By using IDebugExpressionContext you'll ultamitely end up getting ahold of an instance of IDebugProperty . This interface is implemented by the Expression Evaluator service. This is, typically, a language specific service.
It's designed to abstract out the language specific details of evaluating an expression. It understands much higher level commands like "Evaluate", and inspection.
There's a hack you could do to get more information about the type of a variable you've evaluated using Debugger::GetExpression method.
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