1964 Cadillac Fleetwood Sixty Special: The Last Fleetwood Four-Door Hardtop

Left front 3q view of a Seacrest Green 1964 Cadillac Fleetwood Sixty Special parked in front of a harbor

Excepting the Series 75 limousines and formal sedans, Cadillac offered only hardtops and convertibles from 1957 through 1964. Although the plush Fleetwood Sixty Special would become a pillared sedan in 1965, it was still a four-door hardtop for 1964, making this Seacrest Green 1964 Sixty Special one of the very last four-door hardtops ever to wear the Fleetwood wreath and crest.

"FLEETWOOD" lettering on the fender of a green Cadillac
1964 Cadillac Fleetwood Sixty Special in Seacrest Green / Bring a Trailer

At some points in its lengthy history, the Cadillac Sixty Special was distinguished from lesser models by distinctive styling; at other times, it was somewhat bigger and offered better appointments for rear-seat passengers. The early ’60s Sixty Special was really neither, and it took a well-informed Cadillac spotter to recognize the differences between the fancy Fleetwood and the cheaper Sedan de Ville and Series Sixty-Two sedans.

Right side view of a 1964 Cadillac four-door hardtop, parked in front of a harbor
1964 Cadillac Fleetwood Sixty Special in Seacrest Green / Bring a Trailer

The 1964 Sixty Special was still a big car, make no mistake about that: It was 223.5 inches long on a 129.5-inch wheelbase. The curb weight of this air conditioned example is probably around 5,075 lb. However, its exterior dimensions really only differed from other models in overall height, which was a bit greater than a four-window four-door Sixty Two or De Ville.

Closeup of the fender skirt of a green Cadillac with a band of chrome trim along the lower edge
1964 Cadillac Fleetwood Sixty Special in Seacrest Green / Bring a Trailer

Assuming you were too far away to see the emblems, the easiest way to distinguish one of the Fleetwood models from cheaper Cadillacs was by the chrome trim on the rocker panels, fender skirts, and rear fenders. This was installed instead of the body-side chrome rub strips found on the cheaper models, giving an “uninterrupted sweep of the side panels.” The aftermarket rub strips on this car are incorrect, but I can’t entirely blame the previous owner for adding them; the rocker trim didn’t do much to protect the doors and fenders from carelessly opened doors and runaway shopping carts. (I’ve never understood why automotive stylists are so violently opposed to providing sensible protection from day-to-day parking lot mayhem.)

Left rear 3q view of a 1964 Cadillac four-door hardtop, parked in front of a harbor
1964 Cadillac Fleetwood Sixty Special in Seacrest Green / Bring a Trailer

The rocker trim was shared with the Eldorado convertible, but the Sixty Special had its own unique four-window hardtop roof, with wider sail panels than either of the cheaper four-door hardtop models. From some angles, the sharp crease above the backlight resembled the simulated convertible roofline of some 1962 GM two-door hardtops, but I think the intent was for it to look like a scaled-down, pillarless version of the Seventy-Five limousine roof.

Left rear 3q view of a black 1964 Cadillac limousine in an indoor studio space
1964 Cadillac Fleetwood Seventy-Five limousine in Ebony / Fast Lane Classic Cars

For comparison, here’s a 1964 Seventy-Five limousine.

Left rear vent window of a 1964 Cadillac, with a Fleetwood wreath-and-crest badge on the sail panel
1964 Cadillac Fleetwood Sixty Special in Seacrest Green / Bring a Trailer

Cadillac claimed the Sixty Special roof offered “additional privacy for rear compartment passengers” and enhanced “the regal formality of this most luxurious sedan.”

Right front 3q view of a 1964 Cadillac four-door hardtop with a vinyl roof
1964 Cadillac Fleetwood Sixty Special in Seacrest Green with a white padded vinyl roof / Darin Schnabel – RM Auctions

Our featured car lacks the padded vinyl roof, a $134.20 option that would become increasingly popular over the next few years. Above is a different 1964 Sixty Special with the vinyl top (and minus the aftermarket rub strips). For 1965, Cadillac would help to promote the padded roof by making it the defining feature of the Brougham option for the Sixty Special, ancestor of the later Fleetwood Brougham.

Rear end and fins of a 1964 Cadillac
1964 Cadillac Fleetwood Sixty Special in Seacrest Green / Bring a Trailer

The 1964 Cadillacs still had fins, but they were returning to a vestigial state. On this car, they seem like a bit of an afterthought. Looking at them, I can’t help thinking that the Cadillac designers could have simply raised the rear fender line and carried it through to the taillight. They apparently had the same thought, since that is exactly what they did for 1965 and beyond.

Engine in a 1964 Cadillac
1964 Cadillac 429 cid engine had 340 gross hp and 480 lb-ft of torque / Bring a Trailer

The Fleetwood Sixty Special and Eldorado shared the same powertrain as the 1964 De Ville, whose engine had been expanded to 429 cid and matched with the new Turbo Hydra-Matic transmission. (The Series 62 and 75 retained the older 4-speed Hydra-Matic, but it was on its way out.) The bigger engine and new transmission gave very snappy performance for a car this size, especially with the 3.21 axle supplied with air conditioning.

Right front 3q view of a 1964 Cadillac four-door hardtop
1964 Cadillac Fleetwood Sixty Special in Seacrest Green / Bring a Trailer

In 1964, a Sixty Special started at $6,366, $733 more than a Sedan de Ville. This price included a couple of pieces of equipment optional on the De Ville, principally power vent windows and a two-way power seat, but you were mostly paying for the fancier Fleetwood trim.

