36 total properties
Did you mean the neighborhood Windermere?
View 11348 WILLOW GARDENS DRIVE Windermere, FL MLS# O6435449
  • Recently Listed with Virtual Tour
1 of 7
$964,500
5

Beds

3.0

Baths

2,717

Sq.Ft.

11348 WILLOW GARDENS DRIVE

Windermere, FL

View 1243 DINGENS AVENUE Windermere, FL MLS# O6435494
  • Recently Listed with Virtual Tour
1 of 55
$990,000
4

Beds

3.0

Baths

2,728

Sq.Ft.

1243 DINGENS AVENUE

Windermere, FL

View 9609 WESTOVER CLUB CIRCLE Windermere, FL MLS# O6434228
  • Recently Listed with Virtual Tour
1 of 40
$969,000
5

Beds

4.1

Baths

3,797

Sq.Ft.

9609 WESTOVER CLUB CIRCLE

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 2031 WILLOW LAUREN LANE L Windermere, FL MLS# O6429898
  • Recently Listed with Virtual Tour
1 of 70
$1,249,000
5

Beds

4.1

Baths

3,664

Sq.Ft.

2031 WILLOW LAUREN LANE L

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 9600 AMBLESIDE DRIVE Windermere, FL MLS# O6433478
$975,000
3

Beds

3.0

Baths

2,700

Sq.Ft.

9600 AMBLESIDE DRIVE

Windermere, FL

Courtesy of NATIONAL REAL ESTATE
View 8701 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6433721
  • Recently Listed with Virtual Tour
1 of 75
$1,050,000
6

Beds

4.1

Baths

4,507

Sq.Ft.

8701 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 6443 SWANSON STREET Windermere, FL MLS# O6431068
  • Recently Listed with Virtual Tour
1 of 65
$1,230,000
5

Beds

4.0

Baths

3,971

Sq.Ft.

6443 SWANSON STREET

Windermere, FL

View 11462 CLAYMONT CIRCLE Windermere, FL MLS# O6428172
$979,500
3

Beds

3.0

Baths

2,314

Sq.Ft.

11462 CLAYMONT CIRCLE

Windermere, FL

View 8254 PROCIDA ISLE LANE Windermere, FL MLS# G5115289
$1,050,000
5

Beds

4.0

Baths

3,267

Sq.Ft.

8254 PROCIDA ISLE LANE

Windermere, FL

Courtesy of IAD REAL ESTATE
View 725 OAKDALE STREET Windermere, FL MLS# O6425946
$1,049,000
3

Beds

2.1

Baths

2,795

Sq.Ft.

725 OAKDALE STREET

Windermere, FL

View 4482 BEGONIA COURT Windermere, FL MLS# O6424551
$950,000
5

Beds

4.1

Baths

4,544

Sq.Ft.

4482 BEGONIA COURT

Windermere, FL

View 8344 BOWDEN WAY Windermere, FL MLS# O6425171
$1,090,000
4

Beds

4.0

Baths

3,646

Sq.Ft.

8344 BOWDEN WAY

Windermere, FL

View 2512 TRYON PLACE Windermere, FL MLS# O6422154
  • Virtual Tour
1 of 65
$1,100,000
4

Beds

3.0

Baths

3,478

Sq.Ft.

2512 TRYON PLACE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 2009 WOODY DRIVE Windermere, FL MLS# O6422132
  • Virtual Tour
1 of 43
OPEN HOUSE: Saturday 8/29 12:00 PM - 3:00 PM
$1,150,000
4

Beds

3.0

Baths

3,540

Sq.Ft.

2009 WOODY DRIVE

Windermere, FL

View 11217 WILLOW GARDENS DRIVE Windermere, FL MLS# O6417903
$1,075,000
4

Beds

3.0

Baths

2,824

Sq.Ft.

11217 WILLOW GARDENS DRIVE

Windermere, FL

View 8316 LOOKOUT POINTE DRIVE Windermere, FL MLS# S5152477
$1,075,000
5

Beds

4.0

Baths

4,332

Sq.Ft.

8316 LOOKOUT POINTE DRIVE

Windermere, FL

View 6124 FOXFIELD COURT Windermere, FL MLS# O6419393
$1,250,000
4

Beds

3.0

Baths

2,887

Sq.Ft.

6124 FOXFIELD COURT

Windermere, FL

View 11544 WILLOW GARDENS DRIVE Windermere, FL MLS# O6412655
$1,000,000
Studio

Beds

0.0

Baths

11544 WILLOW GARDENS DRIVE

Windermere, FL

View 9117 OUTLOOK ROCK TRAIL Windermere, FL MLS# O6413948
$1,055,000
5

Beds

3.2

Baths

4,936

Sq.Ft.

9117 OUTLOOK ROCK TRAIL

Windermere, FL

View 8394 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6413196
$1,150,000
5

Beds

4.0

Baths

3,971

Sq.Ft.

8394 LOOKOUT POINTE DRIVE

Windermere, FL

About Windermere

"Among the lakes" is the phrase that the town of Windermere has chosen for its description, and aptly so.  Almost completely surrounded by water, Windermere is a lovely small town that will always be limited in population growth by available land.  Lake Butler is the largest body of water in the region, which is often referred to as the "Butler chain of lakes."  Situated in southeast Orange County, the residential villages and homes throughout the lake area are as beautiful as the backdrop of scenery they enjoy.  Some multi-million dollar lakefront mansions combine with more modest but often luxurious homes in a variety of architectural styles.  The Islesworth Golf & Country Club in Windermere rivals the lush fairways of highly acclaimed Bay Hill for sheer bayside splendor.  Also located in this small town is a fully accredited independent school for students in pre-kindergarten through eighth grade called Buena Vista Academy.  While the residents of Windermere can enjoy the exclusive resort setting and serenity of their community, the first-rate cultural, educational, and healthcare advantages of Orlando remain close to home. 

Listings in Windermere, FL

324

Estimated median home price

$984,750
Windermere FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Windermere, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Windermere, FL.

Homes for Sale by Price in Windermere, FL

PriceCount
$0 - 100K0
$100K - 200K1
$200K - 300K2
$300K - 400K21
$400K - 500K31
$500K - 600K32
$600K - 700K31
$700K - 800K19
$800K - 900K15
$900K - 1M13
$1M - Max159

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family251
Townhouse46
Condo10
Commercial1
Rental83
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 8/27/2026)

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 8/27/2026.