It's no surprise that the Upper East Side is the go-to for the finer things–5th and Madison Avenues are as sprinkled with fine jewelers' perfectly decorated boutiques as their designs are with precious stones. But, after frequent visits to these key players (you know their names all too well), head to the estate and vintage collectors for pieces that are truly one-of-a-kind. Notables include Madison Avenue staples Stephen Russell, Fred Leighton and FD Gallery.

From left: Fred Leighton Rose Cut Diamond Fan Pendant Earrings, Stephen Russell vintage diamond choker, circa 1892, FD Gallery Natural Pearl and Diamond Tiara, circa 1900, Van Cleef & Arpels sapphire and diamond earrings and brooch from the Fred Leighton Collection, FD Gallery diamond and platinum foliate ear clips, circa 1940.