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For agentsBuySellInternationalCryptoJournal414.712.6275
REAL ESTATE
For agentsBuySellInternationalCryptoJournal
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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.

2,949 homes

FloridaWisconsin
Nathalie Montmellisa hayesCaptivated Real EstateAshly SantiagoKiara Rivera Morla
5.0· 74 GOOGLE REVIEWS
976+ FAMILIES GUIDED · FL & WI
2949 ACTIVE LISTINGSLICENSED FL & WIHABLAMOS ESPAÑOL
LATEST IN KISSIMMEELIVE FROM THE MLS
8103 COCONUT PALM Way #103, Kissimmee, FL 34747For sale$299,0003 BEDS · 2 BATHS · 1,268 SQFT8103 COCONUT PALM Way #103, Kissimmee, FL 347474714 TERRA ESMERALDA Drive, Kissimmee, FL 34746For rent$1,8007593 GATHERING Drive #311, Kissimmee, FL 34747For sale$360,000
8103 COCONUT PALM Way #103, Kissimmee, FL 34747
8103 COCONUT PALM Way #103, Kissimmee, FL 34747 2
8103 COCONUT PALM Way #103, Kissimmee, FL 34747 3
For sale · 38 DAYS
$299,000$236/sqft

8103 COCONUT PALM Way #103

Kissimmee, FL

3 beds2 baths1,268 sqft

Courtesy of COMPASS FLORIDA LLC

4714 TERRA ESMERALDA Drive, Kissimmee, FL 34746
4714 TERRA ESMERALDA Drive, Kissimmee, FL 34746 2
4714 TERRA ESMERALDA Drive, Kissimmee, FL 34746 3
For rent · 43 DAYS
$1,800

4714 TERRA ESMERALDA Drive

Kissimmee, FL

3 beds3.5 baths1,591 sqft

Courtesy of GOLDEN DOOR REALTY

7593 GATHERING Drive #311, Kissimmee, FL 34747
7593 GATHERING Drive #311, Kissimmee, FL 34747 2
7593 GATHERING Drive #311, Kissimmee, FL 34747 3
For sale · 1 DAY
$360,000$251/sqft

7593 GATHERING Drive #311

Kissimmee, FL

2 beds2 baths1,432 sqft

Courtesy of EXP REALTY LLC

2949 GAVIN SKY Drive, Kissimmee, FL 34744
2949 GAVIN SKY Drive, Kissimmee, FL 34744 2
2949 GAVIN SKY Drive, Kissimmee, FL 34744 3
For sale · 37 DAYS
$520,000$274/sqft

2949 GAVIN SKY Drive

Kissimmee, FL

4 beds2 baths1,900 sqft

Courtesy of LPT REALTY, LLC

22 MONUMENT Avenue, Kissimmee, FL 34741
22 MONUMENT Avenue, Kissimmee, FL 34741 2
22 MONUMENT Avenue, Kissimmee, FL 34741 3
For rent
$6,000

22 MONUMENT Avenue

Kissimmee, FL

275 sqft

Courtesy of ACKLEY FLORIDA PROPERTY MANAGEMENT INC

1213 BERMUDA LAKES Lane #206, Kissimmee, FL 34741
1213 BERMUDA LAKES Lane #206, Kissimmee, FL 34741 2
1213 BERMUDA LAKES Lane #206, Kissimmee, FL 34741 3
For sale · 41 DAYS
$205,000$186/sqft

1213 BERMUDA LAKES Lane #206

Kissimmee, FL

2 beds2 baths1,103 sqft

Courtesy of RODRIGUEZ PROPERTY MANAGEMENT

8514 PALM HARBOUR Drive, Kissimmee, FL 34747
8514 PALM HARBOUR Drive, Kissimmee, FL 34747 2
8514 PALM HARBOUR Drive, Kissimmee, FL 34747 3
For sale · 42 DAYS
$590,000$205/sqft

8514 PALM HARBOUR Drive

Kissimmee, FL

7 beds5.5 baths2,881 sqft

Courtesy of AVENUE HOMES LLC

150 BARRINGTON Drive, Kissimmee, FL 34758
150 BARRINGTON Drive, Kissimmee, FL 34758 2
150 BARRINGTON Drive, Kissimmee, FL 34758 3
For sale · 32 DAYS
$199,000$144/sqft

150 BARRINGTON Drive

Kissimmee, FL

3 beds2 baths1,382 sqft

Courtesy of REAL BROKER, LLC

3166 RIACHUELO Lane, Kissimmee, FL 34744
3166 RIACHUELO Lane, Kissimmee, FL 34744 2
3166 RIACHUELO Lane, Kissimmee, FL 34744 3
For rent · 43 DAYS
$2,100

3166 RIACHUELO Lane

Kissimmee, FL

3 beds3.5 baths1,540 sqft

Courtesy of PREMIUM PROPERTIES R.E SERVICE

1472 FAIRVIEW CIR, Kissimmee, FL 34747
1472 FAIRVIEW CIR, Kissimmee, FL 34747 2
1472 FAIRVIEW CIR, Kissimmee, FL 34747 3
For sale · 6 DAYS
$635,000$206/sqft

1472 FAIRVIEW CIR

Kissimmee, FL

5 beds6.5 baths3,076 sqft

Courtesy of NEXTHOME SUNSHINE REALTY

4797 TERRA ESMERALDA Drive, Kissimmee, FL 34746
4797 TERRA ESMERALDA Drive, Kissimmee, FL 34746 2
4797 TERRA ESMERALDA Drive, Kissimmee, FL 34746 3
For sale · 41 DAYS
$327,500$242/sqft

