10 Classic Harley-Davidson Motorcycles That Will Soon Be Worth A Fortune

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Summary

  • The Harley-Davidson Knucklehead is a rare and valuable classic motorcycle known for its historical significance, performance, and timeless design. It’s a promising investment for collectors.
  • The Harley-Davidson V-Rod, with its modern design and limited production, is gaining recognition among collectors and is expected to become increasingly rare and desirable.
  • The Harley-Davidson Softail Springer’s iconic springer front end and cultural significance make it a compelling candidate for future appreciation in value. Its retro look and history draw in enthusiasts and collectors.

While there are plenty of motorcycle brands emerging these days, there’s just something that’s still special about a Harley-Davidson. It’s more than a mode of transportation — it’s a symbol of freedom, a piece of American history, and, as it turns out, a potential goldmine for collectors and owners. Over the years, certain Harley-Davidson models have transformed from simply owned bikes into prized investments. These bikes aren’t just machines — they’re a blend of craftsmanship, culture, and history. They represent an era of innovation, rebellion, and individualism that Harley-Davidson riders have come to embrace.

In this article, we’re going to take you on a journey through the world of classic Harley-Davidson motorcycles. We’ll introduce you to 10 classic models that will be worth a fortune in the not-so-distant future. From bikes that broke new engineering ground to those closely tied to influential cultural movements, each one has a unique story to tell. These aren’t just motorcycles — they’re potential treasures that might just make their lucky owners richer down the road. Therefore, prepare yourself for an exciting journey through the legends of Harley-Davidson, wherein motorcycles transcend their status as mere possessions and become highly valued and collectible items.

All the information and prices have been sourced from Mecum.

Related: 10 Motorcycles That Define Grand American Touring

1 Harley-Davidson Knucklehead

Production Years: 1936 – 1947

Harley Davidson Knucklehead static shot
Mecum

The Harley-Davidson Knucklehead is the peak of vintage motorcycle collecting and is primed to have significant value in the coming years. Its historical significance as the first Harley model to feature overhead valves ushered in a new era of motorcycle engineering. The Knucklehead’s iconic V-twin engine design set new standards for performance and reliability during its time, making it a trailblazer in the world of two-wheelers. What truly propels the Knucklehead’s value is its rarity. With production numbers kept relatively low, finding an original Knucklehead in pristine condition is increasingly challenging. As these motorcycles age, their scarcity intensifies, making them highly sought-after treasures among collectors. Furthermore, the Knucklehead’s timeless design, featuring its signature rocker box covers, teardrop fuel tanks, and sleek lines, ensures its beauty and appeal will last generations. Collectors and enthusiasts alike recognize its historical importance, and as the years pass, the Knucklehead’s status as a premier classic Harley-Davidson model only solidifies, making it a promising investment for those with an eye for two-wheeled history.

Harley-Davidson Knucklehead Pricing

Original MSRP

$465

Current Used Market Price

$35,000 – $130,000

2 Harley-Davidson V-Rod

Production Years: 2002 – 2017

Harley-Davidson V-Rod
Harley-Davidson

The Harley-Davidson V-Rod stands out as a modern classic that is gradually gaining recognition among collectors and investors. What sets the V-Rod apart is its departure from the traditional Harley-Davidson design, incorporating cutting-edge technology and a sleek, contemporary aesthetic. What makes the V-Rod a potential investment is its limited production. Harley-Davidson ceased production of the V-Rod in 2017, effectively making it a limited commodity. As time passes, these motorcycles are likely to become increasingly rare, boosting their desirability among collectors. The V-Rod’s unique design, characterized by its sleek lines and contemporary styling, sets it apart from the traditional cruiser crowd. It appeals to a newer generation of riders who value both performance and aesthetics, making it a potential future classic with a growing following. All these factors combined make the Harley-Davidson V-Rod a motorcycle with the potential to grow significantly in value.

Harley-Davidson V-Rod Pricing:

Original MSRP

$16,499

Current Used Market Price

$11,000 – $20,499 (Based on condition)

3 Harley-Davidson Softail Springer

Production Years: 1988 – 2003

The Harley-Davidson Softail Springer is a classic motorcycle that has endured the test of time, and its distinct design elements make it a compelling candidate for future appreciation in value. At the heart of its appeal is its iconic springer front end, which takes it back to the vintage era of motorcycles. The springer front fork, with its exposed springs, gives the bike a retro and nostalgic appearance that captivates enthusiasts and collectors alike. Furthermore, the Softail Springer holds cultural significance, as it was part of the resurgence of interest in classic motorcycles and the chopper style during the late 1980s and 1990s. This cultural connection adds to its charm and makes it sought after by those who appreciate the retro look and the history it represents.

Harley-Davidson Softail Springer Pricing:

Original MSRP

$16,695

Current Used Market Price

$8,800 – $16,000+ (Based on condition)

4 Harley-Davidson Shovelhead

Production Years: 1966 – 1984

Harley-Davidson Shovelhead
tmib_seattle via Flickr

The Harley-Davidson Shovelhead is a classic motorcycle that holds a huge place in the hearts of enthusiasts and collectors. The reason being, the Shovelhead was a transitional model in Harley-Davidson’s history, serving as the bridge between the iconic Panhead and the Evolution engines. Its historical importance as one of the final models before the Evolution era began in 1984 makes it a sought-after collectible. The Shovelhead’s enduring appeal also lies in its vintage charm. Its distinct appearance, characterized by its shovel-shaped rocker box covers and distinctive exhaust note, has a timeless quality that resonates with motorcycle enthusiasts. With its history, vintage styling, and a passionate community of fans, the Harley-Davidson Shovelhead is well-positioned to continue appreciating in value

Harley-Davidson Shovelhead Pricing:

Original MSRP

$1,300

Current Used Market Price

$7,499 – $25,000+ (Based on condition)

5 Harley-Davidson Dyna Wide Glide

Production Years: 1993 – 2017

The Harley-Davidson Dyna Wide Glide is a classic cruiser with unique qualities that make it an attractive option for future collectors and owners. What sets this bike apart from other bikes is its eye-catching design. It boasts wide, raked-out front forks that give it a distinctive and custom chopper-style appearance. This visual appeal has always drawn riders and collectors who appreciate a motorcycle that stands out in a crowd. Just like the V-Rod, one of the reasons this bike will grow in value is because it is no longer being produced. When a model becomes rare, it becomes a prized collection to investors.

