If you loved The Trouble with Harry, try Family Plot
A bridge between a film you've already seen and one most people haven't. Here's what they share, and what the second one does that the first one doesn't.
What they share
Both films are directed by Alfred Hitchcock, and they both carry the bittersweet mood tag, and they sit in Comedy / Mystery territory. If that's the register that drew you to The Trouble with Harry, the second film will land in a comparable space — through a different lens.
bittersweet
What Family Plot is
San Francisco. Autumn. A crystal ball. A con-artist medium and her taxi-driver boyfriend pursue a missing person case, stumbling into the orbit of a kidnapping ring. Hitchcock's last film finds him in surprisingly lighthearted mode.

