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Let's say I have 4 connected roads with no settlements or cities in between. Can I later go back and place a settlement in there?

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  • Just be careful, because your opponent's could also come along with their own road pointing to the middle and build their own settlement there!
    – GendoIkari
    Apr 16 '20 at 13:54
  • It says somewhere in the rules that if an opponent builds a house in the middle of your road it will break your longest road into two roads - which implies that people can build houses there.
    – Jerry Jeremiah
    Apr 18 '20 at 9:53
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Yes, so long as it's not adjacent to another settlement.

A valid location for a settlement is any spot that touches one of your roads, and is not adjacent to any other settlement. I'll also note that it's legal for someone else to put a settlement in the middle of your road, so long as they also have a road that touches that intersection - this will cut your 4-segment road into two 2-segment roads, which can be a useful strategy for killing someone's longest road.

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Yes. From the rules:

Each of your settlements must connect to at least 1 of your own roads.

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Yes you can build a settlement if:

  • You have a settlement left in stock
  • You have the resources to build the settlement
  • There is no adjacent settlement or city
  • There is one of your roads or ships leading to the spot you want to build the settlement

So yes you can build one along the road.

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