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Windermere

When Central Florida locals think of luxurious lakefront homes, celebrity residents, top golf courses and a beautiful charming atmosphere, Windermere is normally the first city brought up in conversation. Home of the most prestigious neighborhoods, this small yet highly rated and coveted community consists of less than 3,200 residents and less than 3 miles in its incorporated sector. A quick 20 minute drive will take you to some of Central Florida’s best places to visit. Its close proximity to major attractions such as Disney World and the city life in Orlando offers Windermere residents the convenience of living a small town lifestyle within reach of the big city benefits.

Driving through its quaint downtown area, you can stop to learn much of its history. You can visit the Town Hall or Schoolhouse to learn about the city’s early beginnings starting in the late 1800s. Like many cities in this area, it was part of the booming citrus industry before becoming what it is today.

With the town slogan of “Among the Lakes”, Windermere is located among the intersection of several lakes connected together through a network of canals. These lakes provide endless stretches of waterfront real estate. And with most of the city composed of them, you will find watersports, fishing, and boating as some of the most popular outdoor activities residents enjoy.

If you’re looking to invest or sell a home in one of the most affluent cities in Florida, contact our team. Let’s get you there!

Min. Price
Max. Price
Beds
Baths
 9508 WINDY RIDGE ROAD, WINDERMERE, FL 34786
9508 WINDY RIDGE ROAD WINDERMERE, FL 34786
$30,000,000
7 Beds 14 | 2 Baths 29,739 SqFtListing No. U8207115Property Type: Housecamera Virtual Tourcamera (46)
Details
 9306 BLANCHE COVE DRIVE, WINDERMERE, FL 34786
9306 BLANCHE COVE DRIVE WINDERMERE, FL 34786
$16,500,000
5 Beds 6 | 2 Baths 14,856 SqFtListing No. O6097686Property Type: Housecamera Virtual Tourcamera (29)
Details
 11301 BRIDGE HOUSE ROAD, WINDERMERE, FL 34786
11301 BRIDGE HOUSE ROAD WINDERMERE, FL 34786
$11,995,000
5 Beds 7 | 2 Baths 9,267 SqFtListing No. O6083126Property Type: Housecamera Virtual Tourcamera (70)
Details
 5200 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786
5200 ISLEWORTH COUNTRY CLUB DR WINDERMERE, FL 34786
$8,475,000
5 Beds 5 | 3 Baths 9,482 SqFtListing No. O6124594Property Type: Housecamera Virtual Tour
Details
 6432 DEACON CIRCLE, WINDERMERE, FL 34786
6432 DEACON CIRCLE WINDERMERE, FL 34786
$8,300,000
5 Beds 7 | 2 Baths 11,021 SqFtListing No. O6120407Property Type: Housecamera Virtual Tourcamera (93)
Details
 11035 SCHOONER WAY, WINDERMERE, FL 34786
11035 SCHOONER WAY WINDERMERE, FL 34786
$8,250,000
7 Beds 5 | 2 Baths 15,000 SqFtListing No. O5992601Property Type: Housecamera (3)
Details
 6125 GROSVENOR SHORE DR, WINDERMERE, FL 34786
6125 GROSVENOR SHORE DR WINDERMERE, FL 34786
$6,999,000
6 Beds 6 | 1 Baths 8,037 SqFtListing No. O6151049Property Type: Housecamera Virtual Tourcamera (70)
Details
 5190 LATROBE DRIVE, WINDERMERE, FL 34786
5190 LATROBE DRIVE WINDERMERE, FL 34786
$6,500,000
5 Beds 6 | 1 Baths 7,191 SqFtListing No. O6159303Property Type: Housecamera Virtual Tourcamera (78)
Details
 10821 BAYSHORE DR, WINDERMERE, FL 34786
10821 BAYSHORE DR WINDERMERE, FL 34786
$6,490,000
4 Beds 4 | 2 Baths 5,275 SqFtListing No. O6157691Property Type: Housecamera (13)
Details
 5226 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786
5226 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE, FL 34786
$5,995,000
5 Beds 5 | 4 Baths 7,821 SqFtListing No. O6157478Property Type: Housecamera Virtual Tourcamera (93)
Details
 5174 VARDON DRIVE, WINDERMERE, FL 34786
5174 VARDON DRIVE WINDERMERE, FL 34786
$5,975,000
6 Beds 7 | 2 Baths 10,701 SqFtListing No. O6143716Property Type: Housecamera Virtual Tourcamera (65)
Details
 12632 PARK AVENUE, WINDERMERE, FL 34786
12632 PARK AVENUE WINDERMERE, FL 34786
$5,950,000
6 Beds 9 | 1 Baths 10,213 SqFtListing No. O6123105Property Type: Housecamera Virtual Tourcamera (55)
Details
 9508 WINDY RIDGE ROAD, WINDERMERE, FL 34786
camera VIRTUAL TOURcamera (46)
price

$30,000,000

beds

7 7 Beds

baths

14 | 2 14 | 2 Baths

lot size

29,739 SqFt 29,739 SqFt

listing no.

