10 Vintage Masterpieces That Make Lucrative Investments

Classic cars have emerged as a unique and potentially lucrative investment opportunity, offering a blend of passion, nostalgia, and financial returns.

Beyond their aesthetic appeal and historical significance, these automotive masterpieces have proven formidable assets in alternative investments. 

Here are the 10 automotive masterpieces that have captured enthusiasts’ hearts for decades, and their value continues to soar in the collector’s market.

1. 1963 Ferrari 250 GTO

10 Vintage Masterpieces That Make Lucrative Investments » 1963 Ferrari 250 GTO wc
Image Credit: MrWalkr, CC BY-SA 4.0, via Wikimedia Commons

The Ferrari 250 GTO is the holy grail of classic car investing. Only 36 units were produced between 1962 and 1964, making this Italian masterpiece one of the world’s rarest and most sought-after vehicles. 

Its timeless design, racing pedigree, and exclusivity have driven prices to stratospheric levels, with a 1963 model selling for a record-breaking $70 million in 2018. (ref)

Investing in a 250 GTO is not for the faint of heart, as even the most well-maintained examples command eight-figure sums. 

However, for those with the means, owning a piece of Ferrari history is an unparalleled experience that combines passion, prestige, and the potential for significant appreciation over time.

2. 1965 Shelby Cobra 427 S/C

10 Vintage Masterpieces That Make Lucrative Investments » 1965 Shelby Cobra 427 wc
Image Credit: MrWalkr, CC BY-SA 4.0, via Wikimedia Commons

The Shelby Cobra 427 S/C is an American icon that epitomizes the raw power and rebellious spirit of the 1960s. With its muscular body, potent 427 cubic inch V8 engine, and racing-inspired suspension, the Cobra 427 S/C was a force to be reckoned with on both the street and the track.

Only 31 of the 427 S/C were built, making it one of the rarest and most desirable Cobras in existence. Prices for these cars have skyrocketed in recent years, with well-documented examples fetching millions at auction. 

Investing in a Shelby Cobra 427 S/C is a testament to your automotive taste and a savvy financial move that can yield impressive returns.

3. 1955 Mercedes-Benz 300SL Gullwing

10 Vintage Masterpieces That Make Lucrative Investments » 1955 Mercedes Benz 300SL Gullwing wc
Image Credit: Sicnag, CC BY 2.0, via Wikimedia Commons

The Mercedes-Benz 300SL Gullwing is a true automotive icon renowned for its distinctive upward-opening doors, sleek bodywork, and advanced engineering. Produced from 1954 to 1963, the 300SL was the fastest production car of its time and a symbol of post-war German ingenuity.

Today, the 300SL Gullwing is highly sought-after by collectors, with prices regularly exceeding $1 million for well-maintained examples. 

Investing in this classic Mercedes grants you ownership of a piece of automotive history and provides a tangible asset that has demonstrated consistent appreciation over the years.

4. 1970 Plymouth Hemi ‘Cuda

10 Vintage Masterpieces That Make Lucrative Investments » 1970 Plymouth Hemi Cuda Convertible wc
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The 1970 Plymouth Hemi ‘Cuda epitomizes American muscle car royalty. Equipped with the legendary 426 Hemi V8 engine, this high-performance variant of the Plymouth Barracuda was a force to be reckoned with on the streets and drag strips of the early 1970s.

Only 652 Hemi ‘Cudas were built in 1970, making these cars exceptionally rare and highly coveted by collectors. Prices for well-documented, numbers-matching examples have soared recently, with some selling for over $1 million at auction. 

Investing in a 1970 Hemi ‘Cuda satisfies your need for speed and provides a tangible asset with a proven track record of appreciation.

5. 1961 Jaguar E-Type

10 Vintage Masterpieces That Make Lucrative Investments » jaguar e type 1961 wc
Image Credit: Vauxford, CC BY-SA 4.0, via Wikimedia Commons

The Jaguar E-Type, or the XK-E, is a British sports car combining stunning aesthetics and impressive performance. Introduced in 1961, the E-Type’s sleek, aerodynamic body and powerful inline-six engine made it an instant classic, with even Enzo Ferrari calling it “the most beautiful car ever made.”

Today, the E-Type remains a highly desirable classic car, with prices varying depending on the model, condition, and provenance. 

Well-maintained Series 1 models, particularly the rare 3.8-liter variants, have appreciated significantly recently, making them a solid investment opportunity for collectors and enthusiasts.

