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.

Gina Morgandomellisa hayesAleanys CruzCaptivated Real EstateAshly Santiago
5.0· 76 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
4206 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
4736 BLUE DIAMOND, Kissimmee, FL 34746FOR SALE$639,9008 BEDS · 5 BATHS · 3,648 SQFT4736 BLUE DIAMOND, Kissimmee, FL 347464763 CORAL CASTLE, Kissimmee, FL 34746FOR RENT$2,3503831 BOWLINE, Kissimmee, FL 34741FOR RENT$1,450
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.

4736 BLUE DIAMOND, Kissimmee, FL 34746
4736 BLUE DIAMOND, Kissimmee, FL 34746 2
4736 BLUE DIAMOND, Kissimmee, FL 34746 3
FOR SALE · 248 DAYS
$639,900$175/sqft

4736 BLUE DIAMOND

Kissimmee, FL

8 beds5 baths3,648 sqft

COURTESY OF MS LAND & BUILDING LLC

4763 CORAL CASTLE, Kissimmee, FL 34746
4763 CORAL CASTLE, Kissimmee, FL 34746 2
4763 CORAL CASTLE, Kissimmee, FL 34746 3
FOR RENT · 189 DAYS
$2,350

4763 CORAL CASTLE

Kissimmee, FL

3 beds3.5 baths1,762 sqft

COURTESY OF AGENT TRUST REALTY CORPORATION

3831 BOWLINE, Kissimmee, FL 34741
3831 BOWLINE, Kissimmee, FL 34741 2
3831 BOWLINE, Kissimmee, FL 34741 3
FOR RENT · 245 DAYS
$1,450

3831 BOWLINE

Kissimmee, FL

2 beds2 baths910 sqft

COURTESY OF LA ROSA REALTY KISSIMMEE

3172 RIVER BRANCH, Kissimmee, FL 34741
3172 RIVER BRANCH, Kissimmee, FL 34741 2
3172 RIVER BRANCH, Kissimmee, FL 34741 3
FOR SALE · 217 DAYS
$316,000$209/sqft

3172 RIVER BRANCH

Kissimmee, FL

3 beds2 baths1,512 sqft

COURTESY OF EXP REALTY LLC

1301 HILLSBOROUGH, Kissimmee, FL 34759FOR SALE
$59,950

1301 HILLSBOROUGH

Kissimmee, FL

COURTESY OF LANDSEARCH LLC

1423 ORLANDO, Kissimmee, FL 34759FOR SALE
$49,950

1423 ORLANDO

Kissimmee, FL

COURTESY OF LANDSEARCH LLC

542 KILIMANJARO, Kissimmee, FL 34758
542 KILIMANJARO, Kissimmee, FL 34758 2
542 KILIMANJARO, Kissimmee, FL 34758 3
FOR RENT · 126 DAYS
$1,600

542 KILIMANJARO

Kissimmee, FL

3 beds2 baths1,215 sqft

COURTESY OF MD3 HOMES LLC

8419 CRYSTAL COVE, Kissimmee, FL 34747
8419 CRYSTAL COVE, Kissimmee, FL 34747 2
8419 CRYSTAL COVE, Kissimmee, FL 34747 3
FOR SALE · 195 DAYS
$245,500$190/sqft

8419 CRYSTAL COVE

Kissimmee, FL

3 beds3.5 baths1,291 sqft

COURTESY OF REALTY OF AMERICA

2050 IRLO BRONSON MEMORIAL, Kissimmee, FL 34744
2050 IRLO BRONSON MEMORIAL, Kissimmee, FL 34744 2
2050 IRLO BRONSON MEMORIAL, Kissimmee, FL 34744 3
FOR SALE · 266 DAYS
$33,000$102/sqft

2050 IRLO BRONSON MEMORIAL

Kissimmee, FL

1 beds1 baths324 sqft

COURTESY OF ALLIANCE REAL ESTATE GROUP

4741 CLOCK TOWER, Kissimmee, FL 34746
4741 CLOCK TOWER, Kissimmee, FL 34746 2
4741 CLOCK TOWER, Kissimmee, FL 34746 3
FOR RENT · 161 DAYS
$2,750

4741 CLOCK TOWER

Kissimmee, FL

3 beds2 baths1,329 sqft

COURTESY OF AGENT TRUST REALTY CORPORATION

4402 LE REVE, Kissimmee, FL 34746
4402 LE REVE, Kissimmee, FL 34746 2
4402 LE REVE, Kissimmee, FL 34746 3
FOR SALE · 1 DAY
$463,990$265/sqft

4402 LE REVE

Kissimmee, FL

4 beds4.5 baths1,752 sqft

COURTESY OF FLORIDA CONNEXION PROPERTIES

9014 SUNSHINE RIDGE, Kissimmee, FL 34747
9014 SUNSHINE RIDGE, Kissimmee, FL 34747 2
9014 SUNSHINE RIDGE, Kissimmee, FL 34747 3
FOR SALE · 244 DAYS
$849,000$195/sqft

