Noob Anon here. This is how the farm looks by the First of Fall, thanks to your advice it was a very productive and profitable Summer.
Not happy about Barns placement, lazy animals won't walk an extra 20 meters to eat the far west grass. Will place barns dead center, see what happens. Also caved in an built a shed for placing machines since you were right, is best to let it pile on then process everything once every few days. Personally I use the Fruit Tress as a 3-day timer, so Peach Harvest Day is also Cheese-day