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REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
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For agentsBuySellInternationalCryptoJournal414.712.6275
REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
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For agentsBuySellInternationalCryptoJournal414.712.6275
HOMES FOR SALE · KISSIMMEE

Homes for sale in KissimmeeKissimmee 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.

2,823 homes

FloridaWisconsin
Pedro Rivera
Pedro RiveraAs seen on · Media coverage
TMJ4Telemundo WisconsinCBS 58 Wisconsin
Nathalie Montmellisa hayesCaptivated Real EstateAshly SantiagoKiara Rivera Morla
5.0· 74 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
2823 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
461 BOXWOOD Court, Kissimmee, FL 34743For sale$339,9004 BEDS · 2 BATHS · 1,775 SQFT461 BOXWOOD Court, Kissimmee, FL 347434560 IRLO BRONSON MEMORIAL Highway #153, Kissimmee, FL 34746For rent$16,8002553 MANESHAW Lane, Kissimmee, FL 34747For sale$439,000
For saleNEW
$355,000$303/sqft

2454 N QUAIL RUN Boulevard

Kissimmee, FL

3 beds2 baths1,172 sqft

Courtesy of PREFERRED REAL ESTATE BROKERS

461 BOXWOOD Court, Kissimmee, FL 34743
461 BOXWOOD Court, Kissimmee, FL 34743 2
461 BOXWOOD Court, Kissimmee, FL 34743 3
4560 IRLO BRONSON MEMORIAL Highway #153, Kissimmee, FL 34746
4560 IRLO BRONSON MEMORIAL Highway #153, Kissimmee, FL 34746 2
4560 IRLO BRONSON MEMORIAL Highway #153, Kissimmee, FL 34746 3
2553 MANESHAW Lane, Kissimmee, FL 34747
2553 MANESHAW Lane, Kissimmee, FL 34747 2
2553 MANESHAW Lane, Kissimmee, FL 34747 3
911 DARTMOUTH Court, Kissimmee, FL 34758
911 DARTMOUTH Court, Kissimmee, FL 34758 2
911 DARTMOUTH Court, Kissimmee, FL 34758 3
2630 ROADSTER Lane, Kissimmee, FL 34746
2630 ROADSTER Lane, Kissimmee, FL 34746 2
2630 ROADSTER Lane, Kissimmee, FL 34746 3
8365 CHOCTAW Trail, Kissimmee, FL 34747
8365 CHOCTAW Trail, Kissimmee, FL 34747 2
8365 CHOCTAW Trail, Kissimmee, FL 34747 3
4560 IRLO BRONSON MEMORIAL Highway #151, Kissimmee, FL 34746
4560 IRLO BRONSON MEMORIAL Highway #151, Kissimmee, FL 34746 2
4560 IRLO BRONSON MEMORIAL Highway #151, Kissimmee, FL 34746 3
1711 GOBLET COVE Street, Kissimmee, FL 34746
1711 GOBLET COVE Street, Kissimmee, FL 34746 2
1711 GOBLET COVE Street, Kissimmee, FL 34746 3
8935 ZURICH Lane, Kissimmee, FL 34747
8935 ZURICH Lane, Kissimmee, FL 34747 2
8935 ZURICH Lane, Kissimmee, FL 34747 3
2500 AVIAN Loop, Kissimmee, FL 34741
2500 AVIAN Loop, Kissimmee, FL 34741 2
2500 AVIAN Loop, Kissimmee, FL 34741 3
1948 SOUTHBURY Drive, Kissimmee, FL 34744
1948 SOUTHBURY Drive, Kissimmee, FL 34744 2
1948 SOUTHBURY Drive, Kissimmee, FL 34744 3
1920 SOUTHBURY Drive, Kissimmee, FL 34744
1920 SOUTHBURY Drive, Kissimmee, FL 34744 2
1920 SOUTHBURY Drive, Kissimmee, FL 34744 3
2878 CLUB CORTILE Circle #B, Kissimmee, FL 34746
2878 CLUB CORTILE Circle #B, Kissimmee, FL 34746 2
2878 CLUB CORTILE Circle #B, Kissimmee, FL 34746 3
4542 RED FISH Run, Kissimmee, FL 34746
4542 RED FISH Run, Kissimmee, FL 34746 2
4542 RED FISH Run, Kissimmee, FL 34746 3
2208 ANTIGUA Place #938, Kissimmee, FL 34741
2208 ANTIGUA Place #938, Kissimmee, FL 34741 2
2208 ANTIGUA Place #938, Kissimmee, FL 34741 3
4381 SPRING BLOSSOM Drive, Kissimmee, FL 34746
4381 SPRING BLOSSOM Drive, Kissimmee, FL 34746 2
4381 SPRING BLOSSOM Drive, Kissimmee, FL 34746 3
For rentNEW
$2,000

