When we lived up on the moor, we had 2 acres of land, on part of it there was a big humph, on another part there was a dip, so I had some agricultural contractors come in and level the whole field, then rotavate it, roll it,
then seed it.
The only reason I did it was so the eye would be drawn to the furthest point of the field to emphasize its size when I came to sell :)
With another house, the previous owner had made a raised level lawned area in a garden which previously would have sloped down towards the house.
He was a big chap, a builder, and he did the work himself + his Toyota pickup.
Re: building retaining walls, a friend of mine built 6ft high walls all around his garden
instead of the usual larchlap fencing!
And lastly - our house and garden is about 4ft higher than next door, and likewise the other side is higher than ours, so I wouldn't be too concerned about rain water run off.
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