The Royal Tenenbaums (Wes Anderson, 2001)

Film: The Royal Tenenbaums 

Games: Flinch, U-Boat, Risk, Clue, Scrabble, Tri-Ominos, Bingo, Temptation Poker, Go to the Head of the Class, Hangman, Pretty Pretty Princess, The Tooth Fairy Game, Probe, The Ungame, Go to the Head of the Class, Scrabble Crossword Cubes, Stratego, The New Price Is Right, Parcheesi, Simon, The Undersea World  of Jacques Cousteau, Operation, Pay Day, Sorry, Solitaire, Monopoly, Be a Pro Quarterback, Fortune, Where in the World is Carmen Sandiego, Polar Dare, Backgammon, Last Word, Shogun, Picture Tri-Ominos, Jeopardy, Guess Who, Vegas, unidentified

Probably the movie with more board games per square metre in the history of Cinema! The Tenenbaum family has a cabinet full up with board games, puzzles and toys which they use for discussions and confidences. Most of them are vintage versions from the 60s and 70s and seem to be from the child years of the Tenenbaum siblings.
(Links provided under the images in the cases where the games versions are different from the ones linked above).

From left to right and from top to bottom, upper shelf: Flinch, U-Boat, Probe, The Ungame,
Solitaire, Risk, Clue; lower shelf: Temptation Poker, Spirograph, Tri-Ominos,
Bingo Deluxe MB (no link at BGG), Scrabble for Juniors 

Left of Gene Hackman, upper shelf: Jeopardy, Go to the Head of the Class, Hangman,
unidentified game. Lower shelf, left pile: Pretty, Pretty, Princess, Hebrew game?, Scrabble Crossword cubes, Bingo, Construct-o-Straws, puzzle; right pile: puzzle,
The Tooth Fairy Game, Stratego. Front games: The New Price is Right, Monopoly, Parcheesi.
Right of Kumar Pallana, upper shelf: Simon and puzzles; lower shelf: Risk, The Undersea World
of Jacques Cousteau, Operation, U-Boat, Pay Day, Clue, Sorry, unidentified Jumbo game, ?,
1974 Probe, puzzle, 1964 Probe

Vegas can be seen at the left of Ben Stiller´s shoulder. More games listed below.
Several unidenfied games on the top of the image and at the left of Ben Stiller.

Notice the Monopoly house in the switch

Left, top: Guess Who (rest listed  in second image). Middle, upper shelf, right pile:
?, Be a Pro Quarterback, Go to the Head of the Class, ?. ?, Fortune 500; right
pile: ?, Where in the World is Carmen Sandiego, ?, The Duck Pond, Pay Day, Polar Dare,
Scrabble, Scrabble for Juniors. Lower shelf, left pile: What´s Missing, Temptation
Poker, Magnashapes, backgammon, Last Word, The Boook of the Hunt, Victorian
Houses, Shogun (1976?); right pile: Telesketch, ?, The Ungame, Scrabble for Juniors,
Scrabble, Operation, Tournament Backgammon. Right: Scrabble?, Clue, Jeopardy, rest as listed in
 image 2, except Picture Tri-Ominos on The Tooth Fairy Game (continuity error?)