Buying a motorcycle in India
US$500 will buy you a decent local 150ccm motorcycle in India. I've just been through it and travelled through southern India on a 4 year old Bajaj Pulsar. Also there is a decent market for 2nd hand bikes so you get most of your money back when you sell the bike. BUT, and that is a big BUT, you can only sell the bike in the one state in India where you bought it. Changing registration from one state in India to another is incredibly difficult and no one will buy from you for a decent price if the bike is registered in another state. Apart from that buying and selling is surprisingly un-bureaucratic. You will receive a chipcard which is the registration. And usually the bike comes with current 3rd party insurance - so get the certificate. As a foreigner you can not register the bike to your name. But you will get a transfer certificate where the previous owner signs that the ownership of the bike was transferred to you, even though registration remains with the previous name.
And another thing: foreigners can only own used vehicles, not brand new ones.
How you get the bike across international borders - I don't know.
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