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 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

Courtesy of ISLEWORTH REALTY LLC
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

Courtesy of CORCORAN PREMIER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 9317 GLADYS GARDEN COURT Windermere, FL MLS# O6410843
  • Recently Listed
1 of 3
$7,999,000
6

Beds

6.3

Baths

8,038

Sq.Ft.

9317 GLADYS GARDEN COURT

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
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 6462 DEACON CIR Windermere, FL MLS# O6407107
  • Virtual Tour
1 of 46
$6,950,000
5

Beds

4.2

Baths

7,178

Sq.Ft.

6462 DEACON CIR

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 9725 CHESTNUT RIDGE DRIVE Windermere, FL MLS# O6370294
$6,000,000
7

Beds

5.2

Baths

8,000

Sq.Ft.

9725 CHESTNUT RIDGE DRIVE

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 5138 FAIRWAY OAKS DR Windermere, FL MLS# O6401757
  • Virtual Tour
1 of 51
$5,500,000
4

Beds

5.0

Baths

4,330

Sq.Ft.

5138 FAIRWAY OAKS DR

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 5199 LATROBE DR Windermere, FL MLS# O6409961
  • Recently Listed with Virtual Tour
1 of 64
$5,300,000
6

Beds

6.1

Baths

4,665

Sq.Ft.

5199 LATROBE DR

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 6117 LOUISE COVE DRIVE Windermere, FL MLS# O6372197
$5,250,000
4

Beds

4.1

Baths

5,752

Sq.Ft.

6117 LOUISE COVE DRIVE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 5243 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL MLS# O6348067
$5,100,000
4

Beds

5.1

Baths

6,424

Sq.Ft.

5243 ISLEWORTH COUNTRY CLUB DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 5036 LATROBE DRIVE Windermere, FL MLS# O6346003
$4,900,000
5

Beds

4.1

Baths

5,548

Sq.Ft.

5036 LATROBE DRIVE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 5619 EMERSON POINTE WAY Orlando, FL MLS# O6409856
$4,700,000
4

Beds

5.2

Baths

7,602

Sq.Ft.

5619 EMERSON POINTE WAY

Orlando, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 5745 EMERINGTON CRESCENT Orlando, FL MLS# O6382015
  • Virtual Tour
1 of 100
$4,590,000
7

Beds

7.1

Baths

7,881

Sq.Ft.

5745 EMERINGTON CRESCENT

Orlando, FL

Courtesy of EXP REALTY LLC
View 4906 AVIVA GARDEN COURT Windermere, FL MLS# O6400218
$4,590,000
3

Beds

4.1

Baths

6,236

Sq.Ft.

4906 AVIVA GARDEN COURT

Windermere, FL

Courtesy of CAMPBELL CUSTOM HOMES INC
View 9144 ISLEWORTH GARDENS DRIVE Windermere, FL MLS# O6397842
$4,450,000
3

Beds

3.2

Baths

5,004

Sq.Ft.

9144 ISLEWORTH GARDENS DRIVE

Windermere, FL

Courtesy of MEGAN DOWDY REALTY, LLC
View 4806 ALEXANDRA GARDEN CT Windermere, FL MLS# O6408804
$4,200,000
5

Beds

5.2

Baths

5,695

Sq.Ft.

4806 ALEXANDRA GARDEN CT

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 5151 LATROBE DR Windermere, FL MLS# O6392380
  • Virtual Tour
1 of 57
$3,900,000
4

Beds

4.1

Baths

5,301

Sq.Ft.

5151 LATROBE DR

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 9648 MCCORMICK PLACE Windermere, FL MLS# O6346918
  • Virtual Tour
1 of 61
$3,800,000
3

Beds

3.1

Baths

4,751

Sq.Ft.

9648 MCCORMICK PLACE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 4812 ALEXANDRA GARDEN COURT Windermere, FL MLS# O6339134
$3,699,000
3

Beds

3.2

Baths

4,262

Sq.Ft.

4812 ALEXANDRA GARDEN COURT

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP

About Isleworth

Listings in Isleworth, Windermere, FL

57

Estimated median home price

$2,350,000
Isleworth, Windermere Real Estate

Search Isleworth, Florida Real Estate Listings & New Homes for Sale in Isleworth, FL. Find Isleworth Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Isleworth, Windermere, FL

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 0
$400K - 500K 0
$500K - 600K 4
$600K - 700K 5
$700K - 800K 3
$800K - 900K 2
$900K - 1M 6
$1M - Max 37

Homes for Sale by Type in Isleworth, Windermere, FL

Property Type Count
Single Family 53
Townhouse 0
Condo 0
Commercial 0
Rental 6
Lots and Land 4
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 6/13/2026)

Information deemed reliable but not guaranteed.

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 6/14/2026.