Live Auctions

1 Of 10 Remaining? 1959 Chrysler Windsor Convertible

How many examples of any particular vehicle are still with us is usually a loosely calculated estimate, but the seller of this 1959 Chrysler Windsor Convertible has done a reasonably credible job of consulting with other owners of these cars, and together they have put together a sort of registry of the known survivors.  While it’s not entirely certain how many remain, their best estimation is 10, including 6 in the United States, 3 in Sweden, and 1 in Australia.  Of these, the 1959 Chrysler Windsor Convertible being offered for sale here on eBay is the only known example with a Gray Rose finish, so if you break the numbers down even further it could be 1 of 1 remaining based on just the color.  This beautiful droptop is located in Lubbock, Texas, and comes with an asking price of $97,500.

Barn Finds reader Larry D. just keeps on spotting great rides such as this one, and we’d like to thank him again for keeping his eyes open and continuing to send them our way!  The seller says that the history of this Windsor can be traced all the way back to when the car was new, when it was originally purchased by a doctor in Utah.  Then it was sold to a family in 1961 who kept it until 2007, when at that time a classic car dealer in Missouri acquired the car and refurbished it.

1959 was the first year Chrysler began using metallic paints, and the Windsor received a full repaint in its original color of Gray Rose, using a two-stage process of the base coat followed by clear.  The photos seem to back up the seller’s claim that the finish looks exceptional, and it’s hard to find much to fault with the body lines either.  The white convertible top was replaced and the bumpers were re-chromed during the restoration as well.

Much of the interior is original, including the door panels, dash pad, and upholstery, all of which are said to show little wear, although the dashboard has a few areas where it has shrunk due to UV heat during the car’s early days.  The carpet has been replaced.  Both front seats swivel, and while the foam is starting to deteriorate a bit the actual material is said to be in nice shape.  Another neat touch is under the glove box, where the Broadcast Sheet is still taped.

Under the hood is the original 383 cubic inch V8 with its wedge head that Chrysler began calling the Golden Lion in 1959.  The engine was re-sealed and painted during the car’s refurbishment and fitted with an Edelbrock dual-quad intake manifold and two Weber carbs, with the gold Chrysler air cleaners added.  The seller says that the car didn’t originally come with the dual quads, but states that their addition makes the car fun to drive and increases the wow factor at car shows.  If you’re liking what you see here but think the near six-figure price tag is a bit optimistic, there’s also the option to make an offer.  What are your thoughts on this 1959 Chrysler Windsor Convertible?


  1. Bob_in_TN Bob_in_TN Member

    Unique and attractive Chrysler. Looks to be in great shape.

    Excellent ebay ad: thorough write-up with extensive pictures.

    1 of 10? Kudos to the owner who has done the work to come up with his estimate. It may or may not be exactly correct, but given there were only 961 built, I suspect there could be a few more hiding out there but I’d say he isn’t far off.

    Nice write-up Mike.

    Like 14
  2. Rex Kahrs Member

    I’m always amazed at the sheer number of different models Chrysler produced during this era, over the 5 marques of Chrysler, Dodge, Plymouth, DeSoto, and Imperial. Maybe they were offering TOO many different cars?

    Like 8
    • Will Fox

      Rex, Chrysler was doing what Ford did; offer as many car lines as GM! Although Ford ended up with fewer models, the Edsel in `58 was meant to ‘bridge the gap’ with something in the then-fading medium-priced line.

      Like 2
  3. Emel

    Pretty car…..Mary Kay should buy it….and use as prize incentive for her reps.
    Yea i use to have a MK GF. lol

    Like 3
  4. Twins

    Did I miss the pictures with the top down in the Ebay ad?

  5. KC John Member

    Color reminds me of gm evening orchid. One of my personal all time faves. Gorgeous car

    Like 9
  6. Lowell Peterson

    Might be my favorite Barn Finds car in a long time! Nice write up too! Wow gorgeous and a great price range too!

    Like 5
  7. John Heller

    One of our ’34 Chryslers still wears it’s original metallic factory paint. “Moonglo” poly, it’s a dark gray metallic color.

    Like 3
  8. Carbob Member

    Beautiful automobile. Great color. If only money was no object.

    Like 1
  9. MLM

    Seems like the Chrysler 300 Letter cars or the 1957-58 “Christine” Plymouths of this period were stealing the thunder for collector cars while overlooking gorgeous beauties such as this. I wouldn’t mind owning this stunning machine.

    Like 4
  10. Larry D

    @Mike Stephens

    First off, thank you and second, I had never heard in all my automotive years before that Chrysler didn’t offer poly paint till 1959! Any idea why?

    Like 1
  11. Robert Hagedorn Member

    I never knew this color existed.

    Like 1
  12. David Goodlander

    This would be a nice addition to my imaginary collection.

    Like 5
  13. Bunky

    FYI: 383 Golden Lion was not a run of the mill 383. It is a “tall deck” engine akin to the 413/426 wedge etc.
    My Dad bought a ‘59 Chrysler Windsor 4 door sedan in about 1971. Similar metallic color, but I recall it being a little more pink. Golden Lion 383/ push button Torqueflite- lacking reverse- for $30. I guarantee I had a lot more than $30 worth of fun toasting the 8.25×14 bias plys.

    Like 2
  14. Brad460 Member

    Absolutely gorgeous car but for me the price is eye watering.

    Like 2
  15. Bob Mck Member

    Amazing car. Perfect color. Would love to own it, but my tree ran out of $100,000 bills. Someone will have to take it home.

  16. Chris

    Real great car but waaaaaaaaaaaaaaaaaaaaaaaaay out of my range. Cha
    Ching !!!!!!

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