Probably not a particularly helpful answer but I only respond because I’m currently wearing a 168.017 on a strap almost identical to the first one you post.
There are lots of these options around and at a variety of prices (I just looked on Chrono24) and for the prices you quote, I’d expect to see the watch on a brick bracelet ….
My preference is date only but that may not be your preference.
The photos are, from my perspective, too poor to give me any real insight on condition of the dial, case, case back or movement and, you make no mention of the service history. I’m not sure, without knowing more about the watch or seller what, if any, is the value of the ‘insurance’ but others may comment.
That said, the Genta C case Connies are great wearers.
One of the OF members,
@kaplan has a good collection and posted recently that he’s reducing his collection so it may be worth your while sending him a message by clicking on the envelope in the top right corner above to see if he has anything that might interest you.