313 total properties
View 9061 RON DEN LANE Windermere, FL MLS# O6417446
  • Virtual Tour
1 of 100
$6,800,000
5

Beds

5.2

Baths

6,300

Sq.Ft.

9061 RON DEN LANE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 8342 BOYLA COURT Windermere, FL MLS# O6422852
  • New Construction with Virtual Tour
1 of 93
$6,700,000
8

Beds

7.3

Baths

8,133

Sq.Ft.

8342 BOYLA COURT

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 6462 DEACON CIR Windermere, FL MLS# O6407107
  • Virtual Tour
1 of 46
$6,595,000
5

Beds

4.2

Baths

7,178

Sq.Ft.

6462 DEACON CIR

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 9316 GLADYS GARDEN CT Windermere, FL MLS# O6420326
  • New Construction with Virtual Tour
1 of 73
$6,500,000
5

Beds

6.1

Baths

5,471

Sq.Ft.

9316 GLADYS GARDEN CT

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 9725 CHESTNUT RIDGE DRIVE Windermere, FL MLS# O6370294
$5,975,000
7

Beds

5.2

Baths

8,000

Sq.Ft.

9725 CHESTNUT RIDGE DRIVE

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 800 W 2ND AVENUE Windermere, FL MLS# O6422976
  • Virtual Tour
1 of 78
OPEN HOUSE: Saturday 10/31 12:00 PM - 2:00 PM
$5,600,000
5

Beds

4.1

Baths

5,511

Sq.Ft.

800 W 2ND AVENUE

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1330 LAKE OLIVIA Windermere, FL MLS# S5155388
  • 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 12264 MONTALCINO CIRCLE Windermere, FL MLS# O6404587
$5,390,000
4

Beds

4.3

Baths

7,872

Sq.Ft.

12264 MONTALCINO CIRCLE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 5199 LATROBE DR Windermere, FL MLS# O6409961
  • 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 9615 WINDY RIDGE ROAD Windermere, FL MLS# O6449197
$5,300,000
6

Beds

6.2

Baths

9,669

Sq.Ft.

9615 WINDY RIDGE ROAD

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View WINDY RIDGE ROAD Windermere, FL MLS# O6439497
$5,250,000
0.0

Baths

WINDY RIDGE ROAD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 5138 FAIRWAY OAKS DR Windermere, FL MLS# O6401757
$4,999,500
4

Beds

5.0

Baths

4,330

Sq.Ft.

5138 FAIRWAY OAKS DR

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 5070 DOWN POINT LANE Windermere, FL MLS# O6385276
$4,945,000
6

Beds

6.1

Baths

7,349

Sq.Ft.

5070 DOWN POINT LANE

Windermere, FL

Courtesy of EXP REALTY LLC
View 9721 CARILLON PARK DRIVE Windermere, FL MLS# O6336879
$4,778,000
6

Beds

7.2

Baths

8,305

Sq.Ft.

9721 CARILLON PARK DRIVE

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 9575 WESTOVER ROBERTS ROAD Windermere, FL MLS# O6357873
$4,750,000
7

Beds

8.0

Baths

8,931

Sq.Ft.

9575 WESTOVER ROBERTS ROAD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View WINDY RIDGE ROAD Windermere, FL MLS# O6439342
$4,750,000
0.0

Baths

WINDY RIDGE ROAD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
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
View 12418 PARK AVENUE Windermere, FL MLS# O6370377
  • Virtual Tour
1 of 26
$4,395,000
0.0

Baths

12418 PARK AVENUE

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 5186 VARDON DRIVE Windermere, FL MLS# O6443681
  • Virtual Tour
1 of 52
$4,395,000
6

Beds

6.0

Baths

4,739

Sq.Ft.

5186 VARDON DRIVE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC

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 10/30/2026.