you don’t add a place to the observation. you specify a location via coordinates + accuracy, and you optionally have the ability to add a location description, but that description is just label for humans and does not affect where the observation is shown on a map nor which places encompass the observation.
in your case, your last observation has lat / long coordinates that fall within the boundaries of your place, but the accuracy extends out of the bounding box of your place. so that means that your observation will not be interpreted by the system as being in your place.
there’s some additional information here: