REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
ENES
For agentsBuySellInternationalCryptoJournal414.712.6275
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
Pedro RiveraAs seen on · Media coverage
TMJ4Telemundo WisconsinCBS 58 Wisconsin
Gina Morgando
mellisa hayes
Aleanys Cruz
Captivated Real Estate
Ashly Santiago
5.0· 76 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
4211 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
4562 JONAFREE, Kissimmee, FL 34746FOR SALE$220,0003 BEDS · 2 BATHS · 1,296 SQFT4562 JONAFREE, Kissimmee, FL 347461737 KATO, Kissimmee, FL 34744FOR SALE$340,000412 ARKANSAS, Kissimmee, FL 34759FOR SALE$345,000
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 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.

4562 JONAFREE, Kissimmee, FL 34746
4562 JONAFREE, Kissimmee, FL 34746 2
4562 JONAFREE, Kissimmee, FL 34746 3
FOR SALE · 43 DAYS
$220,000$170/sqft

4562 JONAFREE

Kissimmee, FL

3 beds2 baths1,296 sqft

COURTESY OF MACK 1 REALTY GROUP

1737 KATO, Kissimmee, FL 34744
1737 KATO, Kissimmee, FL 34744 2
1737 KATO, Kissimmee, FL 34744 3
412 ARKANSAS, Kissimmee, FL 34759
412 ARKANSAS, Kissimmee, FL 34759 2
412 ARKANSAS, Kissimmee, FL 34759 3
3171 PARADOX, Kissimmee, FL 34746
3171 PARADOX, Kissimmee, FL 34746 2
3171 PARADOX, Kissimmee, FL 34746 3
2650 SANTOSH, Kissimmee, FL 34746
2650 SANTOSH, Kissimmee, FL 34746 2
2650 SANTOSH, Kissimmee, FL 34746 3
FOR SALE · 29 DAYS
5801 PORTICO, Kissimmee, FL 34758
5801 PORTICO, Kissimmee, FL 34758 2
5801 PORTICO, Kissimmee, FL 34758 3
1406 ANCHOR BEND, Kissimmee, FL 34746
1406 ANCHOR BEND, Kissimmee, FL 34746 2
1406 ANCHOR BEND, Kissimmee, FL 34746 3
FOR SALE · 63 DAYS
4807 DEDICATION, Kissimmee, FL 34746
4807 DEDICATION, Kissimmee, FL 34746 2
4807 DEDICATION, Kissimmee, FL 34746 3
2210 GRAND CAYMAN, Kissimmee, FL 34741
2210 GRAND CAYMAN, Kissimmee, FL 34741 2
2210 GRAND CAYMAN, Kissimmee, FL 34741 3
FOR SALE · 35 DAYS
2201 KEY WEST, Kissimmee, FL 34741
2201 KEY WEST, Kissimmee, FL 34741 2
2201 KEY WEST, Kissimmee, FL 34741 3
3008 CARIBBEAN SOUL, Kissimmee, FL 34747
3008 CARIBBEAN SOUL, Kissimmee, FL 34747 2
3008 CARIBBEAN SOUL, Kissimmee, FL 34747 3
FOR SALE · 147 DAYS
$329,000
4003 SAN SABASTIAN, Kissimmee, FL 34741
4003 SAN SABASTIAN, Kissimmee, FL 34741 2
4003 SAN SABASTIAN, Kissimmee, FL 34741 3
FOR RENT · 16 DAYS
$1,800

4003 SAN SABASTIAN

Kissimmee, FL

3 beds2 baths1,296 sqft

COURTESY OF KELLER WILLIAMS ADVANTAGE III

3131 PARADOX, Kissimmee, FL 34746
3131 PARADOX, Kissimmee, FL 34746 2
3131 PARADOX, Kissimmee, FL 34746 3
3849 BAY CLUB, Kissimmee, FL 34741
3849 BAY CLUB, Kissimmee, FL 34741 2
3849 BAY CLUB, Kissimmee, FL 34741 3
FOR SALE · 150 DAYS
813 HALIFAX, Kissimmee, FL 34758
813 HALIFAX, Kissimmee, FL 34758 2
813 HALIFAX, Kissimmee, FL 34758 3
9144 DRIFTWOOD, Kissimmee, FL 34747
9144 DRIFTWOOD, Kissimmee, FL 34747 2
9144 DRIFTWOOD, Kissimmee, FL 34747 3
8014 KNEE DEEP, Kissimmee, FL 34747
8014 KNEE DEEP, Kissimmee, FL 34747 2
8014 KNEE DEEP, Kissimmee, FL 34747 3
3390 BELLEZZA, Kissimmee, FL 34746
3390 BELLEZZA, Kissimmee, FL 34746 2
3390 BELLEZZA, Kissimmee, FL 34746 3
5004 LAGUNA BAY, Kissimmee, FL 34746
5004 LAGUNA BAY, Kissimmee, FL 34746 2
5004 LAGUNA BAY, Kissimmee, FL 34746 3
FOR RENT · 137 DAYS
$1,800

5004 LAGUNA BAY

Kissimmee, FL

3 beds2 baths
2821 ALMATON, Kissimmee, FL 34747
2821 ALMATON, Kissimmee, FL 34747 2
2821 ALMATON, Kissimmee, FL 34747 3
FOR SALE · 1 DAY
$329,000$233/sqft

