17 Most Expensive Vintage Bentleys Ever Sold

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Bentley has a rich history of creating luxurious and high-performance vehicles. Some of these vintage models have reached astronomical prices at auctions. From legendary racing victories to unmatched craftsmanship, these cars embody the spirit of Bentley. Each model has a unique story and heritage, making them highly coveted by collectors and enthusiasts. Here are the highest-priced vintage Bentleys that have captivated the automotive world.

1929 Bentley 4½ Litre “Blower”

1929 Bentley 4½ Litre "Blower"
Image Editorial Credit: Ayronautica / Flickr

The 1929 Bentley 4½ Litre “Blower” is an icon of British engineering. This supercharged model was developed for racing. It features a distinctive Roots-type supercharger mounted in front of the radiator. It can fetch up to $7 million at auctions. Tim Birkin, a famed Bentley Boy, championed the Blower’s development. It boasts a 4½-liter engine with added supercharger for enhanced performance. Despite its racing heritage, only 55 were made. Its rarity and racing pedigree make it a collector’s dream.

1930 Bentley Speed Six “Blue Train” Special

1930 Bentley Speed Six Blue Train Special
Image Editorial Credit: arobas54 / Flickr

The 1930 Bentley Speed Six “Blue Train” Special is legendary. This car gained fame when it beat the famous “Blue Train” express from Cannes to Calais. Built by coachbuilder Gurney Nutting, it features a sleek and aerodynamic design. The unique history and performance have led to prices exceeding $6 million at auctions. This Bentley is powered by a 6½-liter inline-six engine. It was one of the fastest and most luxurious cars of its time. The “Blue Train” victory solidified its place in automotive history. Collectors prize it for its rarity and historical significance.

1931 Bentley 8 Litre Sports Tourer

1931 Bentley 8 Litre Sports Tourer
Image Editorial Credit: Richard Spiegelman / Flickr

The 1931 Bentley 8 Litre Sports Tourer represents the pinnacle of W.O. Bentley’s career. It was the largest and most luxurious car produced by the company. With a massive 8-liter engine, it provided unparalleled power and smoothness. These cars often sell for around $4 million. Only 100 units were made before Bentley’s financial troubles led to a takeover by Rolls-Royce. This model is known for its opulence and performance. Its scarcity and craftsmanship ensure its high value among vintage car collectors. The 8 Litre is celebrated for its silent running and exceptional build quality, making it a favorite among vintage car aficionados.

1928 Bentley 4½ Litre Tourer

1928 Bentley 4½ Litre Tourer
Image Editorial Credit: Roger Wasley / Flickr

The 1928 Bentley 4½ Litre Tourer is an iconic vehicle in automotive history, celebrated for its robust performance and racing pedigree. Known for competing in numerous races, this model earned a formidable reputation on the track. At auctions, prices for this classic can soar beyond $2 million, highlighting its desirability among collectors. The 4.5-liter engine offered remarkable power for its era, making it a standout performer. Distinctive for its long bonnet and racing heritage, the 4½ Litre Tourer excelled at events like the 24 Hours of Le Mans. Vintage enthusiasts admire its engineering excellence, which was ahead of its time and contributed to its racing successes. Few cars from the late 1920s match its durability and performance capabilities.

1952 Bentley R-Type Continental Fastback

1952 Bentley R-Type Continental Fastback
Image Editorial Credit: J.C. / Flickr

The 1952 Bentley R-Type Continental Fastback is a masterpiece of post-war design. It features a streamlined body designed by H.J. Mulliner. This car is highly sought after and can reach prices over $1.5 million. Its 4.6-liter straight-six engine provided impressive speed for its era. The fastback design was revolutionary and set a standard for future luxury coupes. Limited production numbers add to its desirability and value. The R-Type Continental was also the fastest four-seater in the world at its launch, further cementing its status as a benchmark in automotive history.