4381 SPRING BLOSSOM Drive

2560 BORINQUEN Drive, Kissimmee, FL 34744
2560 BORINQUEN Drive, Kissimmee, FL 34744 2
2560 BORINQUEN Drive, Kissimmee, FL 34744 3
125 SEABREEZE Circle, Kissimmee, FL 34743
125 SEABREEZE Circle, Kissimmee, FL 34743 2
125 SEABREEZE Circle, Kissimmee, FL 34743 3
1771 SAWYER PALM Place, Kissimmee, FL 34747
1771 SAWYER PALM Place, Kissimmee, FL 34747 2
1771 SAWYER PALM Place, Kissimmee, FL 34747 3
3643 MAIN HARBOR Drive #R, Kissimmee, FL 34746
3643 MAIN HARBOR Drive #R, Kissimmee, FL 34746 2
3643 MAIN HARBOR Drive #R, Kissimmee, FL 34746 3
437 HUNTER Circle, Kissimmee, FL 34758
437 HUNTER Circle, Kissimmee, FL 34758 2
437 HUNTER Circle, Kissimmee, FL 34758 3
3235 FALCON POINT Drive, Kissimmee, FL 34741
3235 FALCON POINT Drive, Kissimmee, FL 34741 2
3235 FALCON POINT Drive, Kissimmee, FL 34741 3
1848 SUMMER SERENITY Drive, Kissimmee, FL 34744
1848 SUMMER SERENITY Drive, Kissimmee, FL 34744 2
1848 SUMMER SERENITY Drive, Kissimmee, FL 34744 3
For rent · 1 DAY
See 2,823 homes
← PreviousPage 1 of 118Next →

Living in Kissimmee

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.

Nathalie Montmellisa hayesCaptivated Real EstateAshly SantiagoKiara Rivera Morla
5.0· 74 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
LICENSED FL & WIHABLAMOS ESPAÑOL
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)
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 · 1 DAYNEW
$339,900$191/sqft

461 BOXWOOD Court

Kissimmee, FL

4 beds2 baths1,775 sqft

Courtesy of BUSTAMANTE REAL ESTATE INC

For rentNEW
$16,800

4560 IRLO BRONSON MEMORIAL Highway #153

Kissimmee, FL

220 sqft

Courtesy of LPT REALTY, LLC

For sale · 1 DAYNEW
$439,000$305/sqft

2553 MANESHAW Lane

Kissimmee, FL

3 beds3 baths1,440 sqft

Courtesy of COMPASS FLORIDA LLC

For sale · 1 DAYNEW
$259,900$196/sqft

911 DARTMOUTH Court

Kissimmee, FL

3 beds2 baths1,329 sqft

Courtesy of THE NAVY HOUSE

For sale · 1 DAYNEW
$235,000$174/sqft

2630 ROADSTER Lane

Kissimmee, FL

2 beds3.5 baths1,350 sqft

Courtesy of THE AGENCY FL

For sale · 1 DAYNEW
$775,000$532/sqft

8365 CHOCTAW Trail

Kissimmee, FL

3 beds2 baths1,458 sqft

Courtesy of HOMEVEST REALTY

For rentNEW
$16,800

4560 IRLO BRONSON MEMORIAL Highway #151

Kissimmee, FL

220 sqft

Courtesy of LPT REALTY, LLC

For rentNEW
$2,850

1711 GOBLET COVE Street

Kissimmee, FL

4 beds4.5 baths2,872 sqft

Courtesy of RENT A FLORIDA HOME

For sale · 1 DAYNEW
$488,000$196/sqft

8935 ZURICH Lane

Kissimmee, FL

5 beds4 baths2,492 sqft

Courtesy of TOPSKY REALTY INC

For rentNEW
$2,850

2500 AVIAN Loop

Kissimmee, FL

4 beds3.5 baths2,170 sqft

Courtesy of KELLER WILLIAMS CLASSIC

For sale · 1 DAYNEW
$394,990$230/sqft

1948 SOUTHBURY Drive

Kissimmee, FL

4 beds2 baths1,720 sqft

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

For sale · 1 DAYNEW
$501,490$193/sqft

1920 SOUTHBURY Drive

Kissimmee, FL

5 beds3 baths2,601 sqft

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

For rentNEW
$1,750

2878 CLUB CORTILE Circle #B

Kissimmee, FL

3 beds2 baths1,202 sqft

Courtesy of PREMIUM REALTY GROUP USA

For sale · 1 DAYNEW
$444,990$214/sqft

4542 RED FISH Run

Kissimmee, FL

5 beds3 baths2,077 sqft

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

For rentNEW
$1,773

2208 ANTIGUA Place #938

Kissimmee, FL

2 beds2 baths1,026 sqft

Courtesy of AGENT TRUST REALTY CORPORATION

Kissimmee, FL

4 beds2 baths1,936 sqft

Courtesy of FLORIDA LAKES REALTY

For rentNEW
$2,400

2560 BORINQUEN Drive

Kissimmee, FL

4 beds3.5 baths2,222 sqft

Courtesy of CENTURY 21 ALL HOMES & PROPERT

For rentNEW
$2,200

125 SEABREEZE Circle

Kissimmee, FL

3 beds2 baths1,410 sqft

Courtesy of MILA REALTY

For sale · 1 DAYNEW
$549,000$184/sqft

1771 SAWYER PALM Place

Kissimmee, FL

6 beds5.5 baths2,987 sqft

Courtesy of TEAM DONOVAN

For rentNEW
$2,000

3643 MAIN HARBOR Drive #R

Kissimmee, FL

3 beds3.5 baths1,365 sqft

Courtesy of HAMILTON REALTY

For sale · 1 DAYNEW
$159,000$153/sqft

437 HUNTER Circle

Kissimmee, FL

2 beds2 baths1,038 sqft

Courtesy of REAL BROKER, LLC

For sale · 1 DAYNEW
$430,000$229/sqft

3235 FALCON POINT Drive

Kissimmee, FL

3 beds3.5 baths1,880 sqft

Courtesy of HELLO SUNSHINE REALTY LLC

NEW
$2,700

1848 SUMMER SERENITY Drive

Kissimmee, FL

4 beds3 baths2,178 sqft

Courtesy of RODRIGUEZ PROPERTY MANAGEMENT