Answer, yes you can. However depending on the complexity and size of the app will directly affect how hard it will be to convert.
All .net languages can understand one another once they have been compiled so if you have created a set of classes in a winforms app, build it into a DLL and then you can reference those classes from asp.net
You could deploy your winforms app as a smart client app over the web
Yes this can work quite well for smaller apps, two things to note though:
1) The app runs on the client machine, as such the client must have the .net framework installed.
2) As a remote application it will run under restricted security (you won't be able to access the local drives, setup network connections etc). The security can be ajusted by the client though using the .net security wizard, so if you do need to you can.
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