9014 SUNSHINE RIDGE

Kissimmee, FL

9 beds7.5 baths4,363 sqft

COURTESY OF LPT REALTY, LLC

409 FOUNTAINHEAD, Kissimmee, FL 34741
409 FOUNTAINHEAD, Kissimmee, FL 34741 2
409 FOUNTAINHEAD, Kissimmee, FL 34741 3
FOR SALE · 176 DAYS
$165,000$177/sqft

409 FOUNTAINHEAD

Kissimmee, FL

2 beds2 baths932 sqft

COURTESY OF PM ELITE REALTY LLC

1158 SAINT TROPEZ, Kissimmee, FL 34759
1158 SAINT TROPEZ, Kissimmee, FL 34759 2
1158 SAINT TROPEZ, Kissimmee, FL 34759 3
FOR SALE · 241 DAYS
$250,000$137/sqft

1158 SAINT TROPEZ

Kissimmee, FL

3 beds2 baths1,825 sqft

COURTESY OF CENTURY 21 MYERS REALTY

8919 SHINE, Kissimmee, FL 34747
8919 SHINE, Kissimmee, FL 34747 2
8919 SHINE, Kissimmee, FL 34747 3
FOR SALE · 154 DAYS
$307,000$236/sqft

8919 SHINE

Kissimmee, FL

3 beds2 baths1,300 sqft

COURTESY OF CENTURY 21 NEXT LEVEL REALTY

3215 BRASILIA, Kissimmee, FL 34747
3215 BRASILIA, Kissimmee, FL 34747 2
3215 BRASILIA, Kissimmee, FL 34747 3
FOR SALE · 234 DAYS
$390,000$172/sqft

3215 BRASILIA

Kissimmee, FL

3 beds4.5 baths2,268 sqft

COURTESY OF METRO CITY REALTY

4802 LOVE STOREY, Kissimmee, FL 34746
4802 LOVE STOREY, Kissimmee, FL 34746 2
4802 LOVE STOREY, Kissimmee, FL 34746 3
FOR SALE · 183 DAYS
$474,900$248/sqft

4802 LOVE STOREY

Kissimmee, FL

4 beds3 baths1,914 sqft

COURTESY OF FLORIDA REALTY INVESTMENTS

5367 IRLO BRONSON MEMORIAL, Kissimmee, FL 34746
5367 IRLO BRONSON MEMORIAL, Kissimmee, FL 34746 2
5367 IRLO BRONSON MEMORIAL, Kissimmee, FL 34746 3
FOR SALE · 100 DAYS
$65,000$281/sqft

5367 IRLO BRONSON MEMORIAL

Kissimmee, FL

1 beds1 baths231 sqft

COURTESY OF EXP REALTY LLC

5367 IRLO BRONSON MEMORIAL, Kissimmee, FL 34746
5367 IRLO BRONSON MEMORIAL, Kissimmee, FL 34746 2
5367 IRLO BRONSON MEMORIAL, Kissimmee, FL 34746 3
FOR SALE · 114 DAYS
$65,000$281/sqft

5367 IRLO BRONSON MEMORIAL

Kissimmee, FL

1 beds1 baths231 sqft

COURTESY OF EXP REALTY LLC

725 LEONARDO, Kissimmee, FL 34758
725 LEONARDO, Kissimmee, FL 34758 2
725 LEONARDO, Kissimmee, FL 34758 3
FOR SALE · 204 DAYS
$65,000

725 LEONARDO

Kissimmee, FL

COURTESY OF RE/MAX HERITAGE

7639 WILMINGTON, Kissimmee, FL 34747
7639 WILMINGTON, Kissimmee, FL 34747 2
7639 WILMINGTON, Kissimmee, FL 34747 3
FOR SALE · 258 DAYS
$965,000$205/sqft

7639 WILMINGTON

Kissimmee, FL

11 beds10 baths4,707 sqft

COURTESY OF PALM CIRCLE REALTY

2943 CASABELLA, Kissimmee, FL 34744
2943 CASABELLA, Kissimmee, FL 34744 2
2943 CASABELLA, Kissimmee, FL 34744 3
FOR SALE · 262 DAYS
$389,900$206/sqft

2943 CASABELLA

Kissimmee, FL

4 beds2 baths1,895 sqft

COURTESY OF LPT REALTY, LLC

1408 LANIER POINT, Kissimmee, FL 34746
1408 LANIER POINT, Kissimmee, FL 34746 2
1408 LANIER POINT, Kissimmee, FL 34746 3
FOR RENT · 136 DAYS
$2,850

1408 LANIER POINT

Kissimmee, FL

3 beds2 baths2,138 sqft

COURTESY OF ATLANTIC REALTY & INVESTMENTS

8903 COCONUT BREEZE, Kissimmee, FL 34747
8903 COCONUT BREEZE, Kissimmee, FL 34747 2
8903 COCONUT BREEZE, Kissimmee, FL 34747 3
FOR SALE · 211 DAYS
$669,900$190/sqft

8903 COCONUT BREEZE

Kissimmee, FL

7 beds7.5 baths3,533 sqft

COURTESY OF RATIO REAL ESTATE, LLC

← PreviousPage 147 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
Pedro Rivera
Pedro RiveraAs seen on · Media coverage
TMJ4Telemundo WisconsinCBS 58 Wisconsin
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