So right off the bat, not sure if this question is better suited for another StackExchange site.
I\'ve got an ASP.NET MVC 3 web application running on Windows Server
Perfmon's counters are still a good technique (and free!).
PAL (Performance Analysis of Logs), a free tool, has an ASP.NET perfmon counter template for general health (in addition to generating reports of counter log files based on thresholds).
Check out:
.NET Debugging Demos Lab 7: Memory Leak
.NET Memory Leak Case Study: The Event Handlers That Made The Memory Baloon
Tracking down managed memory leaks (how to find a GC leak)
Determine if your .NET Application has a Memory Leak
Commercial tools like MemProfiler, RedGate's memory profiling tool and JetBrains Profiler are all very good (and all have free trials).