Cryptic crossword clue
Streets around Essex town by which one means to progress 8-5

The most common and most likely answer to this crossword clue is the 14 letter word STEPPING-STONE

I've seen this crossword clue in The Times
S
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Buddy explains!

The straight part
We know that "by which one means to progress" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case by which one means to progress = stepping-stone.
The cryptic/wordplay part
In cryptic crossword there's often an wordplay/cryptic part as well.
This part involves a more complex hint, such as an anagram, homophone, hidden word, etc.
Sadly, We don't have an explanation for this specific crossword clue yet.

What does STEPPING-STONE mean?

STEPPING-STONE noun
  1. A stone that can be stepped on in crossing something, especially a marsh or creek.
  2. Something used as a way to progress to something or somewhere else.

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