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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.

Gina Morgandomellisa hayesAleanys CruzCaptivated Real EstateAshly Santiago
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976+ FAMILIES GUIDED · FL & WI
4211 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
202 WOODSON, Kissimmee, FL 34744FOR SALE$595,0005 BEDS · 4.5 BATHS · 3,744 SQFT202 WOODSON, Kissimmee, FL 347444009 VENETIAN BAY, Kissimmee, FL 34741FOR RENT$2,4000 PATRICIA, Kissimmee, FL 34747FOR SALE
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 7 · LIVE FROM THE MLS
202 WOODSON, Kissimmee, FL 34744
202 WOODSON, Kissimmee, FL 34744 2
202 WOODSON, Kissimmee, FL 34744 3
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
Pedro Rivera
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Pedro J Rivera, Broker & Founder
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© 2026 PEDRO J RIVERA · BROKER, reTHOUGHT REAL ESTATE · LIC FL & WI
LIC FL & WIPRIVACYTERMSEQUAL HOUSING
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$165,000
$389,999
Median list price
283
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.

FOR SALE · 79 DAYS
$595,000$159/sqft

202 WOODSON

Kissimmee, FL

5 beds4.5 baths3,744 sqft

COURTESY OF KELLER WILLIAMS REALTY AT THE LAKES

4009 VENETIAN BAY, Kissimmee, FL 34741
4009 VENETIAN BAY, Kissimmee, FL 34741 2
4009 VENETIAN BAY, Kissimmee, FL 34741 3
FOR RENT · 28 DAYS
$2,400

4009 VENETIAN BAY

Kissimmee, FL

3 beds2 baths1,296 sqft

COURTESY OF VESTI LLC

0 PATRICIA, Kissimmee, FL 34747
0 PATRICIA, Kissimmee, FL 34747 2
FOR SALE
$165,000

0 PATRICIA

Kissimmee, FL

COURTESY OF KELLER WILLIAMS REALTY AT THE LAKES

2068 LIVE OAK RIDGE, Kissimmee, FL 34746
2068 LIVE OAK RIDGE, Kissimmee, FL 34746 2
2068 LIVE OAK RIDGE, Kissimmee, FL 34746 3
FOR SALE · 79 DAYS
$520,000$163/sqft

2068 LIVE OAK RIDGE

Kissimmee, FL

6 beds5.5 baths3,193 sqft

COURTESY OF THE SIMON SIMAAN GROUP

842 GILA, Kissimmee, FL 34759
842 GILA, Kissimmee, FL 34759 2
842 GILA, Kissimmee, FL 34759 3
FOR RENT · 65 DAYS
$2,100

842 GILA

Kissimmee, FL

3 beds2 baths1,744 sqft

COURTESY OF LPT REALTY, LLC

4564 ADA, Kissimmee, FL 34746
4564 ADA, Kissimmee, FL 34746 2
4564 ADA, Kissimmee, FL 34746 3
FOR SALE · 1 DAY
$304,900$235/sqft

4564 ADA

Kissimmee, FL

3 beds3.5 baths1,295 sqft

COURTESY OF WRA BUSINESS & REAL ESTATE

2012 TOHOQUA, Kissimmee, FL 34744
2012 TOHOQUA, Kissimmee, FL 34744 2
2012 TOHOQUA, Kissimmee, FL 34744 3
FOR RENT · 53 DAYS
$2,200

2012 TOHOQUA

Kissimmee, FL

3 beds3.5 baths1,615 sqft

COURTESY OF REALTY ONE GROUP EVOLUTION

1113 PARK RIDGE, Kissimmee, FL 34746
1113 PARK RIDGE, Kissimmee, FL 34746 2
1113 PARK RIDGE, Kissimmee, FL 34746 3
FOR SALE · 62 DAYS
$255,900$200/sqft

1113 PARK RIDGE

Kissimmee, FL

3 beds3.5 baths1,277 sqft

COURTESY OF THE ARROW REALTY TEAM LLC

3951 SANTA BARBARA, Kissimmee, FL 34746
3951 SANTA BARBARA, Kissimmee, FL 34746 2
3951 SANTA BARBARA, Kissimmee, FL 34746 3
FOR SALE · 43 DAYS
$415,000$246/sqft

3951 SANTA BARBARA

Kissimmee, FL

3 beds2 baths1,687 sqft

COURTESY OF IRON VALLEY REAL ESTATE OSCEOLA

1687 PARK SIDE, Kissimmee, FL 34744
1687 PARK SIDE, Kissimmee, FL 34744 2
1687 PARK SIDE, Kissimmee, FL 34744 3
FOR SALE · 81 DAYS
$424,990$230/sqft

1687 PARK SIDE

Kissimmee, FL

4 beds2 baths1,846 sqft

COURTESY OF COLDWELL BANKER REALTY

377 AMBERJACK, Kissimmee, FL 34759
377 AMBERJACK, Kissimmee, FL 34759 2
377 AMBERJACK, Kissimmee, FL 34759 3
FOR SALE · 8 DAYS
$38,500

