Broadly speaking there are two competing approaches to 2A scholarship, which can be roughly summed up as on the one hand concentrating on the 'Collective Rights' interpretation, and the other on the 'Individual Rights' interpretation, but again, broadly is the key word there, since there is plenty of bleeding over and between. After all, it does seem there is almost always going to be some sort of synthesis approach when there are disagreements like this. Anyways though, as you wanted some recommendations, here are several options for you which I would say would present a balanced tour through of the various authors who deal with 2A scholarship, although it should be said that, all in all, academia at least leans more in the direction of 'Collective Rights' interpretation if we must view it as a dichotomy.
Carl T. Bogus: The guy with the unfortunate name. Very hard towards the 'collective rights' side, and also notable for his work which pushes slave patrols as a primary motivation for the 2A, which is fairly controversial. I would point you to "The Second Amendment in Law and History" which he edited and contributed to, and has a number of essays from various contributors on various issues surrounding 2A scholarship.
Saul Cornell: A more 'Collective Rights' side of things. "A Well Regulated Militia" would probably be the place to start with him.
Clayton E. Cramer: Definitely on the 'Individual Right' side of the debate, and notable especially for his role in discrediting to Bellesiles's book. "For the Defense of Themselves and the State" is probably his most notable work, although I'm more familiar with his book "Concealed Weapon Laws of the Early Republic".
Stephen P. Halbrook: Probably the most prominent writer of the 'individual rights' side. If you read a lot of anti-gun control stuff, I'd bet you've already read an article of his. It should be said he is no stranger to controversy, and his books - especially non-American history - have often taken a lot of flak for questionable conclusions (I have in mind here his work on gun laws in Nazi Germany, and the Swiss during WWII). "That Every Man Be Armed" I think is his most notable work, but "Freedmen, the Fourteenth Amendment, and the Right to Bear Arms, 1866-1876" is probably the most interesting, which focuses less on the 2A, properly, and on the 14th, as the title would suggest.
H. Richard Uviller & William G. Merkel: Their book "The Militia and the Right to Arms" is an interesting exploration specifically of the understanding of 'militia' in the period as it relates to the debate. I guess you could call this an attempt at synthesis, as they really avoid getting into a political stance.
David C. Williams: "Collective Rights" side of things as well. His "The Mythic Meanings of the Second Amendment" has a pretty self-explanatory title, but looks at how the 2A fits into the American self-image and how that shapes perspective on it.
Finally, I'd also point you to "Gun Control and the Constitution: Sources and Explorations on the Second Amendment", edited by Robert J. Cottrol, which is intended to be something of a "here is the debate" volume, with essays from a variety of scholars who hardly can be said to be in agreement.