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Can somebody answer any of these questions for me?

What optimis brand is the best?
Where would it be the best place to find one locally?
Around what year would it be best to find?
What do they go for? ( normal year and normal condition)

The optimist rule was rather significantly changed under the IOD 95 policy. So You should look to get yourself a post-1996 opti. Among other things, they discontinued internal flotation tanks and rounded the edges which supposedly keeps from chipping the corners off. As far as brands....I like McLaughlins, but that is personal preference. They are all pretty good.