4797 TERRA ESMERALDA Drive

Kissimmee, FL

3 beds3.5 baths1,352 sqft

Courtesy of EXP REALTY LLC

1266 BEACH Circle, Kissimmee, FL 34746
1266 BEACH Circle, Kissimmee, FL 34746 2
1266 BEACH Circle, Kissimmee, FL 34746 3
For sale · 1 DAY
$299,900$183/sqft

1266 BEACH Circle

Kissimmee, FL

4 beds4.5 baths1,642 sqft

Courtesy of DEAL MAKERS REALTY TEAM CORP

2904 EDENSHIRE Way #106, Kissimmee, FL 34746
2904 EDENSHIRE Way #106, Kissimmee, FL 34746 2
2904 EDENSHIRE Way #106, Kissimmee, FL 34746 3
For rent · 173 DAYS
$2,350

2904 EDENSHIRE Way #106

Kissimmee, FL

3 beds2 baths1,300 sqft

Courtesy of LPT REALTY, LLC

808 ABBEVILLE Court #B, Kissimmee, FL 34759
808 ABBEVILLE Court #B, Kissimmee, FL 34759 2
808 ABBEVILLE Court #B, Kissimmee, FL 34759 3
For rent
$2,000

808 ABBEVILLE Court #B

Kissimmee, FL

4 beds2.5 baths1,505 sqft

Courtesy of EMPIRE NETWORK REALTY

1063 JACK NICKLAUS Court, Kissimmee, FL 34747
1063 JACK NICKLAUS Court, Kissimmee, FL 34747 2
1063 JACK NICKLAUS Court, Kissimmee, FL 34747 3
For sale · 45 DAYS
$2,425,000$408/sqft

1063 JACK NICKLAUS Court

Kissimmee, FL

7 beds11.5 baths5,944 sqft

Courtesy of TOP TIER RESORT REALTY

4015 ORANGE BLOSSOM Trail, Kissimmee, FL 34746
4015 ORANGE BLOSSOM Trail, Kissimmee, FL 34746 2
For sale
$789,000

4015 ORANGE BLOSSOM Trail

Kissimmee, FL

Courtesy of LOKATION

132 GARDENIA Road, Kissimmee, FL 34743
132 GARDENIA Road, Kissimmee, FL 34743 2
132 GARDENIA Road, Kissimmee, FL 34743 3
For sale · 1 DAY
$279,000$279/sqft

132 GARDENIA Road

Kissimmee, FL

2 beds2 baths1,000 sqft

Courtesy of THE FLORIDA PROPERTY SHOP SALE

5285 ROYAL POINT Avenue, Kissimmee, FL 34746
5285 ROYAL POINT Avenue, Kissimmee, FL 34746 2
5285 ROYAL POINT Avenue, Kissimmee, FL 34746 3
For sale · 39 DAYS
$459,900$211/sqft

5285 ROYAL POINT Avenue

Kissimmee, FL

4 beds3 baths2,178 sqft

Courtesy of QP HOMES REALTY LLC

7770 SANDY RIDGE Drive #113, Kissimmee, FL 34747
7770 SANDY RIDGE Drive #113, Kissimmee, FL 34747 2
7770 SANDY RIDGE Drive #113, Kissimmee, FL 34747 3
For sale · 1 DAY
$399,000$268/sqft

7770 SANDY RIDGE Drive #113

Kissimmee, FL

3 beds3.5 baths1,491 sqft

Courtesy of KELLER WILLIAMS ADVANTAGE III

5245 IRLO BRONSON MEMORIAL Highway #203, Kissimmee, FL 34746
5245 IRLO BRONSON MEMORIAL Highway #203, Kissimmee, FL 34746 2
5245 IRLO BRONSON MEMORIAL Highway #203, Kissimmee, FL 34746 3
For sale · 44 DAYS
$94,995$292/sqft

5245 IRLO BRONSON MEMORIAL Highway #203

Kissimmee, FL

1 bed1 bath325 sqft

Courtesy of EMPIRE NETWORK REALTY

2729 CAMPER Avenue, Kissimmee, FL 34744
2729 CAMPER Avenue, Kissimmee, FL 34744 2
2729 CAMPER Avenue, Kissimmee, FL 34744 3
For sale · 6 DAYS
$75,000$186/sqft

2729 CAMPER Avenue

Kissimmee, FL

2 beds2 baths403 sqft

Courtesy of LA ROSA REALTY ORLANDO LLC

1508 JENNI LEE Court, Kissimmee, FL 34744
1508 JENNI LEE Court, Kissimmee, FL 34744 2
1508 JENNI LEE Court, Kissimmee, FL 34744 3
For sale · 33 DAYS
$444,900$214/sqft

1508 JENNI LEE Court

Kissimmee, FL

3 beds3 baths2,077 sqft

Courtesy of CORCORAN CONNECT LLC

5006 LAGUNA BAY Circle #58, Kissimmee, FL 34746
5006 LAGUNA BAY Circle #58, Kissimmee, FL 34746 2
5006 LAGUNA BAY Circle #58, Kissimmee, FL 34746 3
For sale · 1 DAY
$205,000$192/sqft

5006 LAGUNA BAY Circle #58

Kissimmee, FL

2 beds2 baths1,066 sqft

Courtesy of RE/MAX REALTY UNLIMITED

4760 GOODMANS BAY Drive, Kissimmee, FL 34758
4760 GOODMANS BAY Drive, Kissimmee, FL 34758 2
4760 GOODMANS BAY Drive, Kissimmee, FL 34758 3
For sale · 46 DAYS
$455,690$181/sqft

4760 GOODMANS BAY Drive

Kissimmee, FL

5 beds3 baths2,520 sqft

Courtesy of MALTBIE REALTY GROUP

See 2,949 homes
← PreviousPage 30 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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