Those of us that have 32 specials love them, but we have to hand load because ammo is impossible to find, and when you do find some, it's stupid expensive. The year is also an issue for value. 1966 wasn't a super year for Winchester - after 64/65 there were some production changes that weren't for the better. I'd expect to get $700-$800, higher if you have some ammo or reloading stuff to include.
The Ruger is very nice except for the barrel up by the muzzle, and it's in a perfect chambering for a deer/moose hunter. If it was me, I'd clean the rust up with 0000 steel wool and gun oil, then hand buff it with an oily flannel rag, just to make sure there's no pitting or anything serious. I'd ask $1100 shipped, and expect to get $950 for it.
Good luck with your sales.