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You cannot retrain units you cannot build at a location and sometimes these are restricted further by population level and circumstances (if you have just taken a town you can't recruit on the first turn for example).
If you were playing the unmodded game, then the reason the unit didn't get more soldiers in it is because that city could only upgrade weapons, armour and/or experience in that settlement, because the settlement could not produce that unit type - either because it lacks the appropriate building, or because none are available at that time. You can check this by using the tab for producing NEW units, and see what appears there. If you mouse over greyed out units, the game will tell you why you can't produce them at that time.
Also some mods deliberately limit recruitment availability, so replacements aren't easily obtained or because the max number of units the settlement can produce has been reached and it cannot produce any more, or replenish additional units, even though they are the same type.
There only so many units available for recruitment at a given time. If all units of a particular type have been recruited at that particular castle/city, then you can not retrain.
Retraining with the proper settlement/units is the only way to go, besides merging.
You sure it isn't different now because you waited at least one turn, so that settlement's unit pool replenished?