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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
4212 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
900 WINDLASS, Kissimmee, FL 34746FOR SALE$880,0005 BEDS · 6.5 BATHS · 5,428 SQFT900 WINDLASS, Kissimmee, FL 347464394 BABBLING BROOK WAY, Kissimmee, FL 34746FOR SALE$340,0002801 BOOKMARK, Kissimmee, FL 34746FOR 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 8 · LIVE FROM THE MLS
900 WINDLASS, Kissimmee, FL 34746
900 WINDLASS, Kissimmee, FL 34746 2
900 WINDLASS, Kissimmee, FL 34746 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.

KissimmeeSt. CloudCelebrationLake Nona
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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
Call Direct: 414.712.6275WhatsApp
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$625,000
$389,999
Median list price
281
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 · 108 DAYS
$880,000$162/sqft

900 WINDLASS

Kissimmee, FL

5 beds6.5 baths5,428 sqft

COURTESY OF COLDWELL BANKER REALTY

4394 BABBLING BROOK WAY, Kissimmee, FL 34746
4394 BABBLING BROOK WAY, Kissimmee, FL 34746 2
4394 BABBLING BROOK WAY, Kissimmee, FL 34746 3
FOR SALE · 56 DAYS
$340,000$237/sqft

4394 BABBLING BROOK WAY

Kissimmee, FL

3 beds2 baths1,432 sqft

COURTESY OF WHEATLEY REALTY GROUP

2801 BOOKMARK, Kissimmee, FL 34746
2801 BOOKMARK, Kissimmee, FL 34746 2
2801 BOOKMARK, Kissimmee, FL 34746 3
FOR SALE · 127 DAYS
$625,000$187/sqft

2801 BOOKMARK

Kissimmee, FL

7 beds5 baths3,343 sqft

COURTESY OF CENTURY 21 CARIOTI

4366 SUNNY CREEK, Kissimmee, FL 34746
4366 SUNNY CREEK, Kissimmee, FL 34746 2
4366 SUNNY CREEK, Kissimmee, FL 34746 3
FOR SALE · 125 DAYS
$280,268$222/sqft

4366 SUNNY CREEK

Kissimmee, FL

3 beds2 baths1,263 sqft

COURTESY OF HOMELIS REALTY INC

2956 ON THE ROCKS, Kissimmee, FL 34747
2956 ON THE ROCKS, Kissimmee, FL 34747 2
2956 ON THE ROCKS, Kissimmee, FL 34747 3
FOR RENT · 49 DAYS
$3,200

2956 ON THE ROCKS

Kissimmee, FL

4 beds3 baths1,712 sqft

COURTESY OF P4L REALTY LLC

4478 SAINT GEORGES, Kissimmee, FL 34746
4478 SAINT GEORGES, Kissimmee, FL 34746 2
4478 SAINT GEORGES, Kissimmee, FL 34746 3
FOR RENT · 124 DAYS
$1,550

4478 SAINT GEORGES

Kissimmee, FL

2 beds2 baths1,008 sqft

COURTESY OF GHALI REALTY, INC

3019 BONFIRE BEACH, Kissimmee, FL 34746
3019 BONFIRE BEACH, Kissimmee, FL 34746 2
3019 BONFIRE BEACH, Kissimmee, FL 34746 3
FOR SALE · 125 DAYS
$155,000$229/sqft

3019 BONFIRE BEACH

Kissimmee, FL

1 beds1 baths677 sqft

COURTESY OF PROFESSIONAL REAL ESTATE TEAM

1307 OSCEOLA, Kissimmee, FL 34744
1307 OSCEOLA, Kissimmee, FL 34744 2
1307 OSCEOLA, Kissimmee, FL 34744 3
FOR SALE · 52 DAYS
$350,000$4/sqft

1307 OSCEOLA

Kissimmee, FL

90,934 sqft

COURTESY OF FLEURYS INVESTMENTS LLC

3008 PARKWAY, Kissimmee, FL 34747
3008 PARKWAY, Kissimmee, FL 34747 2
3008 PARKWAY, Kissimmee, FL 34747 3
FOR SALE · 64 DAYS
$195,000$208/sqft

3008 PARKWAY

Kissimmee, FL

2 beds2 baths937 sqft

COURTESY OF LA ROSA REALTY INTERNACIONAL L

3125 SUN LAKE, Kissimmee, FL 34747
3125 SUN LAKE, Kissimmee, FL 34747 2
3125 SUN LAKE, Kissimmee, FL 34747 3
FOR SALE · 101 DAYS
$329,900$200/sqft

3125 SUN LAKE

Kissimmee, FL

4 beds3 baths1,650 sqft

COURTESY OF AMERICAN IDEAL HOMES, LLC

1828 CORIANDER, Kissimmee, FL 34759
1828 CORIANDER, Kissimmee, FL 34759 2
1828 CORIANDER, Kissimmee, FL 34759 3
FOR SALE · 116 DAYS
$215,000$204/sqft

1828 CORIANDER

Kissimmee, FL

3 beds2 baths1,056 sqft

COURTESY OF COLDWELL BANKER REALTY

1814 LINDENS, Kissimmee, FL 34746
1814 LINDENS, Kissimmee, FL 34746 2
1814 LINDENS, Kissimmee, FL 34746 3
FOR RENT · 91 DAYS
$2,200

