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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
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976+ FAMILIES GUIDED · FL & WI
4208 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
311 PENDANT Court, Kissimmee, FL 34747FOR SALE$639,9996 BEDS · 7.5 BATHS · 3,317 SQFT311 PENDANT Court, Kissimmee, FL 34747132 SANDALWOOD Drive, Kissimmee, FL 34743FOR SALE$389,7932183 TRIPOLI CT, Kissimmee, FL 34747FOR SALE
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
311 PENDANT Court, Kissimmee, FL 34747
311 PENDANT Court, Kissimmee, FL 34747 2
311 PENDANT Court, Kissimmee, FL 34747 3
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
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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
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© 2026 PEDRO J RIVERA · BROKER, reTHOUGHT REAL ESTATE · LIC FL & WI
LIC FL & WIPRIVACYTERMSEQUAL HOUSING
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$659,000
$390,000
Median list price
279
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.

FOR SALE · 362 DAYS
$639,999$193/sqft

311 PENDANT Court

Kissimmee, FL

6 beds7.5 baths3,317 sqft

COURTESY OF PREFERRED REAL ESTATE BROKERS

132 SANDALWOOD Drive, Kissimmee, FL 34743FOR SALE · 389 DAYS
$389,793$228/sqft

132 SANDALWOOD Drive

Kissimmee, FL

3 beds3 baths1,706 sqft

COURTESY OF LPT REALTY, LLC

2183 TRIPOLI CT, Kissimmee, FL 34747
2183 TRIPOLI CT, Kissimmee, FL 34747 2
2183 TRIPOLI CT, Kissimmee, FL 34747 3
FOR SALE · 115 DAYS
$659,000$150/sqft

2183 TRIPOLI CT

Kissimmee, FL

9 beds6 baths4,391 sqft

COURTESY OF AAA GLOBAL VENTURES PA

2652 CORVETTE Lane, Kissimmee, FL 34746
2652 CORVETTE Lane, Kissimmee, FL 34746 2
2652 CORVETTE Lane, Kissimmee, FL 34746 3
FOR SALE · 327 DAYS
$264,900$196/sqft

2652 CORVETTE Lane

Kissimmee, FL

2 beds3.5 baths1,350 sqft

COURTESY OF IDILIQ ESTATES USA LLC

1660 TROPICAL PALMS Circle, Kissimmee, FL 34747
1660 TROPICAL PALMS Circle, Kissimmee, FL 34747 2
1660 TROPICAL PALMS Circle, Kissimmee, FL 34747 3
FOR SALE · 360 DAYS
$435,000$190/sqft

1660 TROPICAL PALMS Circle

Kissimmee, FL

5 beds5.5 baths2,294 sqft

COURTESY OF EXP REALTY LLC

4708 TERRA ESMERALDA Drive, Kissimmee, FL 34746
4708 TERRA ESMERALDA Drive, Kissimmee, FL 34746 2
4708 TERRA ESMERALDA Drive, Kissimmee, FL 34746 3
FOR RENT · 403 DAYS
$2,300

4708 TERRA ESMERALDA Drive

Kissimmee, FL

4 beds4.5 baths1,721 sqft

COURTESY OF AGENT TRUST REALTY CORPORATION

1418 SARASOTA Drive, Kissimmee, FL 34759
1418 SARASOTA Drive, Kissimmee, FL 34759 2
1418 SARASOTA Drive, Kissimmee, FL 34759 3
FOR SALE · 386 DAYS
$309,900$139/sqft

1418 SARASOTA Drive

Kissimmee, FL

4 beds3.5 baths2,224 sqft

COURTESY OF GILLEN & ASSOCIATES

3120 BRASILIA Avenue, Kissimmee, FL 34747
3120 BRASILIA Avenue, Kissimmee, FL 34747 2
3120 BRASILIA Avenue, Kissimmee, FL 34747 3
FOR SALE · 418 DAYS
$505,000$211/sqft

3120 BRASILIA Avenue

Kissimmee, FL

4 beds5.5 baths2,396 sqft

COURTESY OF AVAL REALTY LLC

4004 SANTA MARIA Drive #101, Kissimmee, FL 34741
4004 SANTA MARIA Drive #101, Kissimmee, FL 34741 2
4004 SANTA MARIA Drive #101, Kissimmee, FL 34741 3
FOR SALE · 411 DAYS
$259,900$177/sqft

4004 SANTA MARIA Drive #101

Kissimmee, FL

4 beds3 baths1,470 sqft

COURTESY OF AGENT TRUST REALTY CORPORATION

2613 CALISTOGA Avenue, Kissimmee, FL 34741
2613 CALISTOGA Avenue, Kissimmee, FL 34741 2
2613 CALISTOGA Avenue, Kissimmee, FL 34741 3
FOR SALE · 419 DAYS
$720,000$168/sqft

2613 CALISTOGA Avenue

Kissimmee, FL

10 beds8 baths4,275 sqft

COURTESY OF LA ROSA REALTY LLC

112 TENCH Drive, Kissimmee, FL 34759FOR SALE · 200 DAYS
$80,000

112 TENCH Drive

Kissimmee, FL

COURTESY OF WEICHERT REALTORS HALLMARK PRO

500 FORE Lane, Kissimmee, FL 34741
500 FORE Lane, Kissimmee, FL 34741 2
500 FORE Lane, Kissimmee, FL 34741 3
FOR SALE · 336 DAYS
$1,700,000$1100/sqft

