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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.

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4216 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
4441 ANDERSON Road, Kissimmee, FL 34746FOR SALE$3,800,0004441 ANDERSON Road, Kissimmee, FL 347467575 BROOKLYN Drive, Kissimmee, FL 34747FOR SALE$520,0004731 CLOCK TOWER Drive #203, Kissimmee, FL 34746FOR 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 10 · LIVE FROM THE MLS
4441 ANDERSON Road, Kissimmee, FL 34746FOR SALE · 570 DAYS
$3,800,000

4441 ANDERSON Road

Kissimmee, FL

COURTESY OF COMMERCIAL REAL ESTATE PROF IN

7575 BROOKLYN Drive, Kissimmee, FL 34747
7575 BROOKLYN Drive, Kissimmee, FL 34747 2
7575 BROOKLYN Drive, 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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Pedro J Rivera, Broker & Founder
reThought Real Estate · Kissimmee, FL & Milwaukee, WI
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© 2026 PEDRO J RIVERA · BROKER, reTHOUGHT REAL ESTATE · LIC FL & WI
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$265,000
$390,000
Median list price
280
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.

FOR SALE · 363 DAYS
$520,000$221/sqft

7575 BROOKLYN Drive

Kissimmee, FL

4 beds5.5 baths2,356 sqft

COURTESY OF PREMIER SOTHEBYS INT'L REALTY

4731 CLOCK TOWER Drive #203, Kissimmee, FL 34746
4731 CLOCK TOWER Drive #203, Kissimmee, FL 34746 2
4731 CLOCK TOWER Drive #203, Kissimmee, FL 34746 3
FOR SALE · 541 DAYS
$265,000$222/sqft

4731 CLOCK TOWER Drive #203

Kissimmee, FL

2 beds2 baths1,196 sqft

COURTESY OF LA ROSA REALTY LLC

MANATEE Way, Kissimmee, FL 34759
MANATEE Way, Kissimmee, FL 34759 2
MANATEE Way, Kissimmee, FL 34759 3
FOR SALE · 144 DAYS
$71,000

MANATEE Way

Kissimmee, FL

COURTESY OF BEACHFRONT REALTY INC

4355 SCENE Lane, Kissimmee, FL 34746
4355 SCENE Lane, Kissimmee, FL 34746 2
4355 SCENE Lane, Kissimmee, FL 34746 3
FOR SALE · 409 DAYS
$644,000$297/sqft

4355 SCENE Lane

Kissimmee, FL

5 beds4 baths2,168 sqft

COURTESY OF DEFINE REALTY LLC

3000 MAINGATE Lane #228, Kissimmee, FL 34747
3000 MAINGATE Lane #228, Kissimmee, FL 34747 2
3000 MAINGATE Lane #228, Kissimmee, FL 34747 3
FOR SALE · 451 DAYS
$47,000$155/sqft

3000 MAINGATE Lane #228

Kissimmee, FL

1 beds1 baths304 sqft

COURTESY OF NABE REALTY

7947 GOLDEN POND Circle, Kissimmee, FL 34747
7947 GOLDEN POND Circle, Kissimmee, FL 34747 2
7947 GOLDEN POND Circle, Kissimmee, FL 34747 3
FOR SALE · 613 DAYS
$459,000$279/sqft

7947 GOLDEN POND Circle

Kissimmee, FL

4 beds2 baths1,643 sqft

COURTESY OF BEYCOME OF FLORIDA LLC

3850 OAKVILLE Avenue, Kissimmee, FL 34741
3850 OAKVILLE Avenue, Kissimmee, FL 34741 2
3850 OAKVILLE Avenue, Kissimmee, FL 34741 3
FOR SALE · 621 DAYS
$686,000$185/sqft

3850 OAKVILLE Avenue

Kissimmee, FL

6 beds7.5 baths3,701 sqft

COURTESY OF CHARLES RUTENBERG REALTY ORLANDO

4629 IRLO BRONSON MEMORIAL Highway, Kissimmee, FL 34746FOR SALE · 312 DAYS
$3,200,000$281/sqft

4629 IRLO BRONSON MEMORIAL Highway

Kissimmee, FL

11,400 sqft

COURTESY OF PROPERTY LOGIC RE

3056 PARROT HEAD Place, Kissimmee, FL 34747
3056 PARROT HEAD Place, Kissimmee, FL 34747 2
3056 PARROT HEAD Place, Kissimmee, FL 34747 3
FOR SALE · 567 DAYS
$1,375,000$317/sqft

3056 PARROT HEAD Place

Kissimmee, FL

8 beds9.5 baths4,335 sqft

COURTESY OF EXP REALTY LLC

4577 ALBERTO Circle, Kissimmee, FL 34746
4577 ALBERTO Circle, Kissimmee, FL 34746 2
4577 ALBERTO Circle, Kissimmee, FL 34746 3
FOR SALE · 582 DAYS
$345,000$211/sqft

4577 ALBERTO Circle

Kissimmee, FL

4 beds3 baths1,636 sqft

COURTESY OF CHARLES RUTENBERG REALTY ORLANDO

2901 EDENSHIRE Way #104, Kissimmee, FL 34746
2901 EDENSHIRE Way #104, Kissimmee, FL 34746 2
2901 EDENSHIRE Way #104, Kissimmee, FL 34746 3
FOR SALE · 565 DAYS
$399,000$236/sqft

