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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
4212 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
7755 GRASSENDALE, Kissimmee, FL 34747FOR SALE$585,0004 BEDS · 4 BATHS · 1,824 SQFT7755 GRASSENDALE, Kissimmee, FL 34747428 SOUTHFIELD, Kissimmee, FL 34747FOR SALE$789,9902576 SHANTI, Kissimmee, FL 34746FOR SALE$988,729
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
$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.

7755 GRASSENDALE, Kissimmee, FL 34747
7755 GRASSENDALE, Kissimmee, FL 34747 2
7755 GRASSENDALE, Kissimmee, FL 34747 3
FOR SALE · 134 DAYS
$585,000$321/sqft

7755 GRASSENDALE

Kissimmee, FL

4 beds4 baths1,824 sqft

COURTESY OF FLORIDA REALTY RESULTS LLC

428 SOUTHFIELD, Kissimmee, FL 34747
428 SOUTHFIELD, Kissimmee, FL 34747 2
428 SOUTHFIELD, Kissimmee, FL 34747 3
2576 SHANTI, Kissimmee, FL 34746
2576 SHANTI, Kissimmee, FL 34746 2
2576 SHANTI, Kissimmee, FL 34746 3
380 PENDANT, Kissimmee, FL 34747
380 PENDANT, Kissimmee, FL 34747 2
380 PENDANT, Kissimmee, FL 34747 3
2930 POLYNESIAN ISLES, Kissimmee, FL 34746
2930 POLYNESIAN ISLES, Kissimmee, FL 34746 2
2930 POLYNESIAN ISLES, Kissimmee, FL 34746 3
FOR SALE · 109 DAYS
$62,900$210/sqft

2930 POLYNESIAN ISLES

Kissimmee, FL

1 beds1 baths300 sqft

COURTESY OF LPT REALTY, LLC

9009 EGRET MILLS, Kissimmee, FL 34747
9009 EGRET MILLS, Kissimmee, FL 34747 2
9009 EGRET MILLS, Kissimmee, FL 34747 3
4005 SAN SEBASTIAN, Kissimmee, FL 34741
4005 SAN SEBASTIAN, Kissimmee, FL 34741 2
4005 SAN SEBASTIAN, Kissimmee, FL 34741 3
2301 BUTTERFLY PALM, Kissimmee, FL 34747
2301 BUTTERFLY PALM, Kissimmee, FL 34747 2
2301 BUTTERFLY PALM, Kissimmee, FL 34747 3
8977 COCO PALM, Kissimmee, FL 34747
8977 COCO PALM, Kissimmee, FL 34747 2
8977 COCO PALM, Kissimmee, FL 34747 3
FOR SALE · 108 DAYS
3231 AGOSTINO TER, Kissimmee, FL 34746
3231 AGOSTINO TER, Kissimmee, FL 34746 2
3231 AGOSTINO TER, Kissimmee, FL 34746 3
2015 MAJORCA DRIVE, Kissimmee, FL 34747
2015 MAJORCA DRIVE, Kissimmee, FL 34747 2
2015 MAJORCA DRIVE, Kissimmee, FL 34747 3
225 CELEBRATION, Kissimmee, FL 34747
225 CELEBRATION, Kissimmee, FL 34747 2
225 CELEBRATION, Kissimmee, FL 34747 3
FOR SALE · 112 DAYS
0 PEABODY, Kissimmee, FL 34758
0 PEABODY, Kissimmee, FL 34758 2
0 PEABODY, Kissimmee, FL 34758 3
FOR SALE · 106 DAYS
0 HUDSON VALLEY, Kissimmee, FL 34759
0 HUDSON VALLEY, Kissimmee, FL 34759 2
0 HUDSON VALLEY, Kissimmee, FL 34759 3
3195 WHOOPING CRANE, Kissimmee, FL 34741
3195 WHOOPING CRANE, Kissimmee, FL 34741 2
3195 WHOOPING CRANE, Kissimmee, FL 34741 3
4865 BIG PINE, Kissimmee, FL 34746
4865 BIG PINE, Kissimmee, FL 34746 2
4865 BIG PINE, Kissimmee, FL 34746 3
4865 BIG PINE, Kissimmee, FL 34746
4865 BIG PINE, Kissimmee, FL 34746 2
4865 BIG PINE, Kissimmee, FL 34746 3
4865 BIG PINE, Kissimmee, FL 34746
4865 BIG PINE, Kissimmee, FL 34746 2
4865 BIG PINE, Kissimmee, FL 34746 3
7600 MACKINAW, Kissimmee, FL 34747
7600 MACKINAW, Kissimmee, FL 34747 2
7600 MACKINAW, Kissimmee, FL 34747 3
164 CASTAWAY BEACH, Kissimmee, FL 34746
164 CASTAWAY BEACH, Kissimmee, FL 34746 2
164 CASTAWAY BEACH, Kissimmee, FL 34746 3
746 MADERIA, Kissimmee, FL 34758
746 MADERIA, Kissimmee, FL 34758 2
746 MADERIA, Kissimmee, FL 34758 3
00 RESTAURANT, Kissimmee, FL 34744FOR SALE
$115,000