377 AMBERJACK

Kissimmee, FL

COURTESY OF BUILDERS LAND ASSOCIATES

8914 CAROLINE BAY, Kissimmee, FL 34747
8914 CAROLINE BAY, Kissimmee, FL 34747 2
8914 CAROLINE BAY, Kissimmee, FL 34747 3
FOR SALE · 63 DAYS
$590,990$198/sqft

8914 CAROLINE BAY

Kissimmee, FL

6 beds5.5 baths2,987 sqft

COURTESY OF FLORIDA REALTY INVESTMENTS

323 ALEGRIANO, Kissimmee, FL 34758
323 ALEGRIANO, Kissimmee, FL 34758 2
323 ALEGRIANO, Kissimmee, FL 34758 3
FOR SALE · 84 DAYS
$309,900$138/sqft

323 ALEGRIANO

Kissimmee, FL

3 beds2 baths2,239 sqft

COURTESY OF BHHS FLORIDA REALTY

8055 KING PALM, Kissimmee, FL 34747
8055 KING PALM, Kissimmee, FL 34747 2
8055 KING PALM, Kissimmee, FL 34747 3
FOR SALE · 21 DAYS
$395,000$252/sqft

8055 KING PALM

Kissimmee, FL

4 beds2 baths1,567 sqft

COURTESY OF EXP REALTY LLC

Kissimmee, FL 34759
Kissimmee, FL 34759 2
Kissimmee, FL 34759 3
FOR RENT · 73 DAYS
$1,450

Kissimmee, FL 34759

3 beds2 baths1,214 sqft

COURTESY OF RIGHT TRACK REALTY

2150 MYSTIC RING, Kissimmee, FL 34759
2150 MYSTIC RING, Kissimmee, FL 34759 2
2150 MYSTIC RING, Kissimmee, FL 34759 3
FOR RENT
$1,700

2150 MYSTIC RING

Kissimmee, FL

3 beds2 baths1,245 sqft

COURTESY OF SHARKS REALTY GROUP LLC

8001 FORMOSA VALLEY, Kissimmee, FL 34747
8001 FORMOSA VALLEY, Kissimmee, FL 34747 2
8001 FORMOSA VALLEY, Kissimmee, FL 34747 3
FOR SALE · 80 DAYS
$438,900$208/sqft

8001 FORMOSA VALLEY

Kissimmee, FL

4 beds5.5 baths2,112 sqft

COURTESY OF ORLANDO BROTHERS BUSINESS LLC

FOR SALE · 12 DAYS
$428,000$189/sqft

2414 DUBAI

Kissimmee, FL

5 beds5.5 baths2,265 sqft

COURTESY OF COMPASS FLORIDA, LLC

8936 PRAGUE, Kissimmee, FL 34747
8936 PRAGUE, Kissimmee, FL 34747 2
8936 PRAGUE, Kissimmee, FL 34747 3
FOR SALE · 60 DAYS
$524,900$167/sqft

8936 PRAGUE

Kissimmee, FL

6 beds5.5 baths3,142 sqft

COURTESY OF COMPASS FLORIDA LLC

8974 AMELIA DOWNS, Kissimmee, FL 34747
8974 AMELIA DOWNS, Kissimmee, FL 34747 2
8974 AMELIA DOWNS, Kissimmee, FL 34747 3
FOR SALE · 33 DAYS
$454,999$198/sqft

8974 AMELIA DOWNS

Kissimmee, FL

5 beds5.5 baths2,294 sqft

COURTESY OF FLORIDA CONNEXION PROPERTIES

828 ABBEVILLE, Kissimmee, FL 34759
828 ABBEVILLE, Kissimmee, FL 34759 2
828 ABBEVILLE, Kissimmee, FL 34759 3
FOR SALE · 1 DAY
$525,000$203/sqft

828 ABBEVILLE

Kissimmee, FL

6 beds4 baths2,580 sqft

COURTESY OF PARADISE REAL ESTATE INTL

2733 SUN KEY, Kissimmee, FL 34747
2733 SUN KEY, Kissimmee, FL 34747 2
2733 SUN KEY, Kissimmee, FL 34747 3
FOR SALE · 65 DAYS
$318,900$194/sqft

2733 SUN KEY

Kissimmee, FL

4 beds4.5 baths1,645 sqft

COURTESY OF RE/MAX HERITAGE

577 PINEHURST, Kissimmee, FL 34758
577 PINEHURST, Kissimmee, FL 34758 2
577 PINEHURST, Kissimmee, FL 34758 3
FOR SALE · 90 DAYS
$315,000$159/sqft

577 PINEHURST

Kissimmee, FL

3 beds3.5 baths1,978 sqft

COURTESY OF PROFILES INTERNATIONAL REALTY

1850 CHAUCER, Kissimmee, FL 34744
1850 CHAUCER, Kissimmee, FL 34744 2
1850 CHAUCER, Kissimmee, FL 34744 3
FOR SALE · 30 DAYS
$398,950$218/sqft

1850 CHAUCER

Kissimmee, FL

4 beds2 baths1,828 sqft

COURTESY OF REALTY ONE OF KISSIMMEE, INC

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