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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
Pedro RiveraAs seen on · Media coverage
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976+ FAMILIES GUIDED · FL & WI
4208 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
1822 BERING, Kissimmee, FL 34759FOR SALE$325,0003 BEDS · 2 BATHS · 1,496 SQFT1822 BERING, Kissimmee, FL 347595151 ADELAIDE, Kissimmee, FL 34746FOR RENT$2,9501700 ORANGE, Kissimmee, FL 34746FOR SALE$180,000
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 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.

1822 BERING, Kissimmee, FL 34759
1822 BERING, Kissimmee, FL 34759 2
1822 BERING, Kissimmee, FL 34759 3
FOR SALE · 75 DAYS
$325,000$217/sqft

1822 BERING

Kissimmee, FL

3 beds2 baths1,496 sqft

COURTESY OF EXP REALTY LLC

5151 ADELAIDE, Kissimmee, FL 34746
5151 ADELAIDE, Kissimmee, FL 34746 2
5151 ADELAIDE, Kissimmee, FL 34746 3
1700 ORANGE, Kissimmee, FL 34746
1700 ORANGE, Kissimmee, FL 34746 2
1700 ORANGE, Kissimmee, FL 34746 3
FOR SALE
$180,000

1700 ORANGE

Kissimmee, FL

COURTESY OF CENTURY 21 CARIOTI

880 COLUMBIA, Kissimmee, FL 34744
880 COLUMBIA, Kissimmee, FL 34744 2
880 COLUMBIA, Kissimmee, FL 34744 3
7519 BLISS, Kissimmee, FL 34747
7519 BLISS, Kissimmee, FL 34747 2
7519 BLISS, Kissimmee, FL 34747 3
2405 LINCOLNSHIRE, Kissimmee, FL 34743
2405 LINCOLNSHIRE, Kissimmee, FL 34743 2
2405 LINCOLNSHIRE, Kissimmee, FL 34743 3
FOR SALE · 167 DAYS
$339,000$238/sqft

2405 LINCOLNSHIRE

Kissimmee, FL

3 beds2 baths1,424 sqft

COURTESY OF PREMIER ESTATE AGENCY LLC

1222 BERMUDA LAKES, Kissimmee, FL 34741
1222 BERMUDA LAKES, Kissimmee, FL 34741 2
1222 BERMUDA LAKES, Kissimmee, FL 34741 3
2719 OLD DIXIE HWY, Kissimmee, FL 34744
2719 OLD DIXIE HWY, Kissimmee, FL 34744 2
2719 OLD DIXIE HWY, Kissimmee, FL 34744 3
FOR SALE · 170 DAYS
$52,000

2719 OLD DIXIE HWY

Kissimmee, FL

COURTESY OF EXIT REALTY 4CORNERS

1425 RIVIERA, Kissimmee, FL 34744
1425 RIVIERA, Kissimmee, FL 34744 2
1425 RIVIERA, Kissimmee, FL 34744 3
2620 SANTOSH, Kissimmee, FL 34746
2620 SANTOSH, Kissimmee, FL 34746 2
2620 SANTOSH, Kissimmee, FL 34746 3
2943 CASABELLA, Kissimmee, FL 34744
2943 CASABELLA, Kissimmee, FL 34744 2
2943 CASABELLA, Kissimmee, FL 34744 3
FOR RENT · 163 DAYS
$2,400

2943 CASABELLA

Kissimmee, FL

4 beds
8986 SHINE, Kissimmee, FL 34747
8986 SHINE, Kissimmee, FL 34747 2
8986 SHINE, Kissimmee, FL 34747 3
210 BURMA, Kissimmee, FL 34747
210 BURMA, Kissimmee, FL 34747 2
210 BURMA, Kissimmee, FL 34747 3
Kissimmee, FL 34741
Kissimmee, FL 34741 2
Kissimmee, FL 34741 3
FOR SALE · 135 DAYS
$3,500,000$351/sqft

Kissimmee, FL 34741

9,966 sqft

COURTESY OF THE PROPERTY PROS REAL ESTATE, INC

1246 WAHNETA, Kissimmee, FL 34759
1246 WAHNETA, Kissimmee, FL 34759 2
1246 WAHNETA, Kissimmee, FL 34759 3
FOR SALE · 152 DAYS
$29,000

1246 WAHNETA

Kissimmee, FL

COURTESY OF WHITMORE PROPERTIES

7498 SUNVILLE, Kissimmee, FL 34747
7498 SUNVILLE, Kissimmee, FL 34747 2
7498 SUNVILLE, Kissimmee, FL 34747 3
1705 BRIDGETS, Kissimmee, FL 34744
1705 BRIDGETS, Kissimmee, FL 34744 2
1705 BRIDGETS, Kissimmee, FL 34744 3
4425 LE REVE, Kissimmee, FL 34746
4425 LE REVE, Kissimmee, FL 34746 2
4425 LE REVE, Kissimmee, FL 34746 3
1495 SKYLINE, Kissimmee, FL 34744
1495 SKYLINE, Kissimmee, FL 34744 2
1495 SKYLINE, Kissimmee, FL 34744 3
2776 CLUB CORTILE, Kissimmee, FL 34746
2776 CLUB CORTILE, Kissimmee, FL 34746 2
2776 CLUB CORTILE, Kissimmee, FL 34746 3
FOR SALE · 178 DAYS
$215,000$179/sqft

