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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
4211 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
2825 RUNNING BROOK, Kissimmee, FL 34744FOR SALE$399,9004 BEDS · 2 BATHS · 1,839 SQFT2825 RUNNING BROOK, Kissimmee, FL 347448933 PRAGUE, Kissimmee, FL 34747FOR SALE$489,0007770 SANDY RIDGE, Kissimmee, FL 34747FOR SALE$394,900
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
$390,000
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.

2825 RUNNING BROOK, Kissimmee, FL 34744
2825 RUNNING BROOK, Kissimmee, FL 34744 2
2825 RUNNING BROOK, Kissimmee, FL 34744 3
FOR SALE · 16 DAYS
$399,900$217/sqft

2825 RUNNING BROOK

Kissimmee, FL

4 beds2 baths1,839 sqft

COURTESY OF BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

8933 PRAGUE, Kissimmee, FL 34747
8933 PRAGUE, Kissimmee, FL 34747 2
8933 PRAGUE, Kissimmee, FL 34747 3
7770 SANDY RIDGE, Kissimmee, FL 34747
7770 SANDY RIDGE, Kissimmee, FL 34747 2
7770 SANDY RIDGE, Kissimmee, FL 34747 3
900 WINDLASS, Kissimmee, FL 34746
900 WINDLASS, Kissimmee, FL 34746 2
900 WINDLASS, Kissimmee, FL 34746 3
1743 GOOD NEIGHBOR, Kissimmee, FL 34744
1743 GOOD NEIGHBOR, Kissimmee, FL 34744 2
1743 GOOD NEIGHBOR, Kissimmee, FL 34744 3
FOR SALE · 48 DAYS
$449,000$211/sqft

1743 GOOD NEIGHBOR

Kissimmee, FL

910 PARK TERRACE, Kissimmee, FL 34746
910 PARK TERRACE, Kissimmee, FL 34746 2
910 PARK TERRACE, Kissimmee, FL 34746 3
8045 LOST SHAKER, Kissimmee, FL 34747
8045 LOST SHAKER, Kissimmee, FL 34747 2
8045 LOST SHAKER, Kissimmee, FL 34747 3
2652 SANTOSH, Kissimmee, FL 34746
2652 SANTOSH, Kissimmee, FL 34746 2
2652 SANTOSH, Kissimmee, FL 34746 3
1895 CASSIDY KNOLL, Kissimmee, FL 34744
1895 CASSIDY KNOLL, Kissimmee, FL 34744 2
1895 CASSIDY KNOLL, Kissimmee, FL 34744 3
FOR RENT · 119 DAYS
9061 TREASURE TROVE, Kissimmee, FL 34747
9061 TREASURE TROVE, Kissimmee, FL 34747 2
9061 TREASURE TROVE, Kissimmee, FL 34747 3
FOR SALE · 1 DAY
$289,900$171/sqft

9061 TREASURE TROVE

Kissimmee, FL

3 beds2 baths1,700 sqft

COURTESY OF JASON MITCHELL REAL ESTATE FLO

1157 SEASIDE MIST, Kissimmee, FL 34747
1157 SEASIDE MIST, Kissimmee, FL 34747 2
1157 SEASIDE MIST, Kissimmee, FL 34747 3
FOR SALE · 19 DAYS
$327,400$207/sqft

1157 SEASIDE MIST

Kissimmee, FL

3050 PIRATES RETREAT, Kissimmee, FL 34747
3050 PIRATES RETREAT, Kissimmee, FL 34747 2
3050 PIRATES RETREAT, Kissimmee, FL 34747 3
3002 BONFIRE BEACH, Kissimmee, FL 34746
3002 BONFIRE BEACH, Kissimmee, FL 34746 2
3002 BONFIRE BEACH, Kissimmee, FL 34746 3
2337 SALTY WINDS, Kissimmee, FL 34747
2337 SALTY WINDS, Kissimmee, FL 34747 2
2337 SALTY WINDS, Kissimmee, FL 34747 3
1406 KINGSTON, Kissimmee, FL 34744
1406 KINGSTON, Kissimmee, FL 34744 2
1406 KINGSTON, Kissimmee, FL 34744 3
107 VERONA DR, Kissimmee, FL 34759
107 VERONA DR, Kissimmee, FL 34759 2
107 VERONA DR, Kissimmee, FL 34759 3
2213 GRAND CAYMAN, Kissimmee, FL 34741
2213 GRAND CAYMAN, Kissimmee, FL 34741 2
2213 GRAND CAYMAN, Kissimmee, FL 34741 3
FOR RENT · 111 DAYS
$1,425

2213 GRAND CAYMAN

Kissimmee, FL

2451 VARENNA, Kissimmee, FL 34741
2451 VARENNA, Kissimmee, FL 34741 2
2451 VARENNA, Kissimmee, FL 34741 3
567 BAY LEAF, Kissimmee, FL 34759
567 BAY LEAF, Kissimmee, FL 34759 2
567 BAY LEAF, Kissimmee, FL 34759 3
FOR SALE · 11 DAYS
$271,900$166/sqft

