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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.

2,899 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
2899 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
2723 POINCIANA Boulevard #157, Kissimmee, FL 34746For sale$205,0003 BEDS · 2 BATHS · 1,287 SQFT2723 POINCIANA Boulevard #157, Kissimmee, FL 347462887 MOONSTONE BEND, Kissimmee, FL 34758For sale$359,900239 GREAT YARMOUTH Court, Kissimmee, FL 34758For sale$290,000
2723 POINCIANA Boulevard #157, Kissimmee, FL 34746
2723 POINCIANA Boulevard #157, Kissimmee, FL 34746 2
2723 POINCIANA Boulevard #157, Kissimmee, FL 34746 3
For sale · 1 DAY
$205,000$159/sqft

2723 POINCIANA Boulevard #157

Kissimmee, FL

3 beds2 baths1,287 sqft

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

2887 MOONSTONE BEND, Kissimmee, FL 34758
2887 MOONSTONE BEND, Kissimmee, FL 34758 2
2887 MOONSTONE BEND, Kissimmee, FL 34758 3
239 GREAT YARMOUTH Court, Kissimmee, FL 34758
239 GREAT YARMOUTH Court, Kissimmee, FL 34758 2
239 GREAT YARMOUTH Court, Kissimmee, FL 34758 3
For sale · 1 DAY
1450 AMANDA Road, Kissimmee, FL 34744
1450 AMANDA Road, Kissimmee, FL 34744 2
1450 AMANDA Road, Kissimmee, FL 34744 3
3351 OBERRY Road, Kissimmee, FL 34746
3351 OBERRY Road, Kissimmee, FL 34746 2
3351 OBERRY Road, Kissimmee, FL 34746 3
For sale · 1 DAY
2136 MALLARD CREEK Circle, Kissimmee, FL 34743
2136 MALLARD CREEK Circle, Kissimmee, FL 34743 2
2136 MALLARD CREEK Circle, Kissimmee, FL 34743 3
4553 TARGET Boulevard, Kissimmee, FL 34746
4553 TARGET Boulevard, Kissimmee, FL 34746 2
4553 TARGET Boulevard, Kissimmee, FL 34746 3
341 AYLESBURY Court, Kissimmee, FL 34758
341 AYLESBURY Court, Kissimmee, FL 34758 2
341 AYLESBURY Court, Kissimmee, FL 34758 3
2441 DUBAI Street, Kissimmee, FL 34747
2441 DUBAI Street, Kissimmee, FL 34747 2
2441 DUBAI Street, Kissimmee, FL 34747 3
4324 PARADISE COVE Court, Kissimmee, FL 34746
4324 PARADISE COVE Court, Kissimmee, FL 34746 2
4324 PARADISE COVE Court, Kissimmee, FL 34746 3
For sale · 6 DAYS
1892 SOUTHBURY Drive, Kissimmee, FL 34744
1892 SOUTHBURY Drive, Kissimmee, FL 34744 2
1892 SOUTHBURY Drive, Kissimmee, FL 34744 3
5755 MEADS BAY POND Road, Kissimmee, FL 34758
5755 MEADS BAY POND Road, Kissimmee, FL 34758 2
5755 MEADS BAY POND Road, Kissimmee, FL 34758 3
1478 BITTEROOT Street, Kissimmee, FL 34744
1478 BITTEROOT Street, Kissimmee, FL 34744 2
1478 BITTEROOT Street, Kissimmee, FL 34744 3
1908 SOUTHBURY Drive, Kissimmee, FL 34744
1908 SOUTHBURY Drive, Kissimmee, FL 34744 2
1908 SOUTHBURY Drive, Kissimmee, FL 34744 3
1904 SOUTHBURY Drive, Kissimmee, FL 34744
1904 SOUTHBURY Drive, Kissimmee, FL 34744 2
1904 SOUTHBURY Drive, Kissimmee, FL 34744 3
7912 SPECTRUM Drive, Kissimmee, FL 34747
7912 SPECTRUM Drive, Kissimmee, FL 34747 2
7912 SPECTRUM Drive, Kissimmee, FL 34747 3
For sale · 7 DAYS
2306 ZABALLINA Place, Kissimmee, FL 34747
2306 ZABALLINA Place, Kissimmee, FL 34747 2
2306 ZABALLINA Place, Kissimmee, FL 34747 3
1544 NASSAU POINT Trail, Kissimmee, FL 34747
1544 NASSAU POINT Trail, Kissimmee, FL 34747 2
1544 NASSAU POINT Trail, Kissimmee, FL 34747 3
299 MAGICAL Way, Kissimmee, FL 34744
299 MAGICAL Way, Kissimmee, FL 34744 2
299 MAGICAL Way, Kissimmee, FL 34744 3
1218 BERMUDA LAKES Lane #203, Kissimmee, FL 34741
1218 BERMUDA LAKES Lane #203, Kissimmee, FL 34741 2
1218 BERMUDA LAKES Lane #203, Kissimmee, FL 34741 3
1917 WILLOW WOOD Drive, Kissimmee, FL 34746
1917 WILLOW WOOD Drive, Kissimmee, FL 34746 2
1917 WILLOW WOOD Drive, Kissimmee, FL 34746 3
2539 OLD KENT Circle, Kissimmee, FL 34758
2539 OLD KENT Circle, Kissimmee, FL 34758 2
2539 OLD KENT Circle, Kissimmee, FL 34758 3
167 BOWIE Lane #B, Kissimmee, FL 34743
167 BOWIE Lane #B, Kissimmee, FL 34743 2
167 BOWIE Lane #B, Kissimmee, FL 34743 3
For rent · 6 DAYS
$1,925

