Speaking personally, you just hit the nail squarely on the head: its the style that always takes up most of my time. Once I know how I want my map to look, I'm decent enough a graphics hack to produce a map in that style. Unfortunately, like you, I usually flail around with each and every map, never content with how I want "this one" to come out. Anyway, for starters, let me say I feel your pain, and also let me encourage you to not accept same-o same-o!
On this particular map, the entire look is very rich and textured, which works in the sense that it's 3-D, but not in the sense of being an authentic, hand-drawn map. Many objects have different textures, so this appears to be "paper art" in which someone cut & pasted a bunch of different swatches together, one in the shape of rivers, another for forests, etc. I would perhaps keep one texture as the background "map paper" & have it be the underlying texture viewable in each layer. (In Photoshop, set the layers atop it to "multiply" blending mode).
There's also a discrepancy between the hard & soft lines, which adds to the cut-n-paste feel: the farm fields & the houses are hard, the river & forest edges are soft. I would choose one or the other so the entire map holds together. I myself would choose hard lines, since I really like your buildings, the overwhelming texture is very soft already, and hard lines would allow more detail (which could eliminate some of the "cartoonish" qualities of the current incarnation)-- but all this is just my opinion.
Hey, great start & keep it up!!



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