For a brand that has for so long been the closest rival to Rolex in terms of innovation and name cachet, vintage Omega timepieces are hugely undervalued. Granted, there are plenty of rare and iconic vintage Omegas out there that go for big bucks at auction (various iterations of the Speedmaster come to mind), but the core models from the ’50s, ’60s and ’70s that were made in huge numbers — Seamasters, De Villes, Constellations and the like — can be found easily for around $1,000. If you’re looking for an entry point into vintage collecting, you’d be hard pressed to find anything better.
Omega Constellation

What we like: The Constellation came in various shapes and sizes, but this cushion-cased example from late in the model’s run is a great example. The seller claims it’s all orginal and that, with some proper servicing, it should keep time in accordance with COSC standards.
From the seller: Everything is original, including dial, crown and signed crystal (95 percent scratch-free). The watch has just been serviced, runs strong and is keeping great time.
Omega Seamaster

What we like: Though most associate the Seamaster name with Bond and burly dive watches, many early Seamasters were humble, water-resistant dress watches. Today you can find any number of Seamasters from the ’50s and ’60s in great shape for a song, like this original one from 1967.
From the seller: All original. Extrememly light wear for its age. Keeping time.