · 2 BATHS · 1,386 SQFT5521 WILLOW BEND Trail, Kissimmee, FL 3475847 LAS PALMAS Way #47, Kissimmee, FL 34743For rent$1,7000 HERALDO CT., Kissimmee, FL 34758For sale$60,000
5521 WILLOW BEND Trail, Kissimmee, FL 34758
5521 WILLOW BEND Trail, Kissimmee, FL 34758 2
5521 WILLOW BEND Trail, Kissimmee, FL 34758 3
For rent · 11 DAYS
$2,150

5521 WILLOW BEND Trail

Kissimmee, FL

3 beds2 baths1,386 sqft

Courtesy of COLDWELL BANKER REALTY

47 LAS PALMAS Way #47, Kissimmee, FL 34743
47 LAS PALMAS Way #47, Kissimmee, FL 34743 2
47 LAS PALMAS Way #47, Kissimmee, FL 34743 3
For rent · 13 DAYS
$1,700

47 LAS PALMAS Way #47

Kissimmee, FL

2 beds2 baths875 sqft

Courtesy of MARLAND REALTY GROUP INC

0 HERALDO CT., Kissimmee, FL 34758
0 HERALDO CT., Kissimmee, FL 34758 2
For sale · 4 DAYS
$60,000

0 HERALDO CT.

Kissimmee, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III

2165 THE OAKS Boulevard, Kissimmee, FL 34746
2165 THE OAKS Boulevard, Kissimmee, FL 34746 2
2165 THE OAKS Boulevard, Kissimmee, FL 34746 3
7770 SANDY RIDGE Drive #238, Kissimmee, FL 34747
7770 SANDY RIDGE Drive #238, Kissimmee, FL 34747 2
7770 SANDY RIDGE Drive #238, Kissimmee, FL 34747 3
7770 SANDY RIDGE Drive #236, Kissimmee, FL 34747
7770 SANDY RIDGE Drive #236, Kissimmee, FL 34747 2
7770 SANDY RIDGE Drive #236, Kissimmee, FL 34747 3
7770 SANDY RIDGE Drive #138, Kissimmee, FL 34747
7770 SANDY RIDGE Drive #138, Kissimmee, FL 34747 2
7770 SANDY RIDGE Drive #138, Kissimmee, FL 34747 3
1852 ANCESTRY Trail, Kissimmee, FL 34746
1852 ANCESTRY Trail, Kissimmee, FL 34746 2
1852 ANCESTRY Trail, Kissimmee, FL 34746 3
3008 RED GINGER Road, Kissimmee, FL 34747
3008 RED GINGER Road, Kissimmee, FL 34747 2
3008 RED GINGER Road, Kissimmee, FL 34747 3
4021 VENETIAN BAY Drive #103, Kissimmee, FL 34741
4021 VENETIAN BAY Drive #103, Kissimmee, FL 34741 2
4021 VENETIAN BAY Drive #103, Kissimmee, FL 34741 3
For sale · 3 DAYS
1098 JUNE Street, Kissimmee, FL 34741
1098 JUNE Street, Kissimmee, FL 34741 2
1098 JUNE Street, Kissimmee, FL 34741 3
1102 JUNE Street, Kissimmee, FL 34741
1102 JUNE Street, Kissimmee, FL 34741 2
1102 JUNE Street, Kissimmee, FL 34741 3
1106 JUNE Street, Kissimmee, FL 34741
1106 JUNE Street, Kissimmee, FL 34741 2
1106 JUNE Street, Kissimmee, FL 34741 3
1814 STARGAZER Trail, Kissimmee, FL 34758
1814 STARGAZER Trail, Kissimmee, FL 34758 2
1814 STARGAZER Trail, Kissimmee, FL 34758 3
For sale · 11 DAYS
2007 FORAGE Drive, Kissimmee, FL 34746
2007 FORAGE Drive, Kissimmee, FL 34746 2
2007 FORAGE Drive, Kissimmee, FL 34746 3
327 MARQUEE Drive, Kissimmee, FL 34758
327 MARQUEE Drive, Kissimmee, FL 34758 2
327 MARQUEE Drive, Kissimmee, FL 34758 3
9009 EGRET MILLS Terrace, Kissimmee, FL 34747
9009 EGRET MILLS Terrace, Kissimmee, FL 34747 2
9009 EGRET MILLS Terrace, Kissimmee, FL 34747 3
1739 GOOD NEIGHBOR Loop, Kissimmee, FL 34744
1739 GOOD NEIGHBOR Loop, Kissimmee, FL 34744 2
1739 GOOD NEIGHBOR Loop, Kissimmee, FL 34744 3
1583 BARBERRY Drive, Kissimmee, FL 34744
1583 BARBERRY Drive, Kissimmee, FL 34744 2
1583 BARBERRY Drive, Kissimmee, FL 34744 3
2514 SERENITY GARDEN DRIVE, Kissimmee, FL 34744
2514 SERENITY GARDEN DRIVE, Kissimmee, FL 34744 2
2514 SERENITY GARDEN DRIVE, Kissimmee, FL 34744 3
9009 EGRET MILLS Terrace, Kissimmee, FL 34747
9009 EGRET MILLS Terrace, Kissimmee, FL 34747 2
9009 EGRET MILLS Terrace, Kissimmee, FL 34747 3
148 DORCHESTER Court, Kissimmee, FL 34758
148 DORCHESTER Court, Kissimmee, FL 34758 2
148 DORCHESTER Court, Kissimmee, FL 34758 3
4615 EAGLET Lane, Kissimmee, FL 34746
4615 EAGLET Lane, Kissimmee, FL 34746 2
4615 EAGLET Lane, Kissimmee, FL 34746 3
3275 AMBERLEY PARK Circle, Kissimmee, FL 34743
3275 AMBERLEY PARK Circle, Kissimmee, FL 34743 2
3275 AMBERLEY PARK Circle, Kissimmee, FL 34743 3
See 2,907 homes
← PreviousPage 14 of 122Next →

