Car Cadillac Fleetwood Sixty Special 1959 for sale

Filter

To Be OFFERED AT AUCTION WITHOUT RESERVE at RM Sothebys' The Hershey Auction event, 7 - 8 October 2026.
Offered Without Reserve | $80,000 - $100,000 USD

An enduring symbol of mid-century American exuberance, innovation, and optimism
Formerly owned by Bill Spurling, noted collector of fifties American automobiles
One of Cadillac’s most exclusive offerings for 1959, combining limousine-like presence with sleek, pillarless coachwork
Factory-correct finishes of Wood Rose Metallic over Fawn Clarion cloth and Fawn Nylon broadcloth
Numerous desirable features, including air conditioning, power vent windows, cruise control, and Autronic Eye headlight dimmer

An enduring symbol of America’s Jet Age optimism, the 1959 Cadillac’s dramatic styling captured an era defined by exuberance, innovation, and an unshakable optimism in the future. Bridging Harley Earl’s theatrical vision with William Mitchell’s emerging modernism and made legendary by its towering tail fins—the largest ever fitted to a production car—the 1959 Cadillac remains one of the most recognizable American automobiles ever produced.

Among Cadillac’s most exclusive offerings, with 2,250 produced for 1959, the Fleetwood Sixty Special held a prominent position within the 1959 lineup, seamlessly blending formal, limousine-like luxury with sleek sophistication. Distinguished by its rear-facing “bullet scoop” trim, mirrored side moldings, jeweled three-section rear grille, and elegantly skirted rear wheels, it conveyed a commanding presence while preserving the clean, uninterrupted profile of a pillarless hardtop.

Offered from the Leith Collection after some years of ownership by noted enthusiast Bill Spurling, this Fleetwood Sixty Special has benefited from attentive stewardship and consistent care. Finished in its factory-correct Wood Rose Metallic, the car presents beautifully, its refined color scheme accentuating the sculptural lines and dramatic proportions that define the 1959 Cadillac. The Fleetwood-exclusive interior is equally compelling. Trimmed in correct Fawn Clarion cloth and Fawn Nylon broadcloth, it remains exceptionally well-preserved.

Beyond preserving the car’s striking presentation, the Leith Collection has devoted careful attention to ensuring it performs as impressively as it appears. Power comes from Cadillac’s smooth and capable 390-cubic-inch V-8. This potent engine, rated at 325 horsepower, along with an array of desirable features, ensures the car remains an eminently usable and supremely comfortable tourer, with power steering, power brakes, power windows, power vent windows, cruise control, air conditioning, six-way power front seat, tinted glass, and Autronic Eye automatic headlamp dimmer.

Combining outstanding presentation with strong mechanical condition, this Fleetwood Sixty Special represents a superb example of Cadillac’s most celebrated model year and a lasting symbol of the American Jet Age at its peak of expressive optimism.
To view this car and others currently consigned to this auction, please visit the RM website at rmsothebys.com/auctions/hf26/.