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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
1779 TROPICAL PALMS Circle, Kissimmee, FL 34747For sale$929,0009 BEDS · 7.5 BATHS · 4,363 SQFT1779 TROPICAL PALMS Circle, Kissimmee, FL 347472742 OAKWATER Drive #104, Kissimmee, FL 34747For sale$299,9002536 HOLTROCK Street, Kissimmee, FL 34747For sale$698,000
1779 TROPICAL PALMS Circle, Kissimmee, FL 34747
1779 TROPICAL PALMS Circle, Kissimmee, FL 34747 2
1779 TROPICAL PALMS Circle, Kissimmee, FL 34747 3
For sale · 45 DAYS
$929,000$213/sqft

1779 TROPICAL PALMS Circle

Kissimmee, FL

9 beds7.5 baths4,363 sqft

Courtesy of MS LAND & BUILDING LLC

2742 OAKWATER Drive #104, Kissimmee, FL 34747
2742 OAKWATER Drive #104, Kissimmee, FL 34747 2
2742 OAKWATER Drive #104, Kissimmee, FL 34747 3
2536 HOLTROCK Street, Kissimmee, FL 34747
2536 HOLTROCK Street, Kissimmee, FL 34747 2
2536 HOLTROCK Street, Kissimmee, FL 34747 3
1795 LINDENS Street, Kissimmee, FL 34746
1795 LINDENS Street, Kissimmee, FL 34746 2
1795 LINDENS Street, Kissimmee, FL 34746 3
4647 CUMBRIAN LAKES Drive, Kissimmee, FL 34746
4647 CUMBRIAN LAKES Drive, Kissimmee, FL 34746 2
4647 CUMBRIAN LAKES Drive, Kissimmee, FL 34746 3
5710 OLGA Street, Kissimmee, FL 34746
5710 OLGA Street, Kissimmee, FL 34746 2
5710 OLGA Street, Kissimmee, FL 34746 3
7829 PALMILLA Court, Kissimmee, FL 34747
7829 PALMILLA Court, Kissimmee, FL 34747 2
7829 PALMILLA Court, Kissimmee, FL 34747 3
4706 VERO BEACH Place, Kissimmee, FL 34746
4706 VERO BEACH Place, Kissimmee, FL 34746 2
4706 VERO BEACH Place, Kissimmee, FL 34746 3
8201 SURF Street, Kissimmee, FL 34747
8201 SURF Street, Kissimmee, FL 34747 2
8201 SURF Street, Kissimmee, FL 34747 3
814 MAIN Street, Kissimmee, FL 34744
814 MAIN Street, Kissimmee, FL 34744 2
814 MAIN Street, Kissimmee, FL 34744 3
For rent
$48,000

814 MAIN Street

Kissimmee, FL

1,490 sqft

Courtesy of SIGNATURE COLLECTION REALTY IN

1791 SMARTS RULE Street, Kissimmee, FL 34744
1791 SMARTS RULE Street, Kissimmee, FL 34744 2
1791 SMARTS RULE Street, Kissimmee, FL 34744 3
1752 FULFILLMENT Drive, Kissimmee, FL 34744
1752 FULFILLMENT Drive, Kissimmee, FL 34744 2
1752 FULFILLMENT Drive, Kissimmee, FL 34744 3
4748 BLUE DIAMOND Street, Kissimmee, FL 34746
4748 BLUE DIAMOND Street, Kissimmee, FL 34746 2
4748 BLUE DIAMOND Street, Kissimmee, FL 34746 3
For rent · 84 DAYS
$2,800

4748 BLUE DIAMOND Street

3311 REEDY GLEN Drive, Kissimmee, FL 34758
3311 REEDY GLEN Drive, Kissimmee, FL 34758 2
3311 REEDY GLEN Drive, Kissimmee, FL 34758 3
For rent
$2,199

3311 REEDY GLEN Drive

7651 WHISPER Way #201, Kissimmee, FL 34747
7651 WHISPER Way #201, Kissimmee, FL 34747 2
7651 WHISPER Way #201, Kissimmee, FL 34747 3
5272 LONESOME DOVE Drive, Kissimmee, FL 34746
5272 LONESOME DOVE Drive, Kissimmee, FL 34746 2
5272 LONESOME DOVE Drive, Kissimmee, FL 34746 3
2711 COUPE Street, Kissimmee, FL 34746
2711 COUPE Street, Kissimmee, FL 34746 2
2711 COUPE Street, Kissimmee, FL 34746 3
4759 CLOISTER Street, Kissimmee, FL 34758
4759 CLOISTER Street, Kissimmee, FL 34758 2
4759 CLOISTER Street, Kissimmee, FL 34758 3
For rent · 54 DAYS
$2,500

