The product is a vintage 1960s red Roller Derby wooden #10 skateboard with metal wheels, measuring 19 inches in length and 4.5 inches in width. This classic skateboard is a collector’s item for fans of retro sports and skateboarding history. With its retro design and durable construction, it would make a unique and nostalgic addition to any collection or a fun choice for a skater looking for a vintage feel.

This listing is for one natty with red script 1960′s skateboard. The absolute rarest of all RollerDerby boards. Not to be confused with the abundant Roller Surfer board by Hedland with a nearly identical graphic. This is the precursor to the Roller Derby #10. Grab this one before it’s gone! Other 60′s boards available.

Not the usual #20 Deluxe. This is the elusive Mahogany and white #20. It has a different shape when compared to the status quo natty and red version. I also have some other hard to find boards for sale for your collection/decor, so be sure to check them out.

If you’re at all familiar with these old, 60′s, blue Roller Derby Mustangs, then you know they’re usually pretty beat-up. But this one, this one is a rare beauty!!!! Owner told me it was bought, ridden, and then put away for decades all in the same day! The pics tell the story! Don’t miss out-this is the one for your wall! Please take a look at my other vintage skateboards for sale for others rarities.

The board is old has some wear as shown in photos more of a display piece but I was able to ride it around my mini ramp a tiny bit without any major noticeable flaws.

The product is a vintage 1960′s Chicago Roller Skate Company skateboard deck with trucks and clay wheels. This skateboard is shaped like a roller skate and is designed for use as a sidewalk surfboard, capturing the nostalgia and retro style of the 60′s era. The brand, Chicago Roller Skate Company, is known for its unique and classic designs used in skateboarding and longboarding, making this product a desirable collector’s item for enthusiasts of outdoor sports and sporting goods. Clay wheels are in great shape except for the chip in 1 as seen in photos. Get an original today!

Vintage Hedlund Roller Surfer No. 100 Wooden Skateboard Sidewalk Surfboard 19 Early 1960s NOS. One of the Missing Links in Skateboarding History. Long before kickflips, urethane wheels, or California skate parks, there were pioneering boards like this. This Hedlund Roller Surfer No. 100 is not merely an old toy-it is one of the formative stepping stones in the evolution of modern skateboarding. Produced during the earliest years of the skateboard craze by Hedlund Manufacturing of Nokomis, Illinois, this model belongs to a generation of boards that helped transform the simple idea of “sidewalk surfing” into what would become a worldwide sport and cultural phenomenon. Without experimental boards like the Roller Surfer, there would have been no Zephyr team, no Dogtown revolution, no Tony Hawk, and no billion-dollar skateboard industry. This is history in its rawest, simplest form: a plank of hardwood, four steel wheels, and an idea decades ahead of its time. Measuring approximately 19 inches long by 4.5 inches wide, this is the desirable No. 100 model featuring the iconic flowing red “Roller Surfer” script and Hedlund shield emblem. The board presents in remarkable condition and appears to have seen little, if any, actual use. The original varnished hardwood retains a rich golden tone with striking grain throughout, while the graphics remain bold and highly legible. The steel wheels show minimal wear, giving the entire piece the appearance of old dealer stock or an exceptionally well-preserved example. Finding an early Roller Surfer is uncommon. Finding one that still looks this good is considerably rarer. The Birth of Sidewalk Surfing. The early 1960s witnessed one of the most fascinating transitions in recreational history. Inspired by surfers looking for something to do when the waves were flat, manufacturers across America began experimenting with wheeled boards. Hedlund, already respected for its sporting goods, entered this emerging market with its Roller Surfer line. These primitive boards demanded balance, nerve, and commitment. Steel wheels transmitted every crack in the pavement directly to the rider, and their narrow hardwood decks offered little forgiveness. Yet these machines captured imaginations and introduced thousands of children to a completely new way of moving. Within only a few years, these humble designs would evolve into laminated maple decks, precision trucks, clay wheels, and eventually the polyurethane revolution that forever changed skateboarding. This board stands at that pivotal moment-where homemade ingenuity became commercial innovation. Authentic Hedlund Roller Surfer No. Manufactured in Nokomis, Illinois. Approximately 19″ long × 4.5″ wide. Solid hardwood deck with beautiful original finish. Original red Roller Surfer graphics. Original Hedlund shield logo. Excellent preservation with minimal signs of use. Superb display piece for skateboarding, surfing, or Americana collections. Overall excellent vintage condition. The original finish remains attractive with beautiful wood grain and vibrant graphics throughout. The wheels exhibit minimal wear, suggesting extremely light use or careful long-term storage. It displays wonderfully and would be difficult to upgrade. Many people think skateboarding began in California during the 1970s. In reality, boards like this laid the foundation nearly a decade earlier. The Hedlund Roller Surfer belongs to the pioneering first generation that proved the concept of sidewalk surfing could become a legitimate pastime. Every modern skateboard traces its lineage back to simple hardwood machines like this one. Collectors often focus on flashy graphics or famous pro models, but historians recognize these early production boards as the true ancestors of the sport. Surviving examples in near-original condition are becoming increasingly difficult to find, making this not only a fantastic display piece but an important artifact from the dawn of skateboarding itself.

Skateboard VTG 1970′s Roller Sports Inc. ProLine Blue& Orange Translucent 66 99.

Vintage skateboard 1960 Roller Derby 15.

Vintage Roller Derby Vintage Skateboard Metal Wheels Trucks.