1814 LINDENS

Kissimmee, FL

3 beds3.5 baths1,463 sqft

COURTESY OF EXP REALTY LLC

8951 CALIFORNIA PALM, Kissimmee, FL 34747
8951 CALIFORNIA PALM, Kissimmee, FL 34747 2
8951 CALIFORNIA PALM, Kissimmee, FL 34747 3
FOR SALE · 1 DAY
$389,000$192/sqft

8951 CALIFORNIA PALM

Kissimmee, FL

5 beds4 baths2,024 sqft

COURTESY OF THE JERRY BARKER GROUP LLC

1826 CORIANDER, Kissimmee, FL 34759
1826 CORIANDER, Kissimmee, FL 34759 2
1826 CORIANDER, Kissimmee, FL 34759 3
FOR SALE · 116 DAYS
$235,000$223/sqft

1826 CORIANDER

Kissimmee, FL

3 beds2 baths1,056 sqft

COURTESY OF COLDWELL BANKER REALTY

4773 YELLOW ELDER, Kissimmee, FL 34758
4773 YELLOW ELDER, Kissimmee, FL 34758 2
4773 YELLOW ELDER, Kissimmee, FL 34758 3
FOR SALE · 118 DAYS
$360,000$195/sqft

4773 YELLOW ELDER

Kissimmee, FL

4 beds2 baths1,848 sqft

COURTESY OF VENOSA REALTY LLC

5245 IRLO BRONSON MEMORIAL, Kissimmee, FL 34746
5245 IRLO BRONSON MEMORIAL, Kissimmee, FL 34746 2
5245 IRLO BRONSON MEMORIAL, Kissimmee, FL 34746 3
FOR SALE · 121 DAYS
$95,000$292/sqft

5245 IRLO BRONSON MEMORIAL

Kissimmee, FL

1 beds1 baths325 sqft

COURTESY OF UNITED REALTY GROUP INC

8104 PRINCESS PALM, Kissimmee, FL 34747
8104 PRINCESS PALM, Kissimmee, FL 34747 2
8104 PRINCESS PALM, Kissimmee, FL 34747 3
FOR SALE · 77 DAYS
$345,000$240/sqft

8104 PRINCESS PALM

Kissimmee, FL

3 beds3 baths1,440 sqft

COURTESY OF RE/MAX HERITAGE

8550 SUNRISE KEY, Kissimmee, FL 34747
8550 SUNRISE KEY, Kissimmee, FL 34747 2
8550 SUNRISE KEY, Kissimmee, FL 34747 3
FOR SALE · 14 DAYS
$529,999$184/sqft

8550 SUNRISE KEY

Kissimmee, FL

7 beds5.5 baths2,881 sqft

COURTESY OF TEAM DONOVAN

2511 BRIGHT JEWEL, Kissimmee, FL 34746
2511 BRIGHT JEWEL, Kissimmee, FL 34746 2
2511 BRIGHT JEWEL, Kissimmee, FL 34746 3
FOR SALE · 46 DAYS
$355,000$211/sqft

2511 BRIGHT JEWEL

Kissimmee, FL

3 beds3.5 baths1,683 sqft

COURTESY OF MY REALTY GROUP, LLC.

3137 SKYLINE LOOP, Kissimmee, FL 34758
3137 SKYLINE LOOP, Kissimmee, FL 34758 2
3137 SKYLINE LOOP, Kissimmee, FL 34758 3
FOR RENT · 121 DAYS
$1,600

3137 SKYLINE LOOP

Kissimmee, FL

2 beds3.5 baths1,211 sqft

COURTESY OF B&T REALTY AND MANAGEMENT GROUP LLC

407 BEDLINGTON, Kissimmee, FL 34758
407 BEDLINGTON, Kissimmee, FL 34758 2
407 BEDLINGTON, Kissimmee, FL 34758 3
FOR RENT · 127 DAYS
$1,650

407 BEDLINGTON

Kissimmee, FL

3 beds2 baths1,350 sqft

COURTESY OF TRANSCEND REALTY

7442 GATHERING, Kissimmee, FL 34747
7442 GATHERING, Kissimmee, FL 34747 2
7442 GATHERING, Kissimmee, FL 34747 3
FOR SALE · 96 DAYS
$1,999,999$360/sqft

7442 GATHERING

Kissimmee, FL

10 beds10.5 baths5,563 sqft

COURTESY OF COLDWELL BANKER REALTY

528 FINCH, Kissimmee, FL 34759
528 FINCH, Kissimmee, FL 34759 2
528 FINCH, Kissimmee, FL 34759 3
FOR SALE · 125 DAYS
$264,990$168/sqft

528 FINCH

Kissimmee, FL

3 beds2 baths1,578 sqft

COURTESY OF GILLEN & ASSOCIATES

8710 RAIN FOREST, Kissimmee, FL 34747
8710 RAIN FOREST, Kissimmee, FL 34747 2
8710 RAIN FOREST, Kissimmee, FL 34747 3
FOR SALE · 123 DAYS
$289,000$179/sqft

8710 RAIN FOREST

Kissimmee, FL

4 beds3 baths1,616 sqft

COURTESY OF DREAMPRENEURS LLC

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