How to say he was worn out when he got home. in Japanese

1)彼(kare) (ok) that , or something understood without naming it directly)/that person/over there/hey/eh?/thatは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sigh家(ie) (n) house/residence/dwelling/family/household/lineage/family nameに(ni) (prt) indicates such things as location of person or thing, location of short-term action, etc.帰ったno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb時に時に(tokini) (exp) by the way/incidentally/sometimes/occasionallyは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sigh疲れ疲れ(tsukare) (n) tiredness/fatigue果て果て(hate) (n) the end/the extremity/the limit/the limits/the resultていたno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb。(。) Japanese period "."    
kareha ie ni kaetta tokini ha tsukare hate teita 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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2)彼(kare) (ok) that , or something understood without naming it directly)/that person/over there/hey/eh?/thatは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sigh、(、) Japanese comma家(ie) (n) house/residence/dwelling/family/household/lineage/family nameに(ni) (prt) indicates such things as location of person or thing, location of short-term action, etc.帰ったno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verbときつかれno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb果て果て(hate) (n) the end/the extremity/the limit/the limits/the resultていたno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb。(。) Japanese period "."    
kareha 、 ie ni kaetta tokitsukare hate teita 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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3)彼(kare) (ok) that , or something understood without naming it directly)/that person/over there/hey/eh?/thatが(ga) (prt) indicates sentence subject/indicates possessive/but/however/still/and家(ie) (n) house/residence/dwelling/family/household/lineage/family nameに(ni) (prt) indicates such things as location of person or thing, location of short-term action, etc.帰ったno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb時(toki) (n) time/hour/moment/occasion/case/chance/opportunity/season/the times/the age/the day/tense(int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sighくたくた(adj-na,adj-no) exhausted/tired/withered/worn out/boiling until shapeless or mushy/tediously/repetitively/wordilyだっただった(datta) was。(。) Japanese period "."    
kare ga ie ni kaetta toki hakutakutadatta 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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Translation by bunbuku
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