39 total properties
Did you mean the neighborhood Windermere?
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
  • Recently Listed with Virtual Tour
1 of 52
$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
  • Recently Listed with Virtual Tour
1 of 66
$1,049,000
3

Beds

2.1

Baths

2,795

Sq.Ft.

725 OAKDALE STREET

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
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
  • Recently Listed
1 of 44
$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 69
$1,100,000
4

Beds

3.0

Baths

3,478

Sq.Ft.

2512 TRYON PLACE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 2630 STANTON HALL COURT Windermere, FL MLS# O6420386
  • Adult Community with Virtual Tour
1 of 12
$899,999
3

Beds

2.0

Baths

2,258

Sq.Ft.

2630 STANTON HALL COURT

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 14422 CREST PALM AVENUE Windermere, FL MLS# O6418503
$1,100,000
4

Beds

4.0

Baths

3,140

Sq.Ft.

14422 CREST PALM AVENUE

Windermere, FL

View 12929 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6417680
$930,000
5

Beds

4.1

Baths

4,043

Sq.Ft.

12929 WESTSIDE VILLAGE LOOP

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

View 1407 HEMPEL AVENUE Windermere, FL MLS# O6410840
$1,090,000
4

Beds

3.0

Baths

2,842

Sq.Ft.

1407 HEMPEL AVENUE

Windermere, FL

View 11326 LEDGEMENT LANE Windermere, FL MLS# O6409714
$890,000
5

Beds

3.1

Baths

3,182

Sq.Ft.

11326 LEDGEMENT LANE

Windermere, FL

View 14341 CREST PALM AVENUE Windermere, FL MLS# G5112469
$1,130,643
4

Beds

4.0

Baths

3,153

Sq.Ft.

14341 CREST PALM AVENUE

Windermere, FL

View 8355 TORCELLO ISLE DRIVE Windermere, FL MLS# O6407061
$900,000
5

Beds

3.1

Baths

4,202

Sq.Ft.

8355 TORCELLO ISLE DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
View 8525 BOWDEN WAY Windermere, FL MLS# O6405195
  • Virtual Tour
1 of 44
$940,000
4

Beds

3.0

Baths

2,357

Sq.Ft.

8525 BOWDEN WAY

Windermere, FL

View 4474 BEGONIA COURT Windermere, FL MLS# O6402227
$1,070,000
5

Beds

4.1

Baths

4,380

Sq.Ft.

4474 BEGONIA COURT

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

329

Estimated median home price

$975,000
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 - 200K0
$200K - 300K3
$300K - 400K20
$400K - 500K35
$500K - 600K31
$600K - 700K33
$700K - 800K21
$800K - 900K12
$900K - 1M13
$1M - Max161

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family258
Townhouse44
Condo11
Commercial1
Rental71
Lots and Land15
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 8/5/2026)

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 8/6/2026.