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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
4213 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
2926 BOATING, Kissimmee, FL 34746FOR SALE$437,0004 BEDS · 3.5 BATHS · 3,108 SQFT2926 BOATING, Kissimmee, FL 347463121 PARADOX, Kissimmee, FL 34746FOR SALE$375,0002545 RENSHAW, Kissimmee, FL 34747FOR SALE$419,000
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
$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.

2926 BOATING, Kissimmee, FL 34746
2926 BOATING, Kissimmee, FL 34746 2
2926 BOATING, Kissimmee, FL 34746 3
FOR SALE · 101 DAYS
$437,000$141/sqft

2926 BOATING

Kissimmee, FL

4 beds3.5 baths3,108 sqft

COURTESY OF KELLER WILLIAMS REALTY SMART 1

3121 PARADOX, Kissimmee, FL 34746
3121 PARADOX, Kissimmee, FL 34746 2
3121 PARADOX, Kissimmee, FL 34746 3
2545 RENSHAW, Kissimmee, FL 34747
2545 RENSHAW, Kissimmee, FL 34747 2
2545 RENSHAW, Kissimmee, FL 34747 3
8887 MENTON, Kissimmee, FL 34747
8887 MENTON, Kissimmee, FL 34747 2
8887 MENTON, Kissimmee, FL 34747 3
7740 SANDY RIDGE DRIVE, Kissimmee, FL 34747
7740 SANDY RIDGE DRIVE, Kissimmee, FL 34747 2
7740 SANDY RIDGE DRIVE, Kissimmee, FL 34747 3
9055 TREASURE TROVE, Kissimmee, FL 34747
9055 TREASURE TROVE, Kissimmee, FL 34747 2
9055 TREASURE TROVE, Kissimmee, FL 34747 3
5306 CORAL VINE, Kissimmee, FL 34758
5306 CORAL VINE, Kissimmee, FL 34758 2
5306 CORAL VINE, Kissimmee, FL 34758 3
8956 ZURICH, Kissimmee, FL 34747
8956 ZURICH, Kissimmee, FL 34747 2
8956 ZURICH, Kissimmee, FL 34747 3
8515 PALM HARBOR, Kissimmee, FL 34747
8515 PALM HARBOR, Kissimmee, FL 34747 2
8515 PALM HARBOR, Kissimmee, FL 34747 3
42 PINE ISLAND, Kissimmee, FL 34743
42 PINE ISLAND, Kissimmee, FL 34743 2
42 PINE ISLAND, Kissimmee, FL 34743 3
12 TROUT, Kissimmee, FL 34759
12 TROUT, Kissimmee, FL 34759 2
12 TROUT, Kissimmee, FL 34759 3
FOR RENT · 106 DAYS
$1,650

12 TROUT

Kissimmee, FL

3 beds2 baths1,162 sqft

COURTESY OF ADAN INVESTMENTS REAL ESTATE GROUP, PLLC

21 TROUT, Kissimmee, FL 34759
21 TROUT, Kissimmee, FL 34759 2
21 TROUT, Kissimmee, FL 34759 3
FOR RENT · 2 DAYS
$1,750

21 TROUT

Kissimmee, FL

3 beds2 baths1,162 sqft

COURTESY OF ADAN INVESTMENTS REAL ESTATE GROUP, PLLC

2519 PEACE OF MIND, Kissimmee, FL 34744
2519 PEACE OF MIND, Kissimmee, FL 34744 2
2519 PEACE OF MIND, Kissimmee, FL 34744 3
FOR SALE · 6 DAYS
$495,000$195/sqft

2519 PEACE OF MIND

Kissimmee, FL

4 beds baths
65 ZINNIA, Kissimmee, FL 34759
65 ZINNIA, Kissimmee, FL 34759 2
65 ZINNIA, Kissimmee, FL 34759 3
FOR SALE · 1 DAY
$270,000$166/sqft

65 ZINNIA

Kissimmee, FL

3 beds2 baths1,630 sqft

COURTESY OF LA ROSA REALTY KISSIMMEE

820 MAIN, Kissimmee, FL 34744
820 MAIN, Kissimmee, FL 34744 2
820 MAIN, Kissimmee, FL 34744 3
FOR SALE
2665 TRIUMPH, Kissimmee, FL 34746
2665 TRIUMPH, Kissimmee, FL 34746 2
2665 TRIUMPH, Kissimmee, FL 34746 3
733 JAMES, Kissimmee, FL 34759
733 JAMES, Kissimmee, FL 34759 2
733 JAMES, Kissimmee, FL 34759 3
3684 CIRCLE HOOK, Kissimmee, FL 34746
3684 CIRCLE HOOK, Kissimmee, FL 34746 2
3684 CIRCLE HOOK, Kissimmee, FL 34746 3
7734 GRABEN, Kissimmee, FL 34747
7734 GRABEN, Kissimmee, FL 34747 2
7734 GRABEN, Kissimmee, FL 34747 3
2410 TANGIER, Kissimmee, FL 34747
2410 TANGIER, Kissimmee, FL 34747 2
2410 TANGIER, Kissimmee, FL 34747 3
FOR SALE · 110 DAYS
3301 WHITESTONE, Kissimmee, FL 34741
3301 WHITESTONE, Kissimmee, FL 34741 2
3301 WHITESTONE, Kissimmee, FL 34741 3
FOR RENT · 123 DAYS
$1,550

