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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.

2,901 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
2901 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
3238 WISH Avenue, Kissimmee, FL 34747For sale$315,0004 BEDS · 3 BATHS · 1,694 SQFT3238 WISH Avenue, Kissimmee, FL 347478474 CRYSTAL COVE Loop, Kissimmee, FL 34747For sale$237,0002216 GRAND CAYMAN Court #1437, Kissimmee, FL 34741For rent$1,250
3238 WISH Avenue, Kissimmee, FL 34747
3238 WISH Avenue, Kissimmee, FL 34747 2
3238 WISH Avenue, Kissimmee, FL 34747 3
For sale · 3 DAYS
$315,000$186/sqft

3238 WISH Avenue

Kissimmee, FL

4 beds3 baths1,694 sqft

Courtesy of EXP REALTY LLC

8474 CRYSTAL COVE Loop, Kissimmee, FL 34747
8474 CRYSTAL COVE Loop, Kissimmee, FL 34747 2
8474 CRYSTAL COVE Loop, Kissimmee, FL 34747 3
2216 GRAND CAYMAN Court #1437, Kissimmee, FL 34741
2216 GRAND CAYMAN Court #1437, Kissimmee, FL 34741 2
2216 GRAND CAYMAN Court #1437, Kissimmee, FL 34741 3
2985 BUCCANEER PALM Road, Kissimmee, FL 34747
2985 BUCCANEER PALM Road, Kissimmee, FL 34747 2
2985 BUCCANEER PALM Road, Kissimmee, FL 34747 3
7513 EXCITEMENT Drive, Kissimmee, FL 34747
7513 EXCITEMENT Drive, Kissimmee, FL 34747 2
7513 EXCITEMENT Drive, Kissimmee, FL 34747 3
8516 CRYSTAL COVE Loop, Kissimmee, FL 34747
8516 CRYSTAL COVE Loop, Kissimmee, FL 34747 2
8516 CRYSTAL COVE Loop, Kissimmee, FL 34747 3
7403 VELLEUX Street, Kissimmee, FL 34747
7403 VELLEUX Street, Kissimmee, FL 34747 2
7403 VELLEUX Street, Kissimmee, FL 34747 3
8711 ROCKINGHAM Terrace #A, Kissimmee, FL 34747
8711 ROCKINGHAM Terrace #A, Kissimmee, FL 34747 2
8711 ROCKINGHAM Terrace #A, Kissimmee, FL 34747 3
2939 CASTAWAY Lane, Kissimmee, FL 34747
2939 CASTAWAY Lane, Kissimmee, FL 34747 2
2939 CASTAWAY Lane, Kissimmee, FL 34747 3
124 CITRINE Loop, Kissimmee, FL 34758
124 CITRINE Loop, Kissimmee, FL 34758 2
124 CITRINE Loop, Kissimmee, FL 34758 3
74 LAKEPOINTE Circle, Kissimmee, FL 34743
74 LAKEPOINTE Circle, Kissimmee, FL 34743 2
74 LAKEPOINTE Circle, Kissimmee, FL 34743 3
For rent · 27 DAYS
1881 RED CANYON Drive, Kissimmee, FL 34744
1881 RED CANYON Drive, Kissimmee, FL 34744 2
1881 RED CANYON Drive, Kissimmee, FL 34744 3
207 REDWOOD BARK Trail, Kissimmee, FL 34758
207 REDWOOD BARK Trail, Kissimmee, FL 34758 2
207 REDWOOD BARK Trail, Kissimmee, FL 34758 3
2312 DISTANT SUN Trail, Kissimmee, FL 34747
2312 DISTANT SUN Trail, Kissimmee, FL 34747 2
2312 DISTANT SUN Trail, Kissimmee, FL 34747 3
2802 QUIET WATER TRAIL, Kissimmee, FL 34744
2802 QUIET WATER TRAIL, Kissimmee, FL 34744 2
2802 QUIET WATER TRAIL, Kissimmee, FL 34744 3
5469 GINGHAM Drive, Kissimmee, FL 34758
5469 GINGHAM Drive, Kissimmee, FL 34758 2
5469 GINGHAM Drive, Kissimmee, FL 34758 3
For sale · 26 DAYS
$441,940$161/sqft

5469 GINGHAM Drive

4203 LUGANO Court, Kissimmee, FL 34746
4203 LUGANO Court, Kissimmee, FL 34746 2
4203 LUGANO Court, Kissimmee, FL 34746 3
3179 STONEHURST Circle, Kissimmee, FL 34741
3179 STONEHURST Circle, Kissimmee, FL 34741 2
3179 STONEHURST Circle, Kissimmee, FL 34741 3
1629 BITTEROOT Street, Kissimmee, FL 34744
1629 BITTEROOT Street, Kissimmee, FL 34744 2
1629 BITTEROOT Street, Kissimmee, FL 34744 3
For sale · 26 DAYS
$299,600$192/sqft

