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REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
ENES
For agentsBuySellInternationalCryptoJournal414.712.6275
REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
ENES
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.

2,969 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
2969 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
Confidential, Kissimmee, FL 34747For rent$4,5008 BEDS · 6 BATHS · 4,041 SQFTConfidential, Kissimmee, FL 347471576 DIAMOND LOOP Drive, Kissimmee, FL 34744For sale$419,9901511 GATEWAY Lane, Kissimmee, FL 34746For sale$599,900
Confidential, Kissimmee, FL 34747
Confidential, Kissimmee, FL 34747 2
Confidential, Kissimmee, FL 34747 3
For rent
$4,500

Confidential

Kissimmee, FL

8 beds6 baths4,041 sqft

Courtesy of THE FLORIDA LOUNGE REALTY LLC

1576 DIAMOND LOOP Drive, Kissimmee, FL 34744
1576 DIAMOND LOOP Drive, Kissimmee, FL 34744 2
1576 DIAMOND LOOP Drive, Kissimmee, FL 34744 3
For sale
1511 GATEWAY Lane, Kissimmee, FL 34746
1511 GATEWAY Lane, Kissimmee, FL 34746 2
1511 GATEWAY Lane, Kissimmee, FL 34746 3
3175 TOCOA Circle, Kissimmee, FL 34746
3175 TOCOA Circle, Kissimmee, FL 34746 2
3175 TOCOA Circle, Kissimmee, FL 34746 3
2805 LAKE TOHOPEKALIGA Boulevard, Kissimmee, FL 34746
2805 LAKE TOHOPEKALIGA Boulevard, Kissimmee, FL 34746 2
2805 LAKE TOHOPEKALIGA Boulevard, Kissimmee, FL 34746 3
2116 BROOME Street, Kissimmee, FL 34743
2116 BROOME Street, Kissimmee, FL 34743 2
2116 BROOME Street, Kissimmee, FL 34743 3
1516 NASSAU POINT Trail, Kissimmee, FL 34747
1516 NASSAU POINT Trail, Kissimmee, FL 34747 2
1516 NASSAU POINT Trail, Kissimmee, FL 34747 3
2270 TOURNAMENT Court, Kissimmee, FL 34746
2270 TOURNAMENT Court, Kissimmee, FL 34746 2
2270 TOURNAMENT Court, Kissimmee, FL 34746 3
For sale · 42 DAYS
135 VERACRUZ Avenue, Kissimmee, FL 34743
135 VERACRUZ Avenue, Kissimmee, FL 34743 2
135 VERACRUZ Avenue, Kissimmee, FL 34743 3
For sale · 57 DAYS
280 INDIAN WELLS Avenue, Kissimmee, FL 34759
280 INDIAN WELLS Avenue, Kissimmee, FL 34759 2
280 INDIAN WELLS Avenue, Kissimmee, FL 34759 3
254 AMBER Way, Kissimmee, FL 34758
254 AMBER Way, Kissimmee, FL 34758 2
254 AMBER Way, Kissimmee, FL 34758 3
341 MUIRFIELD Loop, Kissimmee, FL 34747
341 MUIRFIELD Loop, Kissimmee, FL 34747 2
341 MUIRFIELD Loop, Kissimmee, FL 34747 3
For sale
$1,299,000

341 MUIRFIELD Loop

Kissimmee, FL

Courtesy of TITAN REALTY GROUP LLC

2767 SUN KEY Place, Kissimmee, FL 34747
2767 SUN KEY Place, Kissimmee, FL 34747 2
2767 SUN KEY Place, Kissimmee, FL 34747 3
For rent · 58 DAYS
$2,300

2767 SUN KEY Place

Kissimmee, FL

2833 BOOKMARK Drive, Kissimmee, FL 34746
2833 BOOKMARK Drive, Kissimmee, FL 34746 2
2833 BOOKMARK Drive, Kissimmee, FL 34746 3
4536 TARGET Boulevard, Kissimmee, FL 34746
4536 TARGET Boulevard, Kissimmee, FL 34746 2
4536 TARGET Boulevard, Kissimmee, FL 34746 3
2204 COLUMBIA Avenue, Kissimmee, FL 34741
2204 COLUMBIA Avenue, Kissimmee, FL 34741 2
2204 COLUMBIA Avenue, Kissimmee, FL 34741 3
7540 BROOKLYN Drive, Kissimmee, FL 34747
7540 BROOKLYN Drive, Kissimmee, FL 34747 2
7540 BROOKLYN Drive, Kissimmee, FL 34747 3
2751 POINCIANA Boulevard #30, Kissimmee, FL 34746
2751 POINCIANA Boulevard #30, Kissimmee, FL 34746 2
2751 POINCIANA Boulevard #30, Kissimmee, FL 34746 3
1952 ROCK MAPLE Bend, Kissimmee, FL 34746
1952 ROCK MAPLE Bend, Kissimmee, FL 34746 2
1952 ROCK MAPLE Bend, Kissimmee, FL 34746 3
111 CASSINO Way #E, Kissimmee, FL 34758For rent · 283 DAYS
$1,850

