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.

2,909 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
2909 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
2417 WILLOW TREE Lane, Kissimmee, FL 34758For sale$419,0004 BEDS · 2 BATHS · 2,014 SQFT2417 WILLOW TREE Lane, Kissimmee, FL 347587810 SPECTRUM Drive #7810, Kissimmee, FL 34747For rent$2,8007531 EXCITEMENT Drive, Kissimmee, FL 34747For sale$599,995
2417 WILLOW TREE Lane, Kissimmee, FL 34758
2417 WILLOW TREE Lane, Kissimmee, FL 34758 2
2417 WILLOW TREE Lane, Kissimmee, FL 34758 3
For sale · 4 DAYS
$419,000$208/sqft

2417 WILLOW TREE Lane

Kissimmee, FL

4 beds2 baths2,014 sqft

Courtesy of COLDWELL BANKER REALTY

7810 SPECTRUM Drive #7810, Kissimmee, FL 34747
7810 SPECTRUM Drive #7810, Kissimmee, FL 34747 2
7810 SPECTRUM Drive #7810, Kissimmee, FL 34747 3
7531 EXCITEMENT Drive, Kissimmee, FL 34747
7531 EXCITEMENT Drive, Kissimmee, FL 34747 2
7531 EXCITEMENT Drive, Kissimmee, FL 34747 3
For sale · 12 DAYS
$599,995

7531 EXCITEMENT Drive

Kissimmee, FL

Courtesy of TOP TIER RESORT REALTY

4751 CLOCK TOWER Drive #104, Kissimmee, FL 34746
4751 CLOCK TOWER Drive #104, Kissimmee, FL 34746 2
4751 CLOCK TOWER Drive #104, Kissimmee, FL 34746 3
2802 OSPREY COVE Place #202, Kissimmee, FL 34746
2802 OSPREY COVE Place #202, Kissimmee, FL 34746 2
2802 OSPREY COVE Place #202, Kissimmee, FL 34746 3
For rent · 18 DAYS
5583 DENNERY BAY ROAD, Kissimmee, FL 34758
5583 DENNERY BAY ROAD, Kissimmee, FL 34758 2
5583 DENNERY BAY ROAD, Kissimmee, FL 34758 3
For rent · 1 DAY
Confidential, Kissimmee, FL 34744
Confidential, Kissimmee, FL 34744 2
Confidential, Kissimmee, FL 34744 3
For sale · 1 DAY
$457,900$215/sqft

Confidential

2930 POLYNESIAN ISLES Boulevard #145, Kissimmee, FL 34746
2930 POLYNESIAN ISLES Boulevard #145, Kissimmee, FL 34746 2
2930 POLYNESIAN ISLES Boulevard #145, Kissimmee, FL 34746 3
3316 TRANQUIL Trail, Kissimmee, FL 34747
3316 TRANQUIL Trail, Kissimmee, FL 34747 2
3316 TRANQUIL Trail, Kissimmee, FL 34747 3
2506 PARADISE Circle, Kissimmee, FL 34741
2506 PARADISE Circle, Kissimmee, FL 34741 2
2506 PARADISE Circle, Kissimmee, FL 34741 3
For sale · 19 DAYS
7755 WESTLAND Drive, Kissimmee, FL 34747
7755 WESTLAND Drive, Kissimmee, FL 34747 2
7755 WESTLAND Drive, Kissimmee, FL 34747 3
2102 PUTTER Place, Kissimmee, FL 34746
2102 PUTTER Place, Kissimmee, FL 34746 2
2102 PUTTER Place, Kissimmee, FL 34746 3
1323 MILL CREEK Place, Kissimmee, FL 34744
1323 MILL CREEK Place, Kissimmee, FL 34744 2
1323 MILL CREEK Place, Kissimmee, FL 34744 3
4913 E PALL MALL Street, Kissimmee, FL 34758
4913 E PALL MALL Street, Kissimmee, FL 34758 2
4913 E PALL MALL Street, Kissimmee, FL 34758 3
3639 SAIL HARBOR Drive, Kissimmee, FL 34746
3639 SAIL HARBOR Drive, Kissimmee, FL 34746 2
3639 SAIL HARBOR Drive, Kissimmee, FL 34746 3
1485 RYLEE ROCK Way, Kissimmee, FL 34744
1485 RYLEE ROCK Way, Kissimmee, FL 34744 2
1485 RYLEE ROCK Way, Kissimmee, FL 34744 3
4870 CLOCK TOWER Drive, Kissimmee, FL 34746
4870 CLOCK TOWER Drive, Kissimmee, FL 34746 2
4870 CLOCK TOWER Drive, Kissimmee, FL 34746 3
3047 ROB Way, Kissimmee, FL 34743
3047 ROB Way, Kissimmee, FL 34743 2
3047 ROB Way, Kissimmee, FL 34743 3
7400 DEVEREAUX Street, Kissimmee, FL 34747
7400 DEVEREAUX Street, Kissimmee, FL 34747 2
7400 DEVEREAUX Street, Kissimmee, FL 34747 3
2246 WYNDHAM PALMS Way, Kissimmee, FL 34747
2246 WYNDHAM PALMS Way, Kissimmee, FL 34747 2
2246 WYNDHAM PALMS Way, Kissimmee, FL 34747 3
3545 BRISTLECONE Court, Kissimmee, FL 34746
3545 BRISTLECONE Court, Kissimmee, FL 34746 2
3545 BRISTLECONE Court, Kissimmee, FL 34746 3
8045 SURF Street, Kissimmee, FL 34747
8045 SURF Street, Kissimmee, FL 34747 2
8045 SURF Street, Kissimmee, FL 34747 3
7656 WHISPER Way #402, Kissimmee, FL 34747
7656 WHISPER Way #402, Kissimmee, FL 34747 2
7656 WHISPER Way #402, Kissimmee, FL 34747 3
633 LINNET Court, Kissimmee, FL 34759
633 LINNET Court, Kissimmee, FL 34759 2
633 LINNET Court, Kissimmee, FL 34759 3
See 2,909 homes
← PreviousPage 16 of 122Next →

