309 total properties
Did you mean the neighborhood Windermere?
View 14360 CREST PALM AVENUE Windermere, FL MLS# O6431854
$1,270,000
6

Beds

4.1

Baths

4,585

Sq.Ft.

14360 CREST PALM AVENUE

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 12624 PARK AVENUE Windermere, FL MLS# O6429787
$3,100,000
0.0

Baths

12624 PARK AVENUE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 12303 LANGSTAFF DRIVE Windermere, FL MLS# O6430630
$400,000
3

Beds

2.1

Baths

1,545

Sq.Ft.

12303 LANGSTAFF DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 9679 WESTOVER ROBERTS RD Windermere, FL MLS# S5154885
$3,400,000
6

Beds

6.1

Baths

5,666

Sq.Ft.

9679 WESTOVER ROBERTS RD

Windermere, FL

Courtesy of TONYDAVIDSHOMES.COM, LLC
View 5524 WORSHAM COURT Windermere, FL MLS# O6430755
$3,500,000
4

Beds

6.0

Baths

7,669

Sq.Ft.

5524 WORSHAM COURT

Windermere, FL

Courtesy of ATLIS REALTY GROUP LLC
View 7236 PENKRIDGE LANE Windermere, FL MLS# O6429931
$675,000
5

Beds

4.1

Baths

2,963

Sq.Ft.

7236 PENKRIDGE LANE

Windermere, FL

Courtesy of ATLAS BLUE REALTY INC
View 11425 BROWNSTONE STREET Windermere, FL MLS# O6430411
$410,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

11425 BROWNSTONE STREET

Windermere, FL

Courtesy of REDFIN CORPORATION
View 11938 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6430196
$510,000
4

Beds

2.1

Baths

2,074

Sq.Ft.

11938 SILVERLAKE PARK DRIVE

Windermere, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 7752 RIGBY STREET Windermere, FL MLS# O6422269
  • Virtual Tour
1 of 23
OPEN HOUSE: Saturday 10/24 10:00 AM - 1:00 PM
$395,000
3

Beds

2.1

Baths

1,335

Sq.Ft.

7752 RIGBY STREET

Windermere, FL

Courtesy of ATLIS REALTY GROUP LLC
View 12749 GARRIDAN AVENUE Windermere, FL MLS# O6430484
$610,000
4

Beds

4.1

Baths

2,192

Sq.Ft.

12749 GARRIDAN AVENUE

Windermere, FL

Courtesy of JR CERQUEIRA REALTY CORP
View 9921 LAKE LOUISE DRIVE Windermere, FL MLS# O6429164
$6,650,000
5

Beds

5.2

Baths

6,970

Sq.Ft.

9921 LAKE LOUISE DRIVE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 7720 FICQUETTE ROAD Windermere, FL MLS# O6426088
  • Virtual Tour
1 of 41
OPEN HOUSE: Saturday 10/24 1:00 PM - 3:00 PM
$2,999,996
6

Beds

4.1

Baths

4,282

Sq.Ft.

7720 FICQUETTE ROAD

Windermere, FL

Courtesy of REVEL REALTY LLC
View 12914 VENNETTA WAY Windermere, FL MLS# O6428484
$379,900
3

Beds

2.1

Baths

1,644

Sq.Ft.

12914 VENNETTA WAY

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 12744 LANGSTAFF DRIVE Windermere, FL MLS# S5154691
  • Virtual Tour
1 of 33
OPEN HOUSE: Saturday 10/24 1:00 PM - 4:00 PM
$394,900
3

Beds

2.1

Baths

1,369

Sq.Ft.

12744 LANGSTAFF DRIVE

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 9904 BRENTFORD COURT Windermere, FL MLS# O6428604
$2,250,000
5

Beds

4.1

Baths

4,504

Sq.Ft.

9904 BRENTFORD COURT

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 14213 CREST PALM AVENUE Windermere, FL MLS# G5115749
  • New Construction
1 of 3
OPEN HOUSE: Saturday 10/24 1:00 PM - 5:00 PM
$1,204,990
6

Beds

4.1

Baths

4,564

Sq.Ft.

14213 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5237 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL MLS# O6427447
$3,600,000
5

Beds

5.0

Baths

5,972

Sq.Ft.

5237 ISLEWORTH COUNTRY CLUB DRIVE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 8001 Enchantment Drive 1001 Windermere, FL MLS# B26057366
$395,000
4

Beds

3.1

Baths

1,792

Sq.Ft.

8001 Enchantment Drive 1001

Windermere, FL

View 8386 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5154426
$438,000
4

Beds

2.1

Baths

1,631

Sq.Ft.

8386 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 6719 VALHALLA WAY Windermere, FL MLS# O6428554
$4,495,000
5

Beds

5.2

Baths

6,159

Sq.Ft.

6719 VALHALLA WAY

Windermere, FL

Courtesy of CELEBRITY GLOBAL 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

308

Estimated median home price

$1,082,000
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 - 100K1
$100K - 200K0
$200K - 300K4
$300K - 400K28
$400K - 500K22
$500K - 600K27
$600K - 700K33
$700K - 800K14
$800K - 900K7
$900K - 1M12
$1M - Max160

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family233
Townhouse41
Condo12
Commercial1
Rental102
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/24/2026)

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 10/24/2026.