2901 EDENSHIRE Way #104

Kissimmee, FL

4 beds3 baths1,694 sqft

COURTESY OF FLORIDA CONNEXION PROPERTIES

3083 YELLOW LANTANA Lane, Kissimmee, FL 34747
3083 YELLOW LANTANA Lane, Kissimmee, FL 34747 2
3083 YELLOW LANTANA Lane, Kissimmee, FL 34747 3
FOR SALE · 430 DAYS
$339,000$253/sqft

3083 YELLOW LANTANA Lane

Kissimmee, FL

4 beds3 baths1,340 sqft

COURTESY OF TEAM DONOVAN

4501 MONADO Drive, Kissimmee, FL 34746
4501 MONADO Drive, Kissimmee, FL 34746 2
4501 MONADO Drive, Kissimmee, FL 34746 3
FOR SALE · 567 DAYS
$565,000$197/sqft

4501 MONADO Drive

Kissimmee, FL

6 beds4 baths2,872 sqft

COURTESY OF BLUE CHIP INTERNATIONAL REALTY LLC

315 LAUDERDALE Court, Kissimmee, FL 34759
315 LAUDERDALE Court, Kissimmee, FL 34759 2
315 LAUDERDALE Court, Kissimmee, FL 34759 3
FOR SALE · 227 DAYS
$249,500$246/sqft

315 LAUDERDALE Court

Kissimmee, FL

2 beds2 baths1,014 sqft

COURTESY OF KELLER WILLIAMS REALTY SMART 1

3212 CUPID Place, Kissimmee, FL 34747
3212 CUPID Place, Kissimmee, FL 34747 2
3212 CUPID Place, Kissimmee, FL 34747 3
FOR SALE · 572 DAYS
$320,000$189/sqft

3212 CUPID Place

Kissimmee, FL

4 beds3 baths1,694 sqft

COURTESY OF EXP REALTY LLC

7482 BROOKLYN Drive, Kissimmee, FL 34747
7482 BROOKLYN Drive, Kissimmee, FL 34747 2
7482 BROOKLYN Drive, Kissimmee, FL 34747 3
FOR SALE · 575 DAYS
$589,000$268/sqft

7482 BROOKLYN Drive

Kissimmee, FL

3 beds4.5 baths2,195 sqft

COURTESY OF CHARLES RUTENBERG REALTY INC

4481 MONADO Drive, Kissimmee, FL 34746
4481 MONADO Drive, Kissimmee, FL 34746 2
4481 MONADO Drive, Kissimmee, FL 34746 3
FOR SALE · 566 DAYS
$680,000$209/sqft

4481 MONADO Drive

Kissimmee, FL

8 beds5 baths3,248 sqft

COURTESY OF BLUE CHIP INTERNATIONAL REALTY LLC

602 MESILLA Drive, Kissimmee, FL 34758
602 MESILLA Drive, Kissimmee, FL 34758 2
602 MESILLA Drive, Kissimmee, FL 34758 3
FOR SALE · 490 DAYS
$289,900$164/sqft

602 MESILLA Drive

Kissimmee, FL

3 beds2 baths1,771 sqft

COURTESY OF HOUSESTAR REALTY GROUP INC

5113 PALMETTO Road, Kissimmee, FL 34746
5113 PALMETTO Road, Kissimmee, FL 34746 2
5113 PALMETTO Road, Kissimmee, FL 34746 3
FOR RENT · 559 DAYS
$1,400

5113 PALMETTO Road

Kissimmee, FL

1 beds1 baths400 sqft

COURTESY OF AGENT TRUST REALTY CORPORATION

2456 SWEETWATER CLUB Circle #20, Kissimmee, FL 34746
2456 SWEETWATER CLUB Circle #20, Kissimmee, FL 34746 2
2456 SWEETWATER CLUB Circle #20, Kissimmee, FL 34746 3
FOR SALE · 608 DAYS
$201,900$189/sqft

2456 SWEETWATER CLUB Circle #20

Kissimmee, FL

2 beds2 baths1,066 sqft

COURTESY OF DIVERSIFIED REALTY HOLDINGS

4839 KINGS CASTLE Circle, Kissimmee, FL 34746
4839 KINGS CASTLE Circle, Kissimmee, FL 34746 2
4839 KINGS CASTLE Circle, Kissimmee, FL 34746 3
FOR SALE · 443 DAYS
$739,900$240/sqft

4839 KINGS CASTLE Circle

Kissimmee, FL

5 beds5 baths3,081 sqft

COURTESY OF CHARLES RUTENBERG REALTY ORLANDO

Kissimmee, FL 34759FOR SALE · 289 DAYS
$375,000$165/sqft

Kissimmee, FL 34759

3 beds3.5 baths2,267 sqft

COURTESY OF LA ROSA REALTY LLC

0 JOHN YOUNG PARKWAY, Kissimmee, FL 34741
0 JOHN YOUNG PARKWAY, Kissimmee, FL 34741 2
0 JOHN YOUNG PARKWAY, Kissimmee, FL 34741 3
FOR SALE · 517 DAYS
$890,000

0 JOHN YOUNG PARKWAY

Kissimmee, FL

COURTESY OF LA ROSA REALTY KISSIMMEE

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