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
4206 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
31 CHIP, Kissimmee, FL 34759FOR SALE$224,5003 BEDS · 2 BATHS · 1,218 SQFT31 CHIP, Kissimmee, FL 34759746 MADERIA, Kissimmee, FL 34758FOR SALE$320,0009039 PELICAN COVE, Kissimmee, FL 34747FOR SALE$589,000
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 9 · LIVE FROM THE MLS
$389,999
Median list price
281
Active listings
91
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.

31 CHIP, Kissimmee, FL 34759
31 CHIP, Kissimmee, FL 34759 2
31 CHIP, Kissimmee, FL 34759 3
FOR SALE · 274 DAYS
$224,500$184/sqft

31 CHIP

Kissimmee, FL

3 beds2 baths1,218 sqft

COURTESY OF CATHY S. MARINO REALTY, INC.

746 MADERIA, Kissimmee, FL 34758
746 MADERIA, Kissimmee, FL 34758 2
746 MADERIA, Kissimmee, FL 34758 3
9039 PELICAN COVE, Kissimmee, FL 34747
9039 PELICAN COVE, Kissimmee, FL 34747 2
9039 PELICAN COVE, Kissimmee, FL 34747 3
3151 BRASILIA, Kissimmee, FL 34747
3151 BRASILIA, Kissimmee, FL 34747 2
3151 BRASILIA, Kissimmee, FL 34747 3
2852 EASTHAM, Kissimmee, FL 34741
2852 EASTHAM, Kissimmee, FL 34741 2
2852 EASTHAM, Kissimmee, FL 34741 3
FOR SALE · 203 DAYS
7629 DANUBE, Kissimmee, FL 34747
7629 DANUBE, Kissimmee, FL 34747 2
7629 DANUBE, Kissimmee, FL 34747 3
7520 SUNVILLE, Kissimmee, FL 34747
7520 SUNVILLE, Kissimmee, FL 34747 2
7520 SUNVILLE, Kissimmee, FL 34747 3
2784 ROCCELLA, Kissimmee, FL 34747
2784 ROCCELLA, Kissimmee, FL 34747 2
2784 ROCCELLA, Kissimmee, FL 34747 3
FOR SALE · 177 DAYS
$529,000
8931 AMELIA DOWNS, Kissimmee, FL 34747
8931 AMELIA DOWNS, Kissimmee, FL 34747 2
8931 AMELIA DOWNS, Kissimmee, FL 34747 3
4741 CLOCK TOWER, Kissimmee, FL 34746
4741 CLOCK TOWER, Kissimmee, FL 34746 2
4741 CLOCK TOWER, Kissimmee, FL 34746 3
FOR SALE · 213 DAYS
$348,000$262/sqft

4741 CLOCK TOWER

Kissimmee, FL

2110 BUNKER VIEW, Kissimmee, FL 34746
2110 BUNKER VIEW, Kissimmee, FL 34746 2
2110 BUNKER VIEW, Kissimmee, FL 34746 3
FOR SALE · 217 DAYS
$385,000$189/sqft

2110 BUNKER VIEW

Kissimmee, FL

2841 OAKWATER, Kissimmee, FL 34747
2841 OAKWATER, Kissimmee, FL 34747 2
2841 OAKWATER, Kissimmee, FL 34747 3
8587 SUNRISE KEY, Kissimmee, FL 34747
8587 SUNRISE KEY, Kissimmee, FL 34747 2
8587 SUNRISE KEY, Kissimmee, FL 34747 3
7602 MACKINAW, Kissimmee, FL 34747
7602 MACKINAW, Kissimmee, FL 34747 2
7602 MACKINAW, Kissimmee, FL 34747 3
9029 SUNSHINE RIDGE, Kissimmee, FL 34747
9029 SUNSHINE RIDGE, Kissimmee, FL 34747 2
9029 SUNSHINE RIDGE, Kissimmee, FL 34747 3
2333 SILVER PALM, Kissimmee, FL 34747
2333 SILVER PALM, Kissimmee, FL 34747 2
2333 SILVER PALM, Kissimmee, FL 34747 3
4479 SCENE, Kissimmee, FL 34746
4479 SCENE, Kissimmee, FL 34746 2
4479 SCENE, Kissimmee, FL 34746 3
3160 PANTANAL, Kissimmee, FL 34747
3160 PANTANAL, Kissimmee, FL 34747 2
3160 PANTANAL, Kissimmee, FL 34747 3
2726 OXYMORON, Kissimmee, FL 34746
2726 OXYMORON, Kissimmee, FL 34746 2
2726 OXYMORON, Kissimmee, FL 34746 3
2766 OXYMORON, Kissimmee, FL 34746
2766 OXYMORON, Kissimmee, FL 34746 2
2766 OXYMORON, Kissimmee, FL 34746 3
5359 DAHLIA RESERVE, Kissimmee, FL 34758
5359 DAHLIA RESERVE, Kissimmee, FL 34758 2
5359 DAHLIA RESERVE, Kissimmee, FL 34758 3
1145 SEASONS, Kissimmee, FL 34746
1145 SEASONS, Kissimmee, FL 34746 2
1145 SEASONS, Kissimmee, FL 34746 3
1921 NICE, Kissimmee, FL 34747
1921 NICE, Kissimmee, FL 34747 2
1921 NICE, Kissimmee, FL 34747 3
2302 SILVER PALM DR, Kissimmee, FL 34747
2302 SILVER PALM DR, Kissimmee, FL 34747 2
2302 SILVER PALM DR, Kissimmee, FL 34747 3
← PreviousPage 149 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 · 183 DAYS
$320,000$186/sqft

