I don't have enough reputation to comment, but I would like to respond to the question above (in the comments to the original post) by @whuber.
I think this is a good question. Huber (1964) notes, for the intercept-only model, that his proposed "most-robust" M-estimator is very close to an estimate of the Winsorized mean of the dependent variable. Therefore it is natural to wonder about the extension to the case with additional explanatory variables, and about practical differences that may arise if one applies OLS to a Winsorized dependent variable instead of applying an M-estimator to the original (untransformed) dependent variable.