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HOMES FOR SALE · KISSIMMEE

Kissimmee 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.

Pedro Rivera
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976+ FAMILIES GUIDED · FL & WI
4215 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
4051 PLEASANT HILL Road, Kissimmee, FL 34746FOR SALE$1,600,0004051 PLEASANT HILL Road, Kissimmee, FL 347467532 SUNVILLE Avenue, Kissimmee, FL 34747FOR SALE$549,0002609 BRIGHT JEWEL Street #2909, Kissimmee, FL 34746FOR SALE$369,000
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 SEP 10 · LIVE FROM THE MLS
$390,000
Median list price
279
Active listings
90
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.

4051 PLEASANT HILL Road, Kissimmee, FL 34746
4051 PLEASANT HILL Road, Kissimmee, FL 34746 2
4051 PLEASANT HILL Road, Kissimmee, FL 34746 3
FOR SALE · 493 DAYS
$1,600,000

4051 PLEASANT HILL Road

Kissimmee, FL

COURTESY OF DREAM BUILDERS REALTY

7532 SUNVILLE Avenue, Kissimmee, FL 34747
7532 SUNVILLE Avenue, Kissimmee, FL 34747 2
7532 SUNVILLE Avenue, Kissimmee, FL 34747 3
FOR SALE · 555 DAYS
$549,000$253/sqft

7532 SUNVILLE Avenue

Kissimmee, FL

5 beds6 baths2,169 sqft

COURTESY OF AMERICAN HORIZONS REALTY

2609 BRIGHT JEWEL Street #2909, Kissimmee, FL 34746
2609 BRIGHT JEWEL Street #2909, Kissimmee, FL 34746 2
2609 BRIGHT JEWEL Street #2909, Kissimmee, FL 34746 3
2178 COOPER BELL Place, Kissimmee, FL 34747
2178 COOPER BELL Place, Kissimmee, FL 34747 2
2178 COOPER BELL Place, Kissimmee, FL 34747 3
4210 CARDINAL Lane, Kissimmee, FL 34744
4210 CARDINAL Lane, Kissimmee, FL 34744 2
4210 CARDINAL Lane, Kissimmee, FL 34744 3
FOR SALE · 298 DAYS
$2,500,000$2003/sqft

4210 CARDINAL Lane

Kissimmee, FL

1,248 sqft

COURTESY OF FAITH AND FAMILY REALTY LLC

2429 DUBAI Street, Kissimmee, FL 34747
2429 DUBAI Street, Kissimmee, FL 34747 2
2429 DUBAI Street, Kissimmee, FL 34747 3
8826 DUNES Court #207, Kissimmee, FL 34747
8826 DUNES Court #207, Kissimmee, FL 34747 2
8826 DUNES Court #207, Kissimmee, FL 34747 3
FOR SALE · 591 DAYS
$244,990$272/sqft

8826 DUNES Court #207

Kissimmee, FL

0 MILAN Drive, Kissimmee, FL 34758
0 MILAN Drive, Kissimmee, FL 34758 2
FOR SALE · 417 DAYS
$43,000

0 MILAN Drive

Kissimmee, FL

COURTESY OF CENTURY 21 ALL HOMES & PROPERT

0 COLONADE Court, Kissimmee, FL 34758FOR SALE · 389 DAYS
$30,000

0 COLONADE Court

Kissimmee, FL

COURTESY OF CENTURY 21 ALL HOMES & PROPERT

0 HERALDO Court, Kissimmee, FL 34758
0 HERALDO Court, Kissimmee, FL 34758 2
FOR SALE · 721 DAYS
$43,000

0 HERALDO Court

Kissimmee, FL

COURTESY OF CENTURY 21 ALL HOMES & PROPERT

LAUREL Avenue, Kissimmee, FL 34759
LAUREL Avenue, Kissimmee, FL 34759 2
LAUREL Avenue, Kissimmee, FL 34759 3
FOR SALE · 646 DAYS
1345 ST AUGUSTINE Court, Kissimmee, FL 34759
1345 ST AUGUSTINE Court, Kissimmee, FL 34759 2
1345 ST AUGUSTINE Court, Kissimmee, FL 34759 3
FOR SALE · 607 DAYS
$49,500

1345 ST AUGUSTINE Court

Kissimmee, FL

COURTESY OF REMAX PIONEER

2430 TANGIER Drive, Kissimmee, FL 34747
2430 TANGIER Drive, Kissimmee, FL 34747 2
2430 TANGIER Drive, Kissimmee, FL 34747 3
4830 MEMORIES Lane, Kissimmee, FL 34746
4830 MEMORIES Lane, Kissimmee, FL 34746 2
4830 MEMORIES Lane, Kissimmee, FL 34746 3
2200 SAN ZANOBI Drive #108, Kissimmee, FL 34741
2200 SAN ZANOBI Drive #108, Kissimmee, FL 34741 2
2200 SAN ZANOBI Drive #108, Kissimmee, FL 34741 3
2732 OAKWATER Drive #101, Kissimmee, FL 34747
2732 OAKWATER Drive #101, Kissimmee, FL 34747 2
2732 OAKWATER Drive #101, Kissimmee, FL 34747 3
4151 BOGGY CREEK Road, Kissimmee, FL 34744
4151 BOGGY CREEK Road, Kissimmee, FL 34744 2
4151 BOGGY CREEK Road, Kissimmee, FL 34744 3
FOR SALE · 325 DAYS
$2,800,000$767/sqft

