REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
ENES
For agentsBuySellInternationalCryptoJournal414.712.6275
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.

2,901 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
2901 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
727 DEL RIO Way, Kissimmee, FL 34758For sale$285,0003 BEDS · 2 BATHS · 1,870 SQFT727 DEL RIO Way, Kissimmee, FL 347587625 EXCITEMENT Drive, Kissimmee, FL 34747For sale$699,9957516 MARKER Avenue, Kissimmee, FL 34747For sale$599,000
727 DEL RIO Way, Kissimmee, FL 34758
727 DEL RIO Way, Kissimmee, FL 34758 2
727 DEL RIO Way, Kissimmee, FL 34758 3
For sale · 1 DAY
$285,000$152/sqft

727 DEL RIO Way

Kissimmee, FL

3 beds2 baths1,870 sqft

Courtesy of SOVEREIGN REAL ESTATE GROUP

7625 EXCITEMENT Drive, Kissimmee, FL 34747For sale · 1 DAY
$699,995

7625 EXCITEMENT Drive

Kissimmee, FL

Courtesy of TOP TIER RESORT REALTY

7516 MARKER Avenue, Kissimmee, FL 34747
7516 MARKER Avenue, Kissimmee, FL 34747 2
7516 MARKER Avenue, Kissimmee, FL 34747 3
2923 BANANA PALM Drive, Kissimmee, FL 34747
2923 BANANA PALM Drive, Kissimmee, FL 34747 2
2923 BANANA PALM Drive, Kissimmee, FL 34747 3
1515 SOUTHBURY Drive, Kissimmee, FL 34744
1515 SOUTHBURY Drive, Kissimmee, FL 34744 2
1515 SOUTHBURY Drive, Kissimmee, FL 34744 3
2622 HUNLEY Loop, Kissimmee, FL 34743
2622 HUNLEY Loop, Kissimmee, FL 34743 2
2622 HUNLEY Loop, Kissimmee, FL 34743 3
8813 PARLIAMENT Court, Kissimmee, FL 34747
8813 PARLIAMENT Court, Kissimmee, FL 34747 2
8813 PARLIAMENT Court, Kissimmee, FL 34747 3
1434 FAIRVIEW Circle, Kissimmee, FL 34747
1434 FAIRVIEW Circle, Kissimmee, FL 34747 2
1434 FAIRVIEW Circle, Kissimmee, FL 34747 3
For sale
$80,000

1434 FAIRVIEW Circle

Kissimmee, FL

Courtesy of EXP REALTY LLC

7789 FOUR SEASONS Boulevard, Kissimmee, FL 34747
7789 FOUR SEASONS Boulevard, Kissimmee, FL 34747 2
7789 FOUR SEASONS Boulevard, Kissimmee, FL 34747 3
2775 CORVETTE Lane, Kissimmee, FL 34746
2775 CORVETTE Lane, Kissimmee, FL 34746 2
2775 CORVETTE Lane, Kissimmee, FL 34746 3
4002 VENETIAN BAY Drive #101, Kissimmee, FL 34741
4002 VENETIAN BAY Drive #101, Kissimmee, FL 34741 2
4002 VENETIAN BAY Drive #101, Kissimmee, FL 34741 3
2043 KEY BAY Trail, Kissimmee, FL 34747
2043 KEY BAY Trail, Kissimmee, FL 34747 2
2043 KEY BAY Trail, Kissimmee, FL 34747 3
2508 SERENITY GARDEN DRIVE, Kissimmee, FL 34744
2508 SERENITY GARDEN DRIVE, Kissimmee, FL 34744 2
2508 SERENITY GARDEN DRIVE, Kissimmee, FL 34744 3
115 CHELTENHAM Place, Kissimmee, FL 34758
115 CHELTENHAM Place, Kissimmee, FL 34758 2
115 CHELTENHAM Place, Kissimmee, FL 34758 3
2119 SOUTHBURY DRIVE, Kissimmee, FL 34744
2119 SOUTHBURY DRIVE, Kissimmee, FL 34744 2
2119 SOUTHBURY DRIVE, Kissimmee, FL 34744 3
2628 NEEDLEPOINT Street, Kissimmee, FL 34741
2628 NEEDLEPOINT Street, Kissimmee, FL 34741 2
2628 NEEDLEPOINT Street, Kissimmee, FL 34741 3
242 ABBOTSBURY Drive, Kissimmee, FL 34758
242 ABBOTSBURY Drive, Kissimmee, FL 34758 2
242 ABBOTSBURY Drive, Kissimmee, FL 34758 3
For sale · 1 DAY
$375,000$231/sqft

242 ABBOTSBURY Drive

Kissimmee, FL

3 beds3.5 baths1,622 sqft

Courtesy of FLORIDA REALTY INVESTMENTS

2015 SPRING SHOWER Circle, Kissimmee, FL 34744
2015 SPRING SHOWER Circle, Kissimmee, FL 34744 2
2015 SPRING SHOWER Circle, Kissimmee, FL 34744 3
1999 KEY BAY Trail, Kissimmee, FL 34747
1999 KEY BAY Trail, Kissimmee, FL 34747 2
1999 KEY BAY Trail, Kissimmee, FL 34747 3
For sale · 9 DAYS
3004 PARKWAY Boulevard #306, Kissimmee, FL 34747
3004 PARKWAY Boulevard #306, Kissimmee, FL 34747 2
3004 PARKWAY Boulevard #306, Kissimmee, FL 34747 3
805 DEL PRADO Drive, Kissimmee, FL 34758
805 DEL PRADO Drive, Kissimmee, FL 34758 2
805 DEL PRADO Drive, Kissimmee, FL 34758 3
For sale · 1 DAY
$235,000$168/sqft

