View 156 GUAYMAS DRIVE Kissimmee, FL MLS# O6443782
$185,000
3

Beds

2.0

Baths

1,100

Sq.Ft.

156 GUAYMAS DRIVE

Kissimmee, FL

Courtesy of MARK SPAIN REAL ESTATE
View 2486 SWEETWATER CLUB CIRCLE 75 Kissimmee, FL MLS# O6444005
$225,000
3

Beds

2.0

Baths

1,220

Sq.Ft.

2486 SWEETWATER CLUB CIRCLE 75

Kissimmee, FL

Courtesy of EPIQUE REALTY INC.
View 150 BARRINGTON DRIVE Kissimmee, FL MLS# G5118084
$199,000
3

Beds

2.0

Baths

1,382

Sq.Ft.

150 BARRINGTON DRIVE

Kissimmee, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1641 VINTAGE STREET Kissimmee, FL MLS# O6444453
$125,000
3

Beds

1.0

Baths

900

Sq.Ft.

1641 VINTAGE STREET

Kissimmee, FL

Courtesy of MARK SPAIN REAL ESTATE
View 2611 GALA ROAD N 105 Kissimmee, FL MLS# S5158267
$205,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

2611 GALA ROAD N 105

Kissimmee, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 2602 LODI CIRCLE 105 Kissimmee, FL MLS# S5158318
$205,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

2602 LODI CIRCLE 105

Kissimmee, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 3227 CHESSWOOD AVENUE Kissimmee, FL MLS# O6441475
$219,000
3

Beds

2.0

Baths

1,056

Sq.Ft.

3227 CHESSWOOD AVENUE

Kissimmee, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 5283 IMAGES CIRCLE 104 Kissimmee, FL MLS# O6443949
$169,000
2

Beds

2.0

Baths

969

Sq.Ft.

5283 IMAGES CIRCLE 104

Kissimmee, FL

Courtesy of CORCORAN PREMIER REALTY
View 8060 VACATION AVENUE 4409 Kissimmee, FL MLS# S5158147
$179,000
1

Beds

1.0

Baths

501

Sq.Ft.

8060 VACATION AVENUE 4409

Kissimmee, FL

Courtesy of TEAM DONOVAN
View 2101 CASCADES BOULEVARD 106 Kissimmee, FL MLS# S5158213
$150,000
2

Beds

2.0

Baths

1,130

Sq.Ft.

2101 CASCADES BOULEVARD 106

Kissimmee, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
View 24 Miramar Way Kissimmee, FL MLS# 1231062
$229,900
3

Beds

2.0

Baths

1,140

Sq.Ft.

24 Miramar Way

Kissimmee, FL

View 24 MIRAMAR WAY Kissimmee, FL MLS# V4951374
$229,900
3

Beds

2.0

Baths

1,140

Sq.Ft.

24 MIRAMAR WAY

Kissimmee, FL

Courtesy of RE/MAX FLOREALTY
View 2721 DOWNING DRIVE Kissimmee, FL MLS# S5158408
$220,000
3

Beds

2.0

Baths

1,288

Sq.Ft.

2721 DOWNING DRIVE

Kissimmee, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 1338 SEVEN EAGLES COURT 202 Kissimmee, FL MLS# S5158016
$175,000
1

Beds

1.0

Baths

823

Sq.Ft.

1338 SEVEN EAGLES COURT 202

Kissimmee, FL

Courtesy of ORANGE SLICE PROPERTIES
View 5283 Images Circle 104 Kissimmee, FL MLS# B26078920
$169,000
2

Beds

2.0

Baths

969

Sq.Ft.

5283 Images Circle 104

Kissimmee, FL

View 1213 BERMUDA LAKES LANE 206 Kissimmee, FL MLS# S5158337
$205,000
2

Beds

2.0

Baths

1,103

Sq.Ft.

1213 BERMUDA LAKES LANE 206

Kissimmee, FL

Courtesy of RODRIGUEZ PROPERTY MANAGEMENT
View 3854 GALLEY COURT 101 Kissimmee, FL MLS# O6443431
$155,000
2

Beds

2.0

Baths

910

Sq.Ft.

3854 GALLEY COURT 101

Kissimmee, FL

Courtesy of PARKSIDE PROPERTIES, LLC
View 2305 TRINIDAD COURT Kissimmee, FL MLS# S5157798
$184,000
3

Beds

2.0

Baths

991

Sq.Ft.

2305 TRINIDAD COURT

Kissimmee, FL

Courtesy of VIVA ORLANDO REALTY INC.
View 5245 W IRLO BRONSON MEMORIAL HIGHWAY 203 Kissimmee, FL MLS# S5157826
$94,995
1

Beds

1.0

Baths

325

Sq.Ft.

5245 W IRLO BRONSON MEMORIAL HIGHWAY 203

Kissimmee, FL

Courtesy of EMPIRE NETWORK REALTY
View 1005 CANNES DRIVE Kissimmee, FL MLS# O6443326
$59,900
0.0

Baths

1005 CANNES DRIVE

Kissimmee, FL

Courtesy of CORCORAN PREMIER REALTY

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

3,582

Estimated median home price

$382,900
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 - 100K107
$100K - 200K179
$200K - 300K671
$300K - 400K1,062
$400K - 500K655
$500K - 600K350
$600K - 700K205
$700K - 800K89
$800K - 900K64
$900K - 1M48
$1M - Max152

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family1,990
Townhouse827
Condo480
Commercial76
Rental1,155
Lots and Land164
Condo/Town/CoOp0
CoOp0
Multi Family20
Mobile Home21
Farms0

(Data as of 11/2/2026)

Information deemed reliable but not guaranteed.

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.

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

Data is updated as of 11/3/2026.

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 11/3/2026.

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

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.

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 11/3/2026.