I'd say go for it. I'm new to the Classic & Vintage scene, but I'm very happy so far. My bike progress (after I got back into cycling..hadn't road much since my childhood) for the past 7-8 years has been : stock Wal-Mart Roadmaster bike off the shelf ---> 2007 Trek 1000 (aluminum/Sora-Tiagra components)---> 2008 Trek Madone 5.5 (carbon/Dura-Ace components) ---> 1985 Raleigh Team USA.

Just imaging the things I want to do to the bike to clean it up and mold it in my image of a perfect bike is fun, let alone getting out in the garage and tinkering with it. I just rode the Raleigh last night for the first time and it feels amazing. Completely different feel than my other bikes. The bike seems to really soak up all the bumps, and I'm not sure if it's more of the 27" wheels or the steel frame. It's a bit heavy, especially compared to the all carbon Madone, but once I get it up to speed seems to cruise right along.