REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
ENES
For agentsBuySellInternationalCryptoJournal414.712.6275
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.

Gina Morgandomellisa hayesAleanys CruzCaptivated Real EstateAshly Santiago
5.0· 76 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
4208 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
2354 ZABALLINA, Kissimmee, FL 34747FOR SALE$645,0005 BEDS · 5.5 BATHS · 2,454 SQFT2354 ZABALLINA, Kissimmee, FL 347472280 AVIAN, Kissimmee, FL 34741FOR SALE$494,9002834 EAGLE EYE, Kissimmee, FL 34746FOR SALE$395,000
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
$389,999
Median list price
283
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.

2354 ZABALLINA, Kissimmee, FL 34747
2354 ZABALLINA, Kissimmee, FL 34747 2
2354 ZABALLINA, Kissimmee, FL 34747 3
FOR SALE · 154 DAYS
$645,000$263/sqft

2354 ZABALLINA

Kissimmee, FL

5 beds5.5 baths2,454 sqft

COURTESY OF LPT REALTY, LLC

2280 AVIAN, Kissimmee, FL 34741
2280 AVIAN, Kissimmee, FL 34741 2
2280 AVIAN, Kissimmee, FL 34741 3
FOR SALE · 111 DAYS
$494,900$211/sqft

2280 AVIAN

Kissimmee, FL

4 beds3.5 baths2,351 sqft

COURTESY OF AROD PARTNERS REALTY

2834 EAGLE EYE, Kissimmee, FL 34746
2834 EAGLE EYE, Kissimmee, FL 34746 2
2834 EAGLE EYE, Kissimmee, FL 34746 3
FOR SALE · 92 DAYS
$395,000$172/sqft

2834 EAGLE EYE

Kissimmee, FL

3 beds3.5 baths2,301 sqft

COURTESY OF RICHARD REALTY MGMT GROUP LLC

1066 PARK RIDGE, Kissimmee, FL 34746
1066 PARK RIDGE, Kissimmee, FL 34746 2
1066 PARK RIDGE, Kissimmee, FL 34746 3
FOR SALE · 124 DAYS
$236,400$183/sqft

1066 PARK RIDGE

Kissimmee, FL

3 beds3.5 baths1,291 sqft

COURTESY OF KELLER WILLIAMS REALTY AT THE PARKS

4733 CUMBRIAM LAKES, Kissimmee, FL 34746
4733 CUMBRIAM LAKES, Kissimmee, FL 34746 2
4733 CUMBRIAM LAKES, Kissimmee, FL 34746 3
FOR SALE · 4 DAYS
$499,000$174/sqft

4733 CUMBRIAM LAKES

Kissimmee, FL

5 beds4.5 baths2,876 sqft

COURTESY OF EXP REALTY LLC

2024 CYPRESS BAY, Kissimmee, FL 34743
2024 CYPRESS BAY, Kissimmee, FL 34743 2
2024 CYPRESS BAY, Kissimmee, FL 34743 3
FOR SALE · 105 DAYS
$294,999$163/sqft

2024 CYPRESS BAY

Kissimmee, FL

3 beds3.5 baths1,807 sqft

COURTESY OF CHARLES RUTENBERG REALTY ORLANDO

544 IMPERIAL, Kissimmee, FL 34758
544 IMPERIAL, Kissimmee, FL 34758 2
544 IMPERIAL, Kissimmee, FL 34758 3
FOR RENT · 162 DAYS
$1,550

544 IMPERIAL

Kissimmee, FL

2 beds2 baths949.5 sqft

COURTESY OF TRANSCEND REALTY

9013 EGRET MILLS, Kissimmee, FL 34747
9013 EGRET MILLS, Kissimmee, FL 34747 2
9013 EGRET MILLS, Kissimmee, FL 34747 3
FOR SALE · 21 DAYS
$700,000$198/sqft

9013 EGRET MILLS

Kissimmee, FL

7 beds7.5 baths3,533 sqft

COURTESY OF POINTON REALTY INC

1860 SAWYER PALM, Kissimmee, FL 34747
1860 SAWYER PALM, Kissimmee, FL 34747 2
1860 SAWYER PALM, Kissimmee, FL 34747 3
FOR SALE · 87 DAYS
$1,000,000$229/sqft

1860 SAWYER PALM

Kissimmee, FL

9 beds7.5 baths4,363 sqft

COURTESY OF POINTON REALTY INC

3533 SOMERSET, Kissimmee, FL 34746
3533 SOMERSET, Kissimmee, FL 34746 2
3533 SOMERSET, Kissimmee, FL 34746 3
FOR SALE · 151 DAYS
$489,000$199/sqft

3533 SOMERSET

Kissimmee, FL

4 beds3 baths2,452 sqft

COURTESY OF NONA LEGACY POWERED BY LA ROSA

460 LASSO, Kissimmee, FL 34747
460 LASSO, Kissimmee, FL 34747 2
460 LASSO, Kissimmee, FL 34747 3
FOR SALE · 1 DAY
$669,900$196/sqft

460 LASSO

Kissimmee, FL

8 beds7 baths3,412 sqft

COURTESY OF CRYSTAL TUNG

546 IMPERIAL PL, Kissimmee, FL 34758
546 IMPERIAL PL, Kissimmee, FL 34758 2
546 IMPERIAL PL, Kissimmee, FL 34758 3
FOR SALE · 123 DAYS
$490,000$199/sqft

