REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
ENES
For agentsBuySellInternationalCryptoJournal414.712.6275
HOMES FOR SALE · KISSIMMEE

Kissimmee 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.

Gina Morgandomellisa hayesAleanys CruzCaptivated Real EstateAshly Santiago
5.0· 76 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
4203 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
4703 VERO BEACH, Kissimmee, FL 34746FOR SALE$294,9903 BEDS · 3.5 BATHS · 1,286 SQFT4703 VERO BEACH, Kissimmee, FL 34746801 GOLDEN BEAR, Kissimmee, FL 34747FOR SALE$1,375,0002691 CORVETTE, Kissimmee, FL 34746FOR SALE$285,000
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 SEP 9 · LIVE FROM THE MLS
$389,999
Median list price
281
Active listings
90
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.

4703 VERO BEACH, Kissimmee, FL 34746
4703 VERO BEACH, Kissimmee, FL 34746 2
4703 VERO BEACH, Kissimmee, FL 34746 3
FOR SALE · 181 DAYS
$294,990$229/sqft

4703 VERO BEACH

Kissimmee, FL

3 beds3.5 baths1,286 sqft

COURTESY OF TALENT REALTY SOLUTIONS

801 GOLDEN BEAR, Kissimmee, FL 34747
801 GOLDEN BEAR, Kissimmee, FL 34747 2
801 GOLDEN BEAR, Kissimmee, FL 34747 3
FOR SALE · 310 DAYS
$1,375,000$401/sqft

801 GOLDEN BEAR

Kissimmee, FL

6 beds6.5 baths3,428 sqft

COURTESY OF P4L REALTY LLC

2691 CORVETTE, Kissimmee, FL 34746
2691 CORVETTE, Kissimmee, FL 34746 2
2691 CORVETTE, Kissimmee, FL 34746 3
FOR SALE · 243 DAYS
$285,000$211/sqft

2691 CORVETTE

Kissimmee, FL

2 beds3.5 baths1,350 sqft

COURTESY OF IDILIQ ESTATES USA LLC

3245 SUSTAINABLE, Kissimmee, FL 34747
3245 SUSTAINABLE, Kissimmee, FL 34747 2
3245 SUSTAINABLE, Kissimmee, FL 34747 3
FOR SALE · 283 DAYS
$335,000$246/sqft

3245 SUSTAINABLE

Kissimmee, FL

3 beds3 baths1,361 sqft

COURTESY OF TOP SAVING REALTY

3251 SECRET LAKE DRIVE, Kissimmee, FL 34747
3251 SECRET LAKE DRIVE, Kissimmee, FL 34747 2
3251 SECRET LAKE DRIVE, Kissimmee, FL 34747 3
FOR SALE · 175 DAYS
$367,900$693/sqft

3251 SECRET LAKE DRIVE

Kissimmee, FL

1 baths531 sqft

COURTESY OF UBIICA LLC

OSCEOLA, Kissimmee, FL 34743
OSCEOLA, Kissimmee, FL 34743 2
OSCEOLA, Kissimmee, FL 34743 3
FOR SALE · 3 DAYS
$1,599,000

OSCEOLA

Kissimmee, FL

COURTESY OF OLDE TOWN BROKERS INC

3251 SECRET LAKE DRIVE, Kissimmee, FL 34747
3251 SECRET LAKE DRIVE, Kissimmee, FL 34747 2
3251 SECRET LAKE DRIVE, Kissimmee, FL 34747 3
FOR SALE · 175 DAYS
$449,900$686/sqft

3251 SECRET LAKE DRIVE

Kissimmee, FL

1 beds1 baths656 sqft

COURTESY OF UBIICA LLC

3251 SECRET LAKE DRIVE, Kissimmee, FL 34747
3251 SECRET LAKE DRIVE, Kissimmee, FL 34747 2
3251 SECRET LAKE DRIVE, Kissimmee, FL 34747 3
FOR SALE · 175 DAYS
$524,900$687/sqft

3251 SECRET LAKE DRIVE

Kissimmee, FL

1 beds1 baths764 sqft

COURTESY OF UBIICA LLC

3251 SECRET LAKE DRIVE, Kissimmee, FL 34747
3251 SECRET LAKE DRIVE, Kissimmee, FL 34747 2
3251 SECRET LAKE DRIVE, Kissimmee, FL 34747 3
FOR SALE · 175 DAYS
$637,900$612/sqft

3251 SECRET LAKE DRIVE

Kissimmee, FL

2 beds2 baths1,043 sqft

COURTESY OF UBIICA LLC

3251 SECRET LAKE DRIVE, Kissimmee, FL 34747
3251 SECRET LAKE DRIVE, Kissimmee, FL 34747 2
3251 SECRET LAKE DRIVE, Kissimmee, FL 34747 3
FOR SALE · 175 DAYS
$688,900$633/sqft

3251 SECRET LAKE DRIVE

Kissimmee, FL

2 beds2 baths1,089 sqft

COURTESY OF UBIICA LLC

3251 SECRET LAKE DRIVE, Kissimmee, FL 34747
3251 SECRET LAKE DRIVE, Kissimmee, FL 34747 2
3251 SECRET LAKE DRIVE, Kissimmee, FL 34747 3
FOR SALE · 175 DAYS
$746,900$630/sqft

