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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.

Pedro Rivera
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976+ FAMILIES GUIDED · FL & WI
4207 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
402 BIG SIOUX, Kissimmee, FL 34759FOR SALE$505,0004 BEDS · 3.5 BATHS · 2,790 SQFT402 BIG SIOUX, Kissimmee, FL 34759402 BRIDGEWATER, Kissimmee, FL 34758FOR RENT$1,6501404 DUSTY STONE, Kissimmee, FL 34744FOR SALE$312,990
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 8 · LIVE FROM THE MLS
$389,896
Median list price
282
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.

402 BIG SIOUX, Kissimmee, FL 34759
402 BIG SIOUX, Kissimmee, FL 34759 2
402 BIG SIOUX, Kissimmee, FL 34759 3
FOR SALE · 176 DAYS
$505,000$181/sqft

402 BIG SIOUX

Kissimmee, FL

4 beds3.5 baths2,790 sqft

COURTESY OF HOME MASTER REALTY LLC

402 BRIDGEWATER, Kissimmee, FL 34758
402 BRIDGEWATER, Kissimmee, FL 34758 2
402 BRIDGEWATER, Kissimmee, FL 34758 3
FOR RENT · 175 DAYS
$1,650

402 BRIDGEWATER

Kissimmee, FL

4 beds3 baths1,510 sqft

COURTESY OF FUSILIER MANAGEMENT GROUP

1404 DUSTY STONE, Kissimmee, FL 34744
1404 DUSTY STONE, Kissimmee, FL 34744 2
1404 DUSTY STONE, Kissimmee, FL 34744 3
Kissimmee, FL 34747
Kissimmee, FL 34747 2
Kissimmee, FL 34747 3
2661 AMES HAVEN, Kissimmee, FL 34744
2661 AMES HAVEN, Kissimmee, FL 34744 2
2661 AMES HAVEN, Kissimmee, FL 34744 3
4327 LIGHTERKNOT, Kissimmee, FL 34746
4327 LIGHTERKNOT, Kissimmee, FL 34746 2
4327 LIGHTERKNOT, Kissimmee, FL 34746 3
4638 TERRY TOWN, Kissimmee, FL 34746
4638 TERRY TOWN, Kissimmee, FL 34746 2
4638 TERRY TOWN, Kissimmee, FL 34746 3
FOR SALE · 161 DAYS
$515,000$238/sqft

4638 TERRY TOWN

Kissimmee, FL

4 beds3 baths2,166 sqft

COURTESY OF ATLAS REALTY COMPANY, INC.

7568 SUNFLOWER, Kissimmee, FL 34747
7568 SUNFLOWER, Kissimmee, FL 34747 2
7568 SUNFLOWER, Kissimmee, FL 34747 3
3016 MADELIA, Kissimmee, FL 34744
3016 MADELIA, Kissimmee, FL 34744 2
3016 MADELIA, Kissimmee, FL 34744 3
FOR SALE · 25 DAYS
$405,000$227/sqft

3016 MADELIA

Kissimmee, FL

4 beds2 baths1,784 sqft

COURTESY OF FLORIDA REALTY INVESTMENTS

7568 SUNFLOWER, Kissimmee, FL 34747
7568 SUNFLOWER, Kissimmee, FL 34747 2
7568 SUNFLOWER, Kissimmee, FL 34747 3
2975 BANANA PALM DR, Kissimmee, FL 34747
2975 BANANA PALM DR, Kissimmee, FL 34747 2
2975 BANANA PALM DR, Kissimmee, FL 34747 3
FOR SALE · 21 DAYS
2822 MOULTRIE CREEK, Kissimmee, FL 34743
2822 MOULTRIE CREEK, Kissimmee, FL 34743 2
2822 MOULTRIE CREEK, Kissimmee, FL 34743 3
1823 SPRING SHOWER CIR, Kissimmee, FL 34744
1823 SPRING SHOWER CIR, Kissimmee, FL 34744 2
1823 SPRING SHOWER CIR, Kissimmee, FL 34744 3
2680 MAYAGUANA, Kissimmee, FL 34747
2680 MAYAGUANA, Kissimmee, FL 34747 2
2680 MAYAGUANA, Kissimmee, FL 34747 3
FOR SALE · 182 DAYS
$272,500$200/sqft

2680 MAYAGUANA

Kissimmee, FL

3 beds3 baths1,362 sqft

COURTESY OF LPT REALTY, LLC

103 BROADWAY, Kissimmee, FL 34741
103 BROADWAY, Kissimmee, FL 34741 2
103 BROADWAY, Kissimmee, FL 34741 3
FOR RENT · 176 DAYS
$11,700

