View 17538 BLACK RAIL STREET Windermere, FL MLS# O6449981
  • Recently Listed with Virtual Tour
1 of 72
$1,189,000
5

Beds

4.1

Baths

4,999

Sq.Ft.

17538 BLACK RAIL STREET

Windermere, FL

Courtesy of KARDOSH REALTY
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 13125 PENSHURST LANE Windermere, FL MLS# O6449706
  • Recently Listed with Virtual Tour
1 of 42
$599,000
3

Beds

2.0

Baths

1,948

Sq.Ft.

13125 PENSHURST LANE

Windermere, FL

Courtesy of CASTLE REALTY PROFESSIONAL GROUP LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 4827 FLINT ROAD Windermere, FL MLS# O6449449
  • Virtual Tour
1 of 39
$559,000
3

Beds

2.0

Baths

2,085

Sq.Ft.

4827 FLINT ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 8867 HERENCIA ALLEY Windermere, FL MLS# O6449612
  • Recently Listed with Virtual Tour
1 of 35
$405,000
3

Beds

2.1

Baths

1,382

Sq.Ft.

8867 HERENCIA ALLEY

Windermere, FL

Courtesy of AAA GLOBAL VENTURES PA
View 7231 SANGALLA DRIVE Windermere, FL MLS# O6447329
  • Recently Listed with Virtual Tour
1 of 67
$1,348,000
5

Beds

4.1

Baths

3,835

Sq.Ft.

7231 SANGALLA DRIVE

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 5944 CAYMUS LOOP Windermere, FL MLS# O6448123
  • Recently Listed with Virtual Tour
1 of 45
$1,050,000
4

Beds

3.0

Baths

2,984

Sq.Ft.

5944 CAYMUS LOOP

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 8276 MARITIME FLAG ST 1204 Windermere, FL MLS# O6449170
  • Recently Listed with Virtual Tour
1 of 31
$324,900
3

Beds

2.0

Baths

1,455

Sq.Ft.

8276 MARITIME FLAG ST 1204

Windermere, FL

Courtesy of HOMEVEST REALTY
View 6544 CARTMEL LANE Windermere, FL MLS# O6447314
$2,390,000
5

Beds

4.1

Baths

4,185

Sq.Ft.

6544 CARTMEL LANE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 8576 POWDER RIDGE TRAIL Windermere, FL MLS# O6447414
$597,000
4

Beds

3.1

Baths

2,661

Sq.Ft.

8576 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 11963 VERMILLION AVENUE Windermere, FL MLS# O6447919
  • New Construction with Virtual Tour
1 of 35
$430,000
3

Beds

2.1

Baths

1,676

Sq.Ft.

11963 VERMILLION AVENUE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 12785 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6442356
$769,000
4

Beds

3.1

Baths

2,996

Sq.Ft.

12785 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 8168 BOAT HOOK LOOP 302 Windermere, FL MLS# O6445290
$297,997
2

Beds

2.0

Baths

1,161

Sq.Ft.

8168 BOAT HOOK LOOP 302

Windermere, FL

Courtesy of BLUE KEY PROPERTY MANAGEMENT
View 8179 MARITIME FLAG STREET 206 Windermere, FL MLS# O6447793
  • Virtual Tour
1 of 46
OPEN HOUSE: Saturday 10/31 11:30 AM - 2:00 PM
$350,000
3

Beds

2.0

Baths

1,332

Sq.Ft.

8179 MARITIME FLAG STREET 206

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 9602 MAYWOOD DRIVE Windermere, FL MLS# O6446848
$4,350,000
5

Beds

5.0

Baths

5,305

Sq.Ft.

9602 MAYWOOD DRIVE

Windermere, FL

Courtesy of DIAMOND REAL ESTATE GROUP
View 6858 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6447605
$595,000
3

Beds

2.0

Baths

2,115

Sq.Ft.

6858 MERRICK LANDING BOULEVARD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 8229 TIBET BUTLER DRIVE Windermere, FL MLS# O6447628
$1,999,000
4

Beds

4.0

Baths

3,912

Sq.Ft.

8229 TIBET BUTLER DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 7030 MAPPERTON DRIVE Windermere, FL MLS# O6447067
$649,000
4

Beds

2.1

Baths

2,455

Sq.Ft.

7030 MAPPERTON DRIVE

Windermere, FL

Courtesy of FOLIO REALTY LLC
View 104 E 1ST AVENUE Windermere, FL MLS# O6442932
  • Virtual Tour
1 of 53
$1,280,000
4

Beds

2.1

Baths

2,441

Sq.Ft.

104 E 1ST AVENUE

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 8524 VIVARO ISLE WAY Windermere, FL MLS# G5118124
$950,000
4

Beds

3.0

Baths

2,680

Sq.Ft.

8524 VIVARO ISLE WAY

Windermere, FL

Courtesy of SERHANT

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.