Adam hapishaneden serbest olarak çıktı.

Adam hapishaneden serbest iken çıktı.

Adam hapishaneden serbest çıktı.

Are they ok? Are they as good? Do they mean the same?

 What do you mean by those sentences Abla ? As they sounded bit weird since the man got out of the jail as a free ??  Someone who comes out of jail will be free but as a free sounding weird to me.

First sentence ;

The man got out of jail as a free

The man got out of jail while he was free.

The man got out of jail free.

you see, why I am bit confused ?

From the title I would guess she wanted to say ´as a free man´

for example - he left the prison as a free man

Embarassing...they were supposed to mean

                       ´The man walked out of jail as a free man.´

I guess you can say this in English, can´t you? But obviously you can´t in Turkish. It´s something about the concept of tenses I guess.

But if it was something else, let´s say

                       ´The man walked out of jail as a millionaire/as an elderly man´

would my suggestions make more sense?

 In that case, that would be ;

Hapishaneden özgür bir adam olarak çıktı.

The man walked out of jail as a millionaire/as an elderly man´

Adam hapishaneden milyoner olarak çıktı.

Adam hapishaneden yaşlı bir adam olarak çıktı.

Adam hapishaneden yaşlı birisi olarak çıktı.

Adam hapishaneden yaşlanmış olarak çıktı.

evet , now it makes sense. Sorry Abla..I was bit slow to understand what you mean.

No, my fault, tunci. We always understand each other...in the end.

It seems that it takes a noun here.

                           *Adam hapishaneden yaşlı çıktı

is ungrammatical, right? An adjective would be interpreted as an adverb I suppose.

Very good. Thank you again, tunci.