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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.

2,964 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
2964 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
259 MAGELLAN Drive, Kissimmee, FL 34758For rent$1,7953 BEDS · 2 BATHS · 1,282 SQFT259 MAGELLAN Drive, Kissimmee, FL 347588718 RAIN FOREST Place #C, Kissimmee, FL 34747For sale$179,900Confidential, Kissimmee, FL 34746For rent$3,600
259 MAGELLAN Drive, Kissimmee, FL 34758
259 MAGELLAN Drive, Kissimmee, FL 34758 2
259 MAGELLAN Drive, Kissimmee, FL 34758 3
For rent
$1,795

259 MAGELLAN Drive

Kissimmee, FL

3 beds2 baths1,282 sqft

Courtesy of MAIN STREET RENEWAL LLC

8718 RAIN FOREST Place #C, Kissimmee, FL 34747
8718 RAIN FOREST Place #C, Kissimmee, FL 34747 2
8718 RAIN FOREST Place #C, Kissimmee, FL 34747 3
Confidential, Kissimmee, FL 34746
Confidential, Kissimmee, FL 34746 2
Confidential, Kissimmee, FL 34746 3
1425 NELSON BROOK Way, Kissimmee, FL 34759
1425 NELSON BROOK Way, Kissimmee, FL 34759 2
1425 NELSON BROOK Way, Kissimmee, FL 34759 3
1370 PACIFIC Road, Kissimmee, FL 34759
1370 PACIFIC Road, Kissimmee, FL 34759 2
1370 PACIFIC Road, Kissimmee, FL 34759 3
119 TULIP Lane, Kissimmee, FL 34759
119 TULIP Lane, Kissimmee, FL 34759 2
119 TULIP Lane, Kissimmee, FL 34759 3
For rent · 135 DAYS
7503 ATLANTIS Way #J102, Kissimmee, FL 34747
7503 ATLANTIS Way #J102, Kissimmee, FL 34747 2
7503 ATLANTIS Way #J102, Kissimmee, FL 34747 3
2808 LIDO KEY Court, Kissimmee, FL 34747
2808 LIDO KEY Court, Kissimmee, FL 34747 2
2808 LIDO KEY Court, Kissimmee, FL 34747 3
1391 GREENFIELD Loop, Kissimmee, FL 34747
1391 GREENFIELD Loop, Kissimmee, FL 34747 2
1391 GREENFIELD Loop, Kissimmee, FL 34747 3
For sale · 41 DAYS
$418,000$231/sqft

1391 GREENFIELD Loop

Kissimmee, FL

4 beds3.5 baths1,811 sqft

Courtesy of AROD PARTNERS REALTY

1909 MAJORCA Drive, Kissimmee, FL 34747
1909 MAJORCA Drive, Kissimmee, FL 34747 2
1909 MAJORCA Drive, Kissimmee, FL 34747 3
7737 SOMERSWORTH Drive, Kissimmee, FL 34747
7737 SOMERSWORTH Drive, Kissimmee, FL 34747 2
7737 SOMERSWORTH Drive, Kissimmee, FL 34747 3
For sale · 145 DAYS
$539,900$238/sqft

7737 SOMERSWORTH Drive

Kissimmee, FL

5 beds4.5 baths2,268 sqft

Courtesy of LGI REALTY- FLORIDA, LLC

502 MATTERHORN Place, Kissimmee, FL 34758
502 MATTERHORN Place, Kissimmee, FL 34758 2
502 MATTERHORN Place, Kissimmee, FL 34758 3
821 JARNAC Drive, Kissimmee, FL 34759
821 JARNAC Drive, Kissimmee, FL 34759 2
821 JARNAC Drive, Kissimmee, FL 34759 3
For sale · 178 DAYS
2886 OCONNELL Drive, Kissimmee, FL 34741
2886 OCONNELL Drive, Kissimmee, FL 34741 2
2886 OCONNELL Drive, Kissimmee, FL 34741 3
2468 SWEETWATER CLUB Circle #111, Kissimmee, FL 34746
2468 SWEETWATER CLUB Circle #111, Kissimmee, FL 34746 2
2468 SWEETWATER CLUB Circle #111, Kissimmee, FL 34746 3
For sale · 1 DAY
8060 VACATION Avenue #100, Kissimmee, FL 34747For sale
$484,900$475/sqft

8060 VACATION Avenue #100

Kissimmee, FL

2 beds2 baths1,020 sqft

Courtesy of BRICKELL REALTY GROUP INTERNATIONAL LLC

Confidential, Kissimmee, FL 34741
Confidential, Kissimmee, FL 34741 2
Confidential, Kissimmee, FL 34741 3
4275 BOGGY CREEK Road, Kissimmee, FL 34744
4275 BOGGY CREEK Road, Kissimmee, FL 34744 2
4275 BOGGY CREEK Road, Kissimmee, FL 34744 3
For sale · 175 DAYS
703 BITTERN Way #B, Kissimmee, FL 34759For rent · 98 DAYS
$1,500

