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For agentsBuySellInternationalCryptoJournal
ENES
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For agentsBuySellInternationalCryptoJournal414.712.6275
REAL ESTATE
For agentsBuySellInternationalCryptoJournal
ENES
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For agentsBuySellInternationalCryptoJournal414.712.6275
HOMES FOR SALE · KISSIMMEE

Homes for sale in KissimmeeKissimmee 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.

2,940 homes

FloridaWisconsin
Nathalie Montmellisa hayesCaptivated Real EstateAshly SantiagoKiara Rivera Morla
5.0· 74 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
2940 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
604 DEL AIRE Court, Kissimmee, FL 34758For rent$2,6505 BEDS · 4 BATHS · 2,281 SQFT604 DEL AIRE Court, Kissimmee, FL 347585283 IMAGES Circle #104, Kissimmee, FL 34746For sale$169,0001200 BEACH Circle, Kissimmee, FL 34746For rent$1,700
604 DEL AIRE Court, Kissimmee, FL 34758
604 DEL AIRE Court, Kissimmee, FL 34758 2
604 DEL AIRE Court, Kissimmee, FL 34758 3
For rent · 41 DAYS
$2,650

604 DEL AIRE Court

Kissimmee, FL

5 beds4 baths2,281 sqft

Courtesy of KELLER WILLIAMS ADVANTAGE III

5283 IMAGES Circle #104, Kissimmee, FL 34746
5283 IMAGES Circle #104, Kissimmee, FL 34746 2
5283 IMAGES Circle #104, Kissimmee, FL 34746 3
For sale · 2 DAYS
$169,000$174/sqft

5283 IMAGES Circle #104

Kissimmee, FL

2 beds2 baths969 sqft

Courtesy of CORCORAN PREMIER REALTY

1200 BEACH Circle, Kissimmee, FL 34746
1200 BEACH Circle, Kissimmee, FL 34746 2
1200 BEACH Circle, Kissimmee, FL 34746 3
For rent · 41 DAYS
$1,700

1200 BEACH Circle

Kissimmee, FL

3 beds3.5 baths1,468 sqft

Courtesy of COLDWELL BANKER REALTY

2486 SWEETWATER CLUB Circle #75, Kissimmee, FL 34746
2486 SWEETWATER CLUB Circle #75, Kissimmee, FL 34746 2
2486 SWEETWATER CLUB Circle #75, Kissimmee, FL 34746 3
For sale · 42 DAYS
$217,000$178/sqft

2486 SWEETWATER CLUB Circle #75

Kissimmee, FL

3 beds2 baths1,220 sqft

Courtesy of EPIQUE REALTY INC.

4965 WINDERMERE Avenue, Kissimmee, FL 34746
4965 WINDERMERE Avenue, Kissimmee, FL 34746 2
4965 WINDERMERE Avenue, Kissimmee, FL 34746 3
For sale · 3 DAYS
$475,000$248/sqft

4965 WINDERMERE Avenue

Kissimmee, FL

4 beds3 baths1,914 sqft

Courtesy of RE/MAX ASSURED

1355 GREENFIELD Loop, Kissimmee, FL 34747
1355 GREENFIELD Loop, Kissimmee, FL 34747 2
1355 GREENFIELD Loop, Kissimmee, FL 34747 3
For rent
$3,100

1355 GREENFIELD Loop

Kissimmee, FL

4 beds3.5 baths1,817 sqft

Courtesy of NOVALUX REALTY, LLC.

1051 JACK NICKLAUS Court, Kissimmee, FL 34747
1051 JACK NICKLAUS Court, Kissimmee, FL 34747 2
1051 JACK NICKLAUS Court, Kissimmee, FL 34747 3
For sale · 1 DAY
$2,299,000$394/sqft

1051 JACK NICKLAUS Court

Kissimmee, FL

7 beds8.5 baths5,831 sqft

Courtesy of CHOICE ONE REALTY LLC

3611 MT VERNON Way, Kissimmee, FL 34741
3611 MT VERNON Way, Kissimmee, FL 34741 2
3611 MT VERNON Way, Kissimmee, FL 34741 3
For sale · 35 DAYS
$629,000$180/sqft

3611 MT VERNON Way

Kissimmee, FL

4 beds4 baths3,497 sqft

Courtesy of WRA BUSINESS & REAL ESTATE

3221 WHITE DOVE Lane, Kissimmee, FL 34746
3221 WHITE DOVE Lane, Kissimmee, FL 34746 2
3221 WHITE DOVE Lane, Kissimmee, FL 34746 3
For sale · 27 DAYS
$362,999$273/sqft

3221 WHITE DOVE Lane

Kissimmee, FL

2 beds2 baths1,330 sqft

Courtesy of LPT REALTY, LLC

2416 REGENT Way, Kissimmee, FL 34758
2416 REGENT Way, Kissimmee, FL 34758 2
2416 REGENT Way, Kissimmee, FL 34758 3
For sale · 1 DAY
$389,999$202/sqft

2416 REGENT Way

Kissimmee, FL

3 beds2 baths1,930 sqft

Courtesy of PROFILES INTERNATIONAL REALTY

8060 VACATION Avenue #4409, Kissimmee, FL 34747
8060 VACATION Avenue #4409, Kissimmee, FL 34747 2
8060 VACATION Avenue #4409, Kissimmee, FL 34747 3
For sale
$179,000$357/sqft

8060 VACATION Avenue #4409

Kissimmee, FL

1 bed1 bath501 sqft

Courtesy of TEAM DONOVAN

4982 N TOWN Terrace, Kissimmee, FL 34758
4982 N TOWN Terrace, Kissimmee, FL 34758 2
4982 N TOWN Terrace, Kissimmee, FL 34758 3
For rent · 40 DAYS
$1,600