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 6 · 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 · 10 DAYS
$529,900$195/sqft

2165 THE OAKS Boulevard

Kissimmee, FL

4 beds4.5 baths2,720 sqft

Courtesy of OUTLET REALTY

For sale · 14 DAYS
$404,800$154/sqft

7770 SANDY RIDGE Drive #238

Kissimmee, FL

5 beds5.5 baths2,630 sqft

Courtesy of LA ROSA REALTY LLC

For sale · 14 DAYS
$404,800$154/sqft

7770 SANDY RIDGE Drive #236

Kissimmee, FL

5 beds5.5 baths2,630 sqft

Courtesy of LA ROSA REALTY LLC

For sale · 7 DAYS
$340,000$227/sqft

7770 SANDY RIDGE Drive #138

Kissimmee, FL

4 beds3 baths1,500 sqft

Courtesy of LA ROSA REALTY LLC

For sale · 7 DAYS
$545,000$201/sqft

1852 ANCESTRY Trail

Kissimmee, FL

5 beds3 baths2,714 sqft

Courtesy of COLDWELL BANKER REALTY

For sale · 14 DAYS
$214,000$184/sqft

3008 RED GINGER Road

Kissimmee, FL

2 beds3.5 baths1,161 sqft

Courtesy of BELMONT REALTY

$195,000$150/sqft

4021 VENETIAN BAY Drive #103

Kissimmee, FL

3 beds2 baths1,296 sqft

Courtesy of VS INTERNATIONAL PROPERTIES

For sale · 1 DAY
$424,990$186/sqft

1098 JUNE Street

Kissimmee, FL

4 beds3.5 baths2,281 sqft

Courtesy of VP REALTY

For sale · 1 DAY
$414,990$186/sqft

1102 JUNE Street

Kissimmee, FL

4 beds3.5 baths2,227 sqft

Courtesy of VP REALTY

For sale · 1 DAY
$364,990$216/sqft

1106 JUNE Street

Kissimmee, FL

3 beds3.5 baths1,692 sqft

Courtesy of VP REALTY

$345,000$223/sqft

1814 STARGAZER Trail

Kissimmee, FL

3 beds2 baths1,545 sqft

Courtesy of EXP REALTY LLC

For sale · 13 DAYS
$349,999$190/sqft

2007 FORAGE Drive

Kissimmee, FL

3 beds2 baths1,843 sqft

Courtesy of PREMIER SOTHEBYS INT'L REALTY

For sale · 15 DAYS
$370,000$199/sqft

327 MARQUEE Drive

Kissimmee, FL

4 beds2 baths1,860 sqft

Courtesy of ELITE REALTY, LLC

For sale · 14 DAYS
$648,000$191/sqft

9009 EGRET MILLS Terrace

Kissimmee, FL

7 beds7.5 baths3,401 sqft

Courtesy of GLOBAL SAPPHIRE REALTY

For sale · 14 DAYS
$434,000$210/sqft

1739 GOOD NEIGHBOR Loop

Kissimmee, FL

3 beds2 baths2,068 sqft

Courtesy of GLOBAL SAPPHIRE REALTY

For rent · 14 DAYS
$2,550

1583 BARBERRY Drive

Kissimmee, FL

4 beds2 baths1,846 sqft

Courtesy of GLOBAL SAPPHIRE REALTY

For sale · 12 DAYS
$486,860$186/sqft

2514 SERENITY GARDEN DRIVE

Kissimmee, FL

5 beds3 baths2,615 sqft

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC

For rent · 14 DAYS
$4,200

9009 EGRET MILLS Terrace

Kissimmee, FL

7 beds7.5 baths3,401 sqft

Courtesy of GLOBAL SAPPHIRE REALTY

For sale · 5 DAYS
$262,000$197/sqft

148 DORCHESTER Court

Kissimmee, FL

3 beds2 baths1,332 sqft

Courtesy of NOVA REAL ESTATE SERVICES INC

For sale · 16 DAYS
$400,000$220/sqft

4615 EAGLET Lane

Kissimmee, FL

4 beds2 baths1,822 sqft

Courtesy of OPENDOOR BROKERAGE LLC

For sale
$500,499$177/sqft

3275 AMBERLEY PARK Circle

Kissimmee, FL

5 beds4 baths2,828 sqft

Courtesy of EMPIRE REALTY & MANAGEMENT SERVICES

$384,900
Median list price
308
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.