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 rent · 13 DAYS
$2,800

7810 SPECTRUM Drive #7810

Kissimmee, FL

3 beds3.5 baths1,708 sqft

Courtesy of REAL ESTATE INVESTMENTS BY BOR

For sale · 13 DAYS
$267,900$238/sqft

4751 CLOCK TOWER Drive #104

Kissimmee, FL

2 beds2 baths1,126 sqft

Courtesy of KISHROY REALTY GROUP LLC

$1,700

2802 OSPREY COVE Place #202

Kissimmee, FL

3 beds2 baths1,136 sqft

Courtesy of KAT REALTY & PROPERTY MANAGEME

$2,250

5583 DENNERY BAY ROAD

Kissimmee, FL

3 beds2 baths2,175 sqft

Courtesy of MELIN REALTY LLC

Kissimmee, FL

4 beds3 baths2,128 sqft

Courtesy of COAST TO COAST REALTY

For sale · 16 DAYS
$40,000$133/sqft

2930 POLYNESIAN ISLES Boulevard #145

Kissimmee, FL

1 bed1 bath300 sqft

Courtesy of RE/MAX SELECT GROUP

For sale · 14 DAYS
$349,900$257/sqft

3316 TRANQUIL Trail

Kissimmee, FL

3 beds3 baths1,360 sqft

Courtesy of WRA BUSINESS & REAL ESTATE

$424,900$168/sqft

2506 PARADISE Circle

Kissimmee, FL

5 beds3 baths2,536 sqft

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY

For sale · 20 DAYS
$509,900$216/sqft

7755 WESTLAND Drive

Kissimmee, FL

4 beds3 baths2,363 sqft

Courtesy of REAL BROKER, LLC

For sale · 5 DAYS
$449,000$173/sqft

2102 PUTTER Place

Kissimmee, FL

4 beds3 baths2,592 sqft

Courtesy of KELLER WILLIAMS ADVANTAGE III

For rent · 19 DAYS
$1,885

1323 MILL CREEK Place

Kissimmee, FL

3 beds2 baths1,117 sqft

Courtesy of DARWIN HOMES, LLC.

For sale · 14 DAYS
$349,900$167/sqft

4913 E PALL MALL Street

Kissimmee, FL

5 beds4 baths2,092 sqft

Courtesy of RE/MAX TITANIUM GROUP

For sale · 14 DAYS
$387,000$163/sqft

3639 SAIL HARBOR Drive

Kissimmee, FL

4 beds3 baths2,370 sqft

Courtesy of REDFIN CORPORATION

For sale · 13 DAYS
$320,000$171/sqft

1485 RYLEE ROCK Way

Kissimmee, FL

3 beds3.5 baths1,870 sqft

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

For sale · 12 DAYS
$479,000$225/sqft

4870 CLOCK TOWER Drive

Kissimmee, FL

5 beds4 baths2,128 sqft

Courtesy of KRESSLER REAL ESTATE

For sale · 14 DAYS
$385,000$210/sqft

3047 ROB Way

Kissimmee, FL

3 beds2 baths1,837 sqft

Courtesy of LPT REALTY, LLC

For sale · 11 DAYS
$479,000$289/sqft

7400 DEVEREAUX Street

Kissimmee, FL

3 beds3.5 baths1,658 sqft

Courtesy of REAL BROKER, LLC

For sale
$420,000$229/sqft

2246 WYNDHAM PALMS Way

Kissimmee, FL

4 beds3 baths1,834 sqft

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES

For sale · 15 DAYS
$310,000$251/sqft

3545 BRISTLECONE Court

Kissimmee, FL

3 beds2 baths1,237 sqft

Courtesy of HOMESTEAD REALTY INC

For sale · 12 DAYS
$975,000$370/sqft

8045 SURF Street

Kissimmee, FL

5 beds6.5 baths2,632 sqft

Courtesy of COLDWELL BANKER REALTY

For sale · 13 DAYS
$279,000$171/sqft

7656 WHISPER Way #402

Kissimmee, FL

3 beds3 baths1,630 sqft

Courtesy of CHAMPIONSGATE REALTY

For sale · 14 DAYS
$310,000$169/sqft

633 LINNET Court

Kissimmee, FL

3 beds2 baths1,833 sqft

Courtesy of KELLER WILLIAMS LEGACY REALTY

$384,900
Median list price
308
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.