Castle Tests:
1, your wall crenelations seem to be very busy with all the complicated shapes and blocks, futhermore having the large stone brick "frame" highlights the issue even more, right now they look bit outdated, try making them bit smoother
2, bastion were developed as a response to gunpowder artillery, we do not have any gunpowder in westeros
3, personally I would love to see a tower or a keep test to get a better idea of what the castle will look like
4, is the moat infront of the wall test part of it? if so it seems very shallow and narrow, you should make it deeper and wider and perhaps drop the attempt at having stakes in it, especially if its as small as it is, furthermore I am sure you could do bit better with it along the lines of the shape, perhaps look at more recent moats/dry moats on the server (WH for example...)
House Tests:
1, there is a lot of outdated stuff that we no longer use:
- wall and fence supports - make them fence only or get rid of them
- daub framed by stone
- the roof on the lower middle class seems to have alot of strange angles
- fence windows arent very common anymore and some builders dislike them (get someones else opinion on this)
2, I think personally that the shape of the upper class house is what makes it look wrong (the one with daub overhang) aswell as the choice of gradient, the small brick frames make both of them look very blocky, along with the strange roof, perhaps getting rid of the overhang.
3, the middle class house to me seems bit stunt
Lands:
1, how big is the town going to be? how many houses?
2, would there be enough customers for the jeweler to make living? wouldnt it be better to export the gems unrefined?
3, the field cover barely any area
4, same goes for the forest
5, the piers are at a location that doesnt seem to offer enough protection from the ocean
6, are you planning to do heavy terraforming in the area? because given the state of the terrain, Masseys Hook could definitely use some terraforming love such as we can see in fins/emot projects in the Vale, around White Harbour, in Felwood and so on...
Additional feedback:
1, I would recommend you to take a closer look at the newer projects in crownlands ( Mallery, Chyttering etc...) to use them as your inspiration
2, Given your longer period during which you weren't active a builder I would personally recommend you to take on a smaller project in a place with more of a established style such as Reach, Northern Crownlands. As right now it seems that your building style has fallen behind a by a few years. However if you still decide to go for Stonedance Id recommend you to do some drastic changes to the project applications right now.
3, Lastly, I hope you find this information useful, and I hope you will do well with whatever decision youll decide to make.
Good Luck!
Simbaa