MENU
Skyway Classics Logo
CALL US

1966 Oldsmobile

442

Vehicle photo 1
Vehicle photo 2
Vehicle photo 3
Vehicle photo 4
Vehicle photo 5
Vehicle photo 6
Vehicle photo 7
Vehicle photo 8
Vehicle photo 9
Vehicle photo 10
Vehicle photo 11
Vehicle photo 12
Vehicle photo 13
Vehicle photo 14
Vehicle photo 15
Vehicle photo 16
Vehicle photo 17
Vehicle photo 18
Vehicle photo 19
Vehicle photo 20
Vehicle photo 21
Vehicle photo 22
Vehicle photo 23
Vehicle photo 24
Vehicle photo 25
Vehicle photo 26
Vehicle photo 27
Vehicle photo 28
Vehicle photo 29
Vehicle photo 30
Vehicle photo 31
Vehicle photo 32
Vehicle photo 33
Vehicle photo 34
Vehicle photo 35
Vehicle photo 36
Vehicle photo 37
Vehicle photo 38
Vehicle photo 39
Vehicle photo 40
Vehicle photo 41
Vehicle photo 42
Vehicle photo 43
Vehicle photo 44
Vehicle photo 45
Vehicle photo 46
SOLD
Stock1915-FL
VIN338676M418861
EngineV8
Transmissionmanual
Body StyleConvertible
DrivetrainRear-wheel Drive
Miles8729
LocationSarasota, FL

1966 Oldsmobile 442 Convertible

It is a great find if you can spot a real 1966 Oldsmobile 442 Convertible, let alone one that has an original drivetrain.

Well, look no further as we have a sweet one here at Skyway Classics.

The Oldsmobile 4-4-2 (also known as the 442) is a muscle car produced by Oldsmobile between the 1964 and 1980 model years. introduced as an option package for us-sold F-85 and Cutlass models. The "4-4-2" name derives from the original car's four-barrel carburetor, four-speed manual transmission, and dual exhausts.

The 442 we have here at Skyway is a “real” 442, not a clone or tribute car like you see on a lot of other national sites. It has the original 442 engine, 4-speed manual transmission, Factory AM/FM radio, Power brakes, factory bucket seats, and the rare manifold Vacuum Gauge on center console.

Features

1966 Oldsmobile 442 Convertible

Original 400 cubic inch V8 engine Engine painted in the correct Oldsmobile gold Correct valve covers Power steering Power brakes Factory cast iron exhaust manifolds Dual exhaust Factory original chrome air cleaner assembly with the 442 decal on top Correct hoses Very original factory looking engine compartment. 4-speed manual transmission Original black interior is stock Twin bucket seats Matching rear seat Matching door panels Black carpet and floor mats Factory dash with all the original gauges and controls Factory pushbutton radio still remains 4-speed manual transmission shifter and white shifter ball Factory AM/FM radio Rare manifold Vacuum Gauge on center console Trunk that looks equally original with the mat, and full size spare tire 442 has the original maroon paint Black convertible top Chrome front and rear bumpers 442 badging Oldsmobile factory type Magnum 500 wheels Redline tires

Mechanical

The 442's correct original 400c cubic inch V8 engine with the block, heads, and intake painted in the correct Oldsmobile gold, with correct hoses, power steering, power brakes, factory cast iron exhaust manifolds and dual exhaust, factory original chrome air cleaner assembly with the 442 decal on top, in the very original factory looking engine compartment.

A 4-speed manual transmission handles the shifting duties with the chrome shifter while it rides on the Oldsmobile factory type Magnum 500 wheels and Redline tires.

Interior

The original black interior is stock and in great shape and features a front twin bucket seats, matching rear seat, and matching door panels, black carpet and floor mats, factory dash with all the original gauges and controls, factory pushbutton radio still remains, 4-speed manual transmission shifter and white shifter ball, Factory AM/FM radio, and the rare manifold Vacuum Gauge on center console.

Everything looking like the time capsule that it really is with even the trunk that looks equally original with the mat, and full size spare tire.

Exterior

Our 442 has the original maroon paint accented by the black convertible top that is in great shape.

It has the bulging quarter panels, sparse bright work, chrome front and rear bumpers, and 4 headlight look that will confirm that this isn't your grandfather's Oldsmobile.

This is a muscle car, a real 442 with great badging and looks and it certainly has the great sound of 442 power with the dual exhausts sticking out the back too.

Conclusion

This real and original 1966 Oldsmobile 442 Convertible have here at Skyway Classics is very original and not a clone or tribute car like you see on a lot of other national sites. It is a time-capsule type of 442 that you will rarely ever find.

You would be very challenged to find another one like this so do not hesitate to take a look at this one.

So give us a call at 941-254-6608.

Disclaimer

Information found on the website is presented as given to us by the owner of the car, whether on consignment or from the owner we bought it from. Some Photos, materials for videos, descriptions and other information are provided by the consignor/seller and is deemed reliable, but Skyway Classics does not warranty or guarantee this information. Skyway Classics is not responsible for information that may incorrect or a publishing error. The decision to purchase should be based solely on the buyers personal inspection of the vehicle or by a professional inspection service prior to offer or purchase being made.

1,185
interested buyers this week

Why Choose Skyway Classics?

Explore our curated inventory of classic and collector cars—thoughtfully selected, ready to drive, and supported by experts who make ownership simple.

Expert Curation

Every vehicle is hand-selected by our experts for quality, authenticity, and investment potential.

Fast Transactions

Streamlined buying and selling process with quick financing and immediate delivery options.

Only National Dealer With Classic Service & Repair

We’re the only national dealership that services and repairs the classics we sell—before and after the sale.

Nationwide Network

Access to our extensive network of collectors, restorers, and classic car enthusiasts nationwide.

Concierge Ownership Support

From financing and insurance to paperwork, shipping, and titling—we handle the details so you can enjoy the drive.

Passion-Driven Service

We're classic car enthusiasts first, providing personalized service with genuine passion for the hobby.

WE STRIVE TO MAKE EVERY CUSTOMER HAPPY

f
4.4 - Reviews (58)
G
4.7 - Reviews (339)
CarGurus
5.0 - Reviews (22)
Great Experience -
“ Great experience. Contacted Al on car that I was interested in. I flew in and checked out car and all was well. He even fixed a few extra items that needed attention as well. He delivered car prompt and all was great. Would recommend him for any of your classic car purchases. ”