3301 WHITESTONE

2147 TRIPOLI, Kissimmee, FL 34747
2147 TRIPOLI, Kissimmee, FL 34747 2
2147 TRIPOLI, Kissimmee, FL 34747 3
4729 CORAL CASTLE, Kissimmee, FL 34746
4729 CORAL CASTLE, Kissimmee, FL 34746 2
4729 CORAL CASTLE, Kissimmee, FL 34746 3
563 BAY LEAF, Kissimmee, FL 34759
563 BAY LEAF, Kissimmee, FL 34759 2
563 BAY LEAF, Kissimmee, FL 34759 3
FOR SALE · 11 DAYS
$261,900$181/sqft

563 BAY LEAF

Kissimmee, FL

← PreviousPage 107 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
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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 · 45 DAYS
$375,000$282/sqft

3121 PARADOX

Kissimmee, FL

3 beds2 baths1,329 sqft

COURTESY OF HOLIDAY REALTY LLC

FOR SALE · 1 DAY
$419,000$291/sqft

2545 RENSHAW

Kissimmee, FL

3 beds3 baths1,440 sqft

COURTESY OF EPIC FLORIDA REALTY LLC

FOR SALE · 1 DAY
$739,999$183/sqft

8887 MENTON

Kissimmee, FL

8 beds6 baths4,041 sqft

COURTESY OF SPECTRUM GLOBAL REALTY, INC

FOR RENT · 85 DAYS
$3,800

7740 SANDY RIDGE DRIVE

Kissimmee, FL

5 beds5.5 baths2,630 sqft

COURTESY OF LOKATION

FOR SALE · 72 DAYS
$219,900$129/sqft

9055 TREASURE TROVE

Kissimmee, FL

3 beds2 baths1,700 sqft

COURTESY OF CANI PROPERTY MANAGEMENT

FOR SALE · 78 DAYS
$579,900$218/sqft

5306 CORAL VINE

Kissimmee, FL

6 beds3 baths2,658 sqft

COURTESY OF MY REALTY GROUP, LLC.

FOR SALE · 113 DAYS
$575,000$174/sqft

8956 ZURICH

Kissimmee, FL

7 beds6.5 baths3,314 sqft

COURTESY OF EPIQUE REALTY, INC.

FOR SALE · 81 DAYS
$454,000$196/sqft

8515 PALM HARBOR

Kissimmee, FL

5 beds4 baths2,317 sqft

COURTESY OF AMERICAN IDEAL HOMES, LLC

FOR SALE · 99 DAYS
$245,900$203/sqft

42 PINE ISLAND

Kissimmee, FL

3 beds2 baths1,214 sqft

COURTESY OF COLDWELL BANKER SOLOMON

3
2,539 sqft

COURTESY OF EXP REALTY LLC

$520,000$340/sqft

820 MAIN

Kissimmee, FL

1,530 sqft

COURTESY OF EXP REALTY LLC

FOR SALE · 66 DAYS
$313,000$232/sqft

2665 TRIUMPH

Kissimmee, FL

2 beds3.5 baths1,350 sqft

COURTESY OF KELLER WILLIAMS ADVANTAGE III

FOR RENT · 86 DAYS
$2,150

733 JAMES

Kissimmee, FL

3 beds3.5 baths2,040 sqft

COURTESY OF MY REALTY GROUP, LLC.

FOR SALE · 113 DAYS
$269,900$174/sqft

3684 CIRCLE HOOK

Kissimmee, FL

3 beds3.5 baths1,552 sqft

COURTESY OF SERHANT

FOR SALE · 108 DAYS
$1,239,000$225/sqft

7734 GRABEN

Kissimmee, FL

11 beds14.5 baths5,496 sqft

COURTESY OF PALM CIRCLE REALTY

$399,900$177/sqft

2410 TANGIER

Kissimmee, FL

5 beds5.5 baths2,263 sqft

COURTESY OF FLORIDA MORNING REALTY LLC

Kissimmee, FL

3 beds2 baths1,433 sqft

COURTESY OF ORIGINAL REALTY LLC

FOR SALE · 59 DAYS
$658,000$150/sqft

2147 TRIPOLI

Kissimmee, FL

9 beds6 baths4,391 sqft

COURTESY OF EMPIRE NETWORK REALTY

FOR SALE · 117 DAYS
$295,900$168/sqft

4729 CORAL CASTLE

Kissimmee, FL

3 beds3.5 baths1,762 sqft

COURTESY OF COLDWELL BANKER REALTY

2 beds
3.5 baths
1,445 sqft

COURTESY OF LA ROSA REALTY CW PROPERTIES L