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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
4207 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
252 FIG, Kissimmee, FL 34759FOR SALE$245,0004 BEDS · 2 BATHS · 1,414 SQFT252 FIG, Kissimmee, FL 347594121 CANNON, Kissimmee, FL 34746FOR SALE$302,5002778 ALMATON, Kissimmee, FL 34747FOR SALE$345,000
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 7 · LIVE FROM THE MLS
$389,999
Median list price
283
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.

252 FIG, Kissimmee, FL 34759
252 FIG, Kissimmee, FL 34759 2
252 FIG, Kissimmee, FL 34759 3
FOR SALE · 74 DAYS
$245,000$173/sqft

252 FIG

Kissimmee, FL

4 beds2 baths1,414 sqft

COURTESY OF EXP REALTY LLC

4121 CANNON, Kissimmee, FL 34746
4121 CANNON, Kissimmee, FL 34746 2
4121 CANNON, Kissimmee, FL 34746 3
2778 ALMATON, Kissimmee, FL 34747
2778 ALMATON, Kissimmee, FL 34747 2
2778 ALMATON, Kissimmee, FL 34747 3
7626 WHITEMARSH, Kissimmee, FL 34747
7626 WHITEMARSH, Kissimmee, FL 34747 2
7626 WHITEMARSH, Kissimmee, FL 34747 3
1756 TANGLEWOOD, Kissimmee, FL 34746
1756 TANGLEWOOD, Kissimmee, FL 34746 2
1756 TANGLEWOOD, Kissimmee, FL 34746 3
5101 LAKE MARION GOLF RESORT, Kissimmee, FL 34759
5101 LAKE MARION GOLF RESORT, Kissimmee, FL 34759 2
5101 LAKE MARION GOLF RESORT, Kissimmee, FL 34759 3
913 SAN RAFAEL, Kissimmee, FL 34758
913 SAN RAFAEL, Kissimmee, FL 34758 2
913 SAN RAFAEL, Kissimmee, FL 34758 3
4000 SAN GALLO, Kissimmee, FL 34741
4000 SAN GALLO, Kissimmee, FL 34741 2
4000 SAN GALLO, Kissimmee, FL 34741 3
FOR RENT · 68 DAYS
340 EDGEWOOD, Kissimmee, FL 34759
340 EDGEWOOD, Kissimmee, FL 34759 2
340 EDGEWOOD, Kissimmee, FL 34759 3
7674 OTTERSPOOL, Kissimmee, FL 34747
7674 OTTERSPOOL, Kissimmee, FL 34747 2
7674 OTTERSPOOL, Kissimmee, FL 34747 3
8818 GRAND PALMS, Kissimmee, FL 34747
8818 GRAND PALMS, Kissimmee, FL 34747 2
8818 GRAND PALMS, Kissimmee, FL 34747 3
FOR RENT · 93 DAYS
$1,450

8818 GRAND PALMS

Kissimmee, FL

1188 WOODY CYPRESS, Kissimmee, FL 34746
1188 WOODY CYPRESS, Kissimmee, FL 34746 2
1188 WOODY CYPRESS, Kissimmee, FL 34746 3
4791 TERRA ESMERALDA, Kissimmee, FL 34746
4791 TERRA ESMERALDA, Kissimmee, FL 34746 2
4791 TERRA ESMERALDA, Kissimmee, FL 34746 3
FOR RENT · 68 DAYS
2606 ROADSTER, Kissimmee, FL 34746
2606 ROADSTER, Kissimmee, FL 34746 2
2606 ROADSTER, Kissimmee, FL 34746 3
1660 CROSS PRAIRIE, Kissimmee, FL 34744
1660 CROSS PRAIRIE, Kissimmee, FL 34744 2
1660 CROSS PRAIRIE, Kissimmee, FL 34744 3
207 HIDEAWAY BEACH, Kissimmee, FL 34746
207 HIDEAWAY BEACH, Kissimmee, FL 34746 2
207 HIDEAWAY BEACH, Kissimmee, FL 34746 3
448 SOUTHFIELD, Kissimmee, FL 34747
448 SOUTHFIELD, Kissimmee, FL 34747 2
448 SOUTHFIELD, Kissimmee, FL 34747 3
7667 OTTERSPOOL, Kissimmee, FL 34747
7667 OTTERSPOOL, Kissimmee, FL 34747 2
7667 OTTERSPOOL, Kissimmee, FL 34747 3
4878 CORAL CASTLE, Kissimmee, FL 34746
4878 CORAL CASTLE, Kissimmee, FL 34746 2
4878 CORAL CASTLE, Kissimmee, FL 34746 3
2777 POINCIANA, Kissimmee, FL 34746
2777 POINCIANA, Kissimmee, FL 34746 2
2777 POINCIANA, Kissimmee, FL 34746 3
FOR RENT · 87 DAYS
$1,125

2777 POINCIANA

Kissimmee, FL

1 beds1 baths450 sqft

COURTESY OF A+ HOME RENTALS LLC

8125 SHELLEY, Kissimmee, FL 34747
8125 SHELLEY, Kissimmee, FL 34747 2
8125 SHELLEY, Kissimmee, FL 34747 3
FOR RENT
$2,700

