If you want to have a great traveler, your 60 year old plane is probably not the right choice, considering that it needs substantial investment for reasonable IFR capability.
However, I would never even consider financing such a plane if it's a pure hobby. I would only buy what I can afford and still have some left for all those nasty surprises.
Many people have come to the conclusion that the Aerostar is the ultimate personal piston aircraft. Nothing comes close to it.