View 4476 PLEASANT HILL ROAD Kissimmee, FL MLS# S5153229
$244,800
10,115

Sq.Ft.

4476 PLEASANT HILL ROAD

Kissimmee, FL

Courtesy of SELECT PREMIER REALTY
View 5283 W IRLO BRONSON HIGHWAY Kissimmee, FL MLS# O6449352
$160,200
8,900

Sq.Ft.

5283 W IRLO BRONSON HIGHWAY

Kissimmee, FL

Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
View 0 BALL PARK ROAD Kissimmee, FL MLS# O6451998
$157,374
69,944

Sq.Ft.

0 BALL PARK ROAD

Kissimmee, FL

Courtesy of GOYAL & DECOSTER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1591 JOHN YOUNG PKWY Kissimmee, FL MLS# S5147336
  • New Construction
1 of 6
$150,000
5,000

Sq.Ft.

1591 JOHN YOUNG PKWY

Kissimmee, FL

Courtesy of DREAM BUILDERS REALTY
View Address not provided Kissimmee, FL MLS# O6441605
$142,500
5,700

Sq.Ft.

Address not provided

Kissimmee, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1125 N CENTRAL AVENUE Kissimmee, FL MLS# S5157604
$67,654
2,623

Sq.Ft.

1125 N CENTRAL AVENUE

Kissimmee, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
View 1121 N MAIN STREET Kissimmee, FL MLS# S5154328
  • Virtual Tour
1 of 15
$54,000
1,352

Sq.Ft.

1121 N MAIN STREET

Kissimmee, FL

Courtesy of EXP REALTY LLC
View 2066 E OSCEOLA PARKWAY Kissimmee, FL MLS# O6438095
$50,400
1,700

Sq.Ft.

2066 E OSCEOLA PARKWAY

Kissimmee, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 2064 E OSCEOLA PARKWAY 102 Kissimmee, FL MLS# O6438665
$50,400
1,700

Sq.Ft.

2064 E OSCEOLA PARKWAY 102

Kissimmee, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View Address not provided Kissimmee, FL MLS# O6444013
$50,000
2,000

Sq.Ft.

Address not provided

Kissimmee, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 814 N MAIN STREET Kissimmee, FL MLS# S5155501
$48,000
1,490

Sq.Ft.

814 N MAIN STREET

Kissimmee, FL

Courtesy of SIGNATURE COLLECTION REALTY IN
View 107 BROADWAY Kissimmee, FL MLS# S5160291
  • Recently Listed with Virtual Tour
1 of 9
$45,600
1,140

Sq.Ft.

107 BROADWAY

Kissimmee, FL

Courtesy of THE PROPERTY FIRM
View 3050 LOOPDALE LANE Kissimmee, FL MLS# S5159078
  • Virtual Tour
1 of 14
$45,000
1,350

Sq.Ft.

3050 LOOPDALE LANE

Kissimmee, FL

Courtesy of MAKTUB REALTY
View 901 N CENTRAL AVENUE Kissimmee, FL MLS# S5161253
  • Recently Listed with Virtual Tour
1 of 7
$38,400
2,352

Sq.Ft.

901 N CENTRAL AVENUE

Kissimmee, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
View 1963 S JOHN YOUNG PARKWAY Kissimmee, FL MLS# O6433399
$36,000
21,891

Sq.Ft.

1963 S JOHN YOUNG PARKWAY

Kissimmee, FL

Courtesy of MEGA REALTY GROUP LLC
View 3340 ORANGE BLOSSOM TRAIL Kissimmee, FL MLS# S5159447
$36,000
29,000

Sq.Ft.

3340 ORANGE BLOSSOM TRAIL

Kissimmee, FL

Courtesy of LEGACY REALTY OF CENTRAL FLORIDA LLC
View 111 S RANDOLPH AVENUE Kissimmee, FL MLS# O6423056
$34,800
1,278

Sq.Ft.

111 S RANDOLPH AVENUE

Kissimmee, FL

Courtesy of CENTURY 21 CARIOTI
View 1302 N MAIN STREET Kissimmee, FL MLS# R4911622
$34,800
1,740

Sq.Ft.

1302 N MAIN STREET

Kissimmee, FL

Courtesy of DEAN SANT
View 809 PATRICK STREET Kissimmee, FL MLS# S5158959
  • Virtual Tour
1 of 17
$33,600
1,433

Sq.Ft.

809 PATRICK STREET

Kissimmee, FL

Courtesy of CENTURY 21 NEXT LEVEL REALTY
View 2204 W COLUMBIA AVENUE Kissimmee, FL MLS# O6426879
$30,000
990

Sq.Ft.

2204 W COLUMBIA AVENUE

Kissimmee, FL

Courtesy of PARK PLACE REAL ESTATE

About Kissimmee

Newcomers who want all the world-class amenities of a major metropolitan area but the relaxed pace and feeling of small-town living will enjoy Kissimmee.  Few towns can claim the nearby attractions that residents of Kissimmee enjoy, including leisure activities, recreational facilities, shopping outlets, dinner shows, and internationally famous theme parks.  Even closer to the community are unique attractions ranging from the World of Orchids and Chinatown to the Flying Tigers Warbird Restoration Air Museum.  The Osceola Center for the Arts anchors a strong cultural community.  Outdoor enthusiasts will find riding stables, golf courses, tennis courts, water sports, and crowd-pleasing spectator sports.  The Osceola County Stadium is the spring training home of the Houston Astros baseball team, and hosts summer games for the Astros' minor league team.  Festivals and celebrations brighten every season, highlighted by one of the nation's most famous rodeos.  Residents and visitors alike enjoy strolling through the restored downtown district with its quaint shops and cafes.  A diverse selection of housing ranges from cozy bungalows in the heart of town to magnificent estates or luxurious condominiums in beautiful new developments.

Listings in Kissimmee, FL

3,633

Estimated median home price

$380,000
Kissimmee FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Kissimmee, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Kissimmee, FL.

Homes for Sale by Price in Kissimmee, FL

PriceCount
$0 - 100K105
$100K - 200K180
$200K - 300K695
$300K - 400K1,084
$400K - 500K668
$500K - 600K341
$600K - 700K208
$700K - 800K90
$800K - 900K66
$900K - 1M45
$1M - Max151

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family2,018
Townhouse846
Condo485
Commercial79
Rental1,156
Lots and Land163
Condo/Town/CoOp0
CoOp0
Multi Family18
Mobile Home20
Farms0

(Data as of 11/13/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 11/14/2026.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 11/14/2026.