という所	465663
と言うところ	219601
と言う所	92833
というところ	3385442
とゆうところ	5404
とゆう所	2387

@@ -12,0 +13,3 @@
+<k_ele>
+<keb>とゆう所</keb>
+</k_ele>
@@ -14,0 +18,3 @@
+<re_restr>という所</re_restr>
+<re_restr>と言うところ</re_restr>
+<re_restr>と言う所</re_restr>
@@ -17,0 +24,3 @@
+<re_restr>と言うところ</re_restr>
+<re_restr>と言う所</re_restr>
+<re_restr>とゆう所</re_restr>

Looks good. I've attempted to align the sentences.

日本語表現文献辞典, DAJJ
G n-grams:
という所	        465663
と言うところ	219601
と言う所	        92833

日本語表現文献辞典 does have an "at the most" entry for というところだ/といったところだ. There's also a Tanaka sentence with this meaning: "彼女は多く見ても２０歳というところだ。She's at most 20 years old."
DAJJ has an entry for といったところだ, describing it as "an expression used when the speaker wants to give a brief explanation about something". It gives "I would say ~; ~ is how I'd put it" as translations. Also applies to というところだ.
Sense 1 is the most basic meaning but also the hardest to translate. It's used in all sorts of contexts. This was the best I could come up with.

@@ -3,0 +4,3 @@
+<k_ele>
+<keb>という所</keb>
+</k_ele>
@@ -19,4 +22,4 @@
-<gloss>a state called</gloss>
-<gloss>a position described as</gloss>
-<gloss>can sum up as</gloss>
-<gloss>approximates to</gloss>
+<gloss>the point of ...</gloss>
+<gloss>the place where ...</gloss>
+<gloss>the part where ...</gloss>
+<gloss>a position described as ...</gloss>
@@ -26,2 +29,3 @@
-<gloss>places known as</gloss>
-<gloss>that called</gloss>
+<misc>&uk;</misc>
+<gloss>a place called ...</gloss>
+<gloss>places known as ...</gloss>
@@ -31 +35,13 @@
-<gloss>the place named</gloss>
+<misc>&uk;</misc>
+<s_inf>at sentence end</s_inf>
+<gloss>I would say ...</gloss>
+<gloss>... is how I'd put it</gloss>
+<gloss>I suppose that ...</gloss>
+<gloss>it's the case that ...</gloss>
+<gloss>the situation is that ...</gloss>
+</sense>
+<sense>
+<pos>&exp;</pos>
+<misc>&uk;</misc>
+<gloss>at the most</gloss>
+<gloss>no more than</gloss>

Robin, do you have any suggestions on how to better gloss this?

I agree that the first sense is a bit literal and hardly matches any of the 8 Tanaka sentences that use the phrase. I'm not sure the "at the most" in the JLPT page is much better.
I'd be very happy if someone could come up with a better translation. (I often think of this as "so to speak", which actually fits many of the examples.)