DR Elmore,
Many of mine match yours, too. I'm glad you highlighted ON A CLEAR DAY - I was listening to it earlier, along with another Barbara Harris favorite, THE APPLE TREE. From those shows, my favorites are "Hurry It's Lovely Up Here," and "What Makes Me Love Him." For Harnick and Bock, I'd also include all of SHE LOVES ME, plus TENDERLOIN'S "My Gentle Young Johnny."
I'd also have include the title songs from HELLO DOLLY and DO I HEAR A WALTZ.
"If I Gave You," from HIGH SPIRITS, is a great song. I thought it was an instant classic when I heard it for the first time. Another song that struck me that way was "Three Ships," from A TIME FOR SINGING.
For Michel Legrand, I'd place LES PARAPLUIES DE CHERBOURG near the very top of my list. I like "Windmills of Your Mind" - but just the music. I'm not a big fan of the Bergmans.
Other choices include the Beatles' "Eleanor Rigby" and Pete Seeger's "Blowin' in the Wind."
I can go on, but these were the first to pop into my head.