Clearly, I still have much to learn...
Thank you for your feedback Stoop!
From what I know, you're somewhat of a master of town building, so getting some advice and feedback from you is an honor for me :3 I'll go through your points and give my say in them.
The layout and economy.
The wall idea came from Bandallon town, as it also has a simmilar sort of wall, only mine was plotted with the entention of the whole settlment being in a circular or more of an oval like shape. I fully agree with your points about the unneccesary dense plotting due to the wall.
The point about it being a town; on the House Osgrey Wiki on the Awoiaf states that Dosk, Little Dosk and Brandybottom were towns once under the controll of House Osgrey under The Sworn Sword section:
https://awoiaf.westeros.org/index.php/House_Osgrey
While the individal Wikis for all the setltments state they are villages:
https://awoiaf.westeros.org/index.php/Brandybottom
I tried making a compromise by trying to make it a sort of inbettween and signify that it's slowy expanding, but clearly it doesn't seem I succseded. That is also the reason why it's so wealthy, since I also added a market hall, I thought they'd be quite wealthy. The "septon's house" is a septry inside the settlment, I made the residents of the lands of House Conklyn and Brandybottom very religious, I made it so that the Faith has a very strong pressance all over the lands, especially in Bb. I am not agreeing with a removal of it, but a relocation is fine if that need be. No one gave me any feedback on the orchards I made, so I just sorta left how they are. Will remove some.
The Style
I'm using a small deversion of The Sworn Swords lands style and pallette made by Duck, which was made last year when he started House Durwell. Perhaps I can make an addition to the deversion I made for Conklyn to fix the roof problem.
A Solution
Your solution sounds lovely, I have doughts that I'll do it exactly as you though, but I'll try my best. Basically, if I compleatly understand what you mean: I should reduce the population of the village, especially the middle class, make the septry be the centre of the settlment with sparse houses arround it with large yards along with a smaller wall with orchards inside and or outside them. That's how I see it simplified. I'd need someone willing to lend their WEing skillz though, I have WE perms, but I'm quite inexperianced with terraforming.
Thank you again for your feedback and I promis to do my best to fix things up ~ <3
P.S. I'm willing to remove the market hall from Bb, but I'll be keeping it at my plot, perhaps someone could use it :3
-Jaqaboi (^J^)