Do you have a Winchester 69 or a 69A? Winchester 69s were not drilled and tapped from the factory for receiver sights mounted on the side. Some Winchester 69As were drilled and tapped for side-mount peep sights.

Winchester 69As that were drilled and tapped for side-mount peep sights came in two varieties: those D/Ted for the Winchester 80A rear sight and those D/Ted for the Lyman 57E (or later 57EW) sight.
The Lyman 57E/57ES used on the Winchester 75 will also fit the Winchester 69As with the full-round receiver. The Lyman 57E/ES will not fit the 69As that have the flat on the left side of the receiver; for that you need a Lyman 57EF (hard to find).