Lou probably knows some more places.
There's the diamond district, John @ alltiques on Bowery (some other stores scattered on that block), Aaron Faber, Deco Jewelers, a little watch/clock repair store across this restaurant (
http://www.yelp.com/biz/a-salt-and-battery-new-york), the Antiques Garage in Chelsea, the Showplace in Chelsea, Central Watch Band, etc...also the flea markets sometimes has some watches. A lot of the stuff is priced aggressively though and sellers know what they're selling. I buy most of my stuff off of ebay!
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