4151 BOGGY CREEK Road

Kissimmee, FL

7484 BROOKLYN Drive, Kissimmee, FL 34747FOR SALE · 361 DAYS
$540,000$229/sqft

7484 BROOKLYN Drive

Kissimmee, FL

4 beds5.5 baths2,356 sqft

COURTESY OF PREMIER SOTHEBYS INT'L REALTY

4421 LE REVE Court, Kissimmee, FL 34746
4421 LE REVE Court, Kissimmee, FL 34746 2
4421 LE REVE Court, Kissimmee, FL 34746 3
1418 SARASOTA Court, Kissimmee, FL 34759
1418 SARASOTA Court, Kissimmee, FL 34759 2
1418 SARASOTA Court, Kissimmee, FL 34759 3
FOR SALE · 611 DAYS
$33,000

1418 SARASOTA Court

Kissimmee, FL

COURTESY OF THE FIRM RE

2010 SPRING SHOWER Circle, Kissimmee, FL 34744
2010 SPRING SHOWER Circle, Kissimmee, FL 34744 2
2010 SPRING SHOWER Circle, Kissimmee, FL 34744 3
4539 PHILADELPHIA Circle, Kissimmee, FL 34746
4539 PHILADELPHIA Circle, Kissimmee, FL 34746 2
4539 PHILADELPHIA Circle, Kissimmee, FL 34746 3
WESTSIDE Boulevard, Kissimmee, FL 34747
WESTSIDE Boulevard, Kissimmee, FL 34747 2
WESTSIDE Boulevard, Kissimmee, FL 34747 3
FOR SALE · 651 DAYS
$50,000

WESTSIDE Boulevard

Kissimmee, FL

COURTESY OF INVESTY REALTY, LLC.

7546 SUNVILLE Avenue, Kissimmee, FL 34747
7546 SUNVILLE Avenue, Kissimmee, FL 34747 2
7546 SUNVILLE Avenue, Kissimmee, FL 34747 3
FOR SALE · 640 DAYS
$495,000$274/sqft
← PreviousPage 172 of 176Next →
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.

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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
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CALL OR TEXT · HABLAMOS ESPAÑOL
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Pedro J Rivera, Broker & Founder
reThought Real Estate · Kissimmee, FL & Milwaukee, WI
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FOR SALE · 666 DAYS
$369,000$217/sqft

2609 BRIGHT JEWEL Street #2909

Kissimmee, FL

3 beds3.5 baths1,699 sqft

COURTESY OF TALENT REALTY SOLUTIONS

FOR SALE · 717 DAYS
$599,999$262/sqft

2178 COOPER BELL Place

Kissimmee, FL

5 beds5.5 baths2,294 sqft

COURTESY OF REALTY ONE GROUP INSPIRATION

FOR SALE · 652 DAYS
$499,000$221/sqft

2429 DUBAI Street

Kissimmee, FL

5 beds5.5 baths2,263 sqft

COURTESY OF CELEBRITY GLOBAL REALTY LLC

2 beds
1 baths
901 sqft

COURTESY OF CENTURY 21 NEXT LEVEL REALTY

$1,850,000

LAUREL Avenue

Kissimmee, FL

COURTESY OF ROYAL REALTY REAL ESTATE, LLC

FOR SALE · 690 DAYS
$490,000$217/sqft

2430 TANGIER Drive

Kissimmee, FL

5 beds5.5 baths2,263 sqft

COURTESY OF AMERICAN HORIZONS REALTY

FOR SALE · 628 DAYS
$549,999$287/sqft

4830 MEMORIES Lane

Kissimmee, FL

4 beds3 baths1,914 sqft

COURTESY OF REALTY ONE GROUP INSPIRATION

FOR SALE · 670 DAYS
$310,000$211/sqft

2200 SAN ZANOBI Drive #108

Kissimmee, FL

4 beds3 baths1,470 sqft

COURTESY OF TEAM DONOVAN

FOR SALE · 662 DAYS
$260,000$256/sqft

2732 OAKWATER Drive #101

Kissimmee, FL

2 beds2 baths1,015 sqft

COURTESY OF PREFERRED SHORE LLC

3,652 sqft

COURTESY OF FAITH AND FAMILY REALTY LLC

FOR SALE · 606 DAYS
$524,990$300/sqft

4421 LE REVE Court

Kissimmee, FL

4 beds4.5 baths1,752 sqft

COURTESY OF FLORIDA CONNEXION PROPERTIES

FOR RENT · 728 DAYS
$2,950

2010 SPRING SHOWER Circle

Kissimmee, FL

3 beds3 baths2,175 sqft

COURTESY OF REMAX PREMIER PROPERTIES

FOR SALE · 633 DAYS
$649,000$209/sqft

4539 PHILADELPHIA Circle

Kissimmee, FL

6 beds4.5 baths3,108 sqft

COURTESY OF PREFERRED REAL ESTATE BROKERS

7546 SUNVILLE Avenue

Kissimmee, FL

4 beds5.5 baths1,804 sqft

COURTESY OF LA ROSA REALTY, LLC