3,645 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 1886 PLEASANT HILL ROAD Kissimmee, FL MLS# S5128052
$1,650,000
3

Beds

2.0

Baths

1,170

Sq.Ft.

1886 PLEASANT HILL ROAD

Kissimmee, FL

Courtesy of HOLISTIC REALTY FLORIDA, LLC
View 304 LAKESHORE BOULEVARD Kissimmee, FL MLS# O6408922
$1,650,000
0.0

Baths

3,189

Sq.Ft.

304 LAKESHORE BOULEVARD

Kissimmee, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 3820 SONOMA BOULEVARD Kissimmee, FL MLS# O6410138
  • Virtual Tour
1 of 24
$1,650,000
15

Beds

15.1

Baths

6,249

Sq.Ft.

3820 SONOMA BOULEVARD

Kissimmee, FL

Courtesy of YANG REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1680 IRLO BRONSON MEMORIAL HIGHWAY Kissimmee, FL MLS# S5076241
$1,600,000
2,106

Sq.Ft.

1680 IRLO BRONSON MEMORIAL HIGHWAY

Kissimmee, FL

Courtesy of DREAM BUILDERS REALTY
View 4051 PLEASANT HILL ROAD Kissimmee, FL MLS# S5106769
$1,600,000
0.0

Baths

4051 PLEASANT HILL ROAD

Kissimmee, FL

Courtesy of DREAM BUILDERS REALTY
View 2543 E IRLO BRONSON MEMORIAL HIGHWAY Kissimmee, FL MLS# O6342449
$1,600,000
875

Sq.Ft.

2543 E IRLO BRONSON MEMORIAL HIGHWAY

Kissimmee, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View BROADVIEW DRIVE Kissimmee, FL MLS# O6343623
$1,600,000
0.0

Baths

BROADVIEW DRIVE

Kissimmee, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 3860 SONOMA BOULEVARD Kissimmee, FL MLS# O6432159
  • Virtual Tour
1 of 52
$1,600,000
15

Beds

15.1

Baths

6,249

Sq.Ft.

3860 SONOMA BOULEVARD

Kissimmee, FL

Courtesy of INTEREALTY SERVICE
View E OSCEOLA PARKWAY Kissimmee, FL MLS# O6353347
  • Virtual Tour
1 of 6
$1,599,000
0.0

Baths

E OSCEOLA PARKWAY

Kissimmee, FL

Courtesy of OLDE TOWN BROKERS INC
View 2562 SHANTI DRIVE Kissimmee, FL MLS# G5118455
  • Virtual Tour
1 of 58
$1,595,000
15

Beds

15.1

Baths

6,333

Sq.Ft.

2562 SHANTI DRIVE

Kissimmee, FL

Courtesy of KELLER WILLIAMS CLASSIC
View NANAKSAR LANE Kissimmee, FL MLS# O6211680
$1,550,000
0.0

Baths

NANAKSAR LANE

Kissimmee, FL

Courtesy of GARCIA REALTY GROUP
View 272 HART LANE Kissimmee, FL MLS# TB8517257
  • Virtual Tour
1 of 51
$1,525,000
6,496

Sq.Ft.

272 HART LANE

Kissimmee, FL

Courtesy of KEY TO FLORIDA REALTY
View PLEASANT HILL ROAD Kissimmee, FL MLS# S5058073
$1,500,000
0.0

Baths

PLEASANT HILL ROAD

Kissimmee, FL

Courtesy of DREAM BUILDERS REALTY
View GRANADA BOULEVARD Kissimmee, FL MLS# S4856294
$1,500,000
0.0

Baths

GRANADA BOULEVARD

Kissimmee, FL

Courtesy of DREAM BUILDERS REALTY
View 323 W CYPRESS STREET Kissimmee, FL MLS# S5155353
  • Virtual Tour
1 of 83
$1,500,000
4,551

Sq.Ft.

323 W CYPRESS STREET

Kissimmee, FL

Courtesy of EAST PARK REALTY LLC
View 324 SOUTHFIELD STREET Kissimmee, FL MLS# O6433334
  • Virtual Tour
1 of 98
$1,500,000
12

Beds

12.1

Baths

6,351

Sq.Ft.

324 SOUTHFIELD STREET

Kissimmee, FL

Courtesy of DEBRASSI REALTY LLC
View 340 SOUTHFIELD STREET Kissimmee, FL MLS# O6433336
  • Virtual Tour
1 of 99
$1,500,000
12

Beds

12.1

Baths

6,351

Sq.Ft.

340 SOUTHFIELD STREET

Kissimmee, FL

Courtesy of DEBRASSI REALTY LLC
View 7695 GRABEN STREET Kissimmee, FL MLS# O6433337
  • Virtual Tour
1 of 56
$1,500,000
12

Beds

12.1

Baths

6,351

Sq.Ft.

7695 GRABEN STREET

Kissimmee, FL

Courtesy of DEBRASSI REALTY LLC
View 2468 RAMA DRIVE Kissimmee, FL MLS# S5151566
  • Virtual Tour
1 of 61
$1,499,000
12

Beds

11.1

Baths

4,762

Sq.Ft.

2468 RAMA DRIVE

Kissimmee, FL

Courtesy of MY REALTY GROUP, LLC.
View 3800 SONOMA BOULEVARD Kissimmee, FL MLS# O6338679
  • Virtual Tour
1 of 35
$1,480,000
15

Beds

15.1

Baths

6,249

Sq.Ft.

3800 SONOMA BOULEVARD

Kissimmee, FL

Courtesy of YORK MILLS REALTY LLC

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

Price Count
$0 - 100K 111
$100K - 200K 186
$200K - 300K 677
$300K - 400K 1,089
$400K - 500K 659
$500K - 600K 360
$600K - 700K 212
$700K - 800K 90
$800K - 900K 62
$900K - 1M 48
$1M - Max 152

Homes for Sale by Type in Kissimmee, FL

Property Type Count
Single Family 2,029
Townhouse 835
Condo 489
Commercial 77
Rental 1,161
Lots and Land 170
Condo/Town/CoOp 0
CoOp 0
Multi Family 19
Mobile Home 22
Farms 0

(Data as of 10/28/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

Data is updated as of 10/28/2026.

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 10/28/2026.

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 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.

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 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 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 10/28/2026.

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 10/28/2026.