View 2478 THACKER TRAIL Kissimmee, FL MLS# O6301945
  • Virtual Tour
1 of 50
$920,000
4

Beds

2.0

Baths

2,120

Sq.Ft.

2478 THACKER TRAIL

Kissimmee, FL

View 2924 PENELOPE LOOP Kissimmee, FL MLS# O6366087
  • Virtual Tour
1 of 40
$920,000
8

Beds

5.0

Baths

4,289

Sq.Ft.

2924 PENELOPE LOOP

Kissimmee, FL

Courtesy of MS LAND & BUILDING LLC
View 2901 PROTAGONIST STREET Kissimmee, FL MLS# O6388632
$920,000
8

Beds

5.0

Baths

3,994

Sq.Ft.

2901 PROTAGONIST STREET

Kissimmee, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 2993 PROTAGONIST STREET Kissimmee, FL MLS# O6398065
$920,000
8

Beds

5.0

Baths

4,289

Sq.Ft.

2993 PROTAGONIST STREET

Kissimmee, FL

View 870 SPINNAKER WAY Kissimmee, FL MLS# O6350530
  • Virtual Tour
1 of 59
$915,000
5

Beds

4.1

Baths

4,566

Sq.Ft.

870 SPINNAKER WAY

Kissimmee, FL

Courtesy of YORK MILLS REALTY LLC
View 4173 PARAGRAPH DRIVE Kissimmee, FL MLS# O6357177
$915,000
8

Beds

5.0

Baths

4,289

Sq.Ft.

4173 PARAGRAPH DRIVE

Kissimmee, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 2746 OXYMORON WAY Kissimmee, FL MLS# O6430382
  • Virtual Tour
1 of 39
$915,000
9

Beds

5.0

Baths

4,289

Sq.Ft.

2746 OXYMORON WAY

Kissimmee, FL

View 8904 CAROLINE BAY COURT Kissimmee, FL MLS# S5148270
$910,000
9

Beds

6.1

Baths

4,363

Sq.Ft.

8904 CAROLINE BAY COURT

Kissimmee, FL

Courtesy of LA ROSA REALTY LLC
View 7607 MACKINAW LANE Kissimmee, FL MLS# O6381127
  • Virtual Tour
1 of 67
$900,000
8

Beds

8.0

Baths

4,033

Sq.Ft.

7607 MACKINAW LANE

Kissimmee, FL

View 3000 PENELOPE LOOP Kissimmee, FL MLS# O6435750
  • Recently Listed with Virtual Tour
1 of 38
$900,000
8

Beds

5.0

Baths

4,289

Sq.Ft.

3000 PENELOPE LOOP

Kissimmee, FL

Courtesy of GR REALTY EXPERTS
View 22 S CLYDE AVENUE Kissimmee, FL MLS# TB8432998
  • Virtual Tour
1 of 21
$899,999
9

Beds

6.0

Baths

4,685

Sq.Ft.

22 S CLYDE AVENUE

Kissimmee, FL

View 262 MARCELLO BOULEVARD Kissimmee, FL MLS# S5146865
$899,999
12

Beds

11.1

Baths

4,762

Sq.Ft.

262 MARCELLO BOULEVARD

Kissimmee, FL

View 111 LASSO DRIVE Kissimmee, FL MLS# O6385178
  • Virtual Tour
1 of 57
$899,950
9

Beds

8.1

Baths

4,542

Sq.Ft.

111 LASSO DRIVE

Kissimmee, FL

View 909 W VINE STREET Kissimmee, FL MLS# W7883011
  • Virtual Tour
1 of 14
$899,900
7,340

Sq.Ft.

909 W VINE STREET

Kissimmee, FL

View 2876 SIMILE STREET Kissimmee, FL MLS# O6406569
  • Virtual Tour
1 of 83
$899,800
8

Beds

5.0

Baths

4,289

Sq.Ft.

2876 SIMILE STREET

Kissimmee, FL

Courtesy of LPT REALTY, LLC
View 2920 AGOSTINO TERRACE Kissimmee, FL MLS# S5126243
  • Adult Community with Virtual Tour
1 of 69
$899,000
5

Beds

4.1

Baths

3,857

Sq.Ft.

2920 AGOSTINO TERRACE

Kissimmee, FL

Courtesy of PROFESSIONAL PROPERTY MGMT & L
View 7724 FAIRFAX DRIVE Kissimmee, FL MLS# O6382849
  • Virtual Tour
1 of 32
$899,000
9

Beds

8.1

Baths

4,630

Sq.Ft.

7724 FAIRFAX DRIVE

Kissimmee, FL

View 1425 RIVIERA DRIVE Kissimmee, FL MLS# O6386384
  • Virtual Tour
1 of 82
$899,000
6

Beds

4.1

Baths

4,654

Sq.Ft.

1425 RIVIERA DRIVE

Kissimmee, FL

View 1540 GRANDVIEW BOULEVARD Kissimmee, FL MLS# S5143565
$899,000
4

Beds

4.1

Baths

5,207

Sq.Ft.

1540 GRANDVIEW BOULEVARD

Kissimmee, FL

View 294 MARCELLO BOULEVARD Kissimmee, FL MLS# O6408098
$899,000
12

Beds

11.1

Baths

4,762

Sq.Ft.

294 MARCELLO BOULEVARD

Kissimmee, FL

Courtesy of FLORIDA REALTY INVESTMENTS

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

3,669

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 - 100K116
$100K - 200K176
$200K - 300K703
$300K - 400K1,035
$400K - 500K684
$500K - 600K358
$600K - 700K225
$700K - 800K92
$800K - 900K76
$900K - 1M53
$1M - Max151

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family2,055
Townhouse822
Condo483
Commercial86
Rental1,037
Lots and Land174
Condo/Town/CoOp0
CoOp0
Multi Family23
Mobile Home23
Farms0

(Data as of 8/30/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 Northeast Florida Multiple Listing Service, 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 9/1/2026.