U8207115Listing No. U8207115

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (46)

 9306 BLANCHE COVE DRIVE, WINDERMERE, FL 34786
camera VIRTUAL TOURcamera (29)
price

$16,500,000

beds

5 5 Beds

baths

6 | 2 6 | 2 Baths

lot size

14,856 SqFt 14,856 SqFt

listing no.

O6097686Listing No. O6097686

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (29)

 11301 BRIDGE HOUSE ROAD, WINDERMERE, FL 34786
camera VIRTUAL TOURcamera (70)
price

$11,995,000

beds

5 5 Beds

baths

7 | 2 7 | 2 Baths

lot size

9,267 SqFt 9,267 SqFt

listing no.

O6083126Listing No. O6083126

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (70)

 5200 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786
camera VIRTUAL TOUR
price

$8,475,000

beds

5 5 Beds

baths

5 | 3 5 | 3 Baths

lot size

9,482 SqFt 9,482 SqFt

listing no.

O6124594Listing No. O6124594

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

 6432 DEACON CIRCLE, WINDERMERE, FL 34786
camera VIRTUAL TOURcamera (93)
price

$8,300,000

beds

5 5 Beds

baths

7 | 2 7 | 2 Baths

lot size

11,021 SqFt 11,021 SqFt

listing no.

O6120407Listing No. O6120407

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (93)

 11035 SCHOONER WAY, WINDERMERE, FL 34786
camera (3)
price

$8,250,000

beds

7 7 Beds

baths

5 | 2 5 | 2 Baths

lot size

15,000 SqFt 15,000 SqFt

listing no.

O5992601Listing No. O5992601

property type

HouseProperty Type: House

gallery photos

camera (3)

 6125 GROSVENOR SHORE DR, WINDERMERE, FL 34786
camera VIRTUAL TOURcamera (70)
price

$6,999,000

beds

6 6 Beds

baths

6 | 1 6 | 1 Baths

lot size

8,037 SqFt 8,037 SqFt

listing no.

O6151049Listing No. O6151049

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (70)

 5190 LATROBE DRIVE, WINDERMERE, FL 34786
camera VIRTUAL TOURcamera (78)
price

$6,500,000

beds

5 5 Beds

baths

6 | 1 6 | 1 Baths

lot size

7,191 SqFt 7,191 SqFt

listing no.

O6159303Listing No. O6159303

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (78)

 10821 BAYSHORE DR, WINDERMERE, FL 34786
camera (13)
price

$6,490,000

beds

4 4 Beds

baths

4 | 2 4 | 2 Baths

lot size

5,275 SqFt 5,275 SqFt

listing no.

O6157691Listing No. O6157691

property type

HouseProperty Type: House

gallery photos

camera (13)

 5226 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786
camera VIRTUAL TOURcamera (93)
price

$5,995,000

beds

5 5 Beds

baths

5 | 4 5 | 4 Baths

lot size

7,821 SqFt 7,821 SqFt

listing no.

O6157478Listing No. O6157478

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (93)

 5174 VARDON DRIVE, WINDERMERE, FL 34786
camera VIRTUAL TOURcamera (65)
price

$5,975,000

beds

6 6 Beds

baths

7 | 2 7 | 2 Baths

lot size

10,701 SqFt 10,701 SqFt

listing no.

O6143716Listing No. O6143716

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (65)

 12632 PARK AVENUE, WINDERMERE, FL 34786
camera VIRTUAL TOURcamera (55)
price

$5,950,000

beds

6 6 Beds

baths

9 | 1 9 | 1 Baths

lot size

10,213 SqFt 10,213 SqFt

listing no.

O6123105Listing No. O6123105

property type

HouseProperty Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (55)

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The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of 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; the availability of any listing should always be independently verified. Listing information is provided for consumers' 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. The offer of compensation is made only to participants of the MLS where the listing is filed.
Stellar (MFR) data last updated at December 3, 2023 11:02 AM ET
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