703 BITTERN Way #B

Kissimmee, FL

3 beds2 baths2,678 sqft

Courtesy of STAR REALTY OF WINTER HAVEN

2756 LIDO KEY Drive, Kissimmee, FL 34747
2756 LIDO KEY Drive, Kissimmee, FL 34747 2
2756 LIDO KEY Drive, Kissimmee, FL 34747 3
3162 YELLOW LANTANA Lane, Kissimmee, FL 34747
3162 YELLOW LANTANA Lane, Kissimmee, FL 34747 2
3162 YELLOW LANTANA Lane, Kissimmee, FL 34747 3
For sale · 175 DAYS
8976 AMELIA DOWNS Trail, Kissimmee, FL 34747
8976 AMELIA DOWNS Trail, Kissimmee, FL 34747 2
8976 AMELIA DOWNS Trail, Kissimmee, FL 34747 3
4877 CORAL CASTLE Drive, Kissimmee, FL 34746
4877 CORAL CASTLE Drive, Kissimmee, FL 34746 2
4877 CORAL CASTLE Drive, Kissimmee, FL 34746 3
2221 PARIA Lane, Kissimmee, FL 34758
2221 PARIA Lane, Kissimmee, FL 34758 2
2221 PARIA Lane, Kissimmee, FL 34758 3
See 2,964 homes
← PreviousPage 84 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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For sale · 168 DAYS
$179,900$133/sqft

8718 RAIN FOREST Place #C

Kissimmee, FL

3 beds2 baths1,357 sqft

Courtesy of MARKET CONNECT REALTY LLC

For rent · 62 DAYS
$3,600

Confidential

Kissimmee, FL

5 beds3 baths2,660 sqft

Courtesy of FLORIDA HOMES REALTY & MORTGAGE

For sale · 31 DAYS
$330,000$149/sqft

1425 NELSON BROOK Way

Kissimmee, FL

4 beds3.5 baths2,210 sqft

Courtesy of KELLER WILLIAMS HERITAGE REALTY

For sale · 141 DAYS
$230,000$154/sqft

1370 PACIFIC Road

Kissimmee, FL

3 beds3.5 baths1,495 sqft

Courtesy of MARTHA RIVERA HOFFMAN

$1,985

119 TULIP Lane

Kissimmee, FL

4 beds2 baths1,670 sqft

Courtesy of MY NEW RENTAL

For rent
$1,375

7503 ATLANTIS Way #J102

Kissimmee, FL

1 bed1 bath810 sqft

Courtesy of THE LISTING REAL ESTATE MANAGEMENT

For sale · 173 DAYS
$488,900$211/sqft

2808 LIDO KEY Court

Kissimmee, FL

5 beds4 baths2,317 sqft

Courtesy of FLORIDA TOP REALTY

For sale · 121 DAYS
$424,999$188/sqft

1909 MAJORCA Drive

Kissimmee, FL

5 beds5.5 baths2,263 sqft

Courtesy of TEAM DONOVAN

For sale · 177 DAYS
$259,995$179/sqft

502 MATTERHORN Place

Kissimmee, FL

3 beds2 baths1,451 sqft

Courtesy of FGI REALTY

$254,900$172/sqft

821 JARNAC Drive

Kissimmee, FL

3 beds2 baths1,478 sqft

Courtesy of ENTERA REALTY LLC

For sale · 85 DAYS
$465,000$225/sqft

2886 OCONNELL Drive

Kissimmee, FL

3 beds2 baths2,063 sqft

Courtesy of SIGNATURE BROKERS REALTY LLC

$208,999$171/sqft

2468 SWEETWATER CLUB Circle #111

Kissimmee, FL

3 beds2 baths1,220 sqft

Courtesy of REALTY ONE GROUP INSPIRATION

For sale · 48 DAYS
$240,000$190/sqft

Confidential

Kissimmee, FL

2 beds3.5 baths1,265 sqft

Courtesy of THE FLORIDA LOUNGE REALTY LLC

$3,000,000

4275 BOGGY CREEK Road

Kissimmee, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY

For sale · 175 DAYS
$439,000$224/sqft

2756 LIDO KEY Drive

Kissimmee, FL

5 beds3 baths1,960 sqft

Courtesy of MULTI CHOICE REALTY LLC

$375,000$229/sqft

3162 YELLOW LANTANA Lane

Kissimmee, FL

4 beds3 baths1,636 sqft

Courtesy of FLORIDA REALTY INVESTMENTS

For sale · 178 DAYS
$435,000$208/sqft

8976 AMELIA DOWNS Trail

Kissimmee, FL

4 beds5.5 baths2,090 sqft

Courtesy of THE JERRY BARKER GROUP LLC

For rent · 2 DAYS
$2,300

4877 CORAL CASTLE Drive

Kissimmee, FL

3 beds3.5 baths1,844 sqft

Courtesy of VOYANCE REAL ESTATE LLC.

For sale · 174 DAYS
$324,900$173/sqft

2221 PARIA Lane

Kissimmee, FL

4 beds2 baths1,874 sqft

Courtesy of REAL BROKER, 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.