546 IMPERIAL PL

Kissimmee, FL

3282 beds2188 baths2,461 sqft

COURTESY OF LA ROSA REALTY LLC

3000 MAINGATE LN, Kissimmee, FL 34747
3000 MAINGATE LN, Kissimmee, FL 34747 2
3000 MAINGATE LN, Kissimmee, FL 34747 3
FOR SALE · 51 DAYS
$48,500$160/sqft

3000 MAINGATE LN

Kissimmee, FL

1 baths304 sqft

COURTESY OF LA ROSA REALTY INTERNACIONAL L

0 MICHIGAN, Kissimmee, FL 34744
0 MICHIGAN, Kissimmee, FL 34744 2
0 MICHIGAN, Kissimmee, FL 34744 3
FOR SALE · 175 DAYS
$589,000

0 MICHIGAN

Kissimmee, FL

COURTESY OF LA ROSA REALTY LLC

418 MARLBERRY LEAF, Kissimmee, FL 34758
418 MARLBERRY LEAF, Kissimmee, FL 34758 2
418 MARLBERRY LEAF, Kissimmee, FL 34758 3
FOR SALE · 153 DAYS
$380,000$148/sqft

418 MARLBERRY LEAF

Kissimmee, FL

4 beds3 baths2,571 sqft

COURTESY OF LPT REALTY, LLC

1919 TROPICAL PALMS, Kissimmee, FL 34747
1919 TROPICAL PALMS, Kissimmee, FL 34747 2
1919 TROPICAL PALMS, Kissimmee, FL 34747 3
FOR SALE · 132 DAYS
$599,000$169/sqft

1919 TROPICAL PALMS

Kissimmee, FL

7 beds7.5 baths3,544 sqft

COURTESY OF US RELIANCE SOLUTIONS INC

4285 PROLOGUE, Kissimmee, FL 34746
4285 PROLOGUE, Kissimmee, FL 34746 2
4285 PROLOGUE, Kissimmee, FL 34746 3
FOR SALE · 113 DAYS
$650,000$194/sqft

4285 PROLOGUE

Kissimmee, FL

6 beds5 baths3,343 sqft

COURTESY OF SHINE VILLAS REALTY LLC

813 GLENDORA, Kissimmee, FL 34759
813 GLENDORA, Kissimmee, FL 34759 2
813 GLENDORA, Kissimmee, FL 34759 3
FOR SALE · 169 DAYS
$489,000$199/sqft

813 GLENDORA

Kissimmee, FL

3 beds3.5 baths2,454 sqft

COURTESY OF PELLEGO, LLC

162 TALL PINES, Kissimmee, FL 34759
162 TALL PINES, Kissimmee, FL 34759 2
162 TALL PINES, Kissimmee, FL 34759 3
FOR SALE · 169 DAYS
$315,000$155/sqft

162 TALL PINES

Kissimmee, FL

2 beds2 baths2,038 sqft

COURTESY OF PELLEGO, LLC

2123 ST MARTEEN, Kissimmee, FL 34741
2123 ST MARTEEN, Kissimmee, FL 34741 2
2123 ST MARTEEN, Kissimmee, FL 34741 3
FOR SALE · 179 DAYS
$195,000$197/sqft

2123 ST MARTEEN

Kissimmee, FL

2 beds2 baths991 sqft

COURTESY OF LPT REALTY, LLC

2018 ESTANCIA, Kissimmee, FL 34741
2018 ESTANCIA, Kissimmee, FL 34741 2
2018 ESTANCIA, Kissimmee, FL 34741 3
FOR SALE · 9 DAYS
$275,000$161/sqft

2018 ESTANCIA

Kissimmee, FL

3 beds3.5 baths1,705 sqft

COURTESY OF VESTI LLC

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

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

4774 CUMBRIAN LAKES, Kissimmee, FL 34746
4774 CUMBRIAN LAKES, Kissimmee, FL 34746 2
4774 CUMBRIAN LAKES, Kissimmee, FL 34746 3
FOR SALE · 141 DAYS
$419,999$230/sqft

4774 CUMBRIAN LAKES

Kissimmee, FL

4 beds4.5 baths1,830 sqft

COURTESY OF MELENTREE REALTY LLC

← PreviousPage 129 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
Pedro Rivera
Pedro RiveraAs seen on · Media coverage
TMJ4Telemundo WisconsinCBS 58 Wisconsin
REAL ESTATE
CALL OR TEXT · HABLAMOS ESPAÑOL
414.712.6275
Pedro J Rivera, Broker & Founder
reThought Real Estate · Kissimmee, FL & Milwaukee, WI
Email
BUY
Orlando homesKissimmee homesMilwaukee homesBuying process
SELL
My home's valueListing processSeller's guide
AREAS
OrlandoKissimmeeSt. CloudMilwaukeeWauwatosaAll areas →
MORE
For agentsInternational projectsCryptoCalculatorsJournalWho is Pedro?
© 2026 PEDRO J RIVERA · BROKER, reTHOUGHT REAL ESTATE · LIC FL & WI
LIC FL & WIPRIVACYTERMSEQUAL HOUSING
Call Direct: 414.712.6275WhatsApp
CallWhatsApp