View 2428 SUMMERFIELD PLACE Kissimmee, FL MLS# S5142483
  • Recently Listed with Virtual Tour
1 of 13
$1,950
3

Beds

2.1

Baths

1,265

Sq.Ft.

2428 SUMMERFIELD PLACE

Kissimmee, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 4751 CORAL CASTLE DRIVE Kissimmee, FL MLS# O6385615
$1,985
3

Beds

2.1

Baths

1,762

Sq.Ft.

4751 CORAL CASTLE DRIVE

Kissimmee, FL

Courtesy of ROSE PROPERTY MANAGEMENT INC
View Address not provided Kissimmee, FL MLS# TB8479716
  • Recently Listed with Virtual Tour
1 of 15
$2,139
3

Beds

2.0

Baths

1,124

Sq.Ft.

Address not provided

Kissimmee, FL

Courtesy of TAH FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 3029 MANDOLIN DRIVE Kissimmee, FL MLS# S5143232
  • Recently Listed with Virtual Tour
1 of 18
$2,099
4

Beds

2.0

Baths

2,148

Sq.Ft.

3029 MANDOLIN DRIVE

Kissimmee, FL

Courtesy of ALLEGIANT MANAGEMENT GROUP INC
View 49 LAS BRISAS COURT Kissimmee, FL MLS# S5144510
  • Recently Listed
1 of 4
$1,500
2

Beds

2.0

Baths

960

Sq.Ft.

49 LAS BRISAS COURT

Kissimmee, FL

Courtesy of VARONIA REAL ESTATE, LLC
View 4314 BAY VISTA DRIVE Kissimmee, FL MLS# O6385344
  • Recently Listed with Virtual Tour
1 of 36
$2,200
3

Beds

2.0

Baths

1,237

Sq.Ft.

4314 BAY VISTA DRIVE

Kissimmee, FL

Courtesy of EXP REALTY LLC
View 1750 BRIGHT SKY DRIVE Kissimmee, FL MLS# O6385347
  • Recently Listed with Virtual Tour
1 of 28
$2,300
3

Beds

2.1

Baths

1,603

Sq.Ft.

1750 BRIGHT SKY DRIVE

Kissimmee, FL

Courtesy of TOPSKY REALTY INC
View 8014 KNEE DEEP ROAD Kissimmee, FL MLS# O6385158
  • Recently Listed with Virtual Tour
1 of 79
$5,500
4

Beds

4.0

Baths

1,850

Sq.Ft.

8014 KNEE DEEP ROAD

Kissimmee, FL

Courtesy of EXP REALTY LLC
View 2886 BOATING BOULEVARD Kissimmee, FL MLS# O6385483
  • Recently Listed
1 of 13
$2,500
4

Beds

2.0

Baths

1,913

Sq.Ft.

2886 BOATING BOULEVARD

Kissimmee, FL

Courtesy of TOPSKY REALTY INC
View 2213 SAN VITTORINO CIRCLE 106 Kissimmee, FL MLS# O6385402
$2,600
3

Beds

2.0

Baths

1,296

Sq.Ft.

2213 SAN VITTORINO CIRCLE 106

Kissimmee, FL

Courtesy of PROPERTIES IN TOWN
View 509 E Magnolia Street Kissimmee, FL MLS# RX11166162
  • Recently Listed with Virtual Tour
1 of 14
$1,192
1

Beds

1.0

Baths

650

Sq.Ft.

509 E Magnolia Street

Kissimmee, FL

BeachesMLS
View Address not provided Kissimmee, FL MLS# TB8479255
$1,879
3

Beds

2.0

Baths

1,142

Sq.Ft.

Address not provided

Kissimmee, FL

Courtesy of TAH FLORIDA LLC
View 3051 GREYSTONE LOOP 201 Kissimmee, FL MLS# S5144410
  • Recently Listed with Virtual Tour
1 of 20
$1,600
3

Beds

2.0

Baths

1,495

Sq.Ft.

3051 GREYSTONE LOOP 201

Kissimmee, FL

Courtesy of FLORIDA FANTASY REAL ESTATE INC
View 2220 BARBADOS COURT Kissimmee, FL MLS# S5144455
$1,750
2

Beds

2.0

Baths

991

Sq.Ft.

2220 BARBADOS COURT

Kissimmee, FL

Courtesy of URBAN SQUARE REALTY INC
View 1707 CROSS PRAIRIE PARKWAY Kissimmee, FL MLS# O6384655
  • Recently Listed with Virtual Tour
1 of 22
$2,500
4

Beds

2.1

Baths

2,001

Sq.Ft.

1707 CROSS PRAIRIE PARKWAY

Kissimmee, FL

Courtesy of NONA LEGACY POWERED BY LA ROSA
View 2805 ROCCELLA COURT Kissimmee, FL MLS# O6384679
  • Recently Listed with Virtual Tour
1 of 16
$2,545
4

Beds

3.0

Baths

1,581

Sq.Ft.

2805 ROCCELLA COURT

Kissimmee, FL

Courtesy of MAIN STREET RENEWAL LLC
View 1109 CAMBOURNE DRIVE Kissimmee, FL MLS# O6384683
  • Recently Listed with Virtual Tour
1 of 15
$1,610
3

Beds

2.0

Baths

1,068

Sq.Ft.

1109 CAMBOURNE DRIVE

Kissimmee, FL

Courtesy of MAIN STREET RENEWAL LLC
View 1778 RED CANYON DRIVE Kissimmee, FL MLS# S5144393
  • Recently Listed with Virtual Tour
1 of 19
$2,250
3

Beds

2.1

Baths

1,569

Sq.Ft.

1778 RED CANYON DRIVE

Kissimmee, FL

Courtesy of MY REALTY GROUP, LLC.
View 1523 CAREY PALM CIRCLE Kissimmee, FL MLS# R4910717
  • Recently Listed with Virtual Tour
1 of 34
$3,200
4

Beds

4.1

Baths

2,090

Sq.Ft.

1523 CAREY PALM CIRCLE

Kissimmee, FL

Courtesy of LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV
View 2833 CLUB CORTILE CIRCLE Kissimmee, FL MLS# S5144274
  • Recently Listed with Virtual Tour
1 of 18
$1,900
4

Beds

3.0

Baths

1,880

Sq.Ft.

2833 CLUB CORTILE CIRCLE

Kissimmee, FL

Courtesy of MILA REALTY

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

3,631

Estimated median home price

$397,756
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 - 100K114
$100K - 200K147
$200K - 300K620
$300K - 400K1,011
$400K - 500K704
$500K - 600K408
$600K - 700K238
$700K - 800K128
$800K - 900K63
$900K - 1M58
$1M - Max140

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family2,037
Townhouse814
Condo482
Commercial67
Rental1,200
Lots and Land171
Condo/Town/CoOp0
CoOp0
Multi Family27
Mobile Home31
Farms0

(Data as of 2/25/2026)

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 2/25/2026.

Data is updated as of 2/25/2026.

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 2/25/2026.

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 2/25/2026.