345 total properties
Did you mean the neighborhood Windermere?
View 9508 WINDY RIDGE ROAD Windermere, FL MLS# O6411343
$30,000,000
7

Beds

12.2

Baths

51,000

Sq.Ft.

9508 WINDY RIDGE ROAD

Windermere, FL

View 5603 MARLEON DRIVE Windermere, FL MLS# O6404938
$27,000,000
7

Beds

8.2

Baths

22,108

Sq.Ft.

5603 MARLEON DRIVE

Windermere, FL

View 11900 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6275556
$17,250,000
7

Beds

8.1

Baths

10,649

Sq.Ft.

11900 LAKE BUTLER BOULEVARD

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 6119 GROSVENOR SHORE DRIVE Windermere, FL MLS# O6421205
  • Recently Listed with Virtual Tour
1 of 97
$15,900,000
7

Beds

8.1

Baths

14,068

Sq.Ft.

6119 GROSVENOR SHORE DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 12488 PARK AVENUE Windermere, FL MLS# O6395291
  • Virtual Tour
1 of 68
$15,500,000
10

Beds

12.5

Baths

13,425

Sq.Ft.

12488 PARK AVENUE

Windermere, FL

View 3057 PORTO LAGO COURT Windermere, FL MLS# O6411245
$13,995,000
6

Beds

6.5

Baths

12,067

Sq.Ft.

3057 PORTO LAGO COURT

Windermere, FL

View 9621 WINDY RIDGE ROAD Windermere, FL MLS# O6400740
  • New Construction with Virtual Tour
1 of 28
$12,999,999
9

Beds

10.6

Baths

20,445

Sq.Ft.

9621 WINDY RIDGE ROAD

Windermere, FL

View 9832 LAUREL VALLEY DRIVE Windermere, FL MLS# O6416194
$12,750,000
6

Beds

7.3

Baths

11,100

Sq.Ft.

9832 LAUREL VALLEY DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 9312 BLANCHE COVE DR Windermere, FL MLS# O6407102
  • Virtual Tour
1 of 96
$12,350,000
7

Beds

9.1

Baths

11,465

Sq.Ft.

9312 BLANCHE COVE DR

Windermere, FL

View 9323 GLADYS GARDEN COURT Windermere, FL MLS# O6381880
  • New Construction with Virtual Tour
1 of 84
$11,900,000
6

Beds

6.4

Baths

9,770

Sq.Ft.

9323 GLADYS GARDEN COURT

Windermere, FL

View 6149 GROSVENOR SHORE DR Windermere, FL MLS# O6356355
$10,900,000
6

Beds

6.2

Baths

6,783

Sq.Ft.

6149 GROSVENOR SHORE DR

Windermere, FL

View 728 FOREST STREET Windermere, FL MLS# O6411906
  • New Construction with Virtual Tour
1 of 98
$10,200,000
6

Beds

8.1

Baths

6,457

Sq.Ft.

728 FOREST STREET

Windermere, FL

View 4226 DOWNEAST LANE Windermere, FL MLS# O6355233
  • Virtual Tour
1 of 29
$9,750,000
5

Beds

3.0

Baths

5,316

Sq.Ft.

4226 DOWNEAST LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 4226 DOWNEAST LANE Windermere, FL MLS# O6367852
  • Virtual Tour
1 of 28
$9,750,000
Studio

Beds

0.0

Baths

4226 DOWNEAST LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 12422 PARK AVENUE Windermere, FL MLS# O6416090
  • Virtual Tour
1 of 53
$8,695,000
Studio

Beds

0.0

Baths

12422 PARK AVENUE

Windermere, FL

View 9317 GLADYS GARDEN COURT Windermere, FL MLS# O6410843
  • New Construction
1 of 3
$7,999,000
6

Beds

6.3

Baths

8,038

Sq.Ft.

9317 GLADYS GARDEN COURT

Windermere, FL

View 9343 TIBET POINTE CIRCLE Windermere, FL MLS# O6264629
$7,795,000
7

Beds

8.2

Baths

8,362

Sq.Ft.

9343 TIBET POINTE CIRCLE

Windermere, FL

View 724 W 2ND AVENUE Windermere, FL MLS# O6426995
  • Recently Listed with Virtual Tour
1 of 100
$7,500,000
6

Beds

7.1

Baths

6,874

Sq.Ft.

724 W 2ND AVENUE

Windermere, FL

View 5074 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL MLS# O6373191
$7,250,000
5

Beds

6.1

Baths

7,099

Sq.Ft.

5074 ISLEWORTH COUNTRY CLUB DRIVE

Windermere, FL

Courtesy of MEM REALTY GROUP
View 9349 TIBET POINTE CIRCLE Windermere, FL MLS# O6404415
$6,995,000
5

Beds

6.2

Baths

7,529

Sq.Ft.

9349 TIBET POINTE CIRCLE

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

348

Estimated median home price

$1,052,500
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 22
$400K - 500K 34
$500K - 600K 31
$600K - 700K 30
$700K - 800K 23
$800K - 900K 13
$900K - 1M 14
$1M - Max 178

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 277
Townhouse 45
Condo 10
Commercial 1
Rental 87
Lots and Land 15
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 7/31/2026)

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 8/1/2026.