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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.

2,969 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
1013 MAYFAIR Place, Kissimmee, FL 34758For rent$1,8003 BEDS · 2 BATHS · 1,900 SQFT1013 MAYFAIR Place, Kissimmee, FL 347582578 TRIELLE Avenue #A, Kissimmee, FL 34741For rent$3,100969 DESERT MOUNTAIN Court, Kissimmee, FL 34747For sale$1,349,999
1013 MAYFAIR Place, Kissimmee, FL 34758
1013 MAYFAIR Place, Kissimmee, FL 34758 2
1013 MAYFAIR Place, Kissimmee, FL 34758 3
For rent
$1,800

1013 MAYFAIR Place

Kissimmee, FL

3 beds2 baths1,900 sqft

Courtesy of HOMETRUST REALTY GROUP

2578 TRIELLE Avenue #A, Kissimmee, FL 34741
2578 TRIELLE Avenue #A, Kissimmee, FL 34741 2
2578 TRIELLE Avenue #A, Kissimmee, FL 34741 3
969 DESERT MOUNTAIN Court, Kissimmee, FL 34747
969 DESERT MOUNTAIN Court, Kissimmee, FL 34747 2
969 DESERT MOUNTAIN Court, Kissimmee, FL 34747 3
8981 AMELIA DOWNS Trail, Kissimmee, FL 34747
8981 AMELIA DOWNS Trail, Kissimmee, FL 34747 2
8981 AMELIA DOWNS Trail, Kissimmee, FL 34747 3
2035 CLAUDIA Lane, Kissimmee, FL 34741
2035 CLAUDIA Lane, Kissimmee, FL 34741 2
2035 CLAUDIA Lane, Kissimmee, FL 34741 3
2873 BLOOMING ALAMANDA Loop, Kissimmee, FL 34747
2873 BLOOMING ALAMANDA Loop, Kissimmee, FL 34747 2
2873 BLOOMING ALAMANDA Loop, Kissimmee, FL 34747 3
3111 RIO GRANDE Trail, Kissimmee, FL 34741
3111 RIO GRANDE Trail, Kissimmee, FL 34741 2
3111 RIO GRANDE Trail, Kissimmee, FL 34741 3
3111 RIO GRANDE Trail, Kissimmee, FL 34741
3111 RIO GRANDE Trail, Kissimmee, FL 34741 2
3111 RIO GRANDE Trail, Kissimmee, FL 34741 3
3000 PENELOPE LOOP, Kissimmee, FL 34746
3000 PENELOPE LOOP, Kissimmee, FL 34746 2
3000 PENELOPE LOOP, Kissimmee, FL 34746 3
3045 ROCKEFELLER Way, Kissimmee, FL 34747
3045 ROCKEFELLER Way, Kissimmee, FL 34747 2
3045 ROCKEFELLER Way, Kissimmee, FL 34747 3
Confidential, Kissimmee, FL 34743
Confidential, Kissimmee, FL 34743 2
Confidential, Kissimmee, FL 34743 3
For rent · 18 DAYS
$1,300

Confidential

Kissimmee, FL

1 bed1 bath156 sqft

Courtesy of LA ROSA REALTY KISSIMMEE

1791 LISA Lane, Kissimmee, FL 34744
1791 LISA Lane, Kissimmee, FL 34744 2
1791 LISA Lane, Kissimmee, FL 34744 3
2217 GRAND CAYMAN Court #1236, Kissimmee, FL 34741
2217 GRAND CAYMAN Court #1236, Kissimmee, FL 34741 2
2217 GRAND CAYMAN Court #1236, Kissimmee, FL 34741 3
For sale · 1 DAY
412 EVERWOOD Drive, Kissimmee, FL 34743
412 EVERWOOD Drive, Kissimmee, FL 34743 2
412 EVERWOOD Drive, Kissimmee, FL 34743 3
403 BOSWELL Way, Kissimmee, FL 34758
403 BOSWELL Way, Kissimmee, FL 34758 2
403 BOSWELL Way, Kissimmee, FL 34758 3
8838 CORAL PALMS Court #B, Kissimmee, FL 34747
8838 CORAL PALMS Court #B, Kissimmee, FL 34747 2
8838 CORAL PALMS Court #B, Kissimmee, FL 34747 3
2725 COUPE Street, Kissimmee, FL 34746
2725 COUPE Street, Kissimmee, FL 34746 2
2725 COUPE Street, Kissimmee, FL 34746 3
2830 PAYNES PRAIRIE Circle, Kissimmee, FL 34743
2830 PAYNES PRAIRIE Circle, Kissimmee, FL 34743 2
2830 PAYNES PRAIRIE Circle, Kissimmee, FL 34743 3
1515 CAREY PALM Circle, Kissimmee, FL 34747
1515 CAREY PALM Circle, Kissimmee, FL 34747 2
1515 CAREY PALM Circle, Kissimmee, FL 34747 3
For rent
2615 SUMMER CREEK Drive, Kissimmee, FL 34747
2615 SUMMER CREEK Drive, Kissimmee, FL 34747 2
2615 SUMMER CREEK Drive, Kissimmee, FL 34747 3
3050 SECRET LAKE Drive, Kissimmee, FL 34747
3050 SECRET LAKE Drive, Kissimmee, FL 34747 2
3050 SECRET LAKE Drive, Kissimmee, FL 34747 3
205 BELL TOWER CROSSING WEST, Kissimmee, FL 34759
205 BELL TOWER CROSSING WEST, Kissimmee, FL 34759 2
205 BELL TOWER CROSSING WEST, Kissimmee, FL 34759 3
2524 RAPOLLO Drive, Kissimmee, FL 34741
2524 RAPOLLO Drive, Kissimmee, FL 34741 2
2524 RAPOLLO Drive, Kissimmee, FL 34741 3
282 SEAL Street, Kissimmee, FL 34743
282 SEAL Street, Kissimmee, FL 34743 2
282 SEAL Street, Kissimmee, FL 34743 3
For sale · 5 DAYS
$339,900$281/sqft

