It Happened on 5th Avenue (1947)

While rich businessman Mike O'Connor (Charles Ruggles) resides in Virginia, his luxury townhouse in New York City appears vacant. However, in reality, drifter Aloysius "Mac" McKeever (Victor Moore) has been staying there. Mac invites Jim (Don DeFore), an unemployed veteran who has just been evicted from a building owned by O'Connor, to stay at the house without revealing he's squatting. When O'Connor's daughter, Trudy (Gale Storm), shows up as well, she falls for Jim and tries to help him.