Hottest Harleys to Ever Hit the Auction Block

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1941 HARLEY-DAVIDSON FLATHEAD CUSTOM

From vintage wheels to monster custom builds, we highlight some of the wildest Harleys auctioned by Barrett-Jackson. 

We love looking at Harleys going on the auction block. Sure, they’re often out of our league price-wise, what can we say, we can’t help ourselves! But among the Harleys being sold at auction, we always find something usual and yeah, sometimes just plain crazy.

Auction house Barrett-Jackson is one of the best places to find unique motorcycles. They have featured rare Harleys, historical gems, famous bikes, and some deeply inspired custom builds. Check out these five memorable finds that we think have a lot of crazy, sexy, and cool.

Crocodile Rock

2010 Harley-Davidson Road Glide + Croc seats

So at first glance you may see this 2010 Harley Davidson road glide and see a mean, green machine. And it is all of that. But the details on this Eddie Trotta bagged custom bike are noteworthy. Upgraded with a John Sachs performance package, the bike has a 107ci 2-cylinder engine and 6-speed manual transmission.

The custom handiwork includes very tough skull graphics. But the Caiman Crock seat is a real stand out. This bike has bite.

The Stormtrooper

1998 HARLEY-DAVIDSON Softail Custom

Blame it on growing up with Star Wars, but this 1998 Softtail reminds us of the menacing soldiers of the Galactic Empire. It also looks like exactly what a Stormtrooper would ride.

The bike features Pearl White paint with custom piping. We really like the added details such as the Arlen Ness wheels and Carlini drag bars. This bike was modded out to be a special strike of white lightning.

Necessary Evel 

1991 HARLEY-DAVIDSON Electra Gilde Evel Kneivel Signature Series

We can’t have a list of the best of Harley-Davidson and not include Evel Knievel. This 1991 Harley-Davidson Electra Glide was from the Evel Knievel Signature Series.

The bike was signed by the legend himself, as well as his son Robby Knievel. The bike was striking in blue, and the custom details are sharp and daring. Viva Knievel!

Hummer of ’59

1959 HARLEY-DAVIDSON HUMMER

Beautifully maintained, this 1959 Harley-Davidson Hummer is a rare find. The Hummer model was produced from 1954 to 1959, and this custom bike spent 13 years on display at the Ellingson Museum in Rogers, Minnesota.

Stunning in cherry red, and boasting custom detailing, the Hummer is rocking a 125ci 1-cylinder engine. A classic throwback and solid piece of Harley history.

Metallic Meltdown  

1941 HARLEY-DAVIDSON FLATHEAD CUSTOM

It’s hard look at this copper 1941 Flathead custom and not say “Damn!” The rat-rod bike was custom built by hand, meticulously constructed by Underground Cycles. Powered by a rebuilt 1941 Harley-Davidson Flathead 80″ Big Twin motor, the bike utilizes unusual parts such as original brass headlights from a 1920s Model T and a taillight crafted from the original brass sidelight from a Model T.

This low riding brass, nickel, and copper bike is just about one of the sexiest custom builds we’ve ever seen.

What would be your dream Harley to pick up at auction? Sound off in the comments, or join in on the forums!

Longtime automotive journalist S.J. Bryan has been covering the automotive industry for over five years and is an editor with Ford Truck Enthusiasts and regular contributor to F-150 Online, Harley-Davidson Forums, and The Mustang Source, among other popular auto sites.

Bryan first discovered her passion for all things automotive while riding in her parent's 1968 Ford Mustang. The automotive expert cut her teeth growing up riding on Harleys, and her first car was a Chevy Nova. Despite her lead foot, Bryan has yet to receive a speeding ticket.

The award-winning former playwright was first published at age 18. She has worked extensively as a writer and editor for a number of lifestyle and pop culture publications. The diehard gearhead is a big fan of American muscle cars, sixth-gen Ford trucks, and Oxford commas.

S.J. can be reached at sherryjbry@gmail.com.