111 total properties
Did you mean the neighborhood Windermere?
View Address not provided Windermere, FL MLS# O6400745
  • Virtual Tour
1 of 15
$369,900
2

Beds

2.1

Baths

1,429

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
View 14368 DESERT HAVEN STREET 4106 Windermere, FL MLS# O6396784
$360,000
3

Beds

2.1

Baths

1,840

Sq.Ft.

14368 DESERT HAVEN STREET 4106

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 13019 LANGSTAFF DRIVE Windermere, FL MLS# O6411551
  • Virtual Tour
1 of 52
$360,000
2

Beds

2.1

Baths

1,375

Sq.Ft.

13019 LANGSTAFF DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 14442 DESERT HAVEN STREET 4305 Windermere, FL MLS# O6410152
  • Recently Listed with Virtual Tour
1 of 19
$359,900
3

Beds

2.1

Baths

1,534

Sq.Ft.

14442 DESERT HAVEN STREET 4305

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12555 CRUXBURY DRIVE Windermere, FL MLS# O6410796
  • Recently Listed with Virtual Tour
1 of 41
$350,000
2

Beds

2.1

Baths

1,211

Sq.Ft.

12555 CRUXBURY DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 8179 MARITIME FLAG STREET 101 Windermere, FL MLS# O6399551
$325,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

8179 MARITIME FLAG STREET 101

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 11564 MIZZON DRIVE 930 Windermere, FL MLS# O6404607
$325,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

11564 MIZZON DRIVE 930

Windermere, FL

Courtesy of RE REALTY
View 6528 HELMSLEY CIRCLE Windermere, FL MLS# O6408661
  • Virtual Tour
1 of 40
$325,000
2

Beds

2.1

Baths

1,411

Sq.Ft.

6528 HELMSLEY CIRCLE

Windermere, FL

Courtesy of NEW HEIGHTS REALTY GROUP
View 8180 BOAT HOOK LOOP 108/301 Windermere, FL MLS# TB8465266
$322,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

8180 BOAT HOOK LOOP 108/301

Windermere, FL

Courtesy of EXP REALTY LLC
View 11434 JASPER KAY TERRACE 106 Windermere, FL MLS# S5150874
  • Recently Listed with Virtual Tour
1 of 49
$320,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

11434 JASPER KAY TERRACE 106

Windermere, FL

Courtesy of NUMBER 1 BROKER, LLC
View 8180 BOAT HOOK LOOP 109 Windermere, FL MLS# S5150297
  • Recently Listed with Virtual Tour
1 of 19
$299,500
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 109

Windermere, FL

Courtesy of ROMAN'S PRO REALTY LLC

About Windermere

"Among the lakes" is the phrase that the town of Windermere has chosen for its description, and aptly so.  Almost completely surrounded by water, Windermere is a lovely small town that will always be limited in population growth by available land.  Lake Butler is the largest body of water in the region, which is often referred to as the "Butler chain of lakes."  Situated in southeast Orange County, the residential villages and homes throughout the lake area are as beautiful as the backdrop of scenery they enjoy.  Some multi-million dollar lakefront mansions combine with more modest but often luxurious homes in a variety of architectural styles.  The Islesworth Golf & Country Club in Windermere rivals the lush fairways of highly acclaimed Bay Hill for sheer bayside splendor.  Also located in this small town is a fully accredited independent school for students in pre-kindergarten through eighth grade called Buena Vista Academy.  While the residents of Windermere can enjoy the exclusive resort setting and serenity of their community, the first-rate cultural, educational, and healthcare advantages of Orlando remain close to home. 

Listings in Windermere, FL

353

Estimated median home price

$1,175,000
Windermere FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Windermere, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Windermere, FL.

Homes for Sale by Price in Windermere, FL

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 1
$300K - 400K 22
$400K - 500K 30
$500K - 600K 32
$600K - 700K 26
$700K - 800K 17
$800K - 900K 18
$900K - 1M 15
$1M - Max 192

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 288
Townhouse 43
Condo 7
Commercial 1
Rental 88
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 6/3/2026)

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.

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 6/3/2026.