View 863 COUNTRY CROSSING COURT Kissimmee, FL MLS# OM730998
  • Recently Listed with Virtual Tour
1 of 24
$315,000
3

Beds

2.0

Baths

1,226

Sq.Ft.

863 COUNTRY CROSSING COURT

Kissimmee, FL

Courtesy of SINGH REAL ESTATE SERVICES
View 309 ALEGRIANO COURT Kissimmee, FL MLS# S5156315
  • Recently Listed
1 of 13
$288,000
4

Beds

2.0

Baths

2,088

Sq.Ft.

309 ALEGRIANO COURT

Kissimmee, FL

View 1137 ORNE COURT Kissimmee, FL MLS# S5156275
  • Recently Listed with Virtual Tour
1 of 20
$339,900
4

Beds

2.0

Baths

1,874

Sq.Ft.

1137 ORNE COURT

Kissimmee, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 4475 CASABLANCA AVENUE Kissimmee, FL MLS# S5156268
$355,000
3

Beds

2.0

Baths

1,541

Sq.Ft.

4475 CASABLANCA AVENUE

Kissimmee, FL

Courtesy of NEW VISION STAR REALTY LLC
View 507 BRITTEN DRIVE Kissimmee, FL MLS# O6436898
  • Recently Listed
1 of 31
$299,900
4

Beds

2.0

Baths

1,731

Sq.Ft.

507 BRITTEN DRIVE

Kissimmee, FL

View 4787 TERRA ESMERALDA DRIVE Kissimmee, FL MLS# O6436741
  • Recently Listed with Virtual Tour
1 of 76
$369,900
3

Beds

2.1

Baths

1,352

Sq.Ft.

4787 TERRA ESMERALDA DRIVE

Kissimmee, FL

View 2756 SUMMER RETREAT LANE Kissimmee, FL MLS# O6434789
  • Recently Listed with Virtual Tour
1 of 24
$310,000
3

Beds

2.0

Baths

1,559

Sq.Ft.

2756 SUMMER RETREAT LANE

Kissimmee, FL

View 1 CATALINA COURT Kissimmee, FL MLS# O6436069
  • Recently Listed with Virtual Tour
1 of 21
$349,000
3

Beds

2.0

Baths

1,856

Sq.Ft.

1 CATALINA COURT

Kissimmee, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 182 PINEWOOD CIRCLE Kissimmee, FL MLS# S5156207
  • Recently Listed with Virtual Tour
1 of 25
OPEN HOUSE: Saturday 8/29 11:00 AM - 3:00 PM
$362,000
3

Beds

2.0

Baths

1,462

Sq.Ft.

182 PINEWOOD CIRCLE

Kissimmee, FL

View 2412 SONJA COURT Kissimmee, FL MLS# O6436218
  • Recently Listed
1 of 32
$349,000
3

Beds

2.0

Baths

1,284

Sq.Ft.

2412 SONJA COURT

Kissimmee, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
View 664 BROCKTON DRIVE Kissimmee, FL MLS# S5156036
  • Recently Listed with Virtual Tour
1 of 17
$318,000
5

Beds

2.1

Baths

2,206

Sq.Ft.

664 BROCKTON DRIVE

Kissimmee, FL

Courtesy of LPT REALTY, LLC
View 4767 MARCOS CIRCLE Kissimmee, FL MLS# S5156200
  • Recently Listed with Virtual Tour
1 of 19
$387,732
3

Beds

2.0

Baths

1,675

Sq.Ft.

4767 MARCOS CIRCLE

Kissimmee, FL

Courtesy of Kissimmee - WEICHERT, REALTORS® - Hallmark Properties
View 2777 GREEN MEADOW CIRCLE Kissimmee, FL MLS# O6436317
  • Recently Listed with Virtual Tour
1 of 34
OPEN HOUSE: Saturday 8/29 11:00 AM - 3:00 PM
$350,000
3

Beds

2.0

Baths

1,738

Sq.Ft.

2777 GREEN MEADOW CIRCLE

Kissimmee, FL

Courtesy of LPT REALTY, LLC
View 1593 HERITAGE CROSSING COURT Kissimmee, FL MLS# S5156256
  • Recently Listed with Virtual Tour
1 of 40
$344,900
3

Beds

2.1

Baths

2,069

Sq.Ft.

1593 HERITAGE CROSSING COURT

Kissimmee, FL

Courtesy of REAL BROKER, LLC
View 423 WATERFORD WAY Kissimmee, FL MLS# S5156175
  • Recently Listed with Virtual Tour
1 of 14
$371,900
3

Beds

3.0

Baths

1,934

Sq.Ft.

423 WATERFORD WAY

Kissimmee, FL

View 217 CITRUS DR Kissimmee, FL MLS# O6435915
  • Recently Listed with Virtual Tour
1 of 8
$340,000
4

Beds

2.0

Baths

1,390

Sq.Ft.

217 CITRUS DR

Kissimmee, FL

Courtesy of VALSTAR REALTY LLC
View 1812 IRONWOOD WAY Kissimmee, FL MLS# S5156042
  • Recently Listed with Virtual Tour
1 of 48
$361,300
3

Beds

2.0

Baths

1,890

Sq.Ft.

1812 IRONWOOD WAY

Kissimmee, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 5332 LOGGIA LANE Kissimmee, FL MLS# O6435538
  • Recently Listed with Virtual Tour
1 of 28
$371,374
4

Beds

3.0

Baths

2,075

Sq.Ft.

5332 LOGGIA LANE

Kissimmee, FL

View 394 BLUE LAKE CIRCLE Kissimmee, FL MLS# S5155974
  • Recently Listed with Virtual Tour
1 of 26
$380,000
4

Beds

3.0

Baths

2,424

Sq.Ft.

394 BLUE LAKE CIRCLE

Kissimmee, FL

View 239 CHADWORTH DRIVE Kissimmee, FL MLS# O6434362
  • Recently Listed
1 of 30
$295,000
4

Beds

2.1

Baths

2,058

Sq.Ft.

239 CHADWORTH DRIVE

Kissimmee, FL

Courtesy of LPT 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

3,663

Estimated median home price

$385,000
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 - 100K117
$100K - 200K177
$200K - 300K702
$300K - 400K1,036
$400K - 500K682
$500K - 600K357
$600K - 700K222
$700K - 800K92
$800K - 900K75
$900K - 1M53
$1M - Max150

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family2,051
Townhouse819
Condo482
Commercial86
Rental1,036
Lots and Land176
Condo/Town/CoOp0
CoOp0
Multi Family23
Mobile Home23
Farms0

(Data as of 8/29/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Multiple Listing Service of the St. Augustine Board of REALTORS®. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors includes 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 8/30/2026.

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 8/30/2026.

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.

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 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 8/30/2026.