Two bikes, one 10 speed and one MTB, (Miyata/Trek). Both bought on eBay, figure $900 total with shipping. Upgrades, figure $600 each bike. Helmet: $250. Clothing: I wear street clothes, so no additional cost accept a lined brief; however my commute is normally under 5 miles r/t.
However, my man hours in tweaking, experimenting, upgrading and minor maintenance has been significant over the years. It's a hobby, so I don't mind...but if I were to add that up it would be a big number...maybe 10x the attention I need to give my cars. Tools? I have tools for my car, but additional tools for my bikes has probably added $500 or so.