4759 CLOISTER Street

Kissimmee, FL

3100 PARKWAY Boulevard #728, Kissimmee, FL 34747
3100 PARKWAY Boulevard #728, Kissimmee, FL 34747 2
3100 PARKWAY Boulevard #728, Kissimmee, FL 34747 3
8907 SYDNEY Avenue, Kissimmee, FL 34747
8907 SYDNEY Avenue, Kissimmee, FL 34747 2
8907 SYDNEY Avenue, Kissimmee, FL 34747 3
1633 NASSAU POINT Trail, Kissimmee, FL 34747
1633 NASSAU POINT Trail, Kissimmee, FL 34747 2
1633 NASSAU POINT Trail, Kissimmee, FL 34747 3
352 COCOA Court, Kissimmee, FL 34758
352 COCOA Court, Kissimmee, FL 34758 2
352 COCOA Court, Kissimmee, FL 34758 3
For rent · 24 DAYS
7510 SEVEN EAGLES Way, Kissimmee, FL 34747
7510 SEVEN EAGLES Way, Kissimmee, FL 34747 2
7510 SEVEN EAGLES Way, Kissimmee, FL 34747 3
64 CORDONA Drive #B, Kissimmee, FL 34758
64 CORDONA Drive #B, Kissimmee, FL 34758 2
64 CORDONA Drive #B, Kissimmee, FL 34758 3
See 2,969 homes
← PreviousPage 51 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 · 33 DAYS
$299,900$210/sqft

2742 OAKWATER Drive #104

Kissimmee, FL

3 beds2 baths1,427 sqft

Courtesy of DIDOMENICO REALTY GROUP

For sale · 1 DAY
$698,000$248/sqft

2536 HOLTROCK Street

Kissimmee, FL

6 beds4 baths2,812 sqft

Courtesy of RATIO REAL ESTATE, LLC

For sale · 38 DAYS
$309,997$212/sqft

1795 LINDENS Street

Kissimmee, FL

3 beds3.5 baths1,463 sqft

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

For sale · 78 DAYS
$430,000$235/sqft

4647 CUMBRIAN LAKES Drive

Kissimmee, FL

4 beds4.5 baths1,830 sqft

Courtesy of EXP REALTY LLC

For sale · 76 DAYS
$315,000$214/sqft

5710 OLGA Street

Kissimmee, FL

3 beds3.5 baths1,474 sqft

Courtesy of CORNERSTONE INTERNATIONAL PROPERTY GROUP LLC

For sale · 34 DAYS
$3,185,000$462/sqft

7829 PALMILLA Court

Kissimmee, FL

5 beds7.5 baths6,900 sqft

Courtesy of REAL BROKER, LLC

For sale · 1 DAY
$279,900$218/sqft

4706 VERO BEACH Place

Kissimmee, FL

3 beds3.5 baths1,286 sqft

Courtesy of LIFESTYLE INTERNATIONAL REALTY

For sale · 33 DAYS
$299,999$215/sqft

8201 SURF Street

Kissimmee, FL

2 beds3.5 baths1,394 sqft

Courtesy of TEAM DONOVAN

For sale · 21 DAYS
$499,990$200/sqft

1791 SMARTS RULE Street

Kissimmee, FL

4 beds3 baths2,500 sqft

Courtesy of AGENT TRUST REALTY CORPORATION

For sale · 80 DAYS
$289,900$181/sqft

1752 FULFILLMENT Drive

Kissimmee, FL

3 beds3.5 baths1,603 sqft

Courtesy of ENTERA REALTY LLC

Kissimmee, FL

4 beds3.5 baths2,631 sqft

Courtesy of PRISTINE INTERNATIONAL REALTY LLC

Kissimmee, FL

4 beds3 baths1,816 sqft

Courtesy of ELITE INVESTORS REALTY LLC

For sale · 1 DAY
$299,990$171/sqft

7651 WHISPER Way #201

Kissimmee, FL

3 beds3 baths1,755 sqft

Courtesy of WRA BUSINESS & REAL ESTATE

For sale · 38 DAYS
$349,900$248/sqft

5272 LONESOME DOVE Drive

Kissimmee, FL

3 beds2 baths1,410 sqft

Courtesy of RE/MAX PRIME PROPERTIES

For sale · 50 DAYS
$260,000$202/sqft

2711 COUPE Street

Kissimmee, FL

2 beds3.5 baths1,290 sqft

Courtesy of LUKER & CO REAL ESTATE LLC

4 beds2 baths1,848 sqft

Courtesy of MY REALTY GROUP, LLC.

For sale · 51 DAYS
$134,900$274/sqft

3100 PARKWAY Boulevard #728

Kissimmee, FL

1 bed1 bath492 sqft

Courtesy of DALTON WADE INC

For sale · 46 DAYS
$430,000$190/sqft

8907 SYDNEY Avenue

Kissimmee, FL

5 beds5.5 baths2,263 sqft

Courtesy of C23 REALTY LLC

For sale · 7 DAYS
$648,000$183/sqft

1633 NASSAU POINT Trail

Kissimmee, FL

7 beds7.5 baths3,533 sqft

Courtesy of TEAM DONOVAN

$1,550

352 COCOA Court

Kissimmee, FL

2 beds2 baths1,001 sqft

Courtesy of CENTURY 21 CARIOTI

For sale · 82 DAYS
$268,888$127/sqft

7510 SEVEN EAGLES Way

Kissimmee, FL

3 beds3 baths2,124 sqft

Courtesy of EXIT REALTY 4CORNERS

For rent · 44 DAYS
$1,600

64 CORDONA Drive #B

Kissimmee, FL

3 beds2 baths1,300 sqft

Courtesy of TRANSCEND REALTY

$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.