It really says something about the high price of the expensive guns on this list when a Pre-64 Winchester model 70 is least costly entry.
Winchester made a number of modifications to their iconic Model 70 rifle to made it cheaper and easier to manufacture in 1964. Though they made many changes, the primary difference was that rifles produced after 1964 no longer had a Mauser style “controlled round feed” bolt. At the time, many American shooters (like Jack O’Connor) judged the new Model 70 to be of inferior quality compared to the pre-64 Model 70.
As a result, all pre-64 Model 70s are in high demand among collectors and shooters all over the world. However, while Model 70s in more common cartridges like .270 Winchester and .30-06 Springfield are indeed expensive, Model 70s in good condition and chambered in particularly rare cartridges like .458 Winchester Magnum, .35 Remington, and .300 Savage command an especially high premium.