1L disclaimer, but I did well on my property midterm so here it goes…
Like others have said, don’t try to think of an applicable case. The only time you should is when the facts are so strikingly similar that the case just pops into your head.
For example, in a Landlord-Tenant hypo on my property midterm, one of the facts was that the tenant had a leaking roof and didn’t report it to the landlord. This is essentially exactly what happened in a case we read to learn the concept of “waste” so I mentioned that case. I didn’t sit and think about it, but the facts were so similar that the comparison was obvious and I thought it should be applied to beef up the analysis.
In most cases, you simply need to think about the main issues involving a taking. What is a taking? Is this a public use? Were they justly compensated? The umbrella rule of this entire discussion is the takings clause of the Fifth Amendment, so get a good grasp of that. Then read the issues of the Takings cases you read and understand how and why courts held the way they did. They should be something like, “Is this a public use,” “Were the property owners justly compensated,” etc. Learn the principles from those cases and how they apply to your hypothetical.
And really, don’t worry about how long it took you to figure out that it was a Takings issue. That will come with practice. Instead, focus on the facts that made you realize it was a takings issue. A huge hint that you’re dealing with a taking is when the government is trying to take land from a private property owner. A huge hint you’re dealing with a restrictive covenant/equitable servitude is when one private property owner is trying to restrict another property owner in some way. A huge hint you’re dealing with an easement is when one person is trying to use the land owned by another for a particular purpose. Take a step back and look at the big picture of all these property concepts and what they are trying to accomplish.
To clarify this, think about your other classes. In torts, somebody making contact with somebody else should trigger a battery analysis. In CivPro, somebody trying to sue on multiple claims, one being federal and the other being state, should make you think about supplemental jurisdiction. In contracts, a contract dealing with 5 forms and a clear sale of goods should trigger a §2-207 analysis.
Take a step back and look at the big picture. I know it’s cliche, but if you get so buried in the rules instead of understand the concepts they govern, you’re not going to be able to spot the issues. The easiest way to see that your hypo was a taking would be to really understand what a taking is.
Hope that helps…