I had been looking for a classic car for several years. I traveled 400 miles to look at an AMX and discovered the picture on the internet was nicer than the car looked in person. I'd recommend to find a car locally so you can check it out. I wouldn't want to drive a classic car as a daily driver, the most basic modern car is more capable than a 50 year old car. Watch Mecum auctions to get an idea what might be in your price range (set up an account and search to see what cars sold for in previous auctions - they don't spam you). The rule is to buy what you like.
About a year ago I bought a '65 Thunderbird with 48k miles, it's a survivor. The car had sat a long time and for the first summer I had it, it spent a lot of time in the shop getting leaks taken car of, power brakes fixed, the carburetor rebuilt, and power steering fixed (my car repair skills fell into disuse decades ago). So keep in mind you will have to service an old car. This T-bird has a 390 4 barrel and came with glasspacks (which is loud for a luxury car- but the V8 sounds good when the glasspacks warm up). I got to enjoy it this summer. I take it out every couple of weeks, it is reliable now. (This year of T-bird is not popular and inexpensive).
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The dash is what got me to go look at the car.
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