365 total properties
Did you mean the neighborhood Windermere?
View 12981 BORLAND ST Windermere, FL MLS# G5113619
  • Recently Listed with 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 8662 ABBOTSBURY DRIVE Windermere, FL MLS# O6416099
  • Recently Listed with Virtual Tour
1 of 38
$525,000
3

Beds

2.0

Baths

1,877

Sq.Ft.

8662 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 9110 PALM TREE DRIVE Windermere, FL MLS# O6414631
  • Recently Listed with Virtual Tour
1 of 30
$675,000
3

Beds

2.0

Baths

1,819

Sq.Ft.

9110 PALM TREE DRIVE

Windermere, FL

Courtesy of VICARI REALTY CORP
The time to sell is now! THE TIME TO SELL IS NOW!
View 11994 MCKINNON ROAD Windermere, FL MLS# O6416526
  • Recently Listed with Virtual Tour
1 of 56
$849,900
4

Beds

3.2

Baths

2,450

Sq.Ft.

11994 MCKINNON ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 6558 HELMSLEY CIRCLE Windermere, FL MLS# S5151342
  • Recently Listed with Virtual Tour
1 of 55
OPEN HOUSE: Saturday 6/13 12:00 PM - 2:30 PM
$635,000
4

Beds

3.0

Baths

2,575

Sq.Ft.

6558 HELMSLEY CIRCLE

Windermere, FL

Courtesy of WATSON REALTY CORP.
View 9832 LAUREL VALLEY DRIVE Windermere, FL MLS# O6416194
  • Recently Listed with Virtual Tour
1 of 97
$13,900,000
6

Beds

7.3

Baths

11,100

Sq.Ft.

9832 LAUREL VALLEY DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 13743 CALERA ALLEY Windermere, FL MLS# O6413535
  • Recently Listed with Virtual Tour
1 of 26
$445,500
3

Beds

2.1

Baths

1,997

Sq.Ft.

13743 CALERA ALLEY

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 6288 BLAKEFORD DRIVE Windermere, FL MLS# S5151608
  • Recently Listed with Virtual Tour
1 of 67
$2,550,000
5

Beds

4.3

Baths

5,036

Sq.Ft.

6288 BLAKEFORD DRIVE

Windermere, FL

Courtesy of NECTAR REAL ESTATE
View 11544 WILLOW GARDENS DRIVE Windermere, FL MLS# O6412655
  • Recently Listed with Virtual Tour
1 of 14
$1,000,000
Studio

Beds

0.0

Baths

11544 WILLOW GARDENS DRIVE

Windermere, FL

Courtesy of JC FLORIDA REALTY LLC
View 11809 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6415614
  • Recently Listed with Virtual Tour
1 of 53
$4,200,000
4

Beds

5.1

Baths

4,268

Sq.Ft.

11809 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of LEGACY PLUS REALTY
View 13324 LONGACRE DRIVE Windermere, FL MLS# S5151263
  • Recently Listed with Virtual Tour
1 of 34
OPEN HOUSE: Saturday 6/13 10:00 AM - 4:00 PM
$510,000
3

Beds

2.0

Baths

2,058

Sq.Ft.

13324 LONGACRE DRIVE

Windermere, FL

Courtesy of MULTI CHOICE REALTY LLC
View 13914 FLORIGOLD DRIVE Windermere, FL MLS# O6413986
$695,000
3

Beds

2.0

Baths

1,968

Sq.Ft.

13914 FLORIGOLD DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 9656 WEATHERSTONE COURT Windermere, FL MLS# O6414766
  • Recently Listed with Virtual Tour
1 of 67
$2,999,990
6

Beds

7.0

Baths

7,016

Sq.Ft.

9656 WEATHERSTONE COURT

Windermere, FL

Courtesy of THE AGENCY FL
View 412 FOREST STREET Windermere, FL MLS# O6414200
  • Recently Listed with Virtual Tour
1 of 34
$840,000
5

Beds

2.1

Baths

2,539

Sq.Ft.

412 FOREST STREET

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 4071 ISABELLA CIRCLE Windermere, FL MLS# O6413509
  • Recently Listed with Virtual Tour
1 of 100
$3,290,000
5

Beds

6.3

Baths

7,058

Sq.Ft.

4071 ISABELLA CIRCLE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 8266 BRYCE CANYON AVENUE Windermere, FL MLS# O6410344
  • Recently Listed with Virtual Tour
1 of 57
OPEN HOUSE: Saturday 6/13 11:00 AM - 2:00 PM
$489,500
3

Beds

2.1

Baths

1,825

Sq.Ft.

8266 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of DALTON WADE INC
View 8821 DANFORTH DRIVE Windermere, FL MLS# O6415522
  • Recently Listed with Virtual Tour
1 of 29
$355,000
2

Beds

2.1

Baths

1,480

Sq.Ft.

8821 DANFORTH DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 6601 DUNCASTER STREET Windermere, FL MLS# O6416272
  • Recently Listed with Virtual Tour
1 of 65
$628,000
4

Beds

3.0

Baths

3,001

Sq.Ft.

6601 DUNCASTER STREET

Windermere, FL

Courtesy of ANTS REALTY LLC
View Address not provided Windermere, FL MLS# O6413948
$1,150,000
5

Beds

3.2

Baths

4,936

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of REDFIN CORPORATION
View 2014 DOWN WOODS LANE Windermere, FL MLS# O6413750
$1,390,000
4

Beds

3.1

Baths

3,344

Sq.Ft.

2014 DOWN WOODS LANE

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC

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

365

Estimated median home price

$1,150,000
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

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K22
$400K - 500K30
$500K - 600K32
$600K - 700K30
$700K - 800K19
$800K - 900K20
$900K - 1M16
$1M - Max195

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family298
Townhouse45
Condo6
Commercial1
Rental99
Lots and Land15
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/13/2026)

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

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 6/13/2026.