567 BAY LEAF

Kissimmee, FL

1604 VINTAGE, Kissimmee, FL 34746
1604 VINTAGE, Kissimmee, FL 34746 2
1604 VINTAGE, Kissimmee, FL 34746 3
414 CARIBBEAN, Kissimmee, FL 34759
414 CARIBBEAN, Kissimmee, FL 34759 2
414 CARIBBEAN, Kissimmee, FL 34759 3
FOR SALE · 89 DAYS
$280,900$191/sqft

414 CARIBBEAN

Kissimmee, FL

1707 MICHIGAN, Kissimmee, FL 34744
1707 MICHIGAN, Kissimmee, FL 34744 2
1707 MICHIGAN, Kissimmee, FL 34744 3
FOR RENT · 119 DAYS
$1,300

1707 MICHIGAN

Kissimmee, FL

2 beds2 baths1,118 sqft

COURTESY OF JOSE ORLANDO RODRIGUEZ

2457 CARAVELLE, Kissimmee, FL 34746
2457 CARAVELLE, Kissimmee, FL 34746 2
2457 CARAVELLE, Kissimmee, FL 34746 3
2771 CORVETTE, Kissimmee, FL 34746
2771 CORVETTE, Kissimmee, FL 34746 2
2771 CORVETTE, Kissimmee, FL 34746 3
← PreviousPage 108 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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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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LIC FL & WIPRIVACYTERMSEQUAL HOUSING
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FOR SALE · 118 DAYS
$489,000$196/sqft

8933 PRAGUE

Kissimmee, FL

5 beds4 baths2,492 sqft

COURTESY OF WRA BUSINESS & REAL ESTATE

FOR SALE · 103 DAYS
$394,900$150/sqft

7770 SANDY RIDGE

Kissimmee, FL

5 beds5.5 baths2,630 sqft

COURTESY OF REAL BROKER, LLC

FOR SALE · 108 DAYS
$880,000$162/sqft

900 WINDLASS

Kissimmee, FL

5 beds6.5 baths5,428 sqft

COURTESY OF COLDWELL BANKER REALTY

4 beds
3 baths
2,133 sqft

COURTESY OF FLORIDA PRESTIGIOUS HOMES INC

FOR SALE · 1 DAY
$240,000$185/sqft

910 PARK TERRACE

Kissimmee, FL

3 beds3.5 baths1,300 sqft

COURTESY OF DELUCA REAL ESTATE SERVICES CORP

FOR SALE · 63 DAYS
$575,000$295/sqft

8045 LOST SHAKER

Kissimmee, FL

4 beds5.5 baths1,948 sqft

COURTESY OF LAKEFIELD REALTY GROUP LLC

FOR RENT
$3,200

2652 SANTOSH

Kissimmee, FL

6 beds5.5 baths2,806 sqft

COURTESY OF SOLARE REALTY LLC

$2,400

1895 CASSIDY KNOLL

Kissimmee, FL

3 beds2 baths1,676 sqft

COURTESY OF ELITE CAPITAL REALTY INC

3 beds3.5 baths1,585 sqft

COURTESY OF REAL BROKER, LLC

FOR SALE · 109 DAYS
$211,000$146/sqft

3050 PIRATES RETREAT

Kissimmee, FL

2 beds2 baths1,445 sqft

COURTESY OF CHARLES RUTENBERG REALTY ORLANDO

FOR SALE · 109 DAYS
$235,000$185/sqft

3002 BONFIRE BEACH

Kissimmee, FL

2 beds2 baths1,271 sqft

COURTESY OF CHARLES RUTENBERG REALTY ORLANDO

FOR SALE · 50 DAYS
$879,990$295/sqft

2337 SALTY WINDS

Kissimmee, FL

8 beds5.5 baths2,987 sqft

COURTESY OF AUTHENTIC REAL ESTATE TEAM

FOR SALE · 84 DAYS
$585,000$170/sqft

1406 KINGSTON

Kissimmee, FL

5 beds4 baths3,434 sqft

COURTESY OF HEARTLIGHT REALTY LLC

FOR SALE · 96 DAYS
$255,000$174/sqft

107 VERONA DR

Kissimmee, FL

2 beds2 baths1,467 sqft

COURTESY OF BORCHINI REALTY

2 beds2 baths1,026 sqft

COURTESY OF FLORIDA FANTASY REAL ESTATE INC

FOR SALE · 102 DAYS
$295,000$184/sqft

2451 VARENNA

Kissimmee, FL

3 beds3.5 baths1,603 sqft

COURTESY OF AGENT TRUST REALTY CORPORATION

3 beds
3.5 baths
1,635 sqft

COURTESY OF LA ROSA REALTY CW PROPERTIES L

FOR SALE · 65 DAYS
$319,900$263/sqft

1604 VINTAGE

Kissimmee, FL

3 beds2 baths1,216 sqft

COURTESY OF US REALTY HUB LLC

3 beds2 baths1,471 sqft

COURTESY OF LA ROSA REALTY CW PROPERTIES L

FOR SALE · 88 DAYS
$319,000$211/sqft

2457 CARAVELLE

Kissimmee, FL

4 beds3 baths1,512 sqft

COURTESY OF HOMES REAL ESTATE GROUP INC.

FOR SALE · 102 DAYS
$304,900$212/sqft

2771 CORVETTE

Kissimmee, FL

4 beds3 baths1,440 sqft

COURTESY OF RICARDO MANUEL SANCHEZ