OK I'm going to try and give a list across genres and eras to provide movies some of which are different - unique or were one of earliest or just the best of their 'kind'. Some are cinematic masterpieces others which are 'different' and stand out as memorable in some way, whether the character portrayals, evocative atmosphere or something that sticks in the memory.
An assorted odd lot mix FWIW:
Grand Hotel 1932 - 1st ensemble all star cast
Old Dark House 1932 - archetype of horror
Freaks 1932 - bizarre horror
Duck Soup - 1933 marx bros comedy lampoon of war politics et al classic
Ecstasy 1933- young woman marries older man for money (infamous for nude scene - Hedy Lamarr)
Lost Horizon 1937 - If you found a place where you could live forever...
The Great Dictator - 1940 Charlie Chaplin
None But The Lonely Heart 1944 drama (Clifford Odets)
Dead Of Night 1945 - horror vignettes - sort of precursor to Twilight Zone
Snake Pit - 1946 (drama psychotic realism
Odd Man Out - 1947 - (film noir - James Mason as man on run)
The Long Night - 1947 (desperate man cornered, Henry Fonda, and how he arrived at that place)
Treasure of The Sierra Madre - 1948 (what greed does to people)
The Third Man - 1949
In A Lonely Place - 1950
Singin In The Rain - 1952 best musical
The Bad and The Beautiful - 1952 (Hollywood life)
Diabolique - 1955
Marty- 1955 realistic romance
Night of the Hunter - 1955 (surreal creepy)
Baby Doll - 1956 (unpleasant people at their worst behaviors)
The Searchers - 1956 (idealized Western archetypes)
The Seventh Seal - 1957 (Ingmar Bergman)
Peeping Tom - 1960 (psychodrama)
Something Wild - 1961 (psychodrama)
Bunny Lake Is Missing - 1965
Incubus - 1966 (good - evil)
Planet of the Apes - 1968 sci fi
2001 A Space Odyssey - 1968
A Clockwork Orange - 1971 (scifi drama dark)
Silent Running - 1972 (scifi serious)
A Boy And His Dog - 1975 (scifi drama lite)
Network - 1976 (insight into mass media)
Life of Brian - 1979 (Monty Python at their best; comedy sketches)
Blue Velvet - 1986 David Lynch
Unbearable Lightness of Being - 1988 (romance drama)
The Last Seduction - 1994 (drama female specie at her most conniving)
Gattacca - 1997 scifi future w genetic designer children)
Wag The Dog - 1997 (How pseudo events are staged and marketed)
What Dreams May Come - 1998 scifi
Herod's Law - 1999 (what happens when people get power)
The Girl On The Bridge - 1999 (captivating romance)
Mulholland Drive - 2001 David Lynch
Russian Ark - 2002
The Singing Detective - 2003 Robt Downey hallucinating
Eternal Sunshine of the Spotless Mind - 2004
Phew.... that will keep someone busy during the cold winter months
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