
The 1958 Cadillac Series 75 Fleetwood represents the absolute pinnacle of American luxury from the jet-age era. As one of only 802 nine-passenger sedans produced that year, it served as the preferred transport for heads of state and high society. This specific example carries a rich history, having spent time in New York and Puerto Rico before a comprehensive 2022 cosmetic refurbishment. Now finished in a deep Black Cherry Pearl, it maintains the imposing presence and intricate brightwork that defined the Fleetwood nameplate during its most decadent decade.
Exquisite Black Cherry Exterior Updates
The exterior of this 1958 Cadillac Series 75 Fleetwood underwent a thorough media-blasting process before receiving its new coat of Black Cherry Pearl paint. This custom shade highlights the massive tail fins and the hooded quad headlights that gave the 1958 models their aggressive front-end personality. Chrome bumpers featuring the iconic “Dagmar” front guards remain in place, perfectly framing the intricate grille. A power-operated antenna and extensive bright trim ensure that the vehicle glitters from every angle under the sun. These styling cues represent the final year before Cadillac moved toward even more radical fin designs.

Unrivaled Nine Passenger Interior Luxury
The cabin of the 1958 Cadillac Series 75 Fleetwood was designed to offer more interior volume than almost any other passenger car of its time. Patterned gray cloth upholstery covers the power-adjustable front seat and the expansive rear passenger compartment. A divider bulkhead separates the driver from the VIP area, which features pop-up middle-row jump seats and dedicated rear footrests. Occupants in the back enjoy their own set of climate controls, an electric clock, and radio adjustments. This configuration remains a testament to an era where the passenger experience was the primary focus of automotive engineering.
Mechanical Refinements and Power Systems
Under the expansive hood lies a 365ci V8 engine that has been updated for improved modern drivability. An Edelbrock carburetor and an open-element air cleaner now assist the engine in breathing more efficiently during long-distance cruises. Power travels through a four-speed Hydra-Matic automatic transmission, providing the smooth shifts expected of a Fleetwood. The braking system utilized power-assisted drums at all four corners, while power steering makes maneuvering this massive sedan a manageable task. These mechanical systems were originally engineered to move the car’s substantial weight with effortless grace.

Classic Chassis and Rolling Hardware
The 1958 Cadillac Series 75 Fleetwood rides on 15-inch steel wheels decorated with bright Cadillac-crest covers. Firestone Deluxe Champion four-ply whitewall tires provide the period-correct look that is essential for a high-end fifties restoration. Despite its age, the car features power windows and power locks, showcasing the advanced technology Cadillac pioneered for its flagship models. An Autronic-Eye headlight dimmer remains on the dashboard, representing a primitive yet fascinating ancestor to modern automatic high-beam systems. Every component works together to preserve the car’s identity as a mobile lounge.
Engine Performance and Specifications
The 365ci V8 engine serves as a robust powerplant, originally designed to provide silent yet powerful motivation for the heaviest cars in the lineup. It features an upgraded Edelbrock carburetor to ensure consistent fuel delivery during modern operation. This V8 is paired with the dependable four-speed Hydra-Matic transmission and a dual exhaust system that provides a subtle, refined rumble. With less than 500 miles added by the current owner, the mechanical components have seen very light use recently. This drivetrain provides the torque necessary to carry nine passengers in total comfort across any highway.

Summary
This 1958 Cadillac Series 75 Fleetwood is a remarkable survivor that successfully bridges the gap between historical artifact and usable classic. Its rare nine-passenger configuration and recent cosmetic updates make it a standout choice for any serious Cadillac collector. The combination of the Black Cherry Pearl paint and the gray cloth interior creates an atmosphere of understated elegance. Whether used for parades, private collections, or vintage touring, it remains a powerful symbol of mid-century American ambition. This Fleetwood continues to command respect as a true masterpiece of automotive history.
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Source: bringatrailer.com










