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Look at the implementation of CloudFlare. That is a prime example of successful SSL sharing over shared IP. I also utilize it on my personal websites, with the added cost of IPv4 now and the depletion rates, I find that SSL shouldn't be a reason to have a dedicated IP.
Yes, of course, we can host more than one SSL site on single IP. This will provide us to get the benefit of not purchasing the different dedicated IP for each website. It is offered at low cost, this will also be a benefit in such purchasing of the services.
There are two thing that's be happened.
1. You have to purchase different dedicate IP for each SSL, in case of SSL have different certificate.
2. If you have wild card SSL then use the one dedicate IP for that.