1954 Bentley R-Type Continental Fastback

1954 Bentley R-Type Continental Fastback
Image Editorial Credit: eduardo lopes / Flickr

The 1954 Bentley R-Type Continental Fastback is a legend in the automotive world, known for its stunning fastback design and exceptional performance. With auction prices frequently surpassing $2 million, this model is highly coveted by collectors. It was one of the fastest four-seat cars of its time, equipped with a 4.9-liter engine that delivered impressive speed and handling. The R-Type Continental’s sleek design was the work of coachbuilders like H.J. Mulliner, contributing to its iconic and timeless appearance. The interiors were luxurious, featuring top-quality materials that provided a sophisticated and comfortable driving experience.

1927 Bentley 3 Litre Speed Model

1927 Bentley 3 Litre Speed Model
Image Editorial Credit: John Tiffin / Flickr

The 1927 Bentley 3 Litre Speed Model was a cornerstone of Bentley’s early success. It was known for its robust performance and reliability. This model can command prices up to $1 million at auctions. Its 3-liter engine and lightweight chassis made it a formidable racer. It won the 24 Hours of Le Mans in 1924 and 1927. The Speed Model is a beloved piece of Bentley’s racing heritage, prized by collectors. Its success at Le Mans showcased Bentley’s engineering prowess and helped establish the brand’s reputation for durability and speed.

1961 Bentley S2 Continental Drophead Coupe

1961 Bentley S2 Continental Drophead Coupe
Image Editorial Credit: LD Photography / Flickr

The 1961 Bentley S2 Continental Drophead Coupe epitomizes luxury from the 1960s, offering a blend of elegance and advanced engineering. Introduced with a powerful 6.2-liter V8 engine, this model set a new standard in performance and comfort. Auction prices for the S2 Continental often reach over $1.5 million, reflecting its status as a highly sought-after collector’s item. Its sleek, convertible design appealed to elite buyers who desired both style and sophistication. Significantly, the S2 Continental offered advanced comfort features and exceptional performance for its time. Renowned coachbuilders like H.J. Mulliner crafted its body, ensuring a distinctive and refined appearance. The interior boasted fine leather and wood finishes, providing a luxurious driving experience.

1956 Bentley S1 Continental Flying Spur

1956 Bentley S1 Continental Flying Spur
Image Editorial Credit: Andrew Wright / Flickr

The 1956 Bentley S1 Continental Flying Spur is a symbol of mid-century luxury. This model was designed by H.J. Mulliner and combines elegance with performance. It can fetch around $1.2 million. Powered by a 4.9-liter straight-six engine, it offered smooth and powerful driving. The design was advanced for its time, influencing later Bentley models. Its exclusivity and classic style make it highly valued. The S1 Continental Flying Spur is also notable for its spacious interior and advanced features, making it a favorite among those who appreciate classic luxury.

1929 Bentley 6½ Litre Tourer

1929 Bentley 6½ Litre Tourer
Image Editorial Credit: Thesupermat / Wikimedia Commons

The 1929 Bentley 6½ Litre Tourer is a remarkable example of pre-war British engineering. Powered by a formidable 6.5-liter straight-six engine, this model was designed for both performance and luxury. Known for its robust construction and impressive speed, it became a favorite among affluent motorists of its time. The Tourer’s open body style offered a thrilling driving experience, enhancing its appeal. Auction prices for the 1929 Bentley 6½ Litre Tourer can exceed $2 million. Its rarity and historical significance contribute to its high value. Collectors are drawn to its elegant design,  characterized by long, sweeping fenders and a commanding presence.

1938 Bentley 4¼ Litre Drophead Coupe

1938 Bentley 4¼ Litre Drophead Coupe
Image Editorial Credit: John Tiffin / Flickr

The 1938 Bentley 4¼ Litre Drophead Coupe exemplifies pre-war elegance. It features custom coachwork by Vanden Plas. These rare models often sell for around $1.5 million. Its 4¼-liter engine provides a perfect blend of power and refinement. The drophead coupe design is both stylish and practical. Collectors appreciate its craftsmanship and historical significance. The 4¼ Litre Drophead Coupe is also renowned for its smooth ride and attention to detail, both inside and out.

