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I wouldn't hesitate to buy from a grey market dealer.
I usually don't buy current models in any case (none really appeal to me enough to want to - yet), but I don't care about warranty and have my watches serviced in the after market by qualified service people at much lower price than sending it to Omega.
There doesn't seem to be an issue with them getting original parts from Omega, although price can vary. I just had a 15 year old rose gold and titanium Seamaster in for a full service and was told the crown had a worn thread (and hard to get in 18K rose gold) and cost $500 in Canada. Managed to find it in the US and got it here for around $200 less after taxes and shipping.
If you want really good condition used watches, look to Japan. I bought a Speedmaster that came with all original box and material and it looked brand new - I doubt the owner wore it more than a few times! There are several reputable Ebay sellers in Japan that sell watches made within the last decade or so for reasonable prices.
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