282 SEAL Street

Kissimmee, FL

See 2,969 homes
← PreviousPage 47 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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LIC FL & WIPRIVACYTERMSEQUAL HOUSING
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For rent · 72 DAYS
$3,100

2578 TRIELLE Avenue #A

Kissimmee, FL

5 beds3 baths3,044 sqft

Courtesy of AAA GLOBAL VENTURES PA

For sale · 8 DAYS
$1,349,999$293/sqft

969 DESERT MOUNTAIN Court

Kissimmee, FL

4 beds4 baths4,607 sqft

Courtesy of TOP TIER RESORT REALTY

For sale · 1 DAY
$799,000$192/sqft

8981 AMELIA DOWNS Trail

Kissimmee, FL

9 beds6 baths4,169 sqft

Courtesy of LARTOK LLC

For rent · 9 DAYS
$2,200

2035 CLAUDIA Lane

Kissimmee, FL

4 beds3.5 baths1,548 sqft

Courtesy of CAISSA REALTY INVESTMENT INC

For sale · 34 DAYS
$459,900$252/sqft

2873 BLOOMING ALAMANDA Loop

Kissimmee, FL

4 beds2 baths1,822 sqft

Courtesy of DALTON WADE INC

For sale · 44 DAYS
$249,830$182/sqft

3111 RIO GRANDE Trail

Kissimmee, FL

3 beds2 baths1,375 sqft

Courtesy of M2M REALTY

For rent · 16 DAYS
$2,200

3111 RIO GRANDE Trail

Kissimmee, FL

3 beds2 baths1,375 sqft

Courtesy of M2M REALTY

For sale · 68 DAYS
$900,000$210/sqft

3000 PENELOPE LOOP

Kissimmee, FL

8 beds5 baths4,289 sqft

Courtesy of GR REALTY EXPERTS

For sale · 58 DAYS
$530,000$225/sqft

3045 ROCKEFELLER Way

Kissimmee, FL

4 beds5.5 baths2,356 sqft

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

For sale · 31 DAYS
$600,000$187/sqft

1791 LISA Lane

Kissimmee, FL

4 beds4.5 baths3,216 sqft

Courtesy of ST. CLOUD REAL ESTATE

$225,000$219/sqft

2217 GRAND CAYMAN Court #1236

Kissimmee, FL

2 beds2 baths1,026 sqft

Courtesy of AVANTI WAY REALTY LLC

For sale · 15 DAYS
$414,990$208/sqft

412 EVERWOOD Drive

Kissimmee, FL

3 beds3 baths1,996 sqft

Courtesy of VP REALTY

For sale · 3 DAYS
$349,999$182/sqft

403 BOSWELL Way

Kissimmee, FL

4 beds3.5 baths1,926 sqft

Courtesy of LIST NOW REALTY, LLC

For sale · 1 DAY
$212,900$182/sqft

8838 CORAL PALMS Court #B

Kissimmee, FL

2 beds2 baths1,168 sqft

Courtesy of EXP REALTY LLC

For sale · 13 DAYS
$299,800$208/sqft

2725 COUPE Street

Kissimmee, FL

3 beds3 baths1,440 sqft

Courtesy of AMPLIFY REAL ESTATE SERVICES FL

For sale · 70 DAYS
$429,999$157/sqft

2830 PAYNES PRAIRIE Circle

Kissimmee, FL

4 beds3.5 baths2,746 sqft

Courtesy of KELLER WILLIAMS ADVANTAGE III

$2,750

1515 CAREY PALM Circle

Kissimmee, FL

3 beds4.5 baths1,962 sqft

Courtesy of LA ROSA REALTY KISSIMMEE

For sale · 12 DAYS
$475,000$265/sqft

2615 SUMMER CREEK Drive

Kissimmee, FL

4 beds3 baths1,791 sqft

Courtesy of LPT REALTY, LLC

For sale · 26 DAYS
$398,000$243/sqft

3050 SECRET LAKE Drive

Kissimmee, FL

4 beds3 baths1,636 sqft

Courtesy of EMPIRE NETWORK REALTY

For sale · 79 DAYS
$247,500$176/sqft

205 BELL TOWER CROSSING WEST

Kissimmee, FL

2 beds2 baths1,405 sqft

Courtesy of BETTER HOMES & GARDENS LIFESTYLES REALTY

For sale · 72 DAYS
$409,999$240/sqft

2524 RAPOLLO Drive

Kissimmee, FL

3 beds2 baths1,706 sqft

Courtesy of FLORIDA REALTY INVESTMENTS

3 beds
2 baths
1,209 sqft

Courtesy of AGENT TRUST REALTY CORPORATION

$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.