The Frederiksen collection of classic cars will auction at a sale in Denmark on September 16.
The Bonhams sale includes a wealth of luxury marques, including Rolls-Royce, Bentley and Maybach.
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Henrik Frederiksen, the owner of the collection, said: "I think cars are a kind of art, I think they're beautiful. I've always bought with the heart and not with the brain, I go with what I like, so no 'one' is my favourite.
"Also, I've never sold a car before, so this is a first for me. I've used the ex-J.D. Rockefeller Bentley and the Cadillac the most, so I'll be sad to see them go.
"I've been in the motoring world for a long time now, but it's time for that door to close and a new one to open."
Highlights of the auction include a 1914 Mercedes 28-95 Phaeton and a 1939 Lagonda LG6 Rapide Drophead. The sale is expected to gross around $40m.
Jakob Greisen, head of Bonhams' US motoring department, commented: "Mr. Frederiksen has spent several decades building this outstanding collection, so it's a great privilege for Bonhams to have the opportunity to offer these incredibly rare and meticulously maintained motor cars.
"It's certainly one of Europe's most important motoring collections, with several of these outstanding vehicles having received internationally recognized awards at Pebble Beach and Villa d'Este."
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