167 BOWIE Lane #B

Kissimmee, FL

3 beds
2544 MONTEGO BAY Boulevard, Kissimmee, FL 34746
2544 MONTEGO BAY Boulevard, Kissimmee, FL 34746 2
2544 MONTEGO BAY Boulevard, Kissimmee, FL 34746 3
See 2,899 homes
← PreviousPage 10 of 121Next →

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 DAY
$359,900$180/sqft

2887 MOONSTONE BEND

Kissimmee, FL

3 beds2 baths2,000 sqft

Courtesy of LA ROSA REALTY KISSIMMEE

$290,000$228/sqft

239 GREAT YARMOUTH Court

Kissimmee, FL

3 beds2 baths1,270 sqft

Courtesy of BOARDWALK REALTY ASSOCIATES, LLC

For sale · 8 DAYS
$329,000$165/sqft

1450 AMANDA Road

Kissimmee, FL

4 beds3.5 baths1,998 sqft

Courtesy of LANDCRAFT REALTY GROUP, LLC

$215,000$166/sqft

3351 OBERRY Road

Kissimmee, FL

3 beds2 baths1,296 sqft

Courtesy of TOP BROKERAGE, LLC

For sale · 1 DAY
$389,900$232/sqft

2136 MALLARD CREEK Circle

Kissimmee, FL

4 beds2 baths1,677 sqft

Courtesy of LA ROSA RTY WINTER GARDEN LLC

For sale · 8 DAYS
$739,000$190/sqft

4553 TARGET Boulevard

Kissimmee, FL

7 beds6 baths3,888 sqft

Courtesy of KRESSLER REAL ESTATE

For sale · 7 DAYS
$395,000$143/sqft

341 AYLESBURY Court

Kissimmee, FL

4 beds3.5 baths2,763 sqft

Courtesy of LT REALTY GROUP, LLC

For sale · 6 DAYS
$389,900$172/sqft

2441 DUBAI Street

Kissimmee, FL

5 beds5.5 baths2,265 sqft

Courtesy of TOP FLORIDA HOMES

$269,000$152/sqft

4324 PARADISE COVE Court

Kissimmee, FL

3 beds3.5 baths1,769 sqft

Courtesy of PREMIUM REALTY GROUP USA

For sale · 1 DAY
$455,990$249/sqft

1892 SOUTHBURY Drive

Kissimmee, FL

4 beds2 baths1,828 sqft

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

For sale · 1 DAY
$387,530$178/sqft

5755 MEADS BAY POND Road

Kissimmee, FL

4 beds3 baths2,175 sqft

Courtesy of LENNAR REALTY

For sale · 1 DAY
$441,990$242/sqft

1478 BITTEROOT Street

Kissimmee, FL

4 beds2 baths1,828 sqft

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

For sale · 1 DAY
$499,790$241/sqft

1908 SOUTHBURY Drive

Kissimmee, FL

4 beds3 baths2,077 sqft

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

For sale · 1 DAY
$486,790$234/sqft

1904 SOUTHBURY Drive

Kissimmee, FL

5 beds3 baths2,077 sqft

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

$349,000$204/sqft

7912 SPECTRUM Drive

Kissimmee, FL

3 beds3.5 baths1,708 sqft

Courtesy of WELCOME HOME REALTY GROUP LLC

For sale · 1 DAY
$640,000$274/sqft

2306 ZABALLINA Place

Kissimmee, FL

6 beds5.5 baths2,334 sqft

Courtesy of MS LAND & BUILDING LLC

For sale
$575,000$152/sqft

1544 NASSAU POINT Trail

Kissimmee, FL

6 beds5 baths3,789 sqft

Courtesy of WEMERT GROUP REALTY LLC

For sale · 7 DAYS
$400,000$223/sqft

299 MAGICAL Way

Kissimmee, FL

4 beds3 baths1,790 sqft

Courtesy of MY REALTY GROUP, LLC.

For sale · 1 DAY
$184,900$168/sqft

1218 BERMUDA LAKES Lane #203

Kissimmee, FL

2 beds2 baths1,103 sqft

Courtesy of MY REALTY GROUP, LLC.

For sale · 8 DAYS
$389,000$205/sqft

1917 WILLOW WOOD Drive

Kissimmee, FL

3 beds2 baths1,902 sqft

Courtesy of GOLDEN PALMS REALTY OF FLORIDA

For sale · 1 DAY
$238,000$158/sqft

2539 OLD KENT Circle

Kissimmee, FL

3 beds3 baths1,504 sqft

Courtesy of OLYMPUS EXECUTIVE REALTY INC

3.5 baths
1,338 sqft

Courtesy of ALTIS REALTY

For sale · 2 DAYS
$339,900$217/sqft

2544 MONTEGO BAY Boulevard

Kissimmee, FL

3 beds2 baths1,565 sqft

Courtesy of DINA REALTY GROUP, INC.