[grantc]

Skip Castle, it pulls along a lot of baggage with it and its not for beginners. ASP.NET MVC with LINQ + NHib is my pick as most productive .NET web stack right now. I think there's enough literature out there to get you started on MVC, NHib will increase your learning curve a bit, but it should be a good second stage.

You can build anything with anything. It's mainly about what personally works for you and what kinds of skills you want to end up with on the other side.

Good luck.