746 MADERIA

Kissimmee, FL

4 beds2 baths1,719 sqft

COURTESY OF EMPIRE NETWORK REALTY

FOR SALE · 217 DAYS
$589,000$167/sqft

9039 PELICAN COVE

Kissimmee, FL

7 beds7.5 baths3,533 sqft

COURTESY OF FLORIDA CONNEXION PROPERTIES

FOR SALE · 197 DAYS
$425,000$177/sqft

3151 BRASILIA

Kissimmee, FL

4 beds5.5 baths2,396 sqft

COURTESY OF PREMIER SOTHEBYS INT'L REALTY

$300,000$169/sqft

2852 EASTHAM

Kissimmee, FL

3 beds3.5 baths1,776 sqft

COURTESY OF TRINA UZCATEGUI PA

FOR SALE · 213 DAYS
$357,000$199/sqft

7629 DANUBE

Kissimmee, FL

3 beds3.5 baths1,797 sqft

COURTESY OF DENIZ REALTY PARTNERS LLC

FOR SALE · 126 DAYS
$495,000$274/sqft

7520 SUNVILLE

Kissimmee, FL

4 beds5.5 baths1,804 sqft

COURTESY OF KARDOSH REALTY

$251/sqft

2784 ROCCELLA

Kissimmee, FL

5 beds5 baths2,109 sqft

COURTESY OF TRUVALOR REALTY LLC

FOR SALE · 251 DAYS
$599,000$170/sqft

8931 AMELIA DOWNS

Kissimmee, FL

7 beds7.5 baths3,533 sqft

COURTESY OF ELEVATED REALTY

3 beds
2 baths
1,329 sqft

COURTESY OF WRA BUSINESS & REAL ESTATE

3 beds
3 baths
2,039 sqft

COURTESY OF NONA LEGACY POWERED BY LA ROSA

FOR SALE · 148 DAYS
$299,999$210/sqft

2841 OAKWATER

Kissimmee, FL

3 beds2 baths1,427 sqft

COURTESY OF TEAM DONOVAN

FOR SALE · 252 DAYS
$484,000$247/sqft

8587 SUNRISE KEY

Kissimmee, FL

4 beds3 baths1,960 sqft

COURTESY OF MALIBU BAY REALTY

FOR SALE · 268 DAYS
$848,000$235/sqft

7602 MACKINAW

Kissimmee, FL

8 beds7.5 baths3,612 sqft

COURTESY OF TOP TIER RESORT REALTY

FOR SALE · 125 DAYS
$850,000$195/sqft

9029 SUNSHINE RIDGE

Kissimmee, FL

9 beds7.5 baths4,363 sqft

COURTESY OF LOKATION

FOR SALE · 242 DAYS
$316,900$220/sqft

2333 SILVER PALM

Kissimmee, FL

3 beds3 baths1,440 sqft

COURTESY OF PREMIUM PROPERTIES R.E SERVICE

FOR SALE · 6 DAYS
$550,000$289/sqft

4479 SCENE

Kissimmee, FL

4 beds3 baths1,902 sqft

COURTESY OF EXP REALTY LLC

FOR SALE · 254 DAYS
$467,500$195/sqft

3160 PANTANAL

Kissimmee, FL

4 beds5.5 baths2,396 sqft

COURTESY OF WRA BUSINESS & REAL ESTATE

FOR SALE · 190 DAYS
$968,000$226/sqft

2726 OXYMORON

Kissimmee, FL

8 beds5 baths4,289 sqft

COURTESY OF RATIO REAL ESTATE, LLC

FOR SALE · 259 DAYS
$895,000$209/sqft

2766 OXYMORON

Kissimmee, FL

8 beds5 baths4,289 sqft

COURTESY OF RATIO REAL ESTATE, LLC

FOR SALE · 268 DAYS
$515,000$193/sqft

5359 DAHLIA RESERVE

Kissimmee, FL

7 beds4 baths2,664 sqft

COURTESY OF EMPIRE NETWORK REALTY

FOR SALE · 228 DAYS
$550,000$241/sqft

1145 SEASONS

Kissimmee, FL

5 beds3 baths2,286 sqft

COURTESY OF BLUE CHIP INTERNATIONAL REALTY LLC

FOR SALE · 284 DAYS
$510,000$162/sqft

1921 NICE

Kissimmee, FL

6 beds5.5 baths3,142 sqft

COURTESY OF FLORIDA SPIRIT HOMES

FOR SALE · 291 DAYS
$224,900$220/sqft

2302 SILVER PALM DR

Kissimmee, FL

2 beds2 baths1,022 sqft

COURTESY OF FLORIDA REALTY INVESTMENTS