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No two headlights are quite the same across different vehicles, so getting the specifics right matters when you buy used, second hand or a replacement. Answer a few quick questions below and breakers will only quote if they have the exact matching part in stock:
The CLK ran across two generations: the W208 from 1997 to 2002, and the W209 from 2002 to 2009. Within the W209 generation there was a facelift in 2005, which updated the front-end styling including the headlights. Always match the part to your exact generation and facelift period for the best chance of a correct fit.
The W209 facelift arrived in 2005, and the headlight design changed at that point, so a headlight from a 2003 car and one from a 2007 car are not necessarily the same. Whether a specific unit crosses that 2002–2005 to 2005–2009 boundary is something you should confirm with the breaker against your registration, as subtle differences between batches can affect fitment. Don't assume they interchange without checking.
No — the W208 (1997–2002) and W209 (2002–2009) are entirely separate generations with different front-end structures, so their headlights are not interchangeable. Always make sure the breaker's part is listed for the same generation as your car.
Trim level does not affect headlight fitment on the CLK — the same front-end panels are shared across Elegance, Avantgarde, and AMG variants within a generation and facelift period. What you may notice is a cosmetic difference if one car had projector or different-style inserts associated with a particular trim, so mention your trim to the breaker so they can match the look as closely as possible. Fitment-wise, generation and facelift period are the only hard requirements.
No — on the CLK the front-end panels including headlights are shared between the coupe and cabriolet body styles within the same generation and facelift period, so body style alone should not affect whether a headlight fits. Confirm this with the breaker against your registration to be certain.
Within the same generation and facelift period the headlight aperture and mounting points are generally the same, but halogen and xenon units have different internal components, wiring requirements, and sometimes different outer lenses. Whether a halogen unit can simply swap for a xenon one on your specific car is something you must confirm with the breaker against your registration, as it can involve additional parts and wiring changes.