8125 SHELLEY

Kissimmee, FL

3 beds2 baths2,200 sqft
216 CITRINE, Kissimmee, FL 34758
216 CITRINE, Kissimmee, FL 34758 2
216 CITRINE, Kissimmee, FL 34758 3
FOR RENT · 75 DAYS
$2,485

216 CITRINE

Kissimmee, FL

4 beds3.5 baths2,143 sqft

COURTESY OF TRANSCEND REALTY

SWEETWATER, Kissimmee, FL 34747FOR SALE
$36,900

SWEETWATER

Kissimmee, FL

COURTESY OF PARTNERSHIP REALTY INC.

3 COUNTRY CLUB, Kissimmee, FL 34759
3 COUNTRY CLUB, Kissimmee, FL 34759 2
3 COUNTRY CLUB, Kissimmee, FL 34759 3
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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
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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 SALE · 74 DAYS
$302,500$211/sqft

4121 CANNON

Kissimmee, FL

3 beds2 baths1,436 sqft

COURTESY OF EXP REALTY LLC

FOR SALE · 75 DAYS
$345,000$277/sqft

2778 ALMATON

Kissimmee, FL

3 beds2 baths1,246 sqft

COURTESY OF REALTY OF AMERICA

FOR SALE · 61 DAYS
$1,499,700$291/sqft

7626 WHITEMARSH

Kissimmee, FL

9 beds11 baths5,154 sqft

COURTESY OF SERHANT

FOR SALE · 87 DAYS
$599,900$237/sqft

1756 TANGLEWOOD

Kissimmee, FL

5 beds3 baths2,532 sqft

COURTESY OF THE WILKINS WAY LLC

FOR SALE · 88 DAYS
$175,000$144/sqft

5101 LAKE MARION GOLF RESORT

Kissimmee, FL

3 beds2 baths1,218 sqft

COURTESY OF ONE TEAM REALTY

FOR RENT · 51 DAYS
$1,775

913 SAN RAFAEL

Kissimmee, FL

3 beds2 baths1,329 sqft

COURTESY OF LA ROSA REALTY KISSIMMEE

$1,800

4000 SAN GALLO

Kissimmee, FL

3 beds2 baths1,296 sqft

COURTESY OF FUSION FLORIDA REALTY LLC

FOR SALE · 25 DAYS
$259,900$221/sqft

340 EDGEWOOD

Kissimmee, FL

3 beds2 baths1,176 sqft

COURTESY OF PRIVILEGE REAL ESTATE & INVESTMENTS INC

FOR SALE · 1 DAY
$425,000$295/sqft

7674 OTTERSPOOL

Kissimmee, FL

3 beds3 baths1,440 sqft

COURTESY OF LA ROSA REALTY LLC

3 beds
2 baths
1,222 sqft

COURTESY OF RIGHTHOUSE REALTY LLC

FOR SALE · 62 DAYS
$389,990$209/sqft

1188 WOODY CYPRESS

Kissimmee, FL

4 beds3.5 baths1,868 sqft

COURTESY OF MY REALTY GROUP, LLC.

$1,999

4791 TERRA ESMERALDA

Kissimmee, FL

3 beds3.5 baths1,379 sqft

COURTESY OF CENTURY 21 CARIOTI

FOR SALE · 89 DAYS
$240,000$178/sqft

2606 ROADSTER

Kissimmee, FL

2 beds3.5 baths1,350 sqft

COURTESY OF BETTER HOMES & GARDENS LIFESTYLES REALTY

FOR SALE · 83 DAYS
$430,000$239/sqft

1660 CROSS PRAIRIE

Kissimmee, FL

3 beds3.5 baths1,802 sqft

COURTESY OF INTERNATIONAL EXECUTIVE REALTY

FOR SALE · 5 DAYS
$599,900$212/sqft

207 HIDEAWAY BEACH

Kissimmee, FL

7 beds5.5 baths2,834 sqft

COURTESY OF REALTY HUB

FOR SALE · 84 DAYS
$550,000$233/sqft

448 SOUTHFIELD

Kissimmee, FL

4 beds3 baths2,363 sqft

COURTESY OF FLEXWAY REALTY LLC

FOR SALE · 8 DAYS
$449,000$312/sqft

7667 OTTERSPOOL

Kissimmee, FL

3 beds3 baths1,440 sqft

COURTESY OF REAL BROKER, LLC

FOR SALE · 5 DAYS
$294,000$167/sqft

4878 CORAL CASTLE

Kissimmee, FL

3 beds3.5 baths1,762 sqft

COURTESY OF FLORIDA FANTASY REAL ESTATE INC

COURTESY OF PROPERTY SHOP UNLIMITED INC

FOR SALE · 19 DAYS
$250,000$205/sqft

3 COUNTRY CLUB

Kissimmee, FL

3 beds2 baths1,218 sqft

COURTESY OF KELLER WILLIAMS RLTY NEW TAMPA