00 RESTAURANT

Kissimmee, FL

COURTESY OF FLORIDA REALTY INVESTMENTS

960 CARROLL, Kissimmee, FL 34744
960 CARROLL, Kissimmee, FL 34744 2
960 CARROLL, Kissimmee, FL 34744 3
1776 FULFILLMENT, Kissimmee, FL 34744
1776 FULFILLMENT, Kissimmee, FL 34744 2
1776 FULFILLMENT, Kissimmee, FL 34744 3
FOR SALE · 96 DAYS
← PreviousPage 112 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.

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 · 83 DAYS
$789,990$238/sqft

428 SOUTHFIELD

Kissimmee, FL

6 beds7.5 baths3,317 sqft

COURTESY OF ALLUX REAL ESTATE LLC

FOR SALE · 111 DAYS
$988,729$231/sqft

2576 SHANTI

Kissimmee, FL

10 beds8 baths4,275 sqft

COURTESY OF REAL BROKER, LLC

FOR SALE · 126 DAYS
$589,000$228/sqft

380 PENDANT

Kissimmee, FL

5 beds5 baths2,579 sqft

COURTESY OF STRONG FOUNDATION REALTY LLC

FOR SALE · 98 DAYS
$648,000$191/sqft

9009 EGRET MILLS

Kissimmee, FL

7 beds7.5 baths3,401 sqft

COURTESY OF GLOBAL SAPPHIRE REALTY LLC

FOR SALE · 135 DAYS
$255,000$173/sqft

4005 SAN SEBASTIAN

Kissimmee, FL

4 beds3 baths1,470 sqft

COURTESY OF LPT REALTY, LLC

FOR SALE · 96 DAYS
$259,000$185/sqft

2301 BUTTERFLY PALM

Kissimmee, FL

3 beds2 baths1,402 sqft

COURTESY OF CENTURY 21 CARIOTI

$450,000$239/sqft

8977 COCO PALM

Kissimmee, FL

4 beds3 baths1,884 sqft

COURTESY OF LPT REALTY, LLC

FOR SALE · 124 DAYS
$550,000$194/sqft

3231 AGOSTINO TER

Kissimmee, FL

4 beds3 baths2,840 sqft

COURTESY OF COLDWELL BANKER REALTY

FOR SALE · 9 DAYS
$412,900$182/sqft

2015 MAJORCA DRIVE

Kissimmee, FL

5 beds5.5 baths2,263 sqft

COURTESY OF REALTY ONE GROUP INSPIRATION

$170,000$141/sqft

225 CELEBRATION

Kissimmee, FL

2 beds2 baths1,206 sqft

COURTESY OF KELLER WILLIAMS REALTY AT THE PARKS

$100,000

0 PEABODY

Kissimmee, FL

COURTESY OF CREEGAN GROUP

FOR SALE · 106 DAYS
$159,000

0 HUDSON VALLEY

Kissimmee, FL

COURTESY OF CREEGAN GROUP

FOR SALE · 134 DAYS
$369,000$234/sqft

3195 WHOOPING CRANE

Kissimmee, FL

3 beds2 baths1,579 sqft

COURTESY OF RE/MAX TOWN & COUNTRY REALTY

FOR RENT · 136 DAYS
$2,139

4865 BIG PINE

Kissimmee, FL

1 beds1 baths716 sqft

COURTESY OF THE APARTMENT BROTHERS LLC

FOR RENT · 136 DAYS
$2,609

4865 BIG PINE

Kissimmee, FL

2 beds2 baths1,257 sqft

COURTESY OF THE APARTMENT BROTHERS LLC

FOR RENT · 136 DAYS
$3,189

4865 BIG PINE

Kissimmee, FL

3 beds2 baths1,426 sqft

COURTESY OF THE APARTMENT BROTHERS LLC

FOR SALE · 1 DAY
$850,000$235/sqft

7600 MACKINAW

Kissimmee, FL

8 beds7.5 baths3,612 sqft

COURTESY OF MS LAND & BUILDING LLC

FOR SALE · 107 DAYS
$539,000$190/sqft

164 CASTAWAY BEACH

Kissimmee, FL

7 beds5.5 baths2,834 sqft

COURTESY OF COMPASS FLORIDA LLC

FOR RENT · 1 DAY
$2,000

746 MADERIA

Kissimmee, FL

4 beds2 baths1,719 sqft

COURTESY OF EMPIRE NETWORK REALTY

FOR SALE
$255,000

960 CARROLL

Kissimmee, FL

COURTESY OF ROMAN'S PRO REALTY LLC

$395,000$244/sqft

1776 FULFILLMENT

Kissimmee, FL

3 beds3.5 baths1,620 sqft

COURTESY OF MY REALTY GROUP, LLC.