View 4762 ASHURST STREET Kissimmee, FL MLS# S5160230
  • Recently Listed with Virtual Tour
1 of 25
$295,000
3

Beds

2.0

Baths

1,600

Sq.Ft.

4762 ASHURST STREET

Kissimmee, FL

Courtesy of EXP REALTY LLC
View 3000 MAINGATE LANE 420 Kissimmee, FL MLS# W7889966
  • Recently Listed with Virtual Tour
1 of 17
$50,000
1

Beds

1.0

Baths

304

Sq.Ft.

3000 MAINGATE LANE 420

Kissimmee, FL

Courtesy of RE/MAX CHAMPIONS
View 2614 LOLA LANE Kissimmee, FL MLS# O6452581
  • Recently Listed
1 of 2
$427,067
3

Beds

2.0

Baths

1,723

Sq.Ft.

2614 LOLA LANE

Kissimmee, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2785 ALMATON LOOP 303 Kissimmee, FL MLS# O6452728
  • Recently Listed with Virtual Tour
1 of 72
$349,900
3

Beds

2.0

Baths

1,246

Sq.Ft.

2785 ALMATON LOOP 303

Kissimmee, FL

Courtesy of REAL BROKER, LLC
View 2863 MIDDLETON CIRCLE Kissimmee, FL MLS# R4912237
  • Recently Listed with Virtual Tour
1 of 20
$415,000
4

Beds

2.0

Baths

2,071

Sq.Ft.

2863 MIDDLETON CIRCLE

Kissimmee, FL

Courtesy of INTERNATIONAL EXECUTIVE REALTY
View 299 MAGICAL WAY Kissimmee, FL MLS# S5160028
  • Recently Listed with Virtual Tour
1 of 25
$400,000
4

Beds

3.0

Baths

1,790

Sq.Ft.

299 MAGICAL WAY

Kissimmee, FL

Courtesy of MY REALTY GROUP, LLC.
View 4324 PARADISE COVE COURT Kissimmee, FL MLS# O6453102
  • Recently Listed with Virtual Tour
1 of 13
$269,000
3

Beds

2.1

Baths

1,769

Sq.Ft.

4324 PARADISE COVE COURT

Kissimmee, FL

Courtesy of PREMIUM REALTY GROUP USA
View 5041 WORCHESTER DRIVE Kissimmee, FL MLS# O6453128
  • Recently Listed with Virtual Tour
1 of 19
$374,989
3

Beds

2.0

Baths

1,555

Sq.Ft.

5041 WORCHESTER DRIVE

Kissimmee, FL

Courtesy of LENNAR REALTY
View 5107 WORCHESTER DRIVE Kissimmee, FL MLS# O6453136
  • Recently Listed with Virtual Tour
1 of 19
$408,756
4

Beds

2.0

Baths

1,936

Sq.Ft.

5107 WORCHESTER DRIVE

Kissimmee, FL

Courtesy of LENNAR REALTY
View 1892 SOUTHBURY DRIVE Kissimmee, FL MLS# O6453140
  • Recently Listed with Virtual Tour
1 of 50
$455,990
4

Beds

2.0

Baths

1,828

Sq.Ft.

1892 SOUTHBURY DRIVE

Kissimmee, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 5704 PORTICO PLACE Kissimmee, FL MLS# O6453146
  • Recently Listed with Virtual Tour
1 of 21
$312,290
4

Beds

2.0

Baths

1,600

Sq.Ft.

5704 PORTICO PLACE

Kissimmee, FL

Courtesy of LENNAR REALTY
View 5755 MEADS BAY POND ROAD Kissimmee, FL MLS# O6453155
  • Recently Listed with Virtual Tour
1 of 39
$387,530
4

Beds

3.0

Baths

2,175

Sq.Ft.

5755 MEADS BAY POND ROAD

Kissimmee, FL

Courtesy of LENNAR REALTY
View 1478 BITTEROOT STREET Kissimmee, FL MLS# O6453162
  • Recently Listed with Virtual Tour
1 of 50
$441,990
4

Beds

2.0

Baths

1,828

Sq.Ft.

1478 BITTEROOT STREET

Kissimmee, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 866 MARISA LANE Kissimmee, FL MLS# S5160182
  • Recently Listed with Virtual Tour
1 of 18
$375,000
4

Beds

2.0

Baths

1,784

Sq.Ft.

866 MARISA LANE

Kissimmee, FL

Courtesy of EXP REALTY LLC
View 1999 KEY BAY TRAIL Kissimmee, FL MLS# TB8559333
  • Recently Listed
1 of 11
$399,900
2

Beds

2.0

Baths

1,583

Sq.Ft.

1999 KEY BAY TRAIL

Kissimmee, FL

Courtesy of HOMECOIN.COM
View 1908 SOUTHBURY DRIVE Kissimmee, FL MLS# O6453176
  • Recently Listed with Virtual Tour
1 of 50
$499,790
4

Beds

3.0

Baths

2,077

Sq.Ft.

1908 SOUTHBURY DRIVE

Kissimmee, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 1904 SOUTHBURY DRIVE Kissimmee, FL MLS# O6453182
  • Recently Listed with Virtual Tour
1 of 47
$486,790
5

Beds

3.0

Baths

2,077

Sq.Ft.

1904 SOUTHBURY DRIVE

Kissimmee, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 107 IGUALA DRIVE Kissimmee, FL MLS# S5159799
  • Recently Listed with Virtual Tour
1 of 49
$390,000
4

Beds

2.0

Baths

1,842

Sq.Ft.

107 IGUALA DRIVE

Kissimmee, FL

Courtesy of AXEN REALTY LLC
View 1345 ANCHOR BEND WAY Kissimmee, FL MLS# O6453198
  • Recently Listed with Virtual Tour
1 of 16
$260,000
3

Beds

2.1

Baths

1,373

Sq.Ft.

1345 ANCHOR BEND WAY

Kissimmee, FL

Courtesy of CENTURY 21 CARIOTI
View 1917 WILLOW WOOD DRIVE Kissimmee, FL MLS# S5160299
  • Recently Listed with Virtual Tour
1 of 63
$389,000
3

Beds

2.0

Baths

1,902

Sq.Ft.

1917 WILLOW WOOD DRIVE

Kissimmee, FL

Courtesy of GOLDEN PALMS REALTY OF FLORIDA

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

3,646

Estimated median home price

$382,250
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 - 100K111
$100K - 200K186
$200K - 300K677
$300K - 400K1,089
$400K - 500K659
$500K - 600K360
$600K - 700K212
$700K - 800K90
$800K - 900K62
$900K - 1M48
$1M - Max152

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family2,029
Townhouse835
Condo489
Commercial77
Rental1,161
Lots and Land170
Condo/Town/CoOp0
CoOp0
Multi Family19
Mobile Home22
Farms0

(Data as of 10/28/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the IDX Program of the Tallahassee Multiple Listing Service. Detailed information regarding Real estate listings held by brokerage firms 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.

© 2026 Realtors Association of Indian River County, Inc. MLS. All rights reserved.

Data is updated as of 10/29/2026.

The data relating to real estate on this web site comes in part from a cooperative program of the Realtors Association of Indian River County, Inc. MLS. Detailed information on Real estate listings held by firms other than Weichert Realtors includes the Listing Broker’s Firm Name.

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 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 10/29/2026.

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.

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 10/29/2026.