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REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
ENES
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.

2,967 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
2967 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
8901 LEGACY Court #201, Kissimmee, FL 34747For sale$241,0002 BEDS · 2 BATHS · 1,110 SQFT8901 LEGACY Court #201, Kissimmee, FL 347474482 OCHOS RIOS Place, Kissimmee, FL 34758For sale$299,9909025 FLAMINGO KEY Way, Kissimmee, FL 34747For sale$600,000
8901 LEGACY Court #201, Kissimmee, FL 34747
8901 LEGACY Court #201, Kissimmee, FL 34747 2
8901 LEGACY Court #201, Kissimmee, FL 34747 3
For sale · 11 DAYS
$241,000$217/sqft

8901 LEGACY Court #201

Kissimmee, FL

2 beds2 baths1,110 sqft

Courtesy of BHHS FLORIDA PROPERTIES GROUP

4482 OCHOS RIOS Place, Kissimmee, FL 34758
4482 OCHOS RIOS Place, Kissimmee, FL 34758 2
4482 OCHOS RIOS Place, Kissimmee, FL 34758 3
For sale · 65 DAYS
$299,990$160/sqft

4482 OCHOS RIOS Place

Kissimmee, FL

2 beds2 baths sqft
9025 FLAMINGO KEY Way, Kissimmee, FL 34747
9025 FLAMINGO KEY Way, Kissimmee, FL 34747 2
9025 FLAMINGO KEY Way, Kissimmee, FL 34747 3
7664 COMROW Street #202, Kissimmee, FL 34747
7664 COMROW Street #202, Kissimmee, FL 34747 2
7664 COMROW Street #202, Kissimmee, FL 34747 3
2900 BONITA Circle, Kissimmee, FL 34744
2900 BONITA Circle, Kissimmee, FL 34744 2
2900 BONITA Circle, Kissimmee, FL 34744 3
1994 BIRNHAM WOOD Bend, Kissimmee, FL 34746
1994 BIRNHAM WOOD Bend, Kissimmee, FL 34746 2
1994 BIRNHAM WOOD Bend, Kissimmee, FL 34746 3
4321 PLEASANT HILL Road, Kissimmee, FL 34746
4321 PLEASANT HILL Road, Kissimmee, FL 34746 2
4321 PLEASANT HILL Road, Kissimmee, FL 34746 3
2092 CROSS PRAIRIE Parkway, Kissimmee, FL 34744
2092 CROSS PRAIRIE Parkway, Kissimmee, FL 34744 2
2092 CROSS PRAIRIE Parkway, Kissimmee, FL 34744 3
4647 GREEN PALM Lane, Kissimmee, FL 34746
4647 GREEN PALM Lane, Kissimmee, FL 34746 2
4647 GREEN PALM Lane, Kissimmee, FL 34746 3
2280 CENTERRA Loop, Kissimmee, FL 34741
2280 CENTERRA Loop, Kissimmee, FL 34741 2
2280 CENTERRA Loop, Kissimmee, FL 34741 3
2958 PROTAGONIST Street, Kissimmee, FL 34746
2958 PROTAGONIST Street, Kissimmee, FL 34746 2
2958 PROTAGONIST Street, Kissimmee, FL 34746 3
2813 BOOKMARK Drive, Kissimmee, FL 34746
2813 BOOKMARK Drive, Kissimmee, FL 34746 2
2813 BOOKMARK Drive, Kissimmee, FL 34746 3
For sale · 16 DAYS
2647 RANIA Lane, Kissimmee, FL 34744
2647 RANIA Lane, Kissimmee, FL 34744 2
2647 RANIA Lane, Kissimmee, FL 34744 3
43 LAS PALMAS Way, Kissimmee, FL 34743
43 LAS PALMAS Way, Kissimmee, FL 34743 2
43 LAS PALMAS Way, Kissimmee, FL 34743 3
2321 THE OAKS Boulevard, Kissimmee, FL 34746
2321 THE OAKS Boulevard, Kissimmee, FL 34746 2
2321 THE OAKS Boulevard, Kissimmee, FL 34746 3
179 BIRMINGHAM Drive, Kissimmee, FL 34758
179 BIRMINGHAM Drive, Kissimmee, FL 34758 2
179 BIRMINGHAM Drive, Kissimmee, FL 34758 3
For rent · 32 DAYS
$1,550

179 BIRMINGHAM Drive

Kissimmee, FL

4776 CORAL CASTLE Drive, Kissimmee, FL 34746
4776 CORAL CASTLE Drive, Kissimmee, FL 34746 2
4776 CORAL CASTLE Drive, Kissimmee, FL 34746 3
For rent · 64 DAYS
1837 WIMBLEDON Street, Kissimmee, FL 34743
1837 WIMBLEDON Street, Kissimmee, FL 34743 2
1837 WIMBLEDON Street, Kissimmee, FL 34743 3
Confidential, Kissimmee, FL 34746
Confidential, Kissimmee, FL 34746 2
Confidential, Kissimmee, FL 34746 3
For sale · 1 DAY
For sale · 58 DAYS
$359,000$137/sqft

