Design of a replacement for the two-door Pontons began in 1957.
Since most of the chassis and drivetrain were to be unified with the sedan, the scope was focused on the exterior styling.
Mercedes chose the work of engineer Paul Bracq, which featured a more squarish, subtle rear-end treatment, more evocative of the later squarish styling of the subsequent W108/W109 than the sharp-edged tailfins of the sedan.

Production began in late 1960, with the coupe making its debut at the 75th anniversary of the opening of Mercedes-Benz Museum in Stuttgart in February of the next year.
The convertible followed at the Frankfurt Auto Show a few months later.
 Almost identical to the coupe, its soft-top roof folded into a recess behind the rear seat and was covered by a tightly fitting leather "boot" in the same color as the seats.
Unlike the previous generation of two-door ponton series, the 220SE designation was used for both the coupe and convertible; both received the same version of the 2195 cc M127 engine.
Prices in 1962 were 32,500 for the coupe and 36,000 NLG for the cabriolet.
Options included a sliding sunroof for the coupe, automatic transmission, power steering, and individual rear seats.

In March 1962, Mercedes-Benz released the exclusive two-door M189-powered 300SE.
Like the 300 sedan, it was based on the W111 chasis but shared both Daimler's top-range 2996 cm³ fuel-injected engine and the unique W112 chassis designation, efforts on Mercedes' part to distance it from the maker's modest W110 and W111 lineups and link it to the prestigious W188 300S two-door luxury sports tourer.
It was distinguished by a chrome strip, and featured air suspension and a higher level of interior trim and finish.
Prices were 45,000 and 48,500 for the hard and soft roofs respectively.

In summer of 1965 Mercedes-Benz launched replacements for both W111 and W112 sedans, the W108 and W109 respectively.
With the tailfin fashion well eroded by the mid 1960s, the new design was based on the restrained W111 coupe, widened and squared off.
Work on a future new chassis that would fully replace the Ponton-derived W111/W112 and W108/W109 was well under way.
With a concept car of the first S-Class was shown in 1967, Daimler declined to develop a two-door W108/W109 vehicle, instead continuing production of the aging W111/W112 with modest changes.
 The 220SE was superseded in early autumn 1965 by the 250SE, which featured the new 2496 cm³ M129 engine.
Producing 150 hp (112 kW) at 5500 rpm, it gave the vehicle a significant improvement in top speed, 193 km/h (120 mph) (188 km/h (117 mph) with automatic transmission), and 0–100 km/h (62 mph) acceleration time of 12 seconds (14 with automatic transmission).
Visible changes include new 14-inch rims, which came with new hub cabs and beauty rings accommodating the larger disk brakes and new rear axle from the W108 family.

In November 1967 the 250 SE was superseded by the 280 SE.
It was powered by the new 2778 cc M130 engine, which produced 160 hp (119 kW) at 5500 rpm.
Top speed was hardly affected, but acceleration from 0-100 km/h (62 mph) improved to 10.5 seconds (13 with automatic transmission).
Inside, the car received a wood veneer option on the dashboard and other minor changes, including door lock buttons and different heater levers.
The hubcaps were changed yet again to a new one piece wheelcover, and the exterior mirror was changed.

Despite its smaller engine, the 280 SE could outperform the early 1950s M189 powered 300 SE, resulting in the more expensive model's retirement.
Design of a replacement for the two-door Pontons began in 1957. Since most of the chassis and drivetrain were to be unified with the sedan, the scope was focused on the exterior styling. Mercedes chose the work of engineer Paul Bracq, which featured a more squarish, subtle rear-end treatment, more evocative of the later squarish styling of the subsequent W108/W109 than the sharp-edged tailfins of the sedan.
Production began in late 1960, with the coupe making its debut at the 75th anniversary of the opening of Mercedes-Benz Museum in Stuttgart in February of the next year. The convertible followed at the Frankfurt Auto Show a few months later.  Almost identical to the coupe, its soft-top roof folded into a recess behind the rear seat and was covered by a tightly fitting leather "boot" in the same color as the seats. Unlike the previous generation of two-door ponton series, the 220SE designation was used for both the coupe and convertible; both received the same version of the 2195 cc M127 engine. Prices in 1962 were 32,500 for the coupe and 36,000 NLG for the cabriolet. Options included a sliding sunroof for the coupe, automatic transmission, power steering, and individual rear seats.
In March 1962, Mercedes-Benz released the exclusive two-door M189-powered 300SE. Like the 300 sedan, it was based on the W111 chasis but shared both Daimler's top-range 2996 cm³ fuel-injected engine and the unique W112 chassis designation, efforts on Mercedes' part to distance it from the maker's modest W110 and W111 lineups and link it to the prestigious W188 300S two-door luxury sports tourer. It was distinguished by a chrome strip, and featured air suspension and a higher level of interior trim and finish. Prices were 45,000 and 48,500 for the hard and soft roofs respectively.
In summer of 1965 Mercedes-Benz launched replacements for both W111 and W112 sedans, the W108 and W109 respectively. With the tailfin fashion well eroded by the mid 1960s, the new design was based on the restrained W111 coupe, widened and squared off. Work on a future new chassis that would fully replace the Ponton-derived W111/W112 and W108/W109 was well under way. With a concept car of the first S-Class was shown in 1967, Daimler declined to develop a two-door W108/W109 vehicle, instead continuing production of the aging W111/W112 with modest changes.  The 220SE was superseded in early autumn 1965 by the 250SE, which featured the new 2496 cm³ M129 engine. Producing 150 hp (112 kW) at 5500 rpm, it gave the vehicle a significant improvement in top speed, 193 km/h (120 mph) (188 km/h (117 mph) with automatic transmission), and 0–100 km/h (62 mph) acceleration time of 12 seconds (14 with automatic transmission). Visible changes include new 14-inch rims, which came with new hub cabs and beauty rings accommodating the larger disk brakes and new rear axle from the W108 family.
In November 1967 the 250 SE was superseded by the 280 SE. It was powered by the new 2778 cc M130 engine, which produced 160 hp (119 kW) at 5500 rpm. Top speed was hardly affected, but acceleration from 0-100 km/h (62 mph) improved to 10.5 seconds (13 with automatic transmission). Inside, the car received a wood veneer option on the dashboard and other minor changes, including door lock buttons and different heater levers. The hubcaps were changed yet again to a new one piece wheelcover, and the exterior mirror was changed.
Despite its smaller engine, the 280 SE could outperform the early 1950s M189 powered 300 SE, resulting in the more expensive model's retirement.
Mercedes-Benz W111