View 2135 SOUTHBURY DRIVE Kissimmee, FL MLS# S5149218
  • Recently Listed with Virtual Tour
1 of 17
$2,400
4

Beds

2.1

Baths

1,835

Sq.Ft.

2135 SOUTHBURY DRIVE

Kissimmee, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
View 2500 BAYKAL DRIVE Kissimmee, FL MLS# O6404795
  • Recently Listed with Virtual Tour
1 of 16
$3,000
5

Beds

3.0

Baths

2,794

Sq.Ft.

2500 BAYKAL DRIVE

Kissimmee, FL

Courtesy of CENTRAL REALTY GROUP AND PROPERTIES
View 2880 CLUB CORTILE CIRCLE B Kissimmee, FL MLS# S5149199
  • Recently Listed with Virtual Tour
1 of 13
$1,900
3

Beds

2.0

Baths

1,202

Sq.Ft.

2880 CLUB CORTILE CIRCLE B

Kissimmee, FL

Courtesy of REMAX PREMIER PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 1325 N ANCHOR BEND WAY Kissimmee, FL MLS# S5149322
  • Recently Listed with Virtual Tour
1 of 49
$2,200
3

Beds

2.1

Baths

1,365

Sq.Ft.

1325 N ANCHOR BEND WAY

Kissimmee, FL

Courtesy of MCCORMACK REALTY AND RENTERS C
View 1516 LOXLEY TRAIL Kissimmee, FL MLS# O6404762
  • Recently Listed with Virtual Tour
1 of 21
$3,000
4

Beds

2.1

Baths

2,595

Sq.Ft.

1516 LOXLEY TRAIL

Kissimmee, FL

Courtesy of REALTY ONE GROUP ESTATES
View 7740 SANDY RIDGE DRIVE 223 Kissimmee, FL MLS# O6404756
  • Recently Listed with Virtual Tour
1 of 52
$4,500
5

Beds

4.1

Baths

2,630

Sq.Ft.

7740 SANDY RIDGE DRIVE 223

Kissimmee, FL

Courtesy of LOKATION
View 1470 ISLETA LOOP Kissimmee, FL MLS# O6406263
  • Recently Listed with Virtual Tour
1 of 31
$2,400
3

Beds

2.1

Baths

1,740

Sq.Ft.

1470 ISLETA LOOP

Kissimmee, FL

Courtesy of AXEN REALTY, LLC
View 1565 THE OAKS BOULEVARD Kissimmee, FL MLS# S5149194
  • Recently Listed with Virtual Tour
1 of 31
$2,800
3

Beds

2.1

Baths

2,829

Sq.Ft.

1565 THE OAKS BOULEVARD

Kissimmee, FL

Courtesy of MILA REALTY
View 19 LAGO MESA WAY Kissimmee, FL MLS# S5149289
  • Recently Listed with Virtual Tour
1 of 23
$1,599
2

Beds

2.0

Baths

960

Sq.Ft.

19 LAGO MESA WAY

Kissimmee, FL

Courtesy of INGUS REALTY & PROPERTY MANAGEMENT LLC
View 4663 GOLDEN KNIGHT BOULEVARD Kissimmee, FL MLS# O6405245
  • Recently Listed with Virtual Tour
1 of 36
$3,100
5

Beds

2.1

Baths

2,896

Sq.Ft.

4663 GOLDEN KNIGHT BOULEVARD

Kissimmee, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 5366 DIPLOMAT COURT 101 Kissimmee, FL MLS# S5149081
$2,700
4

Beds

3.0

Baths

1,694

Sq.Ft.

5366 DIPLOMAT COURT 101

Kissimmee, FL

Courtesy of ALPHA LEADER REALTY LLC
View 2571 GREY HAWK DR , Kissimmee, FL MLS# A12011776
  • Recently Listed with Virtual Tour
1 of 23
$2,450
3

Beds

2.1

Baths

2571 GREY HAWK DR ,

Kissimmee, FL

Courtesy of LOKATION
View 2579 GREY HAWK DR , Kissimmee, FL MLS# A12011786
  • Recently Listed with Virtual Tour
1 of 22
$2,450
3

Beds

2.1

Baths

2579 GREY HAWK DR ,

Kissimmee, FL

Courtesy of LOKATION
View 3301 WHITESTONE CIRCLE 205 Kissimmee, FL MLS# S5148959
  • Recently Listed with Virtual Tour
1 of 20
$1,700
3

Beds

2.0

Baths

1,433

Sq.Ft.

3301 WHITESTONE CIRCLE 205

Kissimmee, FL

Courtesy of ORIGINAL REALTY LLC
View 1024 WHALEBONE BAY DRIVE Kissimmee, FL MLS# S5149090
  • Recently Listed with Virtual Tour
1 of 27
$2,400
3

Beds

2.0

Baths

1,351

Sq.Ft.

1024 WHALEBONE BAY DRIVE

Kissimmee, FL

Courtesy of NAIM REAL ESTATE LLC
View 2806 MOULTRIE CREEK DRIVE Kissimmee, FL MLS# O6404375
  • Recently Listed with Virtual Tour
1 of 33
$3,450
4

Beds

2.1

Baths

2,282

Sq.Ft.

2806 MOULTRIE CREEK DRIVE

Kissimmee, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 730 OAK SHADOWS ROAD Kissimmee, FL MLS# O6401547
  • Recently Listed with Virtual Tour
1 of 19
$3,800
3

Beds

2.1

Baths

1,644

Sq.Ft.

730 OAK SHADOWS ROAD

Kissimmee, FL

Courtesy of LA ROSA REALTY CENTRAL FLORIDA LLC
View 3016 ASHLAND LANE S Kissimmee, FL MLS# O6403999
  • Recently Listed with Virtual Tour
1 of 24
$2,200
3

Beds

2.1

Baths

1,749

Sq.Ft.

3016 ASHLAND LANE S

Kissimmee, FL

Courtesy of P & A GROUP
View 2213 GRAND CAYMAN COURT 1128 Kissimmee, FL MLS# S5149038
  • Recently Listed with Virtual Tour
1 of 19
$1,450
2

Beds

2.0

Baths

1,026

Sq.Ft.

2213 GRAND CAYMAN COURT 1128

Kissimmee, FL

Courtesy of FLORIDA FANTASY REAL ESTATE INC
View 1457 AXEL GRAESON AVENUE Kissimmee, FL MLS# S5149031
  • Recently Listed with Virtual Tour
1 of 22
$2,300
3

Beds

2.1

Baths

1,500

Sq.Ft.

1457 AXEL GRAESON AVENUE

Kissimmee, FL

Courtesy of ORIGINAL 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

3,686

Estimated median home price

$392,745
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 - 100K119
$100K - 200K175
$200K - 300K669
$300K - 400K1,013
$400K - 500K705
$500K - 600K401
$600K - 700K237
$700K - 800K98
$800K - 900K60
$900K - 1M62
$1M - Max147

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family2,024
Townhouse828
Condo529
Commercial71
Rental1,086
Lots and Land181
Condo/Town/CoOp0
CoOp0
Multi Family23
Mobile Home26
Farms0

(Data as of 5/12/2026)

Information deemed reliable but not guaranteed.

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 5/13/2026.

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 5/13/2026.

Data is updated as of 5/13/2026.

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.

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 5/13/2026.

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

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 5/13/2026.