Utilisez jsonb_array_elements()
en jointure latérale autant de fois que la profondeur d'un tableau json quels éléments vous souhaitez comparer :
select
schools->>'school_id' school_id,
addresses->>'addr_id' addr_id,
addresses->>'house_description' house_description,
addresses->>'house_no' house_no
from title_register_data,
jsonb_array_elements(address_data->'schools') schools,
jsonb_array_elements(schools->'addresses') addresses
where addresses->>'house_description' = addresses->>'house_no';
school_id | addr_id | house_description | house_no
-----------+---------+-------------------+----------
1 | 4 | 1 | 1
(1 row)