2821 ALMATON

Kissimmee, FL

beds
7671 COMROW, Kissimmee, FL 34747
7671 COMROW, Kissimmee, FL 34747 2
7671 COMROW, Kissimmee, FL 34747 3
FOR SALE · 1 DAY
8965 CAT PALM, Kissimmee, FL 34747
8965 CAT PALM, Kissimmee, FL 34747 2
8965 CAT PALM, Kissimmee, FL 34747 3
206 TARANTO, Kissimmee, FL 34758
206 TARANTO, Kissimmee, FL 34758 2
206 TARANTO, Kissimmee, FL 34758 3
1673 BARBERRY, Kissimmee, FL 34744
1673 BARBERRY, Kissimmee, FL 34744 2
1673 BARBERRY, Kissimmee, FL 34744 3
← PreviousPage 122 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
Email
BUY
Orlando homesKissimmee homesMilwaukee homesBuying process
SELL
My home's valueListing processSeller's guide
AREAS
OrlandoKissimmeeSt. CloudMilwaukeeWauwatosaAll areas →
MORE
For agentsInternational projectsCryptoCalculatorsJournalWho is Pedro?
© 2026 PEDRO J RIVERA · BROKER, reTHOUGHT REAL ESTATE · LIC FL & WI
LIC FL & WIPRIVACYTERMSEQUAL HOUSING
Call Direct: 414.712.6275WhatsApp
CallWhatsApp
FOR SALE · 132 DAYS
$340,000$176/sqft

1737 KATO

Kissimmee, FL

4 beds3.5 baths1,935 sqft

COURTESY OF LPT REALTY, LLC

FOR SALE · 47 DAYS
$345,000$183/sqft

412 ARKANSAS

Kissimmee, FL

4 beds3 baths1,890 sqft

COURTESY OF HELLO FLORIDA REAL ESTATE LLC

FOR SALE · 154 DAYS
$275,000$244/sqft

3171 PARADOX

Kissimmee, FL

2 beds3.5 baths1,126 sqft

COURTESY OF DELUX MIAMI GROUP, LLC.

$499,900$178/sqft

2650 SANTOSH

Kissimmee, FL

5 beds5.5 baths2,806 sqft

COURTESY OF IAD FLORIDA LLC

FOR SALE · 160 DAYS
$405,000$189/sqft

5801 PORTICO

Kissimmee, FL

4 beds4.5 baths2,138 sqft

COURTESY OF TAYLOR MORRISON REALTY OF FLORIDA INC

$209,990$154/sqft

1406 ANCHOR BEND

Kissimmee, FL

3 beds3.5 baths1,365 sqft

COURTESY OF ODRY VARGAS REALTY GROUP

FOR SALE · 109 DAYS
$460,000$240/sqft

4807 DEDICATION

Kissimmee, FL

4 beds3 baths1,914 sqft

COURTESY OF SHINE VILLAS REALTY LLC

$190,000$185/sqft

2210 GRAND CAYMAN

Kissimmee, FL

2 beds2 baths1,026 sqft

COURTESY OF WEICHERT REALTORS HALLMARK PRO

FOR SALE · 150 DAYS
$197,480$192/sqft

2201 KEY WEST

Kissimmee, FL

2 beds2 baths1,026 sqft

COURTESY OF COLDWELL BANKER REALTY

$236/sqft

3008 CARIBBEAN SOUL

Kissimmee, FL

2 beds3.5 baths1,394 sqft

COURTESY OF COLDWELL BANKER REALTY

FOR SALE · 155 DAYS
$359,800$271/sqft

3131 PARADOX

Kissimmee, FL

3 beds2 baths1,329 sqft

COURTESY OF DECONOVA INTERNATIONAL REALTY

$160,000$176/sqft

3849 BAY CLUB

Kissimmee, FL

2 beds2 baths910 sqft

COURTESY OF COLDWELL BANKER REALTY

FOR SALE · 1 DAY
$319,900$148/sqft

813 HALIFAX

Kissimmee, FL

4 beds2 baths2,164 sqft

COURTESY OF MATRIX INTERNATIONAL REALTY

FOR SALE · 161 DAYS
$1,060,000$300/sqft

9144 DRIFTWOOD

Kissimmee, FL

7 beds7.5 baths3,533 sqft

COURTESY OF LA ROSA REALTY KISSIMMEE

FOR SALE · 105 DAYS
$774,900$419/sqft

8014 KNEE DEEP

Kissimmee, FL

4 beds4 baths1,850 sqft

COURTESY OF EXP REALTY LLC

FOR SALE · 1 DAY
$299,000$148/sqft

3390 BELLEZZA

Kissimmee, FL

3 beds3.5 baths2,019 sqft

COURTESY OF LA ROSA REALTY KISSIMMEE

1,220 sqft

COURTESY OF LPT REALTY, LLC

3
2 baths
1,410 sqft

COURTESY OF MAGICMIND REALTY LLC

$288,000
$266/sqft

7671 COMROW

Kissimmee, FL

2 beds2 baths1,081 sqft

COURTESY OF MAGICMIND REALTY LLC

FOR RENT · 158 DAYS
$2,400

8965 CAT PALM

Kissimmee, FL

5 beds4 baths2,024 sqft

COURTESY OF FLORIDA SCANDI REALTY LLC

FOR SALE · 150 DAYS
$395,900$139/sqft

206 TARANTO

Kissimmee, FL

4 beds3.5 baths2,844 sqft

COURTESY OF COLDWELL BANKER REALTY

FOR SALE · 84 DAYS
$429,990$233/sqft

1673 BARBERRY

Kissimmee, FL

4 beds2 baths1,846 sqft

COURTESY OF KELLER WILLIAMS LEGACY REALTY