View 330 CHELMSFORD COURT Kissimmee, FL MLS# O6456623
  • Recently Listed with Virtual Tour
1 of 13
$272,300
3

Beds

2.0

Baths

1,646

Sq.Ft.

330 CHELMSFORD COURT

Kissimmee, FL

Courtesy of CENTURY 21 CARIOTI
View 8908 LEGACY COURT 16-302 Kissimmee, FL MLS# S5161177
  • Recently Listed with Virtual Tour
1 of 69
$267,900
4

Beds

2.0

Baths

1,377

Sq.Ft.

8908 LEGACY COURT 16-302

Kissimmee, FL

Courtesy of RE/MAX HERITAGE
View 3001 GREYSTONE LOOP 102 Kissimmee, FL MLS# O6449818
  • Recently Listed with Virtual Tour
1 of 27
$219,000
3

Beds

2.0

Baths

1,495

Sq.Ft.

3001 GREYSTONE LOOP 102

Kissimmee, FL

Courtesy of WEMERT GROUP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2394 CARAVELLE CIR Kissimmee, FL MLS# O6456646
  • Recently Listed with Virtual Tour
1 of 22
$274,000
4

Beds

3.0

Baths

1,512

Sq.Ft.

2394 CARAVELLE CIR

Kissimmee, FL

Courtesy of MY REALTY GROUP, LLC.
View Address not provided Kissimmee, FL MLS# O6455783
  • Recently Listed with Virtual Tour
1 of 27
$229,000
4

Beds

2.1

Baths

1,548

Sq.Ft.

Address not provided

Kissimmee, FL

Courtesy of CAISSA REALTY INVESTMENT INC
View 2204 SAN VITTORINO CIRCLE 104 Kissimmee, FL MLS# S5161117
  • Recently Listed with Virtual Tour
1 of 5
$225,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

2204 SAN VITTORINO CIRCLE 104

Kissimmee, FL

Courtesy of LPT REALTY, LLC
View 1592 HERITAGE CROSSING COURT 302 Kissimmee, FL MLS# O6454378
  • Recently Listed with Virtual Tour
1 of 43
$263,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

1592 HERITAGE CROSSING COURT 302

Kissimmee, FL

Courtesy of TOP TIER RESORT REALTY
View 7596 ASSEMBLY LANE Kissimmee, FL MLS# V4952227
  • Recently Listed with Virtual Tour
1 of 14
$278,000
3

Beds

2.1

Baths

1,685

Sq.Ft.

7596 ASSEMBLY LANE

Kissimmee, FL

Courtesy of COLDWELL BANKER REALTY
View 3060 PIRATES RETREAT COURT 102 Kissimmee, FL MLS# S5161072
  • Recently Listed with Virtual Tour
1 of 41
$229,000
2

Beds

2.0

Baths

1,445

Sq.Ft.

3060 PIRATES RETREAT COURT 102

Kissimmee, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 2304 SILVER PALM DRIVE 202 Kissimmee, FL MLS# S5160542
  • Recently Listed with Virtual Tour
1 of 35
$210,000
2

Beds

2.0

Baths

1,022

Sq.Ft.

2304 SILVER PALM DRIVE 202

Kissimmee, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 2050 ROYAL BAY BOULEVARD 6 Kissimmee, FL MLS# O6455912
  • Recently Listed with Virtual Tour
1 of 28
$229,900
3

Beds

2.0

Baths

1,326

Sq.Ft.

2050 ROYAL BAY BOULEVARD 6

Kissimmee, FL

Courtesy of SUMMERHILL REALTY GROUP LLC
View 1301 ANCHOR BEND WAY Kissimmee, FL MLS# G5120034
  • Recently Listed with Virtual Tour
1 of 16
$279,900
3

Beds

2.1

Baths

1,550

Sq.Ft.

1301 ANCHOR BEND WAY

Kissimmee, FL

Courtesy of NEXTHOME BEST RESULTS REAL ESTATE
View 302 CLERMONT DRIVE Kissimmee, FL MLS# O6455164
  • Virtual Tour
1 of 20
$275,000
4

Beds

2.0

Baths

1,623

Sq.Ft.

302 CLERMONT DRIVE

Kissimmee, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 10 BRADFORD COURT Kissimmee, FL MLS# O6455844
  • Recently Listed with Virtual Tour
1 of 47
$249,800
3

Beds

2.0

Baths

1,293

Sq.Ft.

10 BRADFORD COURT

Kissimmee, FL

Courtesy of ZEN LIVING HOMES LLC
View 502 MARICOPA DRIVE Kissimmee, FL MLS# O6455477
  • Virtual Tour
1 of 58
$255,000
3

Beds

2.0

Baths

1,506

Sq.Ft.

502 MARICOPA DRIVE

Kissimmee, FL

Courtesy of ORCHARD BROKERAGE, LLC
View 2007 PIEDMONT LANE Kissimmee, FL MLS# O6455018
  • Recently Listed with Virtual Tour
1 of 16
$269,900
4

Beds

3.1

Baths

1,760

Sq.Ft.

2007 PIEDMONT LANE

Kissimmee, FL

Courtesy of EXP REALTY LLC
View 8404 CRYSTAL COVE LOOP Kissimmee, FL MLS# O6455454
  • Recently Listed
1 of 29
$275,000
3

Beds

2.0

Baths

1,389

Sq.Ft.

8404 CRYSTAL COVE LOOP

Kissimmee, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 4849 CORAL CASTLE DRIVE Kissimmee, FL MLS# O6455428
  • Recently Listed with Virtual Tour
1 of 69
$285,000
3

Beds

2.1

Baths

1,762

Sq.Ft.

4849 CORAL CASTLE DRIVE

Kissimmee, FL

Courtesy of LPT REALTY, LLC
View 2212 SAN VITTORINO CIRCLE 28-107 Kissimmee, FL MLS# S5160753
  • Recently Listed with Virtual Tour
1 of 31
$248,000
4

Beds

3.0

Baths

1,470

Sq.Ft.

2212 SAN VITTORINO CIRCLE 28-107

Kissimmee, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 2630 ROADSTER LANE Kissimmee, FL MLS# O6454853
  • Recently Listed with Virtual Tour
1 of 47
$235,000
2

Beds

2.1

Baths

1,350

Sq.Ft.

2630 ROADSTER LANE

Kissimmee, FL

Courtesy of THE AGENCY FL

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

3,616

Estimated median home price

$380,000
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 - 100K105
$100K - 200K181
$200K - 300K688
$300K - 400K1,080
$400K - 500K664
$500K - 600K338
$600K - 700K207
$700K - 800K91
$800K - 900K66
$900K - 1M45
$1M - Max151

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family2,002
Townhouse848
Condo484
Commercial78
Rental1,146
Lots and Land163
Condo/Town/CoOp0
CoOp0
Multi Family18
Mobile Home19
Farms0

(Data as of 11/12/2026)

Information deemed reliable but not guaranteed.

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

Data is updated as of 11/12/2026.

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 11/12/2026.

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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 11/12/2026.