4982 N TOWN Terrace

Kissimmee, FL

3 beds3 baths1,473 sqft

Courtesy of HOLDING GOLDEN REAL ESTATE INC

3849 BAY CLUB Circle #204, Kissimmee, FL 34741
3849 BAY CLUB Circle #204, Kissimmee, FL 34741 2
3849 BAY CLUB Circle #204, Kissimmee, FL 34741 3
For rent · 35 DAYS
$1,400

3849 BAY CLUB Circle #204

Kissimmee, FL

2 beds2 baths910 sqft

Courtesy of COLDWELL BANKER REALTY

2410 HATTON CHASE Lane, Kissimmee, FL 34746
2410 HATTON CHASE Lane, Kissimmee, FL 34746 2
2410 HATTON CHASE Lane, Kissimmee, FL 34746 3
For rent
$1,990

2410 HATTON CHASE Lane

Kissimmee, FL

3 beds2 baths1,836 sqft

Courtesy of LPT REALTY, LLC

3814 GOLDEN FEATHER Way, Kissimmee, FL 34746
3814 GOLDEN FEATHER Way, Kissimmee, FL 34746 2
3814 GOLDEN FEATHER Way, Kissimmee, FL 34746 3
For sale · 1 DAY
$575,000$160/sqft

3814 GOLDEN FEATHER Way

Kissimmee, FL

4 beds4.5 baths3,591 sqft

Courtesy of ORLANDO REGIONAL REALTY

2302 SILVER PALM Drive #202, Kissimmee, FL 34747
2302 SILVER PALM Drive #202, Kissimmee, FL 34747 2
2302 SILVER PALM Drive #202, Kissimmee, FL 34747 3
For sale · 1 DAY
$245,000$175/sqft

2302 SILVER PALM Drive #202

Kissimmee, FL

3 beds2 baths1,402 sqft

Courtesy of EXP REALTY LLC

1528 NASSAU POINT Trail, Kissimmee, FL 34747
1528 NASSAU POINT Trail, Kissimmee, FL 34747 2
1528 NASSAU POINT Trail, Kissimmee, FL 34747 3
For sale · 1 DAY
$619,900$208/sqft

1528 NASSAU POINT Trail

Kissimmee, FL

6 beds5.5 baths2,987 sqft

Courtesy of FABIANO DIAS REALTY LLC

3117 WINDOVER Avenue, Kissimmee, FL 34741
3117 WINDOVER Avenue, Kissimmee, FL 34741 2
3117 WINDOVER Avenue, Kissimmee, FL 34741 3
For rent · 40 DAYS
$1,790

3117 WINDOVER Avenue

Kissimmee, FL

2 beds2.5 baths992 sqft

Courtesy of VELOCITY

608 DROMEDARY Court, Kissimmee, FL 34759
608 DROMEDARY Court, Kissimmee, FL 34759 2
608 DROMEDARY Court, Kissimmee, FL 34759 3
For sale · 1 DAY
$272,000$166/sqft

608 DROMEDARY Court

Kissimmee, FL

3 beds2 baths1,642 sqft

Courtesy of BENEDETTI ENTERPRISES, INC

2425 ASHECROFT Drive, Kissimmee, FL 34744
2425 ASHECROFT Drive, Kissimmee, FL 34744 2
2425 ASHECROFT Drive, Kissimmee, FL 34744 3
For sale · 10 DAYS
$395,000$219/sqft

2425 ASHECROFT Drive

Kissimmee, FL

4 beds3.5 baths1,803 sqft

Courtesy of LA ROSA REALTY KISSIMMEE

601 GRAND CANAL DR, Kissimmee, FL 34759
601 GRAND CANAL DR, Kissimmee, FL 34759 2
601 GRAND CANAL DR, Kissimmee, FL 34759 3
For sale · 7 DAYS
$234,000$186/sqft

601 GRAND CANAL DR

Kissimmee, FL

2 beds2 baths1,258 sqft

Courtesy of BORCHINI REALTY

2112 BUNKER VIEW Court, Kissimmee, FL 34746
2112 BUNKER VIEW Court, Kissimmee, FL 34746 2
2112 BUNKER VIEW Court, Kissimmee, FL 34746 3
For rent · 41 DAYS
$2,300

2112 BUNKER VIEW Court

Kissimmee, FL

3 beds3 baths2,039 sqft

Courtesy of LPT REALTY, LLC

510 BROMLEY Court, Kissimmee, FL 34758
510 BROMLEY Court, Kissimmee, FL 34758 2
510 BROMLEY Court, Kissimmee, FL 34758 3
For rent
$2,000

510 BROMLEY Court

Kissimmee, FL

3 beds2 baths1,876 sqft

Courtesy of ROMAN'S PRO REALTY LLC

24 MIRAMAR Way, Kissimmee, FL 34758
24 MIRAMAR Way, Kissimmee, FL 34758 2
24 MIRAMAR Way, Kissimmee, FL 34758 3
For sale · 43 DAYS
$229,900$202/sqft

24 MIRAMAR Way

Kissimmee, FL

3 beds2 baths1,140 sqft

Courtesy of RE/MAX FLOREALTY

See 2,940 homes
← PreviousPage 28 of 123Next →

Living in Kissimmee

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.

Nathalie Montmellisa hayesCaptivated Real EstateAshly SantiagoKiara Rivera Morla
5.0· 74 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
LICENSED FL & WIHABLAMOS ESPAÑOL
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 NOV 7 · LIVE FROM THE MLS
$385,000
Median list price
306
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.

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
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Pedro J Rivera, Broker & Founder
reThought Real Estate · Kissimmee, FL & Milwaukee, WI
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