1629 BITTEROOT Street

Kissimmee, FL

3 beds baths
4980 WORCHESTER Drive, Kissimmee, FL 34746
4980 WORCHESTER Drive, Kissimmee, FL 34746 2
4980 WORCHESTER Drive, Kissimmee, FL 34746 3
2489 BLOWING BREEZE Avenue, Kissimmee, FL 34744
2489 BLOWING BREEZE Avenue, Kissimmee, FL 34744 2
2489 BLOWING BREEZE Avenue, Kissimmee, FL 34744 3
3050 LOOPDALE Lane, Kissimmee, FL 34741
3050 LOOPDALE Lane, Kissimmee, FL 34741 2
3050 LOOPDALE Lane, Kissimmee, FL 34741 3
For rent · 27 DAYS
$45,000
203 AURELIA Court, Kissimmee, FL 34758
203 AURELIA Court, Kissimmee, FL 34758 2
203 AURELIA Court, Kissimmee, FL 34758 3
114 BLACKWATER Court, Kissimmee, FL 34743
114 BLACKWATER Court, Kissimmee, FL 34743 2
114 BLACKWATER Court, Kissimmee, FL 34743 3
See 2,901 homes
← PreviousPage 19 of 121Next →

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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LIC FL & WIPRIVACYTERMSEQUAL HOUSING
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For sale · 23 DAYS
$237,000$184/sqft

8474 CRYSTAL COVE Loop

Kissimmee, FL

3 beds3.5 baths1,291 sqft

Courtesy of ERA GRIZZARD REAL ESTATE

For rent · 26 DAYS
$1,250

2216 GRAND CAYMAN Court #1437

Kissimmee, FL

1 bed1 bath530 sqft

Courtesy of LPT REALTY, LLC

For sale · 18 DAYS
$522,000$173/sqft

2985 BUCCANEER PALM Road

Kissimmee, FL

5 beds5 baths3,015 sqft

Courtesy of WRA BUSINESS & REAL ESTATE

For sale · 28 DAYS
$670,000$230/sqft

7513 EXCITEMENT Drive

Kissimmee, FL

4 beds4.5 baths2,918 sqft

Courtesy of RE/MAX REALTEC GROUP INC

For sale · 18 DAYS
$235,000$182/sqft

8516 CRYSTAL COVE Loop

Kissimmee, FL

3 beds3.5 baths1,291 sqft

Courtesy of REAL BROKER, LLC

For sale · 28 DAYS
$479,500$288/sqft

7403 VELLEUX Street

Kissimmee, FL

3 beds3.5 baths1,667 sqft

Courtesy of REAL BROKER, LLC

For sale · 27 DAYS
$209,900$155/sqft

8711 ROCKINGHAM Terrace #A

Kissimmee, FL

3 beds2 baths1,357 sqft

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

For sale · 28 DAYS
$330,000$237/sqft

2939 CASTAWAY Lane

Kissimmee, FL

2 beds3.5 baths1,394 sqft

Courtesy of HOMEVEST REALTY

For sale · 28 DAYS
$300,000$174/sqft

124 CITRINE Loop

Kissimmee, FL

3 beds2 baths1,725 sqft

Courtesy of OPENDOOR BROKERAGE LLC

$1,950

74 LAKEPOINTE Circle

Kissimmee, FL

3 beds3.5 baths1,471 sqft

Courtesy of TRUSTHOME PROPERTIES INC

For sale · 25 DAYS
$299,900$185/sqft

1881 RED CANYON Drive

Kissimmee, FL

3 beds3.5 baths1,624 sqft

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

For sale · 24 DAYS
$419,990$143/sqft

207 REDWOOD BARK Trail

Kissimmee, FL

4 beds3 baths2,930 sqft

Courtesy of LPT REALTY, LLC

For sale · 15 DAYS
$1,075,000$357/sqft

2312 DISTANT SUN Trail

Kissimmee, FL

6 beds5.5 baths3,009 sqft

Courtesy of MS LAND & BUILDING LLC

For sale · 25 DAYS
$760,000$176/sqft

2802 QUIET WATER TRAIL

Kissimmee, FL

5 beds5 baths4,323 sqft

Courtesy of REALTY PROS UNLIMITED INC

Kissimmee, FL

4 beds3 baths2,753 sqft

Courtesy of MALTBIE REALTY GROUP

For sale · 16 DAYS
$430,000$192/sqft

4203 LUGANO Court

Kissimmee, FL

4 beds2 baths2,237 sqft

Courtesy of COLDWELL BANKER REALTY

For sale · 22 DAYS
$365,000$202/sqft

3179 STONEHURST Circle

Kissimmee, FL

3 beds2 baths1,806 sqft

Courtesy of COLDWELL BANKER REALTY

3.5
1,560 sqft

Courtesy of CENTURY 21 CARIOTI

For sale · 29 DAYS
$410,000$213/sqft

4980 WORCHESTER Drive

Kissimmee, FL

4 beds2 baths1,922 sqft

Courtesy of NEWKEY REAL ESTATE LLC

For rent · 29 DAYS
$3,000

2489 BLOWING BREEZE Avenue

Kissimmee, FL

5 beds3.5 baths2,764 sqft

Courtesy of HELP U OWN REALTY , LLC

3050 LOOPDALE Lane

Kissimmee, FL

1,350 sqft

Courtesy of LA ROSA REALTY KISSIMMEE

For sale · 20 DAYS
$359,900$162/sqft

203 AURELIA Court

Kissimmee, FL

4 beds3.5 baths2,224 sqft

Courtesy of LA ROSA REALTY ORLANDO LLC

For sale · 6 DAYS
$437,000$247/sqft

114 BLACKWATER Court

Kissimmee, FL

4 beds2 baths1,767 sqft

Courtesy of AGENT TRUST REALTY CORPORATION

$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.