3,425 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 4121 BOGGY CREEK ROAD Kissimmee, FL MLS# S5134495
$3,000,000
Studio

Beds

0.0

Baths

4121 BOGGY CREEK ROAD

Kissimmee, FL

Courtesy of LA ROSA REALTY LLC
View 2124 PENNY LANE Kissimmee, FL MLS# O6343600
  • Virtual Tour
1 of 80
$3,000,000
1,548

Sq.Ft.

2124 PENNY LANE

Kissimmee, FL

Courtesy of FLORIDA REALTY OF MIAMI CORP
View 0 ARMSTRONG BOULEVARD Kissimmee, FL MLS# O6358686
$2,950,000
Studio

Beds

0.0

Baths

0 ARMSTRONG BOULEVARD

Kissimmee, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1080 E JACK NICKLAUS COURT Kissimmee, FL MLS# O6297715
  • New Construction with Virtual Tour
1 of 46
$2,815,000
7

Beds

7.2

Baths

6,705

Sq.Ft.

1080 E JACK NICKLAUS COURT

Kissimmee, FL

Courtesy of AAA GLOBAL VENTURES PA
View 4151 BOGGY CREEK ROAD Kissimmee, FL MLS# B4901522
$2,800,000
3,652

Sq.Ft.

4151 BOGGY CREEK ROAD

Kissimmee, FL

Courtesy of FAITH AND FAMILY REALTY LLC
View 4151 BOGGY CREEK ROAD Kissimmee, FL MLS# B4901955
$2,800,000
5

Beds

3.0

Baths

3,652

Sq.Ft.

4151 BOGGY CREEK ROAD

Kissimmee, FL

Courtesy of FAITH AND FAMILY REALTY LLC
View 4011 S ORANGE BLOSSOM TRAIL Kissimmee, FL MLS# O6346369
$2,800,000
Studio

Beds

0.0

Baths

4011 S ORANGE BLOSSOM TRAIL

Kissimmee, FL

Courtesy of COLDWELL BANKER REALTY
View 1063 JACK NICKLAUS COURT Kissimmee, FL MLS# O6334078
$2,795,000
7

Beds

7.3

Baths

5,944

Sq.Ft.

1063 JACK NICKLAUS COURT

Kissimmee, FL

Courtesy of TOP TIER RESORT REALTY
View REE Lane REE LANE Kissimmee, FL MLS# S5117321
$2,750,000
Studio

Beds

0.0

Baths

REE Lane REE LANE

Kissimmee, FL

Courtesy of FIRST AMERICAN REAL ESTATE
View 2576 N ORANGE BLOSSOM TRAIL Kissimmee, FL MLS# S5135725
$2,700,000
672

Sq.Ft.

2576 N ORANGE BLOSSOM TRAIL

Kissimmee, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 4210 CARDINAL LANE Kissimmee, FL MLS# B4901589
  • Virtual Tour
1 of 13
$2,500,000
1,248

Sq.Ft.

4210 CARDINAL LANE

Kissimmee, FL

Courtesy of FAITH AND FAMILY REALTY LLC
View Lot 2 VINELAND ROAD Kissimmee, FL MLS# O6241028
$2,500,000
Studio

Beds

0.0

Baths

Lot 2 VINELAND ROAD

Kissimmee, FL

Courtesy of REAL PROPERTY INTERNATIONAL
View 4445 AUSTIN ROAD Kissimmee, FL MLS# S5121306
  • Virtual Tour
1 of 9
$2,500,000
Studio

Beds

0.0

Baths

4445 AUSTIN ROAD

Kissimmee, FL

Courtesy of DREAM BUILDERS REALTY
View 1886 PLEASANT HILL ROAD Kissimmee, FL MLS# S5128052
$2,500,000
3

Beds

2.0

Baths

1,170

Sq.Ft.

1886 PLEASANT HILL ROAD

Kissimmee, FL

Courtesy of HOLISTIC REALTY FLORIDA, LLC
View 8182 VALHALLA TERRACE Kissimmee, FL MLS# S5133515
$2,500,000
7

Beds

7.2

Baths

5,156

Sq.Ft.

8182 VALHALLA TERRACE

Kissimmee, FL

Courtesy of SIGNATURE COLLECTION REALTY IN
View 1002 JACK NICKLAUS COURT Kissimmee, FL MLS# O6334767
$2,495,000
8

Beds

9.2

Baths

5,590

Sq.Ft.

1002 JACK NICKLAUS COURT

Kissimmee, FL

Courtesy of REAL BROKER, LLC
View 2457 SHANTI DRIVE Kissimmee, FL MLS# S5132476
  • Virtual Tour
1 of 76
$2,300,000
15

Beds

15.2

Baths

6,249

Sq.Ft.

2457 SHANTI DRIVE

Kissimmee, FL

Courtesy of EMPIRE NETWORK REALTY
View 2206 ANTIGUA PLACE Kissimmee, FL MLS# TB8430903
$2,300,000
24

Beds

22.0

Baths

12,004

Sq.Ft.

2206 ANTIGUA PLACE

Kissimmee, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 409 FOUNTAINHEAD CIRCLE Kissimmee, FL MLS# TB8430923
$2,300,000
20

Beds

19.0

Baths

10,652

Sq.Ft.

409 FOUNTAINHEAD CIRCLE

Kissimmee, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 2477 SHANTI DRIVE Kissimmee, FL MLS# O6352870
  • Virtual Tour
1 of 72
$2,300,000
15

Beds

15.1

Baths

6,255

Sq.Ft.

2477 SHANTI DRIVE

Kissimmee, FL

Courtesy of NONA LEGACY POWERED BY LA ROSA

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

3,467

Estimated median home price

$399,000
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 - 100K112
$100K - 200K128
$200K - 300K594
$300K - 400K963
$400K - 500K682
$500K - 600K382
$600K - 700K228
$700K - 800K130
$800K - 900K60
$900K - 1M54
$1M - Max134

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family1,915
Townhouse821
Condo466
Commercial51
Rental1,174
Lots and Land164
Condo/Town/CoOp0
CoOp0
Multi Family24
Mobile Home24
Farms0

(Data as of 1/2/2026)

Information deemed reliable but not guaranteed.

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/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.

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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.

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 1/2/2026.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include 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.

Data is updated as of 1/2/2026.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 1/2/2026.

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 1/2/2026.