I don't think you will make money on that "investment", but it may not depreciate as fast as a newer vehicle either. My guess is the collector car market for muscle cars is already past its peak because the baby boomers that are most interested in those cars are past their peak earnings age and moving getting into their retirement years. As aging collectors liquidate their inventories it will be a buyer's market.
Find a car you can drive and enjoy "as-is". A rule of thumb for run-of-the-mill restorations is you will be lucky to get back the value of the parts you add and nothing for your labor.
Insurance cost will depend on how you use the car. A daily driver will cost about the same to insure as any other car, but making repairs after an accident could be difficult because insurance companies will want to total any fifty year old car at a low value and part it out rather than repair it. Collector car rates are very low, you insure the car at an appraised (fixed) value, but your use is restricted to travel to travel to and from car shows and to and from repairs. Either way, you carry most of the risk and cost of an accident if you drive it much, check with your insurer before you buy. Keep in mind that older cars are not nearly as safe as newer cars, they are not great daily drivers.
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Today's Featured Article - Restoration Story: Fordson Major - by Anthony West. George bought his Fordson Major from a an implement sale about 18 years ago for £200.00 (UK). There is no known history regarding its origins or what service it had done, but the following work was undertaken alone to bring it up to show standard. From the engine number, it was found that this Major was produced late 1946. It was almost complete but had various parts that would definitely need replacing.
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