View 4476 PLEASANT HILL ROAD Kissimmee, FL MLS# S5153229
$294,000
10,115

Sq.Ft.

4476 PLEASANT HILL ROAD

Kissimmee, FL

View 2352 OLD DIXIE HIGHWAY Kissimmee, FL MLS# O6422759
  • Recently Listed with Virtual Tour
1 of 6
$1,350
1

Beds

1.0

Baths

450

Sq.Ft.

2352 OLD DIXIE HIGHWAY

Kissimmee, FL

View 64 SILVER PARK CIRCLE Kissimmee, FL MLS# S5153238
  • Recently Listed with Virtual Tour
1 of 13
$1,850
3

Beds

2.0

Baths

1,214

Sq.Ft.

64 SILVER PARK CIRCLE

Kissimmee, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 4105 TROPICAL ISLE BOULEVARD 217 Kissimmee, FL MLS# S5153265
  • Recently Listed with Virtual Tour
1 of 27
$2,600
2

Beds

2.0

Baths

1,026

Sq.Ft.

4105 TROPICAL ISLE BOULEVARD 217

Kissimmee, FL

View 4627 EAGLET LANE Kissimmee, FL MLS# S5153267
  • Recently Listed with Virtual Tour
1 of 15
$2,550
3

Beds

2.0

Baths

1,662

Sq.Ft.

4627 EAGLET LANE

Kissimmee, FL

View 781 WINDLASS COURT Kissimmee, FL MLS# S5153270
  • Recently Listed with Virtual Tour
1 of 47
$3,400
4

Beds

3.0

Baths

2,931

Sq.Ft.

781 WINDLASS COURT

Kissimmee, FL

View 3520 SHOREWOOD DRIVE Kissimmee, FL MLS# O6423212
  • Recently Listed
1 of 22
$2,600
3

Beds

2.1

Baths

2,494

Sq.Ft.

3520 SHOREWOOD DRIVE

Kissimmee, FL

View 1297 REGAL KING DRIVE Kissimmee, FL MLS# O6423114
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1 of 35
$2,750
4

Beds

3.0

Baths

2,207

Sq.Ft.

1297 REGAL KING DRIVE

Kissimmee, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 675 CADILLAC BOULEVARD Kissimmee, FL MLS# S5153288
  • Recently Listed with Virtual Tour
1 of 17
$1,850
3

Beds

1.0

Baths

1,464

Sq.Ft.

675 CADILLAC BOULEVARD

Kissimmee, FL

View 3222 WISH AVENUE Kissimmee, FL MLS# O6422580
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1 of 28
$1,800
3

Beds

2.0

Baths

1,300

Sq.Ft.

3222 WISH AVENUE

Kissimmee, FL

View 2023 LACIE JO LANE Kissimmee, FL MLS# O6422588
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1 of 39
$2,050
3

Beds

2.1

Baths

1,824

Sq.Ft.

2023 LACIE JO LANE

Kissimmee, FL

View 1507 N THACKER AVENUE Kissimmee, FL MLS# S5153037
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1 of 38
$2,600
4

Beds

2.0

Baths

1,532

Sq.Ft.

1507 N THACKER AVENUE

Kissimmee, FL

View 4445 SHIVA LOOP, Kissimmee, FL MLS# O6422666
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1 of 38
$4,500
8

Beds

6.0

Baths

3,565

Sq.Ft.

4445 SHIVA LOOP,

Kissimmee, FL

View 1118 PERPIGNAN COURT Kissimmee, FL MLS# O6422714
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1 of 28
$2,450
4

Beds

2.0

Baths

2,088

Sq.Ft.

1118 PERPIGNAN COURT

Kissimmee, FL

View 1167 BOARDWALK PLACE Kissimmee, FL MLS# O6422752
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1 of 28
$2,400
3

Beds

3.0

Baths

1,473

Sq.Ft.

1167 BOARDWALK PLACE

Kissimmee, FL

View 4718 PRAIRIE POINT BOULEVARD Kissimmee, FL MLS# S5153169
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1 of 15
$2,500
4

Beds

2.0

Baths

1,740

Sq.Ft.

4718 PRAIRIE POINT BOULEVARD

Kissimmee, FL

View 2205 SAN VITTORINO CIRCLE 104 Kissimmee, FL MLS# O6422839
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1 of 26
$2,200
3

Beds

2.0

Baths

1,296

Sq.Ft.

2205 SAN VITTORINO CIRCLE 104

Kissimmee, FL

View 3507 SUNSET ISLES BLVD. Kissimmee, FL MLS# S5153200
  • Recently Listed with Virtual Tour
1 of 28
$2,800
4

Beds

3.0

Baths

2,724

Sq.Ft.

3507 SUNSET ISLES BLVD.

Kissimmee, FL

View 4619 RHYTHM ROAD Kissimmee, FL MLS# S5152528
  • Recently Listed with Virtual Tour
1 of 21
$2,700
3

Beds

2.0

Baths

1,776

Sq.Ft.

4619 RHYTHM ROAD

Kissimmee, FL

View 2604 LUISENO WAY Kissimmee, FL MLS# O6422749
  • Recently Listed with Virtual Tour
1 of 21
$2,900
5

Beds

4.0

Baths

2,136

Sq.Ft.

2604 LUISENO WAY

Kissimmee, FL

Courtesy of TRUE FLORIDA REALTY 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

3,639

Estimated median home price

$389,793
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 - 200K171
$200K - 300K683
$300K - 400K1,015
$400K - 500K687
$500K - 600K382
$600K - 700K214
$700K - 800K98
$800K - 900K68
$900K - 1M56
$1M - Max149

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family2,023
Townhouse807
Condo504
Commercial85
Rental988
Lots and Land174
Condo/Town/CoOp0
CoOp0
Multi Family24
Mobile Home19
Farms0

(Data as of 7/8/2026)

Information deemed reliable but not guaranteed.

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 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 7/9/2026.

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.

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 7/9/2026.