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
4807 CLOCK TOWER, Kissimmee, FL 34746FOR RENT$2,9004 BEDS · 3 BATHS · 1,914 SQFT4807 CLOCK TOWER, Kissimmee, FL 34746137 VIOLET CT, Kissimmee, FL 34759FOR SALE$270,0008932 SHINE, Kissimmee, FL 34747FOR SALE$275,000
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
$390,000
Median list price
280
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.

4807 CLOCK TOWER, Kissimmee, FL 34746
4807 CLOCK TOWER, Kissimmee, FL 34746 2
4807 CLOCK TOWER, Kissimmee, FL 34746 3
FOR RENT · 143 DAYS
$2,900

4807 CLOCK TOWER

Kissimmee, FL

4 beds3 baths1,914 sqft

COURTESY OF MS LAND & BUILDING LLC

137 VIOLET CT, Kissimmee, FL 34759
137 VIOLET CT, Kissimmee, FL 34759 2
137 VIOLET CT, Kissimmee, FL 34759 3
FOR SALE · 211 DAYS
$270,000$174/sqft

137 VIOLET CT

Kissimmee, FL

4 beds2 baths1,555 sqft

COURTESY OF SOVEREIGN REAL ESTATE GROUP

8932 SHINE, Kissimmee, FL 34747
8932 SHINE, Kissimmee, FL 34747 2
8932 SHINE, Kissimmee, FL 34747 3
2761 MICHIGAN, Kissimmee, FL 34744
2761 MICHIGAN, Kissimmee, FL 34744 2
2761 MICHIGAN, Kissimmee, FL 34744 3
49 MARBRISA, Kissimmee, FL 34743
49 MARBRISA, Kissimmee, FL 34743 2
49 MARBRISA, Kissimmee, FL 34743 3
FOR SALE · 175 DAYS
$262,000$244/sqft

49 MARBRISA

Kissimmee, FL

3 beds2 baths1,073 sqft

COURTESY OF ACCORD REAL ESTATE SERVICES

8185 SURF, Kissimmee, FL 34747
8185 SURF, Kissimmee, FL 34747 2
8185 SURF, Kissimmee, FL 34747 3
3 CECILIA, Kissimmee, FL 34758
3 CECILIA, Kissimmee, FL 34758 2
3 CECILIA, Kissimmee, FL 34758 3
FOR SALE · 201 DAYS
3856 GULF SHORE, Kissimmee, FL 34746
3856 GULF SHORE, Kissimmee, FL 34746 2
3856 GULF SHORE, Kissimmee, FL 34746 3
FOR SALE · 152 DAYS
2731 POINCIANA, Kissimmee, FL 34746
2731 POINCIANA, Kissimmee, FL 34746 2
2731 POINCIANA, Kissimmee, FL 34746 3
213 BIG BLACK, Kissimmee, FL 34759
213 BIG BLACK, Kissimmee, FL 34759 2
213 BIG BLACK, Kissimmee, FL 34759 3
FOR SALE · 213 DAYS
1039 TOURMALINE, Kissimmee, FL 34746
1039 TOURMALINE, Kissimmee, FL 34746 2
1039 TOURMALINE, Kissimmee, FL 34746 3
FOR SALE · 153 DAYS
$430,000$164/sqft

1039 TOURMALINE

437 HUNTER, Kissimmee, FL 34758
437 HUNTER, Kissimmee, FL 34758 2
437 HUNTER, Kissimmee, FL 34758 3
4012 SANTA MARIA, Kissimmee, FL 34741
4012 SANTA MARIA, Kissimmee, FL 34741 2
4012 SANTA MARIA, Kissimmee, FL 34741 3
FOR SALE · 201 DAYS
1941 NICE, Kissimmee, FL 34747
1941 NICE, Kissimmee, FL 34747 2
1941 NICE, Kissimmee, FL 34747 3
7582 BROOKLYN, Kissimmee, FL 34747
7582 BROOKLYN, Kissimmee, FL 34747 2
7582 BROOKLYN, Kissimmee, FL 34747 3
2717 EAGLE CLIFF, Kissimmee, FL 34746
2717 EAGLE CLIFF, Kissimmee, FL 34746 2
2717 EAGLE CLIFF, Kissimmee, FL 34746 3
305 ROCK SPRINGS, Kissimmee, FL 34759
305 ROCK SPRINGS, Kissimmee, FL 34759 2
305 ROCK SPRINGS, Kissimmee, FL 34759 3
40 COUNTRY COVE, Kissimmee, FL 34743
40 COUNTRY COVE, Kissimmee, FL 34743 2
40 COUNTRY COVE, Kissimmee, FL 34743 3
528 COLVILLE, Kissimmee, FL 34759FOR SALE · 165 DAYS
$310,000$134/sqft

