Loaded Original Hardtop: 1957 Cadillac Fleetwood

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This 1957 Cadillac Fleetwood is incredible in that the seller says that it’s all original other than having an electric fuel pump. Well, and the engine was supposedly rebuilt before they bought it 24 years ago, but that’s it. They have it posted here on craigslist in the Trumbull, Connecticut area and they’re asking $18,000. Here is the original listing, and thanks to T.J. for sending in this tip!

Known by many as “the Cadillac of Cadillacs”, the Fleetwood from this era was beginning to get lower although the tailfins were beginning to get higher, up to their high point in 1959. I prefer a little restraint and I would absolutely to have this beautiful car which is my personal favorite body style of the late-1950s Cadillacs. Just for a general reference, Hagerty is at $26,800 for a #4 fair condition example.

The bumper-end exhaust outlets are legendary and much cooler than most exhaust tips today, in my opinion. The seller says that this car is all original, at least cosmetically, and it sure looks good in the photos. There appears to be a little color or tone variation in the left front fender compared to the driver’s door but maybe that’s a shadow and the seller says that the paint is original.

The interior is also said to be original and for being 65 years old, that’s pretty amazing. The front seat does have some wear on the black fabric insert on the driver’s side and the white leather is showing some cracking, but who wouldn’t after over six decades? This car has factory air-conditioning but it isn’t currently working. The back seat looks great and is the place you want to be as you’re being driven around in a pillarless hardtop four-door luxury car.

The engine is Cadillac’s 365-cu.in. V8 which would have had 275 horsepower and 380 lb-ft of torque. The seller says that they were told that the engine was rebuilt at around the 50,000-mile point which was 30,000+ miles ago. They say that this Fleetwood starts every time and runs and drives great. The heck with gas prices and ten mpg, I would love to own this car! Have any of you had a 1957 Cadillac?

Auctions Ending Soon

Comments

  1. CCFisher

    This is a lovely find! I admit, though, that I would rather see it painted a more 50s color than white. Speaking of that paint, I believe the bodies were painted by Fisher (Fleetwood) Body, while the front fenders and hood were considered part of the chassis and were painted by Cadillac. Even if the front fenders matched originally, variations in when, where, and how the paint was applied could lead to variations in wear over time.

    Like 18
    • Scotty GilbertsonAuthor

      CCFisher, that is incredible information that I never knew until now, thanks!

      Like 11
  2. Michael

    I bought a 1957 Fleetwood like the one shown but it was two tone cream and mint green. I bought it in 1971 when I returned from Vietnam. The next year I lost it in a divorce. Bummer.

    Like 3
  3. Robert

    1957 Cadillac series 62 was my 1st car I ever owned (in 1990). It was so fun to drive, and the amount of luxury it had for a car built them was nothing short of amazing. I will never forget the amount of ashtrays and cigarette lighters in it… power windows, and the electronic “eye” on the dashboard for high beams. This one looks to be in great shape, but is missing the factory oil bath air cleaner.. wow, this really brings back some great memories..

    Like 8
    • Steve

      My aunt had a ’61 with a “butt-sucker”. When you finished your cigarette you’d stick it in a hole next to the ashtray, and WOOSH, it disappeared. As an 11-year-old kid, that fascinated me.

      Like 5
      • Chuck Dickinson

        That was an aftermarket addition of the time. I had a Buick which had one of those as well. Chevy DID offer that as an accy in 57//58, however.

        Like 0
      • Barry

        My 58 impala had that feature there also was a glass jar under dash to catch ash I guess. Barry

        Like 0
  4. Doone

    My dad had one just like this one in Tahoe Blue, it was a great ride and he truly loved the extruded aluminum lower fender panels that were a hallmark of the 57 Fleetwood.

    Like 9
    • TR JONES

      I agree! Always Loved the ’57!!

      Like 1
  5. RichardinMaine

    My father’s first Caddy was a similar Sedan de Ville, gray painted roof and bleach & white cloth and leather interior. In 1960 we took it round trip from Norfolk to LA and a lot of points in between. I don’t aspire to old Cadillac ownership but this would be perfect. Especially if it included getting it up into triple digits west of Salt Lake City.

    Like 4
  6. JONATHAN DAVID BIEDERER

    who knows what we have here. Always intersting to understand why folks think they need to hide a destroyed drivers seat under a pillow. So what else are we hiding.

    Like 3
    • JimmyinTEXAS

      Pretty small pillow so probably not hiding much. If there was no seat at all under the pillow I’m pretty sure it would still be worth the asking price. I can’t imagine a half-serious buyer expecting a 69-year-old unrestored vehicle to be in perfect condition.

      Like 4
      • JimmyinTEXAS

        Or a 65-year-old car either. LOL

        Like 1
      • GCSMember

        Very Nice. An original interior that old can have issues. I remember cracks on a buddy’s Dad’s 1963, 30 years ago like that , so this is amazing.

        Like 2
  7. Bob Mck

    Excellent price.

    Like 3
  8. Charles R. Wirt

    I keep hoping the ’57 Sedan de Ville my grandparents in St. Petersburg FL owned will show up. Absolutely beautiful cream color, they drove it to Gas Pe Canada, all over. The best understated fins of the era, no better. Was originally bought from Drew Motors in St. Pete, wish we could have kept it in the family.

    Like 0
  9. Angel_Cadillac_Diva Angel Cadillac DivaMember

    As ’57 & ’58 Caddys go, I prefer the ’58. The ’57 is understated compared to the over chome laiden ’58. Plus, the ’58 Fleetwood had skirts.
    I had a 1975 Fleetwood Talisman in 1989. What a land yacht.

    Like 1
  10. 4501 Safari

    Ever think it just might be the DRVER that the cushion is for? Was not and is still not uncommon to do that. Mom had those Cool Cushions in her cars. T ones that were mesh with the wiggly springs.

    Like 2
    • Scotty GilbertsonAuthor

      I think you’re right, 4501 Safari. I have been using a pillow on my driver’s seat since 2004, but I drive 40,000ish miles a year and by now it’s probably more of a good luck charm than anything. I recently “upgraded” to one that I saw on the internet, one of those sculpted foam ones, and it’s so much better. Although, the $50 price made me gasp after using my $4 Walmart chair pad for almost two decades now.

      Like 1

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