View 275 CHADWORTH DRIVE Kissimmee, FL MLS# O6432437
  • Recently Listed with Virtual Tour
1 of 52
$379,999
4

Beds

3.1

Baths

2,948

Sq.Ft.

275 CHADWORTH DRIVE

Kissimmee, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 2400 HARWICH DRIVE Kissimmee, FL MLS# O6437440
  • Recently Listed with Virtual Tour
1 of 35
$339,000
3

Beds

2.0

Baths

1,900

Sq.Ft.

2400 HARWICH DRIVE

Kissimmee, FL

View 110 CHELTENHAM PLACE Kissimmee, FL MLS# O6437448
  • Recently Listed with Virtual Tour
1 of 17
$352,990
4

Beds

2.0

Baths

1,828

Sq.Ft.

110 CHELTENHAM PLACE

Kissimmee, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 317 CHELMSFORD COURT Kissimmee, FL MLS# S5156548
$299,999
3

Beds

2.0

Baths

1,840

Sq.Ft.

317 CHELMSFORD COURT

Kissimmee, FL

View 403 GREENUP STREET Kissimmee, FL MLS# S5156562
  • Recently Listed
1 of 2
$290,000
Studio

Beds

0.0

Baths

403 GREENUP STREET

Kissimmee, FL

Courtesy of LA ROSA REALTY LLC
View 2843 JASPER RUN Kissimmee, FL MLS# S5156385
  • Recently Listed with Virtual Tour
1 of 41
$320,000
3

Beds

2.0

Baths

1,634

Sq.Ft.

2843 JASPER RUN

Kissimmee, FL

View 2326 SILVER PALM DR Kissimmee, FL MLS# O6431399
  • Recently Listed with Virtual Tour
1 of 42
$319,000
3

Beds

3.0

Baths

1,440

Sq.Ft.

2326 SILVER PALM DR

Kissimmee, FL

Courtesy of LA ROSA REALTY LLC
View 118 COURT STREET Kissimmee, FL MLS# O6436665
  • Recently Listed with Virtual Tour
1 of 33
OPEN HOUSE: Saturday 8/29 1:00 PM - 3:00 PM
$299,900
3

Beds

2.0

Baths

1,607

Sq.Ft.

118 COURT STREET

Kissimmee, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 4470 SEYMOUR STREET Kissimmee, FL MLS# O6437065
  • Recently Listed with Virtual Tour
1 of 28
$324,900
2

Beds

2.0

Baths

1,248

Sq.Ft.

4470 SEYMOUR STREET

Kissimmee, FL

Courtesy of COLDWELL BANKER REALTY
View 5161 WORCHESTER DRIVE Kissimmee, FL MLS# O6437122
  • Recently Listed with Virtual Tour
1 of 19
$379,490
3

Beds

2.0

Baths

1,555

Sq.Ft.

5161 WORCHESTER DRIVE

Kissimmee, FL

View 5517 SAPOTE COURT Kissimmee, FL MLS# O6437143
  • Recently Listed with Virtual Tour
1 of 23
$306,420
3

Beds

2.0

Baths

1,424

Sq.Ft.

5517 SAPOTE COURT

Kissimmee, FL

View 5567 MORANT BAY PATH Kissimmee, FL MLS# O6437153
  • Recently Listed with Virtual Tour
1 of 21
$310,790
4

Beds

2.0

Baths

1,600

Sq.Ft.

5567 MORANT BAY PATH

Kissimmee, FL

View 2803 MOONSTONE BEND Kissimmee, FL MLS# GC543058
$344,900
4

Beds

2.0

Baths

2,000

Sq.Ft.

2803 MOONSTONE BEND

Kissimmee, FL

Courtesy of LYLY REALTY LLC
View 3054 YELLOW LANTANA LANE Kissimmee, FL MLS# O6437112
  • Recently Listed with Virtual Tour
1 of 23
$315,000
2

Beds

2.1

Baths

1,161

Sq.Ft.

3054 YELLOW LANTANA LANE

Kissimmee, FL

View 3020 BIRD OF PARADISE LANE Kissimmee, FL MLS# O6436878
  • Recently Listed with Virtual Tour
1 of 23
$305,000
2

Beds

2.1

Baths

1,161

Sq.Ft.

3020 BIRD OF PARADISE LANE

Kissimmee, FL

View 1550 OAK RESERVE DRIVE Kissimmee, FL MLS# O6437198
  • Recently Listed with Virtual Tour
1 of 21
$380,000
5

Beds

3.0

Baths

2,674

Sq.Ft.

1550 OAK RESERVE DRIVE

Kissimmee, FL

View 99 TOLUCA DRIVE Kissimmee, FL MLS# O6437542
  • Recently Listed with Virtual Tour
1 of 19
$375,000
3

Beds

2.0

Baths

2,255

Sq.Ft.

99 TOLUCA DRIVE

Kissimmee, FL

Courtesy of NORKIS & CO REALTY
View 905 GLOUCESTER COURT Kissimmee, FL MLS# S5155625
  • Recently Listed with Virtual Tour
1 of 29
$329,000
4

Beds

2.1

Baths

2,844

Sq.Ft.

905 GLOUCESTER COURT

Kissimmee, FL

View 5009 LOGGIA LANE Kissimmee, FL MLS# O6436434
  • Recently Listed with Virtual Tour
1 of 21
$319,790
4

Beds

2.0

Baths

1,600

Sq.Ft.

5009 LOGGIA LANE

Kissimmee, FL

View 863 COUNTRY CROSSING COURT Kissimmee, FL MLS# OM730998
  • Recently Listed with Virtual Tour
1 of 24
$315,000
3

Beds

2.0

Baths

1,226

Sq.Ft.

863 COUNTRY CROSSING COURT

Kissimmee, FL

Courtesy of SINGH REAL ESTATE SERVICES

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

3,663

Estimated median home price

$385,000
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 - 100K117
$100K - 200K177
$200K - 300K702
$300K - 400K1,036
$400K - 500K682
$500K - 600K357
$600K - 700K222
$700K - 800K92
$800K - 900K75
$900K - 1M53
$1M - Max150

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family2,051
Townhouse819
Condo482
Commercial86
Rental1,036
Lots and Land176
Condo/Town/CoOp0
CoOp0
Multi Family23
Mobile Home23
Farms0

(Data as of 8/29/2026)

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 Multiple Listing Service of the St. Augustine Board of REALTORS®. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors includes 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 8/29/2026.

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 8/29/2026.

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.

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.

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 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 8/29/2026.