3251 SECRET LAKE DRIVE

Kissimmee, FL

3 beds2 baths1,185 sqft

COURTESY OF UBIICA LLC

2830 STOREY COVE, Kissimmee, FL 34746
2830 STOREY COVE, Kissimmee, FL 34746 2
2830 STOREY COVE, Kissimmee, FL 34746 3
FOR SALE · 298 DAYS
$1,050,000$245/sqft

2830 STOREY COVE

Kissimmee, FL

8 beds5 baths4,289 sqft

COURTESY OF MS LAND & BUILDING LLC

2694 CALISTOGA, Kissimmee, FL 34741
2694 CALISTOGA, Kissimmee, FL 34741 2
2694 CALISTOGA, Kissimmee, FL 34741 3
FOR SALE · 302 DAYS
$639,999$185/sqft

2694 CALISTOGA

Kissimmee, FL

6 beds7.5 baths3,451 sqft

COURTESY OF NOBSKA REAL ESTATE LLC

8929 SYDNEY, Kissimmee, FL 34747
8929 SYDNEY, Kissimmee, FL 34747 2
8929 SYDNEY, Kissimmee, FL 34747 3
FOR SALE · 292 DAYS
$460,000$203/sqft

8929 SYDNEY

Kissimmee, FL

5 beds5.5 baths2,263 sqft

COURTESY OF KELLER WILLIAMS REALTY AT THE PARKS

7663 SIR KAUFMANN, Kissimmee, FL 34747
7663 SIR KAUFMANN, Kissimmee, FL 34747 2
7663 SIR KAUFMANN, Kissimmee, FL 34747 3
FOR SALE · 294 DAYS
$380,000$264/sqft

7663 SIR KAUFMANN

Kissimmee, FL

3 beds3 baths1,440 sqft

COURTESY OF BLUE LIGHTHOUSE REALTY INC

HIGH PLAINS, Kissimmee, FL 34744
HIGH PLAINS, Kissimmee, FL 34744 2
HIGH PLAINS, Kissimmee, FL 34744 3
FOR SALE · 270 DAYS
$5,000,000

HIGH PLAINS

Kissimmee, FL

COURTESY OF KELLER WILLIAMS ADVANTAGE REALTY

4250 HIGH PLAINS, Kissimmee, FL 34744
4250 HIGH PLAINS, Kissimmee, FL 34744 2
4250 HIGH PLAINS, Kissimmee, FL 34744 3
FOR SALE · 316 DAYS
$4,599,000

4250 HIGH PLAINS

Kissimmee, FL

COURTESY OF KELLER WILLIAMS ADVANTAGE REALTY

353 PORT PLEASANT, Kissimmee, FL 34759
353 PORT PLEASANT, Kissimmee, FL 34759 2
353 PORT PLEASANT, Kissimmee, FL 34759 3
FOR SALE · 305 DAYS
$158,000$195/sqft

353 PORT PLEASANT

Kissimmee, FL

2 beds2 baths812 sqft

COURTESY OF VP REALTY

2542 CAMPHORWOOD, Kissimmee, FL 34744
2542 CAMPHORWOOD, Kissimmee, FL 34744 2
2542 CAMPHORWOOD, Kissimmee, FL 34744 3
FOR SALE · 315 DAYS
$359,900$256/sqft

2542 CAMPHORWOOD

Kissimmee, FL

3 beds2 baths1,406 sqft

COURTESY OF LATIN CONNECTION REALTY GROUP

1305 LOMBARDI, Kissimmee, FL 34759
1305 LOMBARDI, Kissimmee, FL 34759 2
1305 LOMBARDI, Kissimmee, FL 34759 3
FOR SALE · 317 DAYS
$240,000$176/sqft

1305 LOMBARDI

Kissimmee, FL

2 beds2 baths1,365 sqft

COURTESY OF RE/MAX SELECT GROUP

3000 MAINGATE, Kissimmee, FL 34747
3000 MAINGATE, Kissimmee, FL 34747 2
3000 MAINGATE, Kissimmee, FL 34747 3
FOR SALE · 167 DAYS
$45,000$148/sqft

3000 MAINGATE

Kissimmee, FL

1 beds1 baths304 sqft

COURTESY OF NABE REALTY

8837 GRAND PALMS, Kissimmee, FL 34747
8837 GRAND PALMS, Kissimmee, FL 34747 2
8837 GRAND PALMS, Kissimmee, FL 34747 3
FOR RENT · 213 DAYS
$1,900

8837 GRAND PALMS

Kissimmee, FL

3 beds2 baths1,222 sqft

COURTESY OF CENTURY 21 NEXT LEVEL REALTY

3032 PARKWAY, Kissimmee, FL 34747
3032 PARKWAY, Kissimmee, FL 34747 2
3032 PARKWAY, Kissimmee, FL 34747 3
FOR SALE · 160 DAYS
$228,000$243/sqft

3032 PARKWAY

Kissimmee, FL

2 beds2 baths937 sqft

COURTESY OF MILLENIUM REALTY GROUP

4823 DEDICATION, Kissimmee, FL 34746
4823 DEDICATION, Kissimmee, FL 34746 2
4823 DEDICATION, Kissimmee, FL 34746 3
FOR SALE · 223 DAYS
$554,000$256/sqft

4823 DEDICATION

Kissimmee, FL

5 beds4 baths2,168 sqft

COURTESY OF CHARLES RUTENBERG REALTY ORLANDO

← PreviousPage 153 of 176Next →
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
Pedro Rivera
Pedro RiveraAs seen on · Media coverage
TMJ4Telemundo WisconsinCBS 58 Wisconsin
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