Harley-Davidson Dyna Wide Glide Pricing:

Original MSRP

$10,995

Current Used Market Price

$5,000 – $19,000+ (Based on condition)

Related: 10 Custom Bikes That Make Your Harley-Davidson Look Boring

6 Harley-Davidson Duo-Glide

Production Years: 1958 – 1964

Harley Davidson Duo Glide static shot
Hemmings

The Harley-Davidson Duo-Glide represents a classic era in motorcycle history, and there are several compelling reasons why it’s poised to become a highly sought-after collector’s item. One of the reasons is because of the introduction of its rear suspension, a technological advancement that significantly improved the ride quality. This innovation revolutionized the way riders experienced their journeys, and it’s an integral part of the Duo-Glide’s charm. What truly makes this motorcycle a potential future treasure is its association with a period of transformation in the motorcycle industry. The Duo-Glide was part of the post-World War II motorcycle boom, and it embodies the spirit of adventure and freedom that characterized that era.

Harley-Davidson Duo-Glide Pricing:

Original MSRP

$1,000 – $1,500

Current Used Market Price

$12,800 – $28,000+ (Based on condition)

7 Harley-Davidson FLH Electra Glide

Production Years: 1955 – 1984

1965 Harley-Davidson FLH Electra Glide
Mecum Auctions

The Harley-Davidson FLH Electra Glide is known for its reputation as a touring legend. The FLH Electra Glide was designed for long-distance comfort and reliability, earning it a special place in the hearts of riders who craved the open road. Just like the others, the biggest factor that contributes to its potential increase in value is its history. The FLH Electra Glide introduced the iconic “batwing” fairing, which reshaped the touring bike landscape. This innovation paved the way for future touring models and became an iconic symbol of the Harley-Davidson brand. Despite having a newly released 2023 version of the bike, the classic one will still surely be a valuable possession to have.

Harley-Davidson FLH Electra Glide Pricing:

Original MSRP

$1,300

Current Used Market Price

$7,200 – $21,400+ (Based on condition)

8 Harley-Davidson XLCH Sportster

Production Years: 1958-1969

Harley Davidson Sportster
Bonhams

The Harley-Davidson Sportster XLCH is a bike loved by many collectors and enthusiasts. One of its standout features is its sportier design. The XLCH was a high-performance variant within the Sportster lineup, offering riders a more spirited and dynamic experience on the road. This unique positioning within the Sportster family sets it apart. It represents a specific era in Harley-Davidson’s history when the Sportster platform was evolving and gaining popularity. As time passes, a well-maintained and original XLCH models are becoming increasingly rare, and expensive too.

Harley-Davidson XLCH Sportster Pricing:

Original MSRP

$1,600

Current Used Market Price

$5,200 – $18,400+ (Based on condition)

Related: 10 Most Influential Harley-Davidson Motorcycles In Modern Times

9 Harley-Davidson Panhead

Production Years: 1948 – 1965

1949 Harley-Davidson Panhead on Display
Via Dave_S. on Flickr

Another Harley-Davidson that was a huge part of its history is the Harley-Davidson Panhead. One of the reasons why it is increasing in value is because of its background. It succeeded the Knucklehead and introduced several engineering improvements, including hydraulic valve lifters, which improved overall performance and reliability. This technological innovation during its time made it a notable milestone in Harley-Davidson’s history. The Panhead’s enduring appeal also lies in its vintage charm. Its distinctive appearance, characterized by its pan-shaped rocker box covers, appeals to those who appreciate classic American motorcycle design. This timeless styling ensures its enduring desirability among collectors and enthusiasts.

Harley-Davidson Panhead Pricing:

Original MSRP

$595

Current Used Market Price

$9,000 – $52,500+ (Based on condition)

10 Harley-Davidson XR1200

Production Years: 2008 – 2012

2012 Harley-Davidson XR1200X IMA 3
Iconic Motorbike Auctions

The Harley-Davidson XR1200 is a classic motorcycle with the potential to become a sought-after collector’s item is because of its sporty heritage. The XR1200 is inspired by Harley-Davidson’s racing heritage, specifically the XR750, which was a dominant force in American flat-track racing for decades. This connection to a legendary racing bike gives the XR1200 a special place in Harley-Davidson’s history. Another reason why its value will increase is due to its design. The XR1200’s design sets it apart from the typical Harley-Davidson cruiser. It features a more sporty and aggressive look with a solo seat, dual exhaust, and a minimalist appearance. Moreover, The XR1200 arrived at a time when the sport and naked bike segments were gaining popularity, and because of that, it attracted a lot of younger riders who appreciated its blend of Harley-Davidson heritage and sporty performance. Lastly, The XR1200 was equipped with a powerful 1,200cc V-twin engine, making it one of the sportiest Harley-Davidson models available. All these factors combined make the Harley-Davidson XR1200 a classic model that will be worth more as time goes by.

Harley-Davidson XR1200 Pricing:

Original MSRP

$10,799

Current Used Market Price

$6,000 – $12,000+ (Based on condition)

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