View 2832 OSPREY COVE PLACE 201 Kissimmee, FL MLS# O6397732
  • Recently Listed with Virtual Tour
1 of 32
$1,600
3

Beds

2.0

Baths

1,136

Sq.Ft.

2832 OSPREY COVE PLACE 201

Kissimmee, FL

Courtesy of TOP HOUSING LLC
View 5002 MANGROVE ALLEY 104 Kissimmee, FL MLS# O6393327
  • Recently Listed with Virtual Tour
1 of 21
$1,999
2

Beds

2.0

Baths

1,066

Sq.Ft.

5002 MANGROVE ALLEY 104

Kissimmee, FL

Courtesy of 407 PROPERTIES
View 2792 CLUB CORTILE CIRCLE B Kissimmee, FL MLS# O6397805
  • Recently Listed with Virtual Tour
1 of 11
$1,700
3

Beds

2.0

Baths

1,202

Sq.Ft.

2792 CLUB CORTILE CIRCLE B

Kissimmee, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2476 HASSONITE STREET Kissimmee, FL MLS# O6397810
  • Recently Listed
1 of 8
$1,950
3

Beds

2.1

Baths

1,562

Sq.Ft.

2476 HASSONITE STREET

Kissimmee, FL

Courtesy of REALTY AND COMPANY INT., LLC
View 2358 HARBOR TOWN DR Kissimmee, FL MLS# O6397852
  • Recently Listed with Virtual Tour
1 of 12
$2,000
3

Beds

2.0

Baths

1,700

Sq.Ft.

2358 HARBOR TOWN DR

Kissimmee, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 1287 AXEL GRAESON AVENUE Kissimmee, FL MLS# O6397867
  • Recently Listed with Virtual Tour
1 of 21
$2,300
3

Beds

2.1

Baths

1,550

Sq.Ft.

1287 AXEL GRAESON AVENUE

Kissimmee, FL

Courtesy of JULIA MARTIN REALTY
View 4377 SMALL CREEK ROAD Kissimmee, FL MLS# O6397794
  • Recently Listed with Virtual Tour
1 of 48
$2,750
4

Beds

2.1

Baths

1,867

Sq.Ft.

4377 SMALL CREEK ROAD

Kissimmee, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 2443 GREY HAWK DR Kissimmee, FL MLS# O6398067
  • Recently Listed with Virtual Tour
1 of 14
$2,550
3

Beds

2.0

Baths

1,662

Sq.Ft.

2443 GREY HAWK DR

Kissimmee, FL

Courtesy of LOKATION
View 2449 GREY HAWK DR Kissimmee, FL MLS# O6398275
  • Recently Listed with Virtual Tour
1 of 28
$2,550
3

Beds

2.0

Baths

1,662

Sq.Ft.

2449 GREY HAWK DR

Kissimmee, FL

Courtesy of LOKATION
View 3093 SLOUGH CREEK DRIVE Kissimmee, FL MLS# O6397793
  • Recently Listed with Virtual Tour
1 of 40
$2,600
3

Beds

2.0

Baths

1,520

Sq.Ft.

3093 SLOUGH CREEK DRIVE

Kissimmee, FL

Courtesy of RE/MAX REX
View 2085 WALNUT CREEK DRIVE Kissimmee, FL MLS# S5147768
  • Recently Listed with Virtual Tour
1 of 20
$2,700
4

Beds

2.0

Baths

1,665

Sq.Ft.

2085 WALNUT CREEK DRIVE

Kissimmee, FL

Courtesy of EXP REALTY LLC
View 3108 WINDOVER AVENUE Kissimmee, FL MLS# S5147779
  • Recently Listed with Virtual Tour
1 of 26
$1,750
2

Beds

1.1

Baths

992

Sq.Ft.

3108 WINDOVER AVENUE

Kissimmee, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 135 CORALWOOD CIRCLE Kissimmee, FL MLS# TB8495304
  • Recently Listed with Virtual Tour
1 of 21
$2,045
2

Beds

2.0

Baths

1,389

Sq.Ft.

135 CORALWOOD CIRCLE

Kissimmee, FL

Courtesy of XD REALTY LLC
View 1271 WISPY CYPRESS DRIVE Kissimmee, FL MLS# O6397362
  • Recently Listed with Virtual Tour
1 of 38
$2,400
4

Beds

2.1

Baths

1,699

Sq.Ft.

1271 WISPY CYPRESS DRIVE

Kissimmee, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P
View 2080 HERITAGE KEY BOULEVARD Kissimmee, FL MLS# S5147411
  • Recently Listed with Virtual Tour
1 of 28
$1,795
3

Beds

2.1

Baths

1,512

Sq.Ft.

2080 HERITAGE KEY BOULEVARD

Kissimmee, FL

Courtesy of TRANSCEND REALTY
View 211 COBALT DRIVE Kissimmee, FL MLS# O6397440
  • Recently Listed with Virtual Tour
1 of 16
$1,950
3

Beds

2.0

Baths

1,406

Sq.Ft.

211 COBALT DRIVE

Kissimmee, FL

Courtesy of MAIN STREET RENEWAL LLC
View 2321 TRINIDAD COURT Kissimmee, FL MLS# O6397429
  • Recently Listed with Virtual Tour
1 of 27
$1,800
2

Beds

2.0

Baths

991

Sq.Ft.

2321 TRINIDAD COURT

Kissimmee, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 319 BACCARAT COURT A Kissimmee, FL MLS# S5147429
  • Recently Listed with Virtual Tour
1 of 21
$1,400
2

Beds

2.0

Baths

1,092

Sq.Ft.

319 BACCARAT COURT A

Kissimmee, FL

Courtesy of TRANSCEND REALTY
View 100 LERMA COURT Kissimmee, FL MLS# S5147434
  • Recently Listed with Virtual Tour
1 of 22
$2,050
2

Beds

2.0

Baths

1,000

Sq.Ft.

100 LERMA COURT

Kissimmee, FL

Courtesy of MILA REALTY
View 748 STONEWYK WAY Kissimmee, FL MLS# O6393939
  • Recently Listed with Virtual Tour
1 of 28
$3,200
4

Beds

3.1

Baths

2,009

Sq.Ft.

748 STONEWYK WAY

Kissimmee, FL

Courtesy of WRA BUSINESS & REAL ESTATE

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

3,675

Estimated median home price

$396,990
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 - 100K118
$100K - 200K175
$200K - 300K630
$300K - 400K1,010
$400K - 500K718
$500K - 600K408
$600K - 700K244
$700K - 800K110
$800K - 900K55
$900K - 1M60
$1M - Max147

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family2,029
Townhouse834
Condo514
Commercial68
Rental1,129
Lots and Land174
Condo/Town/CoOp0
CoOp0
Multi Family23
Mobile Home29
Farms0

(Data as of 4/15/2026)

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 4/15/2026.

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 4/15/2026.

Data is updated as of 4/15/2026.

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 4/15/2026.

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 4/15/2026.