You might be able to do even better, but you would might also spend a lot of time looking.

On the other hand, something like the Windsor isn't a whole lot more, especially considering shipping. And the bearings, components, frame, wheels, cables, tires, etc. are new. And you probably get some kind of warranty (not essential by any means, but kind of nice to have).

If the Trek were in mint condition with high-end components, I would jump on it.

If you can find out more about it (history, rear derailleur model, hub types/models, how much it has been ridden, how it has been stored, and if it comes with a rack the model/brand for example), we could make a clearer recommendation.

Has it spent much time in the rain, and have any of the bearings gotten wet (water inside -- which can ruin them)?

Has the frame ever been damaged in an accident? Is there any rust?