7740 SANDY RIDGE Drive #215

Kissimmee, FL

5 beds5.5 baths2,630 sqft

Courtesy of LOKATION

4812 CORAL CASTLE Drive, Kissimmee, FL 34746
4812 CORAL CASTLE Drive, Kissimmee, FL 34746 2
4812 CORAL CASTLE Drive, Kissimmee, FL 34746 3
For sale · 1 DAY
1017 BERKELEY Drive, Kissimmee, FL 34744
1017 BERKELEY Drive, Kissimmee, FL 34744 2
1017 BERKELEY Drive, Kissimmee, FL 34744 3
8853 RHODES Street, Kissimmee, FL 34747
8853 RHODES Street, Kissimmee, FL 34747 2
8853 RHODES Street, Kissimmee, FL 34747 3
712 FLAG Way, Kissimmee, FL 34759
712 FLAG Way, Kissimmee, FL 34759 2
712 FLAG Way, Kissimmee, FL 34759 3
See 2,967 homes
← PreviousPage 41 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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1,872

Courtesy of LENNAR REALTY

For sale · 58 DAYS
$600,000$170/sqft

9025 FLAMINGO KEY Way

Kissimmee, FL

7 beds7.5 baths3,533 sqft

Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC

For sale · 47 DAYS
$255,000$236/sqft

7664 COMROW Street #202

Kissimmee, FL

2 beds2 baths1,081 sqft

Courtesy of IN TOUCH REAL ESTATE LLC

For sale · 53 DAYS
$399,990$206/sqft

2900 BONITA Circle

Kissimmee, FL

4 beds2 baths1,941 sqft

Courtesy of FUTURE HOME REALTY INC

For sale · 1 DAY
$398,200$188/sqft

1994 BIRNHAM WOOD Bend

Kissimmee, FL

4 beds3 baths2,115 sqft

Courtesy of FLORIDA HOMES REALTY & MORTGAGE GVILLE

For sale · 21 DAYS
$210,000$243/sqft

4321 PLEASANT HILL Road

Kissimmee, FL

2 beds1 bath864 sqft

Courtesy of THE FLORIDA LOUNGE REALTY LLC

For sale · 1 DAY
$399,999$219/sqft

2092 CROSS PRAIRIE Parkway

Kissimmee, FL

3 beds3.5 baths1,826 sqft

Courtesy of CANI PROPERTY MANAGEMENT

For rent · 30 DAYS
$2,100

4647 GREEN PALM Lane

Kissimmee, FL

3 beds3.5 baths1,683 sqft

Courtesy of LIFESTYLE INTERNATIONAL REALTY

For sale · 56 DAYS
$295,000$184/sqft

2280 CENTERRA Loop

Kissimmee, FL

3 beds3.5 baths1,603 sqft

Courtesy of MY REALTY GROUP, LLC.

For sale · 59 DAYS
$514,000$269/sqft

2958 PROTAGONIST Street

Kissimmee, FL

4 beds3 baths1,914 sqft

Courtesy of KELLER WILLIAMS CLASSIC

$700,000$234/sqft

2813 BOOKMARK Drive

Kissimmee, FL

5 beds5 baths2,996 sqft

Courtesy of AXEN REALTY, LLC

For sale · 1 DAY
$530,000$218/sqft

2647 RANIA Lane

Kissimmee, FL

4 beds3 baths2,431 sqft

Courtesy of BEST ORLANDO PROPERTY MANAGEMENT LLC

For rent · 62 DAYS
$1,650

43 LAS PALMAS Way

Kissimmee, FL

2 beds2 baths875 sqft

Courtesy of REAL BROKER, LLC

For sale · 55 DAYS
$545,000$152/sqft

2321 THE OAKS Boulevard

Kissimmee, FL

5 beds4.5 baths3,592 sqft

Courtesy of PROFESSIONAL REAL ESTATE TEAM

3 beds2 baths1,329 sqft

Courtesy of LA ROSA REALTY KISSIMMEE

$1,850

4776 CORAL CASTLE Drive

Kissimmee, FL

3 beds3.5 baths1,762 sqft

Courtesy of MILA REALTY

For sale · 22 DAYS
$399,900$227/sqft

1837 WIMBLEDON Street

Kissimmee, FL

3 beds2 baths1,760 sqft

Courtesy of FLORIDA STAR REALTY GROUP

$515,000$165/sqft

Confidential

Kissimmee, FL

5 beds3 baths3,120 sqft

Courtesy of THE PROPERTY PROS REAL ESTATE, INC

$295,000$167/sqft

4812 CORAL CASTLE Drive

Kissimmee, FL

3 beds3.5 baths1,762 sqft

Courtesy of HOMETRUST REALTY GROUP

For sale · 66 DAYS
$500,000$191/sqft

1017 BERKELEY Drive

Kissimmee, FL

4 beds4.5 baths2,620 sqft

Courtesy of EXP REALTY LLC

For sale · 47 DAYS
$645,000$147/sqft

8853 RHODES Street

Kissimmee, FL

9 beds6 baths4,391 sqft

Courtesy of ALLIANCE REAL ESTATE GROUP

For rent · 27 DAYS
$1,750

712 FLAG Way

Kissimmee, FL

4 beds2 baths1,633 sqft

Courtesy of THE FIRM RE

$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.