View 22-25-29-201-0001-00010-A Union Street Kissimmee, FL MLS# 2026021387
$80,000
Studio

Beds

0.0

Baths

22-25-29-201-0001-00010-A Union Street

Kissimmee, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE RE
View 8103 COCONUT PALM WAY 205 Kissimmee, FL MLS# O6406739
$205,000
3

Beds

2.0

Baths

1,402

Sq.Ft.

8103 COCONUT PALM WAY 205

Kissimmee, FL

View 22-25-29-201-0001-00010-A UNION STREET Kissimmee, FL MLS# A4693203
$80,000
Studio

Beds

0.0

Baths

22-25-29-201-0001-00010-A UNION STREET

Kissimmee, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 3331 WHITESTONE CIRCLE 101 Kissimmee, FL MLS# S5148826
$231,000
3

Beds

2.0

Baths

1,495

Sq.Ft.

3331 WHITESTONE CIRCLE 101

Kissimmee, FL

View 2468 SWEETWATER CLUB CIRCLE 111 Kissimmee, FL MLS# O6406837
$208,999
3

Beds

2.0

Baths

1,220

Sq.Ft.

2468 SWEETWATER CLUB CIRCLE 111

Kissimmee, FL

Courtesy of REALTY ONE GROUP INSPIRATION
View 9051 TREASURE TROVE LANE 303 Kissimmee, FL MLS# O6407599
$218,000
3

Beds

2.0

Baths

1,700

Sq.Ft.

9051 TREASURE TROVE LANE 303

Kissimmee, FL

View 8829 GRAND PALMS CIRCLE A Kissimmee, FL MLS# S5149646
$209,000
3

Beds

2.0

Baths

1,222

Sq.Ft.

8829 GRAND PALMS CIRCLE A

Kissimmee, FL

View 1947 BENTLEY BOULEVARD Kissimmee, FL MLS# S5148951
$224,901
3

Beds

2.0

Baths

1,056

Sq.Ft.

1947 BENTLEY BOULEVARD

Kissimmee, FL

View 2729 N POINCIANA BOULEVARD 125 Kissimmee, FL MLS# O6406416
$199,000
3

Beds

2.0

Baths

1,287

Sq.Ft.

2729 N POINCIANA BOULEVARD 125

Kissimmee, FL

Courtesy of COLDWELL BANKER REALTY
View 4017 VENETIAN BAY DRIVE 103 Kissimmee, FL MLS# O6407344
$220,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

4017 VENETIAN BAY DRIVE 103

Kissimmee, FL

View 2208 ANTIGUA PLACE 938 Kissimmee, FL MLS# O6405626
$178,900
2

Beds

2.0

Baths

1,026

Sq.Ft.

2208 ANTIGUA PLACE 938

Kissimmee, FL

View 22-25-29-1050-0011-0061 Inaccessible Trail Kissimmee, FL MLS# 2026020574
$40,000
Studio

Beds

0.0

Baths

22-25-29-1050-0011-0061 Inaccessible Trail

Kissimmee, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE RE
View 22-25-29-1050-0011-0061 INACCESSIBLE TRAIL Kissimmee, FL MLS# A4692627
$40,000
Studio

Beds

0.0

Baths

22-25-29-1050-0011-0061 INACCESSIBLE TRAIL

Kissimmee, FL

View 8929 LEGACY COURT 206 Kissimmee, FL MLS# O6405171
$175,000
1

Beds

1.0

Baths

636

Sq.Ft.

8929 LEGACY COURT 206

Kissimmee, FL

View 2201 SAN VITTORINO CIRCLE 106 Kissimmee, FL MLS# S5147739
$210,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

2201 SAN VITTORINO CIRCLE 106

Kissimmee, FL

View 3827 BAY CLUB CIR 103 Kissimmee, FL MLS# S5149138
$164,900
2

Beds

2.0

Baths

910

Sq.Ft.

3827 BAY CLUB CIR 103

Kissimmee, FL

View 9055 TREASURE TROVE LANE 105 Kissimmee, FL MLS# O6404769
$219,900
3

Beds

2.0

Baths

1,700

Sq.Ft.

9055 TREASURE TROVE LANE 105

Kissimmee, FL

View 2734 RIO GRANDE TRAIL 2734 Kissimmee, FL MLS# S5149082
$204,900
3

Beds

2.0

Baths

1,250

Sq.Ft.

2734 RIO GRANDE TRAIL 2734

Kissimmee, FL

View 766 MADERIA COURT Kissimmee, FL MLS# S5149047
$197,500
3

Beds

2.0

Baths

1,293

Sq.Ft.

766 MADERIA COURT

Kissimmee, FL

View 1329 WINDSOR DRIVE Kissimmee, FL MLS# O6403991
  • Virtual Tour
1 of 38
$175,000
2

Beds

2.1

Baths

1,290

Sq.Ft.

1329 WINDSOR DRIVE

Kissimmee, FL

Courtesy of SERHANT

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

3,705

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 - 100K131
$100K - 200K173
$200K - 300K710
$300K - 400K1,038
$400K - 500K695
$500K - 600K378
$600K - 700K215
$700K - 800K96
$800K - 900K72
$900K - 1M50
$1M - Max147

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family2,056
Townhouse833
Condo505
Commercial84
Rental1,049
Lots and Land179
Condo/Town/CoOp0
CoOp0
Multi Family26
Mobile Home20
Farms0

(Data as of 8/1/2026)

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 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 8/2/2026.

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.

Data is updated as of 8/2/2026.

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.

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 8/2/2026.