Inside David Letterman’s private $1.9M Porsche Collection - including a $795K 356 model
Michael Green
Published Sep 09, 2026
DAVID Letterman hosted 33 years’ worth of late-night TV shows and has collected some pretty remarkable Porsches along the way.
From 1956 originality to 1988 speed — here’s your look at the famous talk-show host’s private Porsche collection worth $1.9million.
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1956 Porsche 356 1500 GS Carrera
Letterman’s oldest Porsche is his 356 1500 GS Carrera, a 1956 model year.
Porsche manufactured their first model, the 356/1 Roadster, six years earlier in 1948.
A 356 1500 GS Carrera in Concours condition is valued at a jaw-dropping $795,000, Hagerty reports.
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1957 Porsche 356A Speedster
This former talk-show host’s 1957 Porsche 356A Speedster is valued at $417k, NADA Guides reports.
Amenities within the 356A’s cabin included:
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- A headlight flasher
- Automatic interior lighting
- A lower floor design
The 356A was made from 1956-1958 and would eventually be replaced by the 356B.
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1961 Porsche Cabriolet 356B
Letterman’s love of 356 Porsches continues with his 1961 Cabriolet 356B.
Porsche’s 356B contains a high retail value of $309,300 — NADA Guides reports.
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The German manufacturer designed their 356B to elevate their already high racing status.
Porsche supplied the 1961 356B with a more athletic frame by shedding 200 pounds from their previous coupe’s design.
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1964 Porsche 356C
The 1964 Porsche 356C offered drivers three engine options, with the most potent engine producing 130 horsepower.
The most noticeable change between B Series and C Series Porsches was the cars’ modified rims that contained flatter hub caps without the company’s Crest, according to Porsche.
The high-retail value for a 1964 Porsche 356C is estimated at $214,000, NADA Guides reports.
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1988 Porsche 911 Carrera Coupe
Letterman’s youngest vintage Porsche is his 911 Carrera Coupe, a 1988 model year.
A Concours 1988 Porsche 911 Carrera Coupe can easily fetch $179k, Hagerty reports.
You know Porsche makes good cars when 1988 marked 25 years since the 911 received any significant updates.
