1958 Cadillac Series 75 Fleetwood 9-Pass Limo Playboy Club, A/C, California Car

Price: - Item location: Sonoma, California, United States
  • Make: Cadillac
  • Model: Fleetwood
  • Type: Limousine
  • Trim: Series 75
  • Year: 1958
  • Mileage: 89,800
  • VIN: 58R050896
  • Color: White
  • Engine size: V8
  • Number of cylinders: 8
  • Power options: Air Conditioning, Power Windows, Power Seats
  • Transmission: Automatic
  • Drive type: RWD
  • Interior color: Gray
  • Vehicle Title: Clear
  • Want to buy? Contact seller!

1958 Cadillac Fleetwood

1958 Cadillac Series 75 Fleetwood Limousine for Sale
1958 Cadillac Series 75 Fleetwood 9-Passenger Sedan Limousine Playboy Club, Air Conditioned, California Car ......please be patient while the many photos load.....

1958 Cadillac Series 75 Fleetwood Sedan (Limousine) for sale in Sonoma California. The story has been passed along from it's previous owners that the car was used in the 1960's as the official car at The Playboy Club in San Francisco. While we currently have no documentation to support this claim, it does make for a pretty cool story. You'll see that the Playboy insignia was added to the fins and as you might imagine this is definitely a conversation-starter. Only 804 Series 75 8-passenger 4-Dr Sedans were built by Cadillac and it is estimated that only around 80 still exist today.

Perhaps a Playboy historian could close the loop and verify the provenience. The current owner reached out to Playboy Enterprises and in their response stated the "records of the Clubs Division had been warehoused for nearly 20 years and are at this time inaccessible." Wouldn't that be something when they finally became available to find a photo of Hugh Heffner with this cool old Fleetwood?

This Series 75 was delivered new factory finished in Cheviot Gray and equipped with EZ Eye Glass, Power Vent Windows, Heater and Remote Trunk Lock Release. In addition, it has a vintage Allegro Mark IV air conditioning unit that blows ice cold.

The current owner purchased the car in white as it would have been since it's days at the Playboy Club. The exterior was professionally restored; stripped to bare metal and treated to a stunning, high-quality exterior restoration. It included most items being re-chromed, new weather stripping, molding trim, etc.

The seating is the same as when purchased though the headliner and rugs have been replaced. The trunk was carpeted and finished and the jack and spare are present. With exception of the clock and radio/power antenna, the gauges, lighting and accessories are all in good working order.

This Fleetwood starts; runs and drives beautifully! It's 365 cubic inch 310 hp V8 motor is in excellent running condition. The transmission has been rebuilt and shifts as it was designed to. The mechanics have been meticulously gone through assuring comfortable cruising and reliability. It has been continuously restored and maintained with excellent brakes, shocks, suspension; rebuilt transmission, restored fuel and cooling systems, electrical and a list too long to go through here. Over $50,000 in documentation will be sent along to the new owner. Click here for a current appraisal report.


  • 365 Cubic Inch 310 Hp V8 Motor
  • 4-Barrel Carburetor
  • Power Brakes
  • Power Steering
  • 3-Speed Automatic Transmission
  • Power Windows
  • Power Vent Windows
  • Air Conditioning
  • Heater
  • E Z Eye Glass
  • Factory 15" Wheels W/Polished Wheel Covers
  • 235/75-R15 Wide White Wall Tires
  • Remote Trunk Lock


  • Paint Code: 14 - Cheviot Gray, Trim
  • Code: 80 - Grey/Gray, Style: 58-7523X
  • Body: 420, ACC: H E S N
  • This Fleetwood represents an interesting opportunity to own a rare, still under-valued classic Cadillac and with eventual availability of it's currently alleged historical provenience, could prove to be an investment with some still-undiscovered upside. Contact Bill Vinson for more details directly at (707)540-5993.

    Zero (0) Feedback bidders must contact Bill directly prior to bidding at (707)540-5993

    Asking price listed on our site. This listing will end the moment a reasonable offer is made. Available only at Left Coast Classics!Because life's too short to drive the wrong car....

    Reserves are subject to change over the course of an auction so please do not ask. The minimum I will take for the car is the most reasonable offer I receive. Asking prices are listed on our website. Please review and if interested, make an offer

    Click here if you need assistance importing and shipping this car to Netherlands, Germany, France
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    Thank you for visiting! VIN# 58R050896
    We offer classic car financing through Woodside Credit 1958 CADILLAC FLEETWOOD LIMO FEATURED PHOTOS:

    See this 1958 Cadillac Fleetwood Limousine at Left Coast Classics
    Walk Around Video • Test Drive It • Watch and Hear it Run SLIDESHOW GALLERY


    1958 Cadillac Fleetwood Limousine Photo Gallery Conditions & Terms: A bid on this vehicle constitutes a commitment to buy. If you are committed and capable of purchasing this vehicle we welcome your bid! If you have any questions whatsoever please ask them before bidding. We will be pleased to answer your questions. Upon meeting the auction reserve, your bid will be considered a lawfully binding contract. By bidding on this vehicle you are agreeing to these terms and conditions.
    We make every reasonable effort to describe this vehicle and use many photographs to help in this description. Please remember that this is a used vehicle. It is not new. The mileage on this vehicle has been recorded at the time of listing and is subject to change. Regardless of our commitment to describe vehicles in as much detail as possible there will be imperfections. Us failing to mention for example an item such as a paint imperfection, an inoperable switch etc, does not constitute refusal of a car by the buyer. Vehicles are complex machines with thousands of parts. Classic & special interest vehicles are broad in their differences and uniqueness. Even though we attempt to be as clear and concise in our descriptions as possible, some of these are cars that we buy and consign. They are not our own personal cars and we do not always know what to specifically look for. It may have issues that are inherent to a vehicle of its type and/or age. In short, we encourage you to ask questions. We also encourage inspections to avoid any misunderstandings. This vehicle is being sold "as-is", with no warranty, expressed or implied. Vehicle is available for an inspection prior to purchase and we will be happy to arrange one at the expense of the interested buyer. Again, the winning bidder is committed to following through on the transaction. First Time Classic Car Buyers, Welcome to the classic car hobby! But please consider that these old cars, even when in great operational order are nothing like your modern car! Please do not expect even a restored several decades old car to perform with the same preciseness or reliability as a late model car. If you're new to the hobby please feel free to contact me. I have driven classic cars continuously for over 30 years and am happy to share the joys as well as the realities involved in owning these special old cars.
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    A non-refundable deposit of $500 is due within 48 hours of the auction close. The remaining balance is due within 72 hours of the close of auction, unless other arrangements were made. Accepted payment methods are bank wire transfers, cashier's checks and money orders. If you wish to obtain financing, please do so ahead of time. We reserve the right to end the auction early. We also reserve the right to verify any or all bids to ensure exceptional auction integrity. Please do not ask the reserve amount, as we will not disclose this information.
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    This vehicle is being sold by Left Coast Classics, LLC a licensed vehicle dealer in the state of California.