View 2218 GRAND CAYMAN COURT 1338 Kissimmee, FL MLS# O6395030
  • Recently Listed with Virtual Tour
1 of 11
$1,545
2

Beds

2.0

Baths

1,026

Sq.Ft.

2218 GRAND CAYMAN COURT 1338

Kissimmee, FL

Courtesy of FLORIDA HOMEGROUP REALTY LLC
View 8041 LOST SHAKER LANE Kissimmee, FL MLS# O6394308
  • Recently Listed with Virtual Tour
1 of 74
$3,300
3

Beds

3.0

Baths

1,410

Sq.Ft.

8041 LOST SHAKER LANE

Kissimmee, FL

Courtesy of EXP REALTY LLC
View 520 NOGALES COURT Kissimmee, FL MLS# O6395041
  • Recently Listed with Virtual Tour
1 of 39
$2,600
4

Beds

2.1

Baths

1,771

Sq.Ft.

520 NOGALES COURT

Kissimmee, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
The time to sell is now! THE TIME TO SELL IS NOW!
View 3004 PARKWAY BOULEVARD 208 Kissimmee, FL MLS# S5146876
$1,650
2

Beds

2.0

Baths

937

Sq.Ft.

3004 PARKWAY BOULEVARD 208

Kissimmee, FL

Courtesy of VS INTERNATIONAL PROPERTIES
View 62 DORSET DRIVE Kissimmee, FL MLS# S5146874
  • Recently Listed with Virtual Tour
1 of 26
$1,550
3

Beds

2.0

Baths

1,184

Sq.Ft.

62 DORSET DRIVE

Kissimmee, FL

Courtesy of ACKLEY FLORIDA PROPERTY MANAGEMENT INC
View 2329 W OAK STREET Kissimmee, FL MLS# S5145423
  • Recently Listed
1 of 11
$1,550
2

Beds

1.0

Baths

792

Sq.Ft.

2329 W OAK STREET

Kissimmee, FL

Courtesy of FIRST AMERICAN REAL ESTATE
View 358 CERVANTES DRIVE 358 Kissimmee, FL MLS# S5146924
$1,650
2

Beds

2.1

Baths

1,120

Sq.Ft.

358 CERVANTES DRIVE 358

Kissimmee, FL

Courtesy of MY REALTY GROUP, LLC.
View Address not provided Kissimmee, FL MLS# O6394716
  • Recently Listed with Virtual Tour
1 of 24
$2,185
3

Beds

2.1

Baths

1,771

Sq.Ft.

Address not provided

Kissimmee, FL

Courtesy of BAHIA INTERNATIONAL REALTY
View 2350 AVIAN LOOP Kissimmee, FL MLS# O6394737
  • Recently Listed with Virtual Tour
1 of 7
$2,800
4

Beds

2.1

Baths

3,044

Sq.Ft.

2350 AVIAN LOOP

Kissimmee, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
View 2414 CARAVELLE CIRCLE Kissimmee, FL MLS# S5146377
  • Recently Listed with Virtual Tour
1 of 31
$2,200
4

Beds

3.0

Baths

1,636

Sq.Ft.

2414 CARAVELLE CIRCLE

Kissimmee, FL

Courtesy of GHALI REALTY, INC
View 3160 SMOKE SIGNAL CIRCLE Kissimmee, FL MLS# S5146423
$2,250
3

Beds

2.0

Baths

1,328

Sq.Ft.

3160 SMOKE SIGNAL CIRCLE

Kissimmee, FL

Courtesy of GHALI REALTY, INC
View 3522 VALLEYVIEW DRIVE Kissimmee, FL MLS# S5146790
  • Recently Listed
1 of 13
$2,100
4

Beds

2.0

Baths

2,632

Sq.Ft.

3522 VALLEYVIEW DRIVE

Kissimmee, FL

Courtesy of Kissimmee - WEICHERT, REALTORS® - Hallmark Properties
View 1663 CROSS PRAIRIE PARKWAY Kissimmee, FL MLS# S5146577
  • Recently Listed with Virtual Tour
1 of 36
$2,300
3

Beds

2.1

Baths

1,620

Sq.Ft.

1663 CROSS PRAIRIE PARKWAY

Kissimmee, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 3103 RIO GRANDE TRAIL Kissimmee, FL MLS# S5146786
  • Recently Listed with Virtual Tour
1 of 21
$1,895
3

Beds

2.0

Baths

1,375

Sq.Ft.

3103 RIO GRANDE TRAIL

Kissimmee, FL

Courtesy of VITAL REALTY GROUP INC
View 2300 PAINTER LANE Kissimmee, FL MLS# O6394868
  • Recently Listed
1 of 50
$2,500
3

Beds

2.1

Baths

1,820

Sq.Ft.

2300 PAINTER LANE

Kissimmee, FL

Courtesy of LPT REALTY, LLC
View 5492 PARADISE CAY CIRCLE Kissimmee, FL MLS# S5146800
  • Recently Listed with Virtual Tour
1 of 24
$2,200
3

Beds

3.0

Baths

1,337

Sq.Ft.

5492 PARADISE CAY CIRCLE

Kissimmee, FL

Courtesy of BOARDWALK REALTY ASSOCIATES, LLC
View 5113 DOMINICA DRIVE Kissimmee, FL MLS# O6394945
  • Recently Listed with Virtual Tour
1 of 34
$1,900
3

Beds

1.1

Baths

1,532

Sq.Ft.

5113 DOMINICA DRIVE

Kissimmee, FL

Courtesy of EVERREALTY INVESTMENTS, LLC
View 2409 LINCOLNSHIRE COURT Kissimmee, FL MLS# O6394982
  • Recently Listed with Virtual Tour
1 of 18
$2,100
3

Beds

2.0

Baths

1,148

Sq.Ft.

2409 LINCOLNSHIRE COURT

Kissimmee, FL

Courtesy of EMPIRE NETWORK REALTY
View 2795 OAKWATER DRIVE Kissimmee, FL MLS# O6394983
  • Recently Listed with Virtual Tour
1 of 38
$2,199
3

Beds

2.1

Baths

1,808

Sq.Ft.

2795 OAKWATER DRIVE

Kissimmee, FL

Courtesy of LPT REALTY, LLC
View 2840 CHANTILLY AVENUE Kissimmee, FL MLS# O6395001
  • Recently Listed with Virtual Tour
1 of 9
$5,100
5

Beds

4.1

Baths

3,221

Sq.Ft.

2840 CHANTILLY AVENUE

Kissimmee, FL

Courtesy of LA ROSA REALTY PREMIER 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

3,648

Estimated median home price

$398,640
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 - 200K164
$200K - 300K624
$300K - 400K1,000
$400K - 500K728
$500K - 600K414
$600K - 700K231
$700K - 800K112
$800K - 900K58
$900K - 1M60
$1M - Max140

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family2,011
Townhouse831
Condo504
Commercial71
Rental1,154
Lots and Land170
Condo/Town/CoOp0
CoOp0
Multi Family25
Mobile Home31
Farms0

(Data as of 3/31/2026)

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 4/1/2026.

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 4/1/2026.

Data is updated as of 4/1/2026.

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 4/1/2026.

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 4/1/2026.