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From a 1,000-horsepower Blackwing to a Classic Era V12 Phaeton, these are the ten most exciting Cadillacs currently listed for sale on Motorious.

2024 Cadillac CT5-V Blackwing H1000 — $179,900
This Hennessey H1000-built Blackwing pairs a supercharged 6.2L LT4 V8 with a 6-speed manual to make a claimed 1,000 horsepower and 966 lb-ft of torque. With just 3,711 miles, carbon fiber aero, Brembo brakes, and a serialized engine plaque (build No. 024), it's one of the wildest four-door Cadillacs ever built.
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1930 Cadillac 353 Convertible Coupe — $178,000
Documented from new and restored to concours standards, this Fisher-bodied Series 353 Convertible Coupe rides on its original 353ci L-head V8. Delivered new through Don Lee in Los Angeles, it wears striking two-tone red paint, dual side-mounted spares, and a cream leather interior — a beautifully usable slice of Cadillac's Classic Era.
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2018 Cadillac Escalade ESV "Sky Captain" — $175,950
This Sky Captain conversion stretches an Escalade ESV Platinum into a true limousine, with four powered captain's chairs, massage and climate control, a 42-inch entertainment display, a full privacy partition, and a starlight headliner. Wilwood six-piston brakes and 24-inch wheels back up the executive-suite interior.
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1957 Cadillac Series 70 Eldorado Brougham — $170,000
Body No. 256 of Cadillac's ultimate 1957 statement car, the hand-built Eldorado Brougham introduced pillarless four-door styling with rear-hinged doors, the first air-spring suspension on a U.S. production car, and a dual-quad V8 — all at a price that undercut Cadillac's own production costs.
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1958 Cadillac Eldorado Biarritz Convertible — $169,995
One of just 815 Biarritz convertibles built for 1958, this example carries its original Tri-Power 365ci V8 and every factory extra Cadillac offered, including power steering, brakes, top, windows, seat, and even air conditioning — a fully loaded finned icon from Cadillac's most flamboyant model year.
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1931 Cadillac 370A V-12 4-Door Phaeton — $169,995
One of only 5,733 examples of Cadillac's V12-powered 370A built, this open touring phaeton pairs a 368ci V12 with a 3-speed manual and vacuum-assist brakes. Its formal, upright coachwork and dual-tone green paint make it a striking, wind-in-your-hair alternative to Cadillac's flagship V16 cars of the era.
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1931 Cadillac 355 Convertible Coupe by Fleetwood — $165,000
Finished to top show level, this Fleetwood-bodied 355 Convertible Coupe wears a striking two-tone blue exterior over tan leather and a matching soft top. As one of Cadillac's most sculptural Classic Era designs, it represents the era when the marque first paired coachbuilt style with genuine engineering ambition.
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1937 Cadillac Series 75 Convertible Sedan (Imperial Division) — $164,995
Featuring a formal Imperial Division partition behind the front seats, this Fleetwood-bodied Series 75 Convertible Sedan combines chauffeur-driven elegance with true open-air motoring. Power comes from Cadillac's 346ci L-head V8 paired with a 3-speed manual, wrapped in coachwork that remains one of the most dramatic body styles of the pre-war era.
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1959 Cadillac Series 62 Convertible — $159,995
Finished in a soft pink over white leather, this numbers-matching Series 62 Convertible carries its original 390ci V8 with a 4-barrel carburetor and Hydra-Matic transmission. 1959 remains the high point of Cadillac's tailfin era, and this fully-optioned example (power steering, brakes, top, windows, and seat) is one of its most photogenic survivors.
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1938 Cadillac LaSalle Hearse — $149,000
Not every 'coolest' Cadillac needs to be a convertible. This exceptionally rare curved-side LaSalle professional car underwent a frame-up restoration and rides on a 159-inch wheelbase powered by a 346ci flathead V8. Complete with dual side mounts, carriage lights, and a rosewood casket table, it's an unforgettable show-quality oddity for the collector who wants something no one else has.