Discouraged with the apartment indeed (8)
I believe the answer is:
'discouraged' is the definition.
Both the answer and definition are adjectives. Maybe they are linked in a way I don't understand?
'with the apartment indeed' is the wordplay.
'with' is an insertion indicator.
'the apartment' becomes 'flat' (synonyms).
'indeed' becomes 'deed' (I can't justify this - if you can you should believe this answer much more).
'flat' placed inside 'deed' is 'DEFLATED'.
Can you help me to learn more?
(Other definitions for deflated that I've seen before include "Let out air or gas from" , "Lost self-esteem - or gas?" , "Collapsed by releasing air" , "Depressed like punctured balloon" , "Collapsed due to release of gas" .)