805 DEL PRADO Drive

Kissimmee, FL

4 beds baths
Coming soon · 399 DAYS
$420,000$203/sqft

3012 VILLA PRECIOSA Drive

Kissimmee, FL

4 beds2 baths2,074 sqft

Courtesy of RE/MAX SELECT GROUP

4600 W YELLOWGOLD Road #105, Kissimmee, FL 34746
4600 W YELLOWGOLD Road #105, Kissimmee, FL 34746 2
4600 W YELLOWGOLD Road #105, Kissimmee, FL 34746 3
301 ALEGRIANO Court, Kissimmee, FL 34758
301 ALEGRIANO Court, Kissimmee, FL 34758 2
301 ALEGRIANO Court, Kissimmee, FL 34758 3
See 2,901 homes
← PreviousPage 12 of 121Next →

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 6 · 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
Email
BUY
Orlando homesKissimmee homesMilwaukee homesBuying process
SELL
My home's valueListing processSeller's guide
AREAS
OrlandoKissimmeeSt. CloudMilwaukeeWauwatosaAll areas →
MORE
For agentsInternational projectsCryptoCalculatorsJournalWho is Pedro?
© 2026 PEDRO J RIVERA · BROKER, reTHOUGHT REAL ESTATE · LIC FL & WI
LIC FL & WIPRIVACYTERMSEQUAL HOUSING
Call Direct: 414.712.6275WhatsApp
CallWhatsApp
For sale · 1 DAY
$599,000$212/sqft

7516 MARKER Avenue

Kissimmee, FL

6 beds6 baths2,831 sqft

Courtesy of PALM CIRCLE REALTY

For sale · 1 DAY
$349,000$183/sqft

2923 BANANA PALM Drive

Kissimmee, FL

4 beds3 baths1,902 sqft

Courtesy of WRA BUSINESS & REAL ESTATE

For sale · 1 DAY
$325,990$201/sqft

1515 SOUTHBURY Drive

Kissimmee, FL

3 beds3.5 baths1,624 sqft

Courtesy of LA ROSA REALTY KISSIMMEE

For sale · 8 DAYS
$394,999$211/sqft

2622 HUNLEY Loop

Kissimmee, FL

4 beds2 baths1,874 sqft

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

For rent · 8 DAYS
$2,295

8813 PARLIAMENT Court

Kissimmee, FL

3 beds2 baths1,313 sqft

Courtesy of LA ROSA REALTY ORLANDO LLC

For sale · 2 DAYS
$499,900$212/sqft

7789 FOUR SEASONS Boulevard

Kissimmee, FL

3 beds3.5 baths2,360 sqft

Courtesy of RE/MAX PRIME PROPERTIES

For sale · 4 DAYS
$309,900$167/sqft

2775 CORVETTE Lane

Kissimmee, FL

4 beds4.5 baths1,852 sqft

Courtesy of CORNERSTONE INTERNATIONAL PROPERTY GROUP LLC

For sale · 7 DAYS
$209,990$143/sqft

4002 VENETIAN BAY Drive #101

Kissimmee, FL

4 beds3 baths1,470 sqft

Courtesy of EXP REALTY LLC

For sale · 3 DAYS
$360,000$231/sqft

2043 KEY BAY Trail

Kissimmee, FL

2 beds2 baths1,557 sqft

Courtesy of VIVA ORLANDO REALTY INC.

Coming soon
$481,560$218/sqft

2508 SERENITY GARDEN DRIVE

Kissimmee, FL

4 beds3 baths2,207 sqft

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC

For sale · 8 DAYS
$314,900$196/sqft

115 CHELTENHAM Place

Kissimmee, FL

4 beds2 baths1,604 sqft

Courtesy of HOUSESTAR REALTY GROUP INC

For sale · 1 DAY
$344,490$205/sqft

2119 SOUTHBURY DRIVE

Kissimmee, FL

3 beds3.5 baths1,683 sqft

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC

For sale · 1 DAY
$497,990$233/sqft

2628 NEEDLEPOINT Street

Kissimmee, FL

4 beds2 baths2,136 sqft

Courtesy of JR WORLD REALTY

For sale · 5 DAYS
$412,000$201/sqft

2015 SPRING SHOWER Circle

Kissimmee, FL

3 beds2 baths2,054 sqft

Courtesy of LA ROSA REALTY KISSIMMEE

$378,000$239/sqft

1999 KEY BAY Trail

Kissimmee, FL

2 beds2 baths1,583 sqft

Courtesy of HOMECOIN.COM

For sale · 7 DAYS
$199,000$212/sqft

3004 PARKWAY Boulevard #306

Kissimmee, FL

2 beds2 baths937 sqft

Courtesy of ANGELA FOWLER REAL ESTATE, LLC

2
1,402 sqft

Courtesy of BRICKELL BROKERS R.E.

For sale · 9 DAYS
$230,000$177/sqft

4600 W YELLOWGOLD Road #105

Kissimmee, FL

3 beds2 baths1,296 sqft

Courtesy of KELLER WILLIAMS LEGACY REALTY

For sale · 4 DAYS
$360,000$168/sqft

301 ALEGRIANO Court

Kissimmee, FL

5 beds3.5 baths2,144 sqft

Courtesy of LPT REALTY, LLC

$384,900
Median list price
307
Active listings
92
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.