528 COLVILLE

Kissimmee, FL

4 beds3.5 baths2,319 sqft

COURTESY OF TOP SAVING REALTY

3092 ROCKEFELLER, Kissimmee, FL 34747
3092 ROCKEFELLER, Kissimmee, FL 34747 2
3092 ROCKEFELLER, Kissimmee, FL 34747 3
FOR SALE · 23 DAYS
MICHIGAN, Kissimmee, FL 34744
MICHIGAN, Kissimmee, FL 34744 2
MICHIGAN, Kissimmee, FL 34744 3
FOR SALE · 213 DAYS
$179,777

MICHIGAN

Kissimmee, FL

COURTESY OF REMAX PREMIER PROPERTIES

MICHIGAN, Kissimmee, FL 34744
MICHIGAN, Kissimmee, FL 34744 2
MICHIGAN, Kissimmee, FL 34744 3
FOR SALE · 213 DAYS
$199,777

MICHIGAN

Kissimmee, FL

COURTESY OF REMAX PREMIER PROPERTIES

2210 GRAND CAYMAN, Kissimmee, FL 34741
2210 GRAND CAYMAN, Kissimmee, FL 34741 2
2210 GRAND CAYMAN, Kissimmee, FL 34741 3
FOR RENT · 192 DAYS
$1,500

2210 GRAND CAYMAN

Kissimmee, FL

2 beds2 baths
8033 ACADIA ESTATES, Kissimmee, FL 34747
8033 ACADIA ESTATES, Kissimmee, FL 34747 2
8033 ACADIA ESTATES, Kissimmee, FL 34747 3
← PreviousPage 141 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 · 186 DAYS
$275,000$212/sqft

8932 SHINE

Kissimmee, FL

3 beds2 baths1,300 sqft

COURTESY OF CREEGAN GROUP

FOR SALE · 110 DAYS
$449,000$240/sqft

2761 MICHIGAN

Kissimmee, FL

4 beds2 baths1,869 sqft

COURTESY OF INTERNATIONAL FLORIDA PROPERTIES INC

FOR SALE · 180 DAYS
$379,000$245/sqft

8185 SURF

Kissimmee, FL

3 beds3 baths1,545 sqft

COURTESY OF EXP REALTY LLC

$269,900$168/sqft

3 CECILIA

Kissimmee, FL

3 beds2 baths1,606 sqft

COURTESY OF EXP REALTY LLC

$349,990$185/sqft

3856 GULF SHORE

Kissimmee, FL

3 beds3.5 baths1,895 sqft

COURTESY OF LA ROSA REALTY LLC

FOR SALE · 219 DAYS
$198,000$154/sqft

2731 POINCIANA

Kissimmee, FL

3 beds2 baths1,287 sqft

COURTESY OF LA ROSA REALTY KISSIMMEE

$264,900$162/sqft

213 BIG BLACK

Kissimmee, FL

3 beds2 baths1,640 sqft

COURTESY OF LA ROSA REALTY KISSIMMEE

Kissimmee, FL

4 beds3.5 baths2,626 sqft

COURTESY OF FLORIDA REALTY MARKETPLACE

FOR SALE · 68 DAYS
$150,000$145/sqft

437 HUNTER

Kissimmee, FL

2 beds2 baths1,038 sqft

COURTESY OF R&J REALTY AND PROPERTY MANAGEMENT LLC

$220,000
$150/sqft

4012 SANTA MARIA

Kissimmee, FL

4 beds3 baths1,470 sqft

COURTESY OF RE/MAX PRIME PROPERTIES

FOR SALE · 168 DAYS
$670,000$166/sqft

1941 NICE

Kissimmee, FL

8 beds6 baths4,041 sqft

COURTESY OF FLORIDA CONNEXION PROPERTIES

FOR SALE · 101 DAYS
$510,000$216/sqft

7582 BROOKLYN

Kissimmee, FL

4 beds5.5 baths2,356 sqft

COURTESY OF WRA BUSINESS & REAL ESTATE

FOR SALE · 192 DAYS
$499,000$163/sqft

2717 EAGLE CLIFF

Kissimmee, FL

4 beds4.5 baths3,052 sqft

COURTESY OF KELLER WILLIAMS REALTY AT THE LAKES

FOR SALE · 174 DAYS
$474,900$194/sqft

305 ROCK SPRINGS

Kissimmee, FL

3 beds3.5 baths2,454 sqft

COURTESY OF PELLEGO, LLC

FOR SALE · 151 DAYS
$215,000$224/sqft

40 COUNTRY COVE

Kissimmee, FL

2 beds2 baths960 sqft

COURTESY OF COLDWELL BANKER SOLOMON

$500,000$212/sqft

3092 ROCKEFELLER

Kissimmee, FL

4 beds6.5 baths2,356 sqft

COURTESY OF DALTON WADE INC

1,026 sqft

COURTESY OF DELTONA LAKES REALTY INC

FOR SALE · 191 DAYS
$489,000$182/sqft

8033 ACADIA ESTATES

Kissimmee, FL

6 beds5.5 baths2,681 sqft

COURTESY OF EXP REALTY LLC