Leslie Kasperowicz holds a BA in Social Sciences from the University of Winnipeg. She spent several years as a Farmers Insurance CSR, gaining a solid understanding of insurance products including home, life, auto, and commercial and working directly with insurance customers to understand their needs. She has since used that knowledge in her more than ten years as a writer, largely in the insuranc...

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Joel Ohman is the CEO of a private equity-backed digital media company. He is a CERTIFIED FINANCIAL PLANNER™, author, angel investor, and serial entrepreneur who loves creating new things, whether books or businesses. He has also previously served as the founder and resident CFP® of a national insurance agency, Real Time Health Quotes. He also has an MBA from the University of South Florid...

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Reviewed by Joel Ohman
Founder, CFP®

UPDATED: Oct 2, 2020

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True car enthusiasts will tell you: there is nothing like a classic car.

Sure, they may lack the technology features of the latest car models.

But their build, beauty, feel, and nostalgia put them in a class by themselves.

It’s fair to say that owning any one of the classic cars in this list would be a dream come true for anyone that loves cars.

1962 Ferrari 250 GTE

Inside a Ferrari 250 GT Lusso.

The beautiful interior of a Ferrari 250.

You won’t find too many of these Ferrari’s in the United States.

This coveted classic car combines power and a spacious interior with the distinctive Ferrari look.

It is also known as the 2+2 model 250 GT/E and it was the first widely produced Ferrari to have four seats.

Make no mistake.

It wasn’t designed for joyriding with friends.

The two back seats were too small for adults, which means this Ferrari was the ultimate car for driving the family around in style.

Don’t let the family-styled fit fool you though.

This two-door coupe featured a V-12 engine, giving it the muscle classic car enthusiasts love.

Looking to add one to your classic car collection?

If you can find a 1962 Ferrari 250 GTE, be prepared to spend anywhere from $200,000 to $400,000 and up!

Below is the latest selling price:

YearPriceFerrari 250 Chassis
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1969 Chevrolet Camaro Z28

Chevrolet Camaro Z28 1969

A beautiful 1969 Z28 Trans Am built for racing.

The 1969 Chevrolet Camaro is the gold-standard of classic muscle cars.

Its iconic design and aggressive look make it the ideal muscle car for anyone that loves classic cars.

1969 marked the final year for the first-generation Camaros.

The 1969 model stands out from its predecessors, though, with its sheet metal construction, a redesigned grille and its new sportier look.

This classic car didn’t just look great. Its high-revving small block made it give a huge roar when the engine was fired up.

With its aggressive muscle-car roar and its sporty design, you can bet that this car was fast on straight roads and curves.

Perfect$68,200 - $1,094,500
Excellent$48,950 - $68,200
Good$35,200 - $48,950
Fair$700 - $35,200
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Anybody that knows classic cars will tell you the 1969 Chevrolet Camaro Z28 is a ton of fun to drive.

Unlike classic Ferraris, the Z28 is relatively affordable thanks to its greater availability in the United States.

You can expect to pay anywhere from $50,000 to $160,000 to add this muscle car to your collection. 

1957 Mercedes 300SL Gullwing

Mercedes-Benz 300SL Gullwing

A head-turning 1957 Mercedes-Benz 300SL Gullwing.

The wing-like doors of the Mercedes 300SL Gullwing make it one of the most iconic classic cars of all time.

There is a lot more to this car than the wing-like doors, though.

The small frame of the car helps it accelerate at incredible speeds.

The classic car could seriously fly; it was the fastest production car of its time.

With a four-speed manual transmission, and a race-car-like lightweight chassis and a stiffened suspension system, the Mercedes 300SL Gullwing was a blast to drive.

It’s no wonder it was voted the sports car of the century.

With only 688 produced, the car is both rare and desirable.

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The cool factor of the Mercedes 300SL Gullwing combined with its scarcity has made it a popular classic car for the most wealthy and famous.

Ralph Lauren, Justin Trudeau, Pablo Picasso, and Paul Newman all owned this classic car.

Thinking of adding the Mercedes 300SL Gullwing to your own collection?

Expect to pay a pretty penny.

According to theDrive.com, this classic car currently goes for $1 million or more at auction.

1966 Shelby 427 Cobra

Shelby Superformance 427 SC Cobra

1966 Shelby Superformance 427 SC Cobra.

The Cobra 427 remains one of the most desirable sports cars of all time.

The roadster features an American V8 engine with some mean looking exhaust pipes.

With its powerful engine and four-speed manual transmission, this iconic car was so fast, it would leave jaws dropped today!

It could go from 0 to 60 in just over 4 seconds.

Its acceleration and power-to-weight ratio made it the fastest American car for decades.

Since there have been so many replicas built over the years, its not easy to find an original 1966 Shelby Cobra 427.

Engine Type & SizeFront-mounted 7.0L (427 cu. in.) Naturally Aspirated V8
Horsepower410 bhp (485 bhp in Competition Model) @ 6,000 rpm
Torque480 lb-ft @ 3,700 rpm
TransmissionFour-speed Borg-Warner Manual Transmission
0-60 mph4.2 seconds
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In fact, between 1965 and 1967, only 381 Shelby Cobras were built.

Many were crashed because proud owners couldn’t handle the power and speed offered by the Cobra.

Buying an original 1966 Shelby Cobra 427 will cost you some serious dough.

The classic car has sold for over $2 million.

