If we're going with a strict reading, then if you're seeing the medusa's eyes from beyond its range, then you -- the remote viewer -- do not need to make a saving throw.
When a creature that can see the medusa's eyes starts its turn within 30 feet
of the medusa, the medusa can force it to make a DC 14 Constitution
saving throw if the medusa isn't incapacitated and can see the creature.
Your familiar will need to make a save, of course, if they are within 30ft of the medusa.
If you are within 30ft of the medusa and use your familiar to see, and you see the medusa's eyes, then it depends on the final clause of that rule: if the medusa isn't incapacitated and can see the creature.
Let's imagine you are a resource-depleted familiar-owner hiding from the medusa in an abandoned building. She is only 25ft away from you, but is unaware of your location and cannot see you due to being in total cover from a stack of crates. Then, you look through your familiar's eyes (a spider) to scout the area, but end up looking straight into her eyes.
In the above scenario, you do not make the saving throw, but your familiar does. It would potentially be a traumatizing event though, being in the mind of a creature as it is being petrified.
Otherwise, if you had failed your Stealth check and the medusa actually can see you, and then you scout via your familiar and end up looking into her eyes through the familiar, then yes you will need to make a saving throw.
Strictly speaking, as long as the four conditions are met, you have to make a saving throw.
- can see the medusa's eyes
- starts its turn within 30 feet of the medusa
- the medusa isn't incapacitated
- the medusa [...] can see the creature
It doesn't matter where your sight comes from as the first condition is not "that can see the medusa's eyes through its own eyes".
I'm reminded of spells such as Misty Step, which allow you to teleport to any unoccupied space you can see within 30ft of you (even if you're seeing through the eyes of your familiar).
As for the case of controlling another creature, that depends on how you are "controlling" them. If it is through Dominate Monster, for example, then only the creature you have controlled makes the save.
But more likely, you're asking about Magic Jar. If you are possessing the body of another creature in this way (your soul leaves your body and steals the body of another living creature), then from the wording of this particular spell, your soul and the possessed creature's body are considered as one creature. You -- the possessor -- must make the saving throw using the stats of the possessed body. If you fail the save, the body you are possessing becomes petrified. If that body also dies, your soul may leave that dead body and go elsewhere.
As for should your original body be petrified along with the possessed body, that depends on if your true body is within 30ft of the medusa. If it is, then you must also make a saving throw with your actual stats.
If the spell requires you to see a creature to target then you can't target yourself when you are invisible. The exception to this is if either:
- The spell/effect that caused the invisibility allows you to see yourself
- You have some other item or effect (like Truesight) that allows you to see invisible creatures
Supporting unofficial tweet from Jeremy Crawford:
You can't see yourself while invisible, unless you're under the effect of a game feature that says you can.
If you are blinded you can't see, and as a result you can't use spells that require you to see the target as you can't see anything
BLINDED
- A blinded creature can't see and automatically fails
any ability check that requires sight.
- Attack rolls against the creature have advantage, and
the creature's attack rolls have disadvantage.
Here are some additional unofficial supporting tweets from Jeremy Crawford: here and here
Best Answer
The DM should convey "the naga is casting a spell"
Counterspell has a casting time of 1 Reaction...
Counterspell says "casting" not "casts", indicating that once the spell is actually cast, it is too late to counter. Your impression of the order of operations is correct:
In order for you the player to know when your character can use counterspell, the DM will need to indicate that spellcasting is occurring. However, the DM is (probably) human, so they can make mistakes.
From the beginning of "Playing the Game" in the Basic Rules, the game follows the following steps:
Spellcasting typically involves verbal, somatic, and/or material components, the first two of which are quite obvious and should be described. The spell dominate person requires verbal and somatic components. (Though a spirit naga only needs the verbal components.)
This may seem like unnecessary fluff, but counterspell relies on you seeing those components being performed.
From one of your comments, it sounds like the DM had the naga roll Stealth to avoid counterspell. There are no explicit mechanics for using Stealth to conceal spellcasting, and there are a couple of problems with allowing it:
Due to the DM not describing the environment (that is, the components) accurately, you and your DM have different perspectives on what occurred.
From your perspective
DM: Make a Wisdom save.
You: Must be some kind of ability the naga has, since spellcasting would be obvious. Can't counter non-spells. (You roll the save.) I got a 12.
DM: You're now mind controlled.
You: That's no good. I'd better double-check that it wasn't a spell. That wasn't a spell, right?
DM: It was a spell.
You: Then I would have used counterspell.
DM: It's too late!
You: This is like falling in a hole that the DM forgot to describe. That's not fair!
From the DM's perspective
DM: This naga is going to use dominate person on that character. I'll make a Stealth check to hide the spellcasting. That beats the wizard's passive Perception. Make a Wisdom save.
You: (You roll the save.) I got a 12.
DM: You're now mind controlled. The player didn't yell "counterspell" here, so they missed their chance.
You: That wasn't a spell, right?
DM: It was a spell.
You: Then I would have used counterspell.
DM: This player is trying to take advantage of the situation. They want to conserve their counters by waiting until they see the result. It's too late!
You: That's not fair!
Resolving the situation
Your goal should be resolving those differences in perspective.
You need to talk with your DM outside of a session (just before or after one works). Present your perspective and ask how the DM wants to handle counterspell in the future. Include the fact that many monsters have non-spell abilities that force a saving throw, and that counterspell is triggered when you see a creature casting a spell. Your DM may not understand the issues with easily-concealed spellcasting.
If your DM wants to keep Stealth spellcasting, be sure you know how this houserule works. In order to follow the rules reasonably well, though, I would recommend one of the following two paths:
I prefer the second choice, as it's not much slower than the first, and it encourages tactical play. I recommend that you use the same method for both PCs and NPCs: either you both counterspell knowing the spell, or you both counterspell blind.
As Mark Wells points out in the comments, this may have been avoided by asking "is the naga casting a spell" as soon as possible (barring any Stealth shenanigans). I frequently play AL games with various DMs, so I have adopted a more proactive approach to using abilities. If you explain why you're asking, most DMs will have no problem explaining the situation.