Thinking about making my first vintage Rolex purchase....

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Got the 1680 Red and now I'm looking at 5513's....is it necessary to get both!?
Nothing is necessary....but it is a nice combo
 
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I'd check out HQ Milton for some fair market prices on every type of Rolex you listed above. Also, check out some other vintage manufacturers while you're there; there are too many gorgeous Wakmanns, Wittnauers, Enicars, Heuers, Universal Geneves, etc. etc. You can spend days browsing the numerous options out there.

Hmmm, HQ Milton indeed has fair prices. Pity for me is that the taxes and import duties would render me punch-drunk...
 
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Based on my experience , HQM will consider being flexible and accommodating your concerns about taxes and duties.