1962 Bentley S2 Continental Flying Spur

1962 Bentley S2 Continental Flying Spur
Image Editorial Credit: Adrian / Flickr

The 1962 Bentley S2 Continental Flying Spur represents a blend of luxury and modernity. This model features a powerful 6.2-liter V8 engine. It can reach auction prices of up to $1 million. Designed by H.J. Mulliner, it showcases sleek lines and a luxurious interior. The S2’s performance and style were ahead of its time. Its rarity and condition contribute to its high value among collectors. The S2 Continental Flying Spur also marked the introduction of air conditioning and power steering in Bentley cars, enhancing its appeal and usability.

1936 Bentley 4¼ Litre Cabriolet

1936 Bentley 4¼ Litre Cabriolet
Image Editorial Credit: Perico001 / Flickr

The 1936 Bentley 4¼ Litre Cabriolet is an exquisite pre-war luxury car, known for its elegance and performance. Powered by a 4.25-liter straight-six engine, this model offered smooth and powerful driving dynamics. Its design, crafted by renowned coachbuilders, featured an open-top body that provided a stylish and airy driving experience. This Bentley represented the pinnacle of automotive luxury in the 1930s. Auction prices for the 1936 Bentley 4¼ Litre Cabriolet can reach up to $1.5 million. Its rarity and refined craftsmanship contribute significantly to its high value. Collectors admire its combination of aesthetic appeal and mechanical excellence.

1949 Bentley Mark VI Drophead Coupe

1949 Bentley Mark VI Drophead Coupe
Image Editorial Credit: Clay / Flickr

The 1949 Bentley Mark VI Drophead Coupe stands as a timeless classic. Released just after World War II, it represented a new era for Bentley. Handcrafted elegance marked its design. The price often exceeds $1 million at auctions. Its unique drophead body was crafted by renowned coachbuilders. Notably, it combined luxury with performance. This model featured a 4.3-liter inline-six engine. Advanced for its time, it provided a smooth ride. Rich wood and leather adorned the interior. Today, collectors cherish its historical significance and rarity.

1959 Bentley S1 Continental Fastback

1959 Bentley S1 Continental Fastback
Image Editorial Credit: Perico001 / Flickr

The 1959 Bentley S1 Continental Fastback is a stylish and powerful coupe that stands out for its design and performance. It featured a 4.9-liter straight-six engine and a sleek fastback body, designed by renowned coachbuilders like H.J. Mulliner. This model was favored by wealthy enthusiasts for its blend of performance and luxury. Auction prices for this model often reach $800,000, reflecting its desirability and historical significance. Its unique design, characterized by smooth curves and a streamlined profile, makes it highly prized. Collectors value its smooth ride and classic appearance, which embody the elegance of the 1950s.

1934 Bentley 3½ Litre Sports Saloon

1934 Bentley 3½ Litre Sports Saloon
Image Editorial Credit: Clive Barker / Flickr

The 1934 Bentley 3½ Litre Sports Saloon is a true classic. Built during the Rolls-Royce ownership era, it featured a powerful 3.5-liter engine. This model was known for its smooth ride and advanced engineering for the time. It blended luxury with performance seamlessly. Prices for this vintage Bentley can reach up to $500,000 at auctions. Its elegant design and historical significance make it highly sought after. Collectors admire its craftsmanship and rarity. This Bentley exemplifies the brand’s commitment to quality and style.

1965 Bentley S3 Continental Flying Spur

1965 Bentley S3 Continental Flying Spur
Image Editorial Credit: eric / Flickr

The 1965 Bentley S3 Continental Flying Spur is a classic luxury sedan that exemplifies the elegance and performance of 1960s Bentleys. It featured a refined V8 engine and modern styling, including quad headlamps and a distinctive grille. This model was popular among discerning buyers for its spacious interior and luxurious appointments. Auction prices for this model can go up to $300,000, reflecting its enduring appeal. Its spacious interior, with high-quality materials and meticulous craftsmanship, adds to its value. Collectors appreciate its balance of comfort and performance, making it a desirable classic. This Bentley represents a blend of tradition and innovation, showcasing the brand’s commitment to excellence.

This article originally appeared on Rarest.org.

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