Dashboard of a 1964 Cadillac with a green cloth thrown over the top of the dashboard
1964 Cadillac Fleetwood Sixty Special with green interior, Comfort Control, Guide-Matic, and AM radio / Bring a Trailer

This car was built with tinted glass, a 6-way power seat, air conditioning, a rear defogger, and front seatbelts (which were newly standard for 1964). It also has floor mats, an AM radio, cruise control, power headlamp control (an auto-dimming system, sometimes called Guide-Matic), and Twilight Sentinel automatic headlights with timer.

Front view of a 1964 Cadillac with its headlights on
1964 Cadillac Fleetwood Sixty Special in Seacrest Green / Bring a Trailer

With all these features, the original sticker would have come to $7,379.80, a relative worth of about $91,700 in 2025 dollars. Despite what you might assume, it was possible to get some decent discounts off MSRP on a new Cadillac back then, especially during the doldrums of the selling season.

Front seat of a 1964 Cadillac four-door hardtop, seen from the right
1964 Cadillac Fleetwood Sixty Special with green Dorset cloth upholstery, green leather bolsters, and Baku wood veneers / Bring a Trailer

You could get full leather upholstery in the Sixty Special, but this one has “Dorset” floral print cloth in a diamond biscuit-and-button pattern, bolstered in green leather. It’s a surprisingly cheerful combination, especially when offset by the wood veneers.

Door trim of a 1964 Cadillac
1964 Cadillac Fleetwood Sixty Special with a green interior, Baku wood veneers, and a 6-way power seat / Bring a Trailer

In 1964, the trim on Fleetwood cars was still actual wood rather than vinyl applique. The data book says the veneers are Baku wood, “imported from western Africa.” Below the door veneer on the driver’s side, you can see the armrest panel is brimming with switches for the power windows (which had a new lockout switch this year to prevent kids in the back seat from attempting to toss their siblings out a window at speed), plus the controls for the power seat.

Rear seat of a 1964 Cadillac four-door hardtop, seen from the left
1964 Cadillac Fleetwood Sixty Special with green Dorset cloth upholstery, green leather bolsters, and Baku wood veneers / Bring a Trailer

When the Sixty Special became a pillared sedan for 1965, it also gained a longer wheelbase, providing extra rear legroom compared to lesser models. That was NOT the case in 1964, and as you can see, the Sixty Special didn’t have an abundance of knee room for back-seat passengers. It was no worse than a Sedan de Ville in this respect, but it wasn’t any better either, although the different roofline did provide a bit more headroom.

Left front 3q view of a 1965 Cadillac sedan, parked diagonally in the middle of a street
1965 Cadillac Fleetwood Sixty Special in Sandalwood / Orlando Classic Cars

For 1965, the Fleetwood Sixty Special regained its B-pillars. Cadillac also returned pillared four-door sedans to the cheaper Calais and De Ville lines, but they were always far less popular than the four-door hardtops, which I think a lot of Cadillac buyers had come to expect. However, the change worked out well for the Sixty Special, whose sales improved by better than 20 percent in 1965. Pillared sedans seldom look as good as four-door hardtops, but for solidity and side windows sealing, they do have their advantages, especially for what’s basically a six-passenger formal sedan. (Cadillac did compromise somewhat by using frameless door glass.)

Right rear 3q view of a 1965 Cadillac sedan
1965 Cadillac Fleetwood Sixty Special in Sandalwood / Orlando Classic Cars

While the Calais and De Ville stuck with four-door hardtops through 1976 (the pillared Calais sedan was dropped after 1967, the pillared Sedan de Ville after 1970), the four-door Fleetwood cars would never return to hardtop form. From 1977 on, the Sedan de Ville followed its lead back to a pillared four-door format.

Left front 3q view of a 1964 Cadillac four-door hardtop parked in front of a harbor
1964 Cadillac Fleetwood Sixty Special in Seacrest Green / Bring a Trailer

The featured Sixty Special isn’t in the best of shape — aside from the add-on rub strips, the paint is faded, the upholstery is torn in places, the wipers and a bunch of the accessories aren’t working, and it would need an assortment of mechanical and cosmetic interventions to get it into presentable condition. (This is probably why bids topped out at $11,000 on Bring a Trailer in July 2026.)

Right side windows of a 1964 Cadillac four-door hardtop with all the side windows down
1964 Cadillac Fleetwood Sixty Special in Seacrest Green / Bring a Trailer

However, I was drawn to its last-of-the-line hardtop shape and to its appealing color combination.

Driver's side of the front seat of a 1964 Cadillac, with some tears in the floral print upholstery
1964 Cadillac Fleetwood Sixty Special with green Dorset cloth upholstery and green leather bolsters / Bring a Trailer

In the current scheme of things, it’s probably unlikely that we’ll see any new four-door hardtops, but I suspect hell will freeze over before Cadillac again offers a car with green floral print upholstery. Whether you think that’s a relief or a shame is up to you.

 

Related Reading

1964 Cadillac Series 62 – Last Year Of A Very Unusual GM Hydra-Matic Transmission With TWO Fluid Couplings (by me)

1964 Cadillac Fleetwood Eldorado – The Brief Return Of The Open-Wheel Eldorado (by me)

Vintage Autocar Road Test: 1964 Cadillac Coupe De Ville – “Somewhat Costly Motoring One-Upmanship” (by me)

Vintage MT Road Test: 1964 Cadillac Sedan DeVille – The Fastest And Best Classic Cadillac (by Paul N)

1966 Cadillac Fleetwood Eldorado Convertible – The Last Fading Ember of the Rear-Drive Eldorado (by me)

1967 Cadillac Fleetwood Sixty Special And Brougham: Cadillac Builds The Ultimate Passenger’s Car (by me)