22 total properties
Did you mean the neighborhood Windermere?
View 6036 GREATWATER DR Windermere, FL MLS# O6400277
$1,999,999
4

Beds

4.1

Baths

4,013

Sq.Ft.

6036 GREATWATER DR

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 5421 TILDENS GROVE BOULEVARD Windermere, FL MLS# O6402594
$1,999,900
5

Beds

4.1

Baths

5,922

Sq.Ft.

5421 TILDENS GROVE BOULEVARD

Windermere, FL

Courtesy of DERENTHAL REALTY
View 6110 KEENES POINTE DRIVE Windermere, FL MLS# O6393573
$1,900,000
4

Beds

4.0

Baths

3,196

Sq.Ft.

6110 KEENES POINTE DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11051 HAWKSHEAD COURT Windermere, FL MLS# O6400963
$1,895,000
5

Beds

4.2

Baths

3,728

Sq.Ft.

11051 HAWKSHEAD COURT

Windermere, FL

Courtesy of REAL BROKER, LLC
View 6560 LAKE BURDEN VIEW DRIVE Windermere, FL MLS# O6381835
$1,890,000
4

Beds

4.0

Baths

3,687

Sq.Ft.

6560 LAKE BURDEN VIEW DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 13420 BONICA WAY Windermere, FL MLS# O6347722
  • Virtual Tour
1 of 63
$1,875,000
5

Beds

4.0

Baths

4,489

Sq.Ft.

13420 BONICA WAY

Windermere, FL

Courtesy of FERRELL REALTY, INC.
View 9057 BALMORAL MEWS SQUARE Windermere, FL MLS# O6390656
$1,859,000
6

Beds

5.1

Baths

5,430

Sq.Ft.

9057 BALMORAL MEWS SQUARE

Windermere, FL

View 2958 MARQUESAS COURT Windermere, FL MLS# O6357302
$1,855,000
5

Beds

4.1

Baths

4,716

Sq.Ft.

2958 MARQUESAS COURT

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 11226 MACAW COURT Windermere, FL MLS# O6393210
  • Virtual Tour
1 of 77
$1,825,000
4

Beds

4.1

Baths

4,549

Sq.Ft.

11226 MACAW COURT

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 2503 BUTLER BAY DRIVE N Windermere, FL MLS# O6413242
$1,799,000
4

Beds

3.0

Baths

3,297

Sq.Ft.

2503 BUTLER BAY DRIVE N

Windermere, FL

View 12001 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6341557
$1,775,000
3

Beds

3.0

Baths

3,135

Sq.Ft.

12001 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 3013 SEIGNEURY DRIVE Windermere, FL MLS# O6377087
$1,750,000
4

Beds

3.2

Baths

5,130

Sq.Ft.

3013 SEIGNEURY DRIVE

Windermere, FL

View 11449 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6399319
$1,680,000
5

Beds

3.2

Baths

4,648

Sq.Ft.

11449 LAKE BUTLER BOULEVARD

Windermere, FL

View 1924 DOWN HOLLOW LANE Windermere, FL MLS# O6398100
$1,680,000
3

Beds

2.1

Baths

1,962

Sq.Ft.

1924 DOWN HOLLOW LANE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 212 W 1ST AVENUE Windermere, FL MLS# S5147532
  • Virtual Tour
1 of 21
$1,650,000
Studio

Beds

0.0

Baths

212 W 1ST AVENUE

Windermere, FL

View 7503 LAKE ALBERT DR Windermere, FL MLS# S5149564
$1,650,000
5

Beds

5.0

Baths

4,329

Sq.Ft.

7503 LAKE ALBERT DR

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 2617 BUTLER BAY DRIVE N Windermere, FL MLS# O6420023
$1,649,000
4

Beds

4.0

Baths

3,086

Sq.Ft.

2617 BUTLER BAY DRIVE N

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 11923 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6311003
$1,630,000
3

Beds

2.0

Baths

2,238

Sq.Ft.

11923 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 11027 HAWKSHEAD COURT Windermere, FL MLS# O6417606
  • Recently Listed with Virtual Tour
1 of 53
$1,597,000
4

Beds

3.1

Baths

3,486

Sq.Ft.

11027 HAWKSHEAD COURT

Windermere, FL

View 11832 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6415932
  • Recently Listed with Virtual Tour
1 of 41
$1,595,000
4

Beds

4.1

Baths

3,396

Sq.Ft.

11832 WATERSTONE LOOP 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

358

Estimated median home price

$1,099,500
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 - 400K19
$400K - 500K36
$500K - 600K31
$600K - 700K27
$700K - 800K20
$800K - 900K21
$900K - 1M14
$1M - Max187

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family283
Townhouse49
Condo8
Commercial1
Rental94
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/2/2026)

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 7/3/2026.