6. 1969 Chevrolet Camaro ZL1

10 Vintage Masterpieces That Make Lucrative Investments » 1969 Chevrolet Camaro ZL1 wc 1
Image Credit: Sicnag, CC BY 2.0 via Wikimedia Commons

The 1969 Chevrolet Camaro ZL1 is a rare and potent muscle car that represents the pinnacle of Chevrolet’s high-performance offerings in the late 1960s. Equipped with an all-aluminum 427 cubic inch V8 engine, the ZL1 was the most powerful Camaro ever produced, with a factory-rated output of 430 horsepower.

Only 69 ZL1 Camaros were built in 1969, making them extremely rare and highly sought-after by collectors. Prices for these cars have skyrocketed in recent years, with well-documented examples selling for millions at auction. 

Investing in a 1969 Camaro ZL1 is a testament to your automotive knowledge and a savvy financial move that can yield substantial returns.

7. 1959 Porsche 356A Speedster

10 Vintage Masterpieces That Make Lucrative Investments » 1959 Porsche 356A speedster wc
Image Credit: Sicnag, CC BY 2.0, via Wikimedia Commons

The Porsche 356A Speedster is a lightweight, open-top sports car that embodies the essence of the Porsche brand. Produced from 1954 to 1958, the Speedster was designed to be an affordable, entry-level model that could compete with MG and Triumph.

Today, the 356A Speedster is highly prized by collectors for its simplicity, purity of design, and connection to Porsche’s early racing successes. Prices for these cars have risen steadily over the years, with well-maintained examples commanding six-figure sums. 

Investing in a 1959 Porsche 356A Speedster is a way to own a piece of Porsche history and potentially enjoy significant appreciation over time.

8. 1967 Toyota 2000GT

10 Vintage Masterpieces That Make Lucrative Investments » 1967 Toyota 2000GT wc
Image Credit: Mr.choppers, CC BY-SA 3.0, via Wikimedia Commons

The Toyota 2000GT is a Japanese sports car that challenged the dominance of European exotics in the 1960s. With its sleek, low-slung body, advanced engineering, and impressive performance, the 2000GT proved that Japan could produce world-class sports cars.

Only 351 of the 2000GT were produced between 1967 and 1970, making it one of the rarest and most desirable Japanese classics. Prices for these cars have skyrocketed in recent years, with well-maintained examples selling for over $1 million at auction. 

Investing in a 1967 Toyota 2000GT is a way to own a piece of Japanese automotive history and potentially enjoy significant returns.

9. 1970 Dodge Challenger R/T 440 Six Pack

10 Vintage Masterpieces That Make Lucrative Investments » 1970 Dodge Challenger R T 440 Six Pack wc
Image Credit: Sicnag, CC BY 2.0, via Wikimedia Commons

The 1970 Dodge Challenger R/T 440 Six Pack is a high-performance variant of the iconic Dodge Challenger muscle car. Equipped with a 440 cubic inch V8 engine and three two-barrel carburetors, the Six Pack Challenger was one of the most potent muscle cars of the era, with a factory-rated output of 390 horsepower.

Today, the 1970 Challenger R/T 440 Six Pack is highly sought-after by collectors for its rarity, performance, and classic muscle car styling. Prices for these cars have risen steadily in recent years, with well-documented, numbers-matching examples commanding six-figure sums. 

Investing in a 1970 Dodge Challenger R/T 440 Six Pack is a way to own a piece of American muscle car history and potentially enjoy significant appreciation over time.

10. 1957 BMW 507 Roadster

10 Vintage Masterpieces That Make Lucrative Investments » 1957 BMW 507 Roadster wc
Image Credit: Damian B Oh, CC BY-SA 4.0, via Wikimedia Commons

The BMW 507 Roadster is a stunning example of German automotive design and engineering from the 1950s. Designed by Albrecht von Goertz, the 507 features a sleek, aerodynamic body, a powerful V8 engine, and luxurious appointments that make it a favorite among celebrities and the wealthy elite.

Only 252 of the BMW 507 were produced between 1956 and 1959, making it one of the rarest and most desirable BMWs ever built. Prices for these cars have skyrocketed in recent years, with well-maintained examples selling for millions at auction. 

Investing in a 1957 BMW 507 Roadster is a way to own a piece of German automotive history and potentially enjoy significant returns over time.

Nancy Maffia » nancy
Nancy Maffia
Author & Editor | + posts

Nancy received a bachelor’s in biology from Elmira College and a master’s degree in horticulture and communications from the University of Kentucky. Worked in plant taxonomy at the University of Florida and the L. H. Bailey Hortorium at Cornell University, and wrote and edited gardening books at Rodale Press in Emmaus, PA. Her interests are plant identification, gardening, hiking, and reading.