According for Fox News a trio of Shelby Cobra’s sold for over $7 million!

1969 Ford Mustang Boss 429

Mustang Boss 429

The really cool Mustang Boss 429.

This classic car was the epitome of a boss on the road.

It was designed with a race-ready engine that was so large and powerful, Ford had to change the Mustang body!

In fact, the boss of an engine in this classic car made it impossible to fit an air conditioning system.

Only 1359 of the Mustang Boss 429 were manufactured in its two years of production.

That makes it one of the rarest and most sought-after classic muscle cars in existence.

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Buying the Boss will cost you, but the appeal of the fully functional hood scoop makes it worth every dollar – all two hundred plus thousand of them.

1961 Jaguar E-Type

1961 Jaguar E-Type

An open two-seater 1961 Jaguar E-Type series.

Luxury, power, speed.

The Jaguar E-Type has it all.

That’s why it continues to be one of the most desirable classic cars, regardless of the production year.

The 1961 Jaguar E-Type, though, is the king of the crop.

1961 marked the first year of production for the open two-seater.

Modeled after the Jaguar D-Type racing car, the E-Type hit a top speed of 150 mph.

Its acceleration was equally as impressive, clocking in at under 7 seconds to go from 0 to 60.

The 1961 Jaguar E-Type has frequently been dubbed the most beautiful car ever made.

Perfect$268,800 - $1,207,813
Excellent$176,000 - $268,800
Good$95,000 - $176,000
Fair$15,120 - $95,000
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It also has left its mark in pop culture.

The classic sports car was featured in Austin Powers films, as well as in the wildly popular television series Mad Men.

Adding this iconic classic car to your garage will cost you well north of $500,000.

1964 Austin Martin DB5

1964 Austin Martin DB5

DB5, also known as the “James Bond” car.

This classic car needs no introduction.

The 1964 Aston Martin DB5 is the quintessential Bond car.

James Bond could be seen driving it in Goldfinger, Thunderball, GoldenEye, Tomorrow Never Dies, and most recently, Skyfall.

It’s not hard to see why this car was chosen for the British super-spy.

The luxury coupe features reclining seats, twin fuel tanks, full leather seats, and even a fire extinguisher!

The 1964 Aston Martin DB5 mixes unmatched comfort with tremendous power.

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It reaches a top speed of 145 mph and accelerates from 0 to 60 mph in just 8 seconds.

The pop culture significance alone makes this iconic vehicle a must-own for classic car enthusiasts.

Buying this car today will set you back a cool one or two million dollars at a minimum.

1963 Corvette Sting Ray

1963 Corvette Sting Ray

A 1963 Corvette Sting Ray had a new body design.

What would a top ten list of classic cars be without a Corvette?

The 1963 Corvette Sting Ray redefined the popular sports car, according to CarandDriver.com

It featured a different look than the first-generation Corvette models and it had much better handling.

The 1963 Sting Ray was lighter than the previous Corvette model.

That gave it far better acceleration.

The classic sports car was an immediate hit when it launched.

More than 20,000 units were sold, split between the convertible and the coupe.

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The car cost just $4,037 when it was released in 1963.

Clearly, you won’t find one for that price today!

Depending on condition, the 1963 Corvette Sting Ray will cost you anywhere from $50,000 to $300,000 today.

1969 Dodge Charger

1969 Dodge Charger

A classic 1969 Dodge Charger RT.

The 1969 Dodge Charger is best known for its appearance as “The General Lee” in the iconic television series The Dukes of Hazzard.

This muscle car featured a 330-hp engine and its fastback look gave it the definitive All-American style.

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While the Charger may not have the same name recognition as the Mustang, it has grown in popularity thanks to the appearance of the 1970 Charger in the Fast and Furious movie series.

In relatively good condition, the 1969 Dodge Charger sells for $150,000.

1970 Datsun 240Z

1970 Datsun 240Z

The 1970 Datsun 240Z. A high performance two-seater fastback.

The 1970 Datsun 240Z is often called the Japanese version of the Jaguar E-Type.

This classic car was not only cool, but it also set the tone for Nissan sports cars for years to come.

The Datsun’s interior defined the sports car experience with its full set of aircraft-style gauges.

The car was as fast as it looked, hitting a top speed of 122 mph.

Its acceleration rivaled its American and European counterparts, going from 0 to 60 in under 8 seconds.

This classic sports car was groundbreaking on many different levels, but it was its price that made it stand out.

The 1970 Datsun 240Z made it relatively affordable to enter the sports car market.

The car carried a sticker price of just $3,526 in 1970.

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Its affordability combined with its distinctive sports car look helped Datsun sell more than 16,000 of the 240Z model.

Classic car enthusiasts could have bought the 1970 Datsun 240Z for a relatively cheap price not that long ago.

That has changed in recent years.

Just last year, a fully stocked 1970 240Z sold for over $100,000!

Frequently Asked Questions

What are the most expensive classic cars?

The most expensive classic cars are Ferrari 250 GTO, Mercedes Benz W-196 Formula 1 and Austin Martin DBR1.

Which classic cars are under $20,000?

Depending on the condition, you can find 1970s Ford Mustangs, late 60’s Dodge Chargers and Ford Thunderbirds.

Are classic cars a good investment?

Typically, they are not. It is best to restore cars as a hobby.

Very few people in the world make money from investing in classic cars. 

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