356 total properties
View 1330 LAKE OLIVIA Windermere, FL MLS# S5144942
  • New Construction with Virtual Tour
1 of 13
$5,500,000
6

Beds

6.2

Baths

6,442

Sq.Ft.

1330 LAKE OLIVIA

Windermere, FL

Courtesy of EMPIRE NETWORK REALTY
View 5138 FAIRWAY OAKS DR Windermere, FL MLS# O6401757
  • Recently Listed with 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 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 9713 ENDICOTT COURT Windermere, FL MLS# O6393891
$5,250,000
6

Beds

6.2

Baths

7,818

Sq.Ft.

9713 ENDICOTT COURT

Windermere, FL

Courtesy of EXP REALTY LLC
View 6142 GROSVENOR SHORE DRIVE Windermere, FL MLS# O6388222
$5,150,000
4

Beds

5.1

Baths

6,950

Sq.Ft.

6142 GROSVENOR SHORE 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 9721 CARILLON PARK DRIVE Windermere, FL MLS# O6336879
$5,000,000
6

Beds

7.2

Baths

8,305

Sq.Ft.

9721 CARILLON PARK DRIVE

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 5070 DOWN POINT LANE Windermere, FL MLS# O6385276
$4,995,000
6

Beds

6.1

Baths

7,349

Sq.Ft.

5070 DOWN POINT LANE

Windermere, FL

Courtesy of EXP REALTY LLC
View 11618 VINCI DRIVE Windermere, FL MLS# O6359990
  • Virtual Tour
1 of 64
$4,950,000
5

Beds

5.2

Baths

6,188

Sq.Ft.

11618 VINCI DRIVE

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 6113 PAYNE STEWART DRIVE Windermere, FL MLS# O6386548
$4,950,000
3

Beds

3.1

Baths

2,983

Sq.Ft.

6113 PAYNE STEWART DRIVE

Windermere, FL

Courtesy of IRWIN REALTY GROUP LLC
View 9575 WESTOVER ROBERTS ROAD Windermere, FL MLS# O6357873
$4,925,000
7

Beds

8.0

Baths

8,931

Sq.Ft.

9575 WESTOVER ROBERTS ROAD

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 4906 AVIVA GARDEN COURT Windermere, FL MLS# O6400218
  • Recently Listed with Virtual Tour
1 of 27
$4,690,000
3

Beds

4.1

Baths

6,236

Sq.Ft.

4906 AVIVA GARDEN COURT

Windermere, FL

Courtesy of CAMPBELL CUSTOM HOMES INC
View 12540 PARK AVENUE Windermere, FL MLS# O6381869
  • Virtual Tour
1 of 58
$4,599,000
5

Beds

5.1

Baths

7,740

Sq.Ft.

12540 PARK AVENUE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 3026 PORTO LAGO COURT Windermere, FL MLS# O6381606
$4,500,000
5

Beds

7.2

Baths

8,714

Sq.Ft.

3026 PORTO LAGO COURT

Windermere, FL

Courtesy of SERHANT
View 9144 ISLEWORTH GARDENS DRIVE Windermere, FL MLS# O6397842
  • Recently Listed with Virtual Tour
1 of 63
$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 12418 PARK AVENUE Windermere, FL MLS# O6370377
  • Virtual Tour
1 of 26
$4,395,000
Studio

Beds

0.0

Baths

12418 PARK AVENUE

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 1821 WINDERMERE ROAD Windermere, FL MLS# O6339740
  • New Construction with Virtual Tour
1 of 19
$4,276,160
5

Beds

6.1

Baths

6,401

Sq.Ft.

1821 WINDERMERE ROAD

Windermere, FL

Courtesy of ORLANDO TBI REALTY LLC
View 5151 LATROBE DR Windermere, FL MLS# O6392380
  • Virtual Tour
1 of 57
$4,100,000
4

Beds

4.1

Baths

5,301

Sq.Ft.

5151 LATROBE DR

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 11002 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6284922
$3,999,999
5

Beds

6.2

Baths

6,248

Sq.Ft.

11002 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of SERENDIPITY REALTY LLC

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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.

Data is updated as of 4/27/2026.

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 4/27/2026.