111 CASSINO Way #E

Kissimmee, FL

3 beds1 bath1,026 sqft

Courtesy of THE REAL ESTATE COLLECTION LLC

3100 PARKWAY Boulevard #727, Kissimmee, FL 34747
3100 PARKWAY Boulevard #727, Kissimmee, FL 34747 2
3100 PARKWAY Boulevard #727, Kissimmee, FL 34747 3
118 BEAUMONT Avenue, Kissimmee, FL 34741
118 BEAUMONT Avenue, Kissimmee, FL 34741 2
118 BEAUMONT Avenue, Kissimmee, FL 34741 3
2804 PATRICK Street, Kissimmee, FL 34741
2804 PATRICK Street, Kissimmee, FL 34741 2
2804 PATRICK Street, Kissimmee, FL 34741 3
For sale
$1,390,000$579/sqft

2804 PATRICK Street

Kissimmee, FL

2,400 sqft

Courtesy of NECTAR REAL ESTATE

3191 PARADOX Circle #208, Kissimmee, FL 34746
3191 PARADOX Circle #208, Kissimmee, FL 34746 2
For sale · 60 DAYS
$360,000$271/sqft

3191 PARADOX Circle #208

Kissimmee, FL

3 beds3.5 baths1,329 sqft

Courtesy of EXP REALTY LLC

See 2,969 homes
← PreviousPage 56 of 124Next →

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)

Kissimmee right now

AS OF NOV 7 · LIVE FROM THE MLS
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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$419,990$228/sqft

1576 DIAMOND LOOP Drive

Kissimmee, FL

4 beds2 baths1,846 sqft

Courtesy of VESTI LLC

For sale · 90 DAYS
$599,900$202/sqft

1511 GATEWAY Lane

Kissimmee, FL

5 beds4 baths2,970 sqft

Courtesy of COLDWELL BANKER REALTY

For sale · 37 DAYS
$399,900$224/sqft

3175 TOCOA Circle

Kissimmee, FL

4 beds4.5 baths1,782 sqft

Courtesy of TALENT REALTY SOLUTIONS

For sale · 79 DAYS
$535,000$236/sqft

2805 LAKE TOHOPEKALIGA Boulevard

Kissimmee, FL

4 beds3 baths2,264 sqft

Courtesy of ERA GRIZZARD REAL ESTATE

For rent
$2,400

2116 BROOME Street

Kissimmee, FL

3 beds3.5 baths1,449 sqft

Courtesy of REALTY COLLECTION

For sale · 2 DAYS
$545,000$220/sqft

1516 NASSAU POINT Trail

Kissimmee, FL

4 beds4.5 baths2,472 sqft

Courtesy of ALVES AND HOWELL REALTY

$749,900$226/sqft

2270 TOURNAMENT Court

Kissimmee, FL

4 beds4.5 baths3,325 sqft

Courtesy of ZEA REALTY & ASSOCIATES

$359,950
$318/sqft

135 VERACRUZ Avenue

Kissimmee, FL

3 beds2 baths1,132 sqft

Courtesy of REAL BROKER, LLC

For sale · 81 DAYS
$374,900$178/sqft

280 INDIAN WELLS Avenue

Kissimmee, FL

2 beds2 baths2,101 sqft

Courtesy of BORCHINI REALTY

For sale · 61 DAYS
$399,999$175/sqft

254 AMBER Way

Kissimmee, FL

5 beds3 baths2,287 sqft

Courtesy of LPT REALTY, LLC

3 beds3.5 baths1,291 sqft

Courtesy of WEICHERT REALTORS HALLMARK PRO

For sale · 41 DAYS
$595,000$199/sqft

2833 BOOKMARK Drive

Kissimmee, FL

5 beds5 baths2,996 sqft

Courtesy of IAD REAL ESTATE

For sale · 84 DAYS
$715,000$166/sqft

4536 TARGET Boulevard

Kissimmee, FL

8 beds5 baths4,305 sqft

Courtesy of HOLIDAY REALTY LLC

For rent · 5 DAYS
$30,000

2204 COLUMBIA Avenue

Kissimmee, FL

990 sqft

Courtesy of PARK PLACE REAL ESTATE

For sale · 46 DAYS
$459,000$209/sqft

7540 BROOKLYN Drive

Kissimmee, FL

3 beds4 baths2,195 sqft

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

For rent · 35 DAYS
$1,700

2751 POINCIANA Boulevard #30

Kissimmee, FL

2 beds2 baths1,087 sqft

Courtesy of KELLER WILLIAMS CLASSIC

For sale · 1 DAY
$485,000$208/sqft

1952 ROCK MAPLE Bend

Kissimmee, FL

4 beds3.5 baths2,334 sqft

Courtesy of GLASSTONE GROUP INC

For sale · 1 DAY
$129,900$264/sqft

3100 PARKWAY Boulevard #727

Kissimmee, FL

1 bed1 bath492 sqft

Courtesy of NABE REALTY

For rent · 95 DAYS
$1,650

118 BEAUMONT Avenue

Kissimmee, FL

3 beds1 bath1,095 sqft

Courtesy of EXP REALTY LLC

$385,000
Median list price
305
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.