500 FORE Lane

Kissimmee, FL

1,546 sqft

COURTESY OF CENTURY 21 MYERS REALTY

3134 SUN LAKE Court #B, Kissimmee, FL 34747
3134 SUN LAKE Court #B, Kissimmee, FL 34747 2
3134 SUN LAKE Court #B, Kissimmee, FL 34747 3
FOR SALE · 342 DAYS
$89,900

3134 SUN LAKE Court #B

Kissimmee, FL

COURTESY OF MAGNUS REALTY GROUP LLC

404 BAR Court, Kissimmee, FL 34759
404 BAR Court, Kissimmee, FL 34759 2
404 BAR Court, Kissimmee, FL 34759 3
FOR SALE · 385 DAYS
$339,900$129/sqft

404 BAR Court

Kissimmee, FL

4 beds3.5 baths2,630 sqft

COURTESY OF COLDWELL BANKER RESIDENTIAL RE

2850 BOOKMARK Drive, Kissimmee, FL 34746
2850 BOOKMARK Drive, Kissimmee, FL 34746 2
2850 BOOKMARK Drive, Kissimmee, FL 34746 3
FOR SALE · 357 DAYS
$820,000$218/sqft

2850 BOOKMARK Drive

Kissimmee, FL

6 beds6 baths3,760 sqft

COURTESY OF SINGULAR REALTY LLC

LAKE TOHOPEKALIGA Boulevard, Kissimmee, FL 34746
LAKE TOHOPEKALIGA Boulevard, Kissimmee, FL 34746 2
LAKE TOHOPEKALIGA Boulevard, Kissimmee, FL 34746 3
FOR SALE · 347 DAYS
$199,900

LAKE TOHOPEKALIGA Boulevard

Kissimmee, FL

COURTESY OF RE/MAX PRIME PROPERTIES

1021 GOLFSIDE Court, Kissimmee, FL 34741
1021 GOLFSIDE Court, Kissimmee, FL 34741 2
1021 GOLFSIDE Court, Kissimmee, FL 34741 3
FOR SALE · 361 DAYS
$327,900$198/sqft

1021 GOLFSIDE Court

Kissimmee, FL

3 beds2 baths1,659 sqft

COURTESY OF AGENT TRUST REALTY CORPORATION

3100 PARKWAY Boulevard #521, Kissimmee, FL 34747
3100 PARKWAY Boulevard #521, Kissimmee, FL 34747 2
3100 PARKWAY Boulevard #521, Kissimmee, FL 34747 3
FOR SALE · 368 DAYS
$160,000$247/sqft

3100 PARKWAY Boulevard #521

Kissimmee, FL

1 beds1 baths648 sqft

COURTESY OF NABE REALTY

3100 PARKWAY Boulevard #417, Kissimmee, FL 34747
3100 PARKWAY Boulevard #417, Kissimmee, FL 34747 2
3100 PARKWAY Boulevard #417, Kissimmee, FL 34747 3
FOR SALE · 1 DAY
$135,000$258/sqft

3100 PARKWAY Boulevard #417

Kissimmee, FL

1 beds1 baths524 sqft

COURTESY OF NABE REALTY

2460 READING Trail, Kissimmee, FL 34746
2460 READING Trail, Kissimmee, FL 34746 2
2460 READING Trail, Kissimmee, FL 34746 3
FOR SALE · 423 DAYS
$549,900$289/sqft

2460 READING Trail

Kissimmee, FL

4 beds3 baths1,902 sqft

COURTESY OF GOLDEN KEY REAL ESTATE SOLUTIONS LLC

1909 LAKEVIEW Place, Kissimmee, FL 34759
1909 LAKEVIEW Place, Kissimmee, FL 34759 2
1909 LAKEVIEW Place, Kissimmee, FL 34759 3
FOR SALE · 242 DAYS
$242,500$127/sqft

1909 LAKEVIEW Place

Kissimmee, FL

4 beds3 baths1,915 sqft

COURTESY OF CENTURY 21 CARIOTI

3816 EAGLE ISLE Circle, Kissimmee, FL 34746
3816 EAGLE ISLE Circle, Kissimmee, FL 34746 2
3816 EAGLE ISLE Circle, Kissimmee, FL 34746 3
FOR SALE · 245 DAYS
$540,000$178/sqft

3816 EAGLE ISLE Circle

Kissimmee, FL

5 beds4 baths3,032 sqft

COURTESY OF REALTY ONE GROUP INSPIRATION

2959 MONICA Terrace, Kissimmee, FL 34744
2959 MONICA Terrace, Kissimmee, FL 34744 2
2959 MONICA Terrace, Kissimmee, FL 34744 3
FOR SALE · 373 DAYS
$224,000

2959 MONICA Terrace

Kissimmee, FL

COURTESY OF WINDERMERE HOMES LLC

3111 SUN LAKE Court #B, Kissimmee, FL 34747
3111 SUN LAKE Court #B, Kissimmee, FL 34747 2
3111 SUN LAKE Court #B, Kissimmee, FL 34747 3
FOR SALE · 431 DAYS
$254,900$172/sqft

3111 SUN LAKE Court #B

Kissimmee, FL

3 beds2 baths1,484 sqft

COURTESY OF RADIUS REALTY GROUP LLC

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