2776 CLUB CORTILE

Kissimmee, FL

beds
8951 HILTON RIDGE, Kissimmee, FL 34747
8951 HILTON RIDGE, Kissimmee, FL 34747 2
8951 HILTON RIDGE, Kissimmee, FL 34747 3
604 TAMARIN, Kissimmee, FL 34759
604 TAMARIN, Kissimmee, FL 34759 2
604 TAMARIN, Kissimmee, FL 34759 3
7895 SOMERSWORTH, Kissimmee, FL 34747
7895 SOMERSWORTH, Kissimmee, FL 34747 2
7895 SOMERSWORTH, Kissimmee, FL 34747 3
FOR SALE · 120 DAYS
$555,900$205/sqft

7895 SOMERSWORTH

Kissimmee, FL

6 beds5.5 baths2,714 sqft

COURTESY OF LGI REALTY- FLORIDA, LLC

1534 CAREY PALM, Kissimmee, FL 34747
1534 CAREY PALM, Kissimmee, FL 34747 2
1534 CAREY PALM, Kissimmee, FL 34747 3
← PreviousPage 130 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
REAL ESTATE
CALL OR TEXT · HABLAMOS ESPAÑOL
414.712.6275
Pedro J Rivera, Broker & Founder
reThought Real Estate · Kissimmee, FL & Milwaukee, WI
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FOR RENT · 178 DAYS
$2,950

5151 ADELAIDE

Kissimmee, FL

4 beds4.5 baths1,782 sqft

COURTESY OF TRUE FLORIDA REALTY LLC

FOR RENT · 168 DAYS
$2,400

880 COLUMBIA

Kissimmee, FL

3 beds3.5 baths1,500 sqft

COURTESY OF FLORIDA REALTY INVESTMENTS

FOR SALE · 122 DAYS
$299,000$238/sqft

7519 BLISS

Kissimmee, FL

3 beds2 baths1,255 sqft

COURTESY OF KAZA REAL ESTATE LLC

FOR RENT · 88 DAYS
$1,550

1222 BERMUDA LAKES

Kissimmee, FL

2 beds2 baths1,103 sqft

COURTESY OF ALTIS REALTY

FOR SALE · 166 DAYS
$899,000$193/sqft

1425 RIVIERA

Kissimmee, FL

6 beds5.5 baths4,654 sqft

COURTESY OF CORNERSTONE TRUST, LLC

FOR SALE · 165 DAYS
$440,000$216/sqft

2620 SANTOSH

Kissimmee, FL

4 beds4.5 baths2,038 sqft

COURTESY OF LPT REALTY, LLC

2 baths
1,895 sqft

COURTESY OF LPT REALTY, LLC

FOR RENT · 110 DAYS
$2,800

8986 SHINE

Kissimmee, FL

3 beds2 baths1,300 sqft

COURTESY OF KELLER WILLIAMS CLASSIC

FOR SALE · 167 DAYS
$809,990$224/sqft

210 BURMA

Kissimmee, FL

8 beds7.5 baths3,612 sqft

COURTESY OF KELLER WILLIAMS ADVANTAGE III

FOR SALE · 172 DAYS
$489,155$226/sqft

7498 SUNVILLE

Kissimmee, FL

5 beds6 baths2,169 sqft

COURTESY OF JMC REALTY

FOR SALE · 142 DAYS
$549,999$184/sqft

1705 BRIDGETS

Kissimmee, FL

4 beds4.5 baths2,994 sqft

COURTESY OF LA ROSA REALTY KISSIMMEE

FOR SALE · 1 DAY
$429,000$245/sqft

4425 LE REVE

Kissimmee, FL

4 beds4.5 baths1,752 sqft

COURTESY OF SEVEN REALTY LLC

FOR SALE · 180 DAYS
$449,750$215/sqft

1495 SKYLINE

Kissimmee, FL

3 beds2 baths2,094 sqft

COURTESY OF MACERA REALTY GROUP INC

3
2 baths
1,202 sqft

COURTESY OF CHARLES RUTENBERG REALTY ORLANDO

FOR SALE · 181 DAYS
$679,500$163/sqft

8951 HILTON RIDGE

Kissimmee, FL

9 beds7.5 baths4,169 sqft

COURTESY OF FLORIDA SCANDI REALTY LLC

FOR SALE · 151 DAYS
$384,990$138/sqft

604 TAMARIN

Kissimmee, FL

6 beds3.5 baths2,793 sqft

COURTESY OF AGENT TRUST REALTY CORPORATION

FOR SALE · 172 DAYS
$469,985$225/sqft

1534 CAREY PALM

Kissimmee, FL

4 beds5.5 baths2,090 sqft

COURTESY OF FRIENDS REALTY LLC