21 total properties
Did you mean the neighborhood Windermere?
View 6036 GREATWATER DR Windermere, FL MLS# O6400277
  • Recently Listed
1 of 47
$1,999,999
4

Beds

4.1

Baths

4,013

Sq.Ft.

6036 GREATWATER DR

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 9648 WEATHERSTONE COURT Windermere, FL MLS# O6400680
$2,500,000
6

Beds

4.0

Baths

4,482

Sq.Ft.

9648 WEATHERSTONE COURT

Windermere, FL

Courtesy of THE AGENCY FL
View 2068 ROBERTS POINT DRIVE Windermere, FL MLS# O6397543
  • Recently Listed with Virtual Tour
1 of 80
$2,350,000
5

Beds

4.0

Baths

4,876

Sq.Ft.

2068 ROBERTS POINT DRIVE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
The time to sell is now! THE TIME TO SELL IS NOW!
View 6550 CARTMEL LANE Windermere, FL MLS# O6396111
  • Recently Listed with Virtual Tour
1 of 32
$2,300,000
4

Beds

4.1

Baths

4,257

Sq.Ft.

6550 CARTMEL LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1316 ESTANCIA WOODS LOOP Windermere, FL MLS# S5146178
$2,380,000
5

Beds

6.1

Baths

5,108

Sq.Ft.

1316 ESTANCIA WOODS LOOP

Windermere, FL

Courtesy of EXP REALTY LLC
View 5067 SAWYER COVE WAY Windermere, FL MLS# O6391750
$2,315,000
5

Beds

4.0

Baths

3,461

Sq.Ft.

5067 SAWYER COVE WAY

Windermere, FL

Courtesy of REVEL REALTY LLC
View 9057 BALMORAL MEWS SQUARE Windermere, FL MLS# O6390656
$1,949,000
6

Beds

5.1

Baths

5,430

Sq.Ft.

9057 BALMORAL MEWS SQUARE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 606 E 6TH AVENUE Windermere, FL MLS# O6390327
  • Virtual Tour
1 of 42
$2,350,000
4

Beds

4.1

Baths

4,471

Sq.Ft.

606 E 6TH AVENUE

Windermere, FL

Courtesy of ELITE GLOBAL REAL ESTATE LLC
View 5926 BLAKEFORD DRIVE Windermere, FL MLS# O6388716
$2,149,000
4

Beds

4.0

Baths

3,906

Sq.Ft.

5926 BLAKEFORD DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 6606 SAWYER SHORES LANE Windermere, FL MLS# O6386058
  • New Construction with Virtual Tour
1 of 22
$2,500,000
5

Beds

4.0

Baths

5,516

Sq.Ft.

6606 SAWYER SHORES LANE

Windermere, FL

Courtesy of PREMIUM PROPERTIES R.E. SERVICE
View 505 JENNIFER LANE Windermere, FL MLS# O6384643
  • Virtual Tour
1 of 95
$2,250,000
4

Beds

3.1

Baths

3,525

Sq.Ft.

505 JENNIFER LANE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 6330 LAKE BURDEN VIEW DRIVE Windermere, FL MLS# S5144275
$1,950,000
4

Beds

4.1

Baths

4,460

Sq.Ft.

6330 LAKE BURDEN VIEW DRIVE

Windermere, FL

Courtesy of WATSON REALTY CORP
View 11545 BRICKYARD POND LANE Windermere, FL MLS# O6378961
$2,200,000
8

Beds

8.1

Baths

4,735

Sq.Ft.

11545 BRICKYARD POND LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 713 MAIN STREET Windermere, FL MLS# O6368185
  • Virtual Tour
1 of 82
$2,235,000
6

Beds

4.2

Baths

5,031

Sq.Ft.

713 MAIN STREET

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 81 OAKDALE STREET Windermere, FL MLS# S5138567
  • Virtual Tour
1 of 87
$2,300,000
5

Beds

4.1

Baths

4,284

Sq.Ft.

81 OAKDALE STREET

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 436 E 7TH AVENUE Windermere, FL MLS# O6350454
  • New Construction with Virtual Tour
1 of 30
$2,175,000
4

Beds

5.0

Baths

3,136

Sq.Ft.

436 E 7TH AVENUE

Windermere, FL

Courtesy of TALENT REALTY SOLUTIONS
View 6102 S HAMPSHIRE COURT Windermere, FL MLS# O6344907
$2,499,000
4

Beds

5.1

Baths

4,810

Sq.Ft.

6102 S HAMPSHIRE COURT

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13048 LAKE ROPER CT. Windermere, FL MLS# O6342354
$1,950,000
5

Beds

3.1

Baths

4,130

Sq.Ft.

13048 LAKE ROPER CT.

Windermere, FL

Courtesy of WOODSTONE INVESTMENTS LLC
View 1020 OAKDALE STREET Windermere, FL MLS# O6322270
  • New Construction with Virtual Tour
1 of 13
$2,200,000
5

Beds

4.1

Baths

3,994

Sq.Ft.

1020 OAKDALE STREET

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 13137 LAKE BUTLER BOULEVARD Windermere, FL MLS# L4952211
$1,939,999
3

Beds

3.1

Baths

3,240

Sq.Ft.

13137 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY SMART

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

353

Estimated median home price

$1,000,000
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 - 300K1
$300K - 400K19
$400K - 500K26
$500K - 600K39
$600K - 700K26
$700K - 800K25
$800K - 900K20
$900K - 1M21
$1M - Max176

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family294
Townhouse37
Condo8
Commercial1
Rental95
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/20/2026)

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 4/20/2026.