55 total properties
Did you mean the neighborhood Windermere?
View 8179 MARITIME FLAG STREET 206 Windermere, FL MLS# S5152137
$282,500
3

Beds

2.0

Baths

1,332

Sq.Ft.

8179 MARITIME FLAG STREET 206

Windermere, FL

View 8180 BOAT HOOK LOOP 102 Windermere, FL MLS# O6420460
  • Recently Listed with Virtual Tour
1 of 26
$295,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 102

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 8180 BOAT HOOK LOOP 109 Windermere, FL MLS# S5150297
$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
The time to sell is now! THE TIME TO SELL IS NOW!
View 11434 JASPER KAY TERRACE 106 Windermere, FL MLS# S5150874
$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 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

View 8168 BOAT HOOK LOOP 724 Windermere, FL MLS# O6421614
  • Recently Listed with Virtual Tour
1 of 17
$325,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

8168 BOAT HOOK LOOP 724

Windermere, FL

View 11446 JASPER KAY TERRACE 103 Windermere, FL MLS# O6420653
$330,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

11446 JASPER KAY TERRACE 103

Windermere, FL

View 12555 CRUXBURY DRIVE Windermere, FL MLS# O6410796
  • Virtual Tour
1 of 41
$350,000
2

Beds

2.1

Baths

1,211

Sq.Ft.

12555 CRUXBURY DRIVE

Windermere, FL

View 8744 DANFORTH DRIVE Windermere, FL MLS# O6414301
  • Virtual Tour
1 of 32
$350,000
2

Beds

2.1

Baths

1,375

Sq.Ft.

8744 DANFORTH DRIVE

Windermere, FL

View 8821 DANFORTH DRIVE Windermere, FL MLS# O6415522
  • Virtual Tour
1 of 29
$355,000
2

Beds

2.1

Baths

1,480

Sq.Ft.

8821 DANFORTH DRIVE

Windermere, FL

View Address not provided Windermere, FL MLS# O6400745
  • Virtual Tour
1 of 15
$359,900
2

Beds

2.1

Baths

1,429

Sq.Ft.

Address not provided

Windermere, FL

View 14442 DESERT HAVEN STREET 4305 Windermere, FL MLS# O6410152
$359,900
3

Beds

2.1

Baths

1,534

Sq.Ft.

14442 DESERT HAVEN STREET 4305

Windermere, FL

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
View 12981 BORLAND ST Windermere, FL MLS# G5113619
  • Virtual Tour
1 of 37
$364,900
2

Beds

2.1

Baths

1,360

Sq.Ft.

12981 BORLAND ST

Windermere, FL

Courtesy of GARRISON REALTY GROUP LLC
View 14236 OASIS COVE BLVD Windermere, FL MLS# O6395058
  • Virtual Tour
1 of 70
$369,990
3

Beds

2.1

Baths

1,512

Sq.Ft.

14236 OASIS COVE BLVD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14005 SPARKLING COVE LANE Windermere, FL MLS# O6409827
$370,000
3

Beds

2.1

Baths

1,647

Sq.Ft.

14005 SPARKLING COVE LANE

Windermere, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 12966 VENNETTA WAY Windermere, FL MLS# S5148828
  • Virtual Tour
1 of 50
$380,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

12966 VENNETTA WAY

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 12210 LANGSTAFF DRIVE Windermere, FL MLS# O6400117
  • Virtual Tour
1 of 38
$385,000
3

Beds

2.1

Baths

1,480

Sq.Ft.

12210 LANGSTAFF DRIVE

Windermere, FL

Courtesy of ELITE REALTY ENTERPRISES LLC
View 14422 DESERT HAVEN STREET 4206 Windermere, FL MLS# S5148708
$385,000
3

Beds

2.1

Baths

1,840

Sq.Ft.

14422 DESERT HAVEN STREET 4206

Windermere, FL

Courtesy of MD3 HOMES LLC
View 6390 SOUTHBRIDGE STREET Windermere, FL MLS# O6385153
$389,000
4

Beds

2.1

Baths

1,632

Sq.Ft.

6390 SOUTHBRIDGE STREET

Windermere, FL

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

356

Estimated median home price

$1,098,500
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 3
$300K - 400K 20
$400K - 500K 35
$500K - 600K 32
$600K - 700K 28
$700K - 800K 20
$800K - 900K 19
$900K - 1M 14
$1M - Max 185

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 282
Townhouse 47
Condo 9
Commercial 1
Rental 84
Lots and Land 17
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 7/4/2026)

Information deemed reliable but not guaranteed.

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 7/4/2026.