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In England you can apply for pre-application advice from the local planning officers. You put together a proposal of what you want to build, pop them a few quid, and they give you an idea of whether you'll get consent or what tweaks might be needed to the design. No idea if there's a similar system north of the border though.
Buying land and building on it. How can one find out in principle if planning permission would be granted - does it vary with local authority? (In Scotland)