103 BROADWAY

Kissimmee, FL

6,912 sqft

COURTESY OF THE PROPERTY FIRM

2770 SWOOP, Kissimmee, FL 34741
2770 SWOOP, Kissimmee, FL 34741 2
2770 SWOOP, Kissimmee, FL 34741 3
1770 BUSINESS CENTER, Kissimmee, FL 34758
1770 BUSINESS CENTER, Kissimmee, FL 34758 2
1770 BUSINESS CENTER, Kissimmee, FL 34758 3
FOR SALE · 1 DAY
$3,950,000
1770 BUSINESS CENTER, Kissimmee, FL 34758
1770 BUSINESS CENTER, Kissimmee, FL 34758 2
1770 BUSINESS CENTER, Kissimmee, FL 34758 3
FOR RENT · 1 DAY
$204,000
1780 BUSINESS CENTER, Kissimmee, FL 34758
1780 BUSINESS CENTER, Kissimmee, FL 34758 2
1780 BUSINESS CENTER, Kissimmee, FL 34758 3
FOR RENT · 1 DAY
$174,000
2477 SHANTI, Kissimmee, FL 34746
2477 SHANTI, Kissimmee, FL 34746 2
2477 SHANTI, Kissimmee, FL 34746 3
4417 CANOPY, Kissimmee, FL 34758
4417 CANOPY, Kissimmee, FL 34758 2
4417 CANOPY, Kissimmee, FL 34758 3
FOR SALE · 172 DAYS
$379,000
2546 SAGE, Kissimmee, FL 34758
2546 SAGE, Kissimmee, FL 34758 2
2546 SAGE, Kissimmee, FL 34758 3
1420 SIMMONS, Kissimmee, FL 34744
1420 SIMMONS, Kissimmee, FL 34744 2
1420 SIMMONS, Kissimmee, FL 34744 3
FOR RENT · 182 DAYS
$3,100

1420 SIMMONS

SHELLEY, Kissimmee, FL 34747
SHELLEY, Kissimmee, FL 34747 2
SHELLEY, Kissimmee, FL 34747 3
FOR SALE · 137 DAYS
$40,000

SHELLEY

Kissimmee, FL

COURTESY OF FIELDS OF PROSPER LLC

← PreviousPage 131 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
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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
REAL ESTATE
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Pedro J Rivera, Broker & Founder
reThought Real Estate · Kissimmee, FL & Milwaukee, WI
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FOR SALE · 113 DAYS
$312,990$193/sqft

1404 DUSTY STONE

Kissimmee, FL

3 beds3.5 baths1,624 sqft

COURTESY OF HOME WISE REALTY GROUP, INC.

FOR SALE · 1 DAY
$749,000$172/sqft

Kissimmee, FL 34747

9 beds7.5 baths4,363 sqft

COURTESY OF EXP REALTY LLC

FOR SALE · 174 DAYS
$425,830$228/sqft

2661 AMES HAVEN

Kissimmee, FL

4 beds2 baths1,866 sqft

COURTESY OF MY REALTY GROUP, LLC.

FOR SALE · 73 DAYS
$434,000$168/sqft

4327 LIGHTERKNOT

Kissimmee, FL

4 beds3 baths2,581 sqft

COURTESY OF MARK GROUP LLC

FOR SALE · 172 DAYS
$419,000$274/sqft

7568 SUNFLOWER

Kissimmee, FL

3 beds3 baths1,530 sqft

COURTESY OF COMPASS FLORIDA LLC

FOR RENT · 172 DAYS
$2,500

7568 SUNFLOWER

Kissimmee, FL

3 beds3 baths1,530 sqft

COURTESY OF COMPASS FLORIDA LLC

$359,990$189/sqft

2975 BANANA PALM DR

Kissimmee, FL

4 beds3 baths1,902 sqft

COURTESY OF WRA BUSINESS & REAL ESTATE

FOR SALE · 118 DAYS
$359,990$248/sqft

2822 MOULTRIE CREEK

Kissimmee, FL

3 beds2 baths1,450 sqft

COURTESY OF LA ROSA REALTY ORLANDO LLC

FOR SALE · 85 DAYS
$394,900$250/sqft

1823 SPRING SHOWER CIR

Kissimmee, FL

3 beds2 baths1,579 sqft

COURTESY OF REALTY ONE GROUP ESTATES

FOR SALE · 171 DAYS
$749,999$304/sqft

2770 SWOOP

Kissimmee, FL

4 beds3 baths2,470 sqft

COURTESY OF LA ROSA REALTY KISSIMMEE

$157/sqft

1770 BUSINESS CENTER

Kissimmee, FL

25,200 sqft

COURTESY OF KELLER WILLIAMS INTERNATIONAL LIFESTYLES

1770 BUSINESS CENTER

Kissimmee, FL

13,600 sqft

COURTESY OF KELLER WILLIAMS INTERNATIONAL LIFESTYLES

1780 BUSINESS CENTER

Kissimmee, FL

11,600 sqft

COURTESY OF KELLER WILLIAMS INTERNATIONAL LIFESTYLES

FOR SALE · 179 DAYS
$1,950,000$312/sqft

2477 SHANTI

Kissimmee, FL

15 beds16.5 baths6,255 sqft

COURTESY OF SERHANT

$133/sqft

4417 CANOPY

Kissimmee, FL

4 beds3 baths2,847 sqft

COURTESY OF EVERYSTATE INC.

FOR SALE · 185 DAYS
$359,900$251/sqft

2546 SAGE

Kissimmee, FL

3 beds2 baths1,434 sqft

COURTESY OF FINANCIAL INVESTMENT REALTY GROUP

Kissimmee, FL

2 beds2 baths1,780 sqft

COURTESY OF LPT REALTY, LLC