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Oldsmobile 442 - 1st Gen (1964 to 1967)

Oldsmobile introduced the 442 performance package in 1964. The 442 featured various improvements over the F-85 and Cutlass upon which it was...

Oldsmobile introduced the 442 performance package in 1964. The 442 featured various improvements over the F-85 and Cutlass upon which it was based. The first generation of 442 was available as a coupe, convertible, or sedan, and was offered with a 5.4L or 6.6L V8 engine. Production of the first generation 442 ended in 1967, when it was replaced by the Second Generation Oldsmobile 442.

Oldsmobile 442 - 1st Gen FAQs

Model years for Oldsmobile 442 - 1st Gen (1964 to 1967)

For Sale 14

Avg $42,522

Sales Count 82

Dollar Volume $3.5m

Lowest Sale $19,750

Top Sale $121,000

Most Recent $22,500

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Showing 24 of 184 related listings

Greensboro, North Carolina, USA

1967 Oldsmobile 442

Original & Highly Original

TMU

Manual

LHD

For Sale

GAA

Apr 26, 2024

Details

SAVE

Lot FR0097: 1967 Oldsmobile 442

For Sale

TMU
Location: Greensboro, North Carolina, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

WEBSITE

Plymouth County, Massachusetts, USA

1967 Oldsmobile 442 Holiday Coupe

Original & Highly Original

94k mi TMU

Automatic

LHD

For Sale

Bring a Trailer

Apr 26, 2024

Details

SAVE

Lot 144653: 1967 Oldsmobile 442 Holiday Coupe

For Sale

94,580 mi TMU
Location: Plymouth County, Massachusetts, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

Indianapolis, Indiana, USA

1967 Oldsmobile 442 Convertible

Original & Highly Original

1k mi TMU

Manual

LHD

For Sale

Mecum

May 12, 2024

Details

SAVE

Lot L173: 1967 Oldsmobile 442 Convertible

For Sale

1,645 mi TMU
Location: Indianapolis, Indiana, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

WEBSITE

Indianapolis, Indiana, USA

1965 Oldsmobile 442 Convertible

Original & Highly Original

38k mi

Manual

LHD

For Sale

Mecum

May 16, 2024

Details

SAVE

Lot T152: 1965 Oldsmobile 442 Convertible

For Sale

38,268 mi
Location: Indianapolis, Indiana, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

WEBSITE

Indianapolis, Indiana, USA

1966 Oldsmobile 442 Hardtop

Original & Highly Original

25k mi

Manual

LHD

For Sale

Mecum

May 17, 2024

Details

SAVE

Lot F249: 1966 Oldsmobile 442 Hardtop

For Sale

25,432 mi
Location: Indianapolis, Indiana, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

WEBSITE

Plainfield, Indiana, USA

1965 Oldsmobile Cutlass 442 Convertible

Original & Highly Original

23k mi TMU

Manual

LHD

For Sale

$35,900

GR Auto Gallery

Apr 23, 2024

Details

SAVE

Lot BIN577: 1965 Oldsmobile Cutlass 442 Convertible

For Sale

$35,900

23,400 mi TMU
Location: Plainfield, Indiana, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Fort Worth, TX, USA

1967 Oldsmobile 442

Original & Highly Original

45k mi TMU

Automatic

LHD

For Sale

$39,995

Streetside Classics

Apr 21, 2024

Details

SAVE

Lot 6608-DFW: 1967 Oldsmobile 442

For Sale

$39,995

45,624 mi TMU
Location: Fort Worth, TX, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Concord, NC, USA

1967 Oldsmobile 442

Original & Highly Original

91k mi TMU

Automatic

LHD

For Sale

$43,995

Streetside Classics

Apr 20, 2024

Details

SAVE

Lot 8034-CHA: 1967 Oldsmobile 442

For Sale

$43,995

90,971 mi TMU
Location: Concord, NC, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Fullerton, California, USA

1966 Oldsmobile 442 490CI V8

Modified

TMU

Automatic

LHD

For Sale

$95,000

Hemmings

Apr 18, 2024

Details

SAVE

Lot 16872-PC: 1966 Oldsmobile 442 490CI V8

For Sale

$95,000

TMU
Location: Fullerton, California, USA
Originality:
Modified

Vehicles with a period-correct engine and body, with multiple removable modifications, or a few significant modifications such as increased displacement, added performance equipment (turbo, supercharger, headers), transmission swaps, bumpers, or body wraps. Modified vehicles can generally be returned to original factory specifications.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

Fort Worth, Texas, USA

1967 Oldsmobile 442 Convertible

Original & Highly Original

12k mi TMU

Manual

LHD

For Sale

$49,995

Streetside Classics

Apr 13, 2024

Details

SAVE

Lot 6722-DFW: 1967 Oldsmobile 442 Convertible

For Sale

$49,995

12,909 mi TMU
Location: Fort Worth, Texas, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

North Andover, MA, USA

1966 Oldsmobile Cutlass 442

Original & Highly Original

17k mi TMU

Manual

LHD

For Sale

$65,900

Silverstone Motorcars

Mar 22, 2024

Details

SAVE

Lot 1001059: 1966 Oldsmobile Cutlass 442

For Sale

$65,900

17,537 mi TMU
Location: North Andover, MA, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Fort Worth, TX, USA

1965 Oldsmobile Cutlass 442

Original & Highly Original

58k mi TMU

Manual

LHD

For Sale

$37,995

Streetside Classics

Mar 21, 2024

Details

SAVE

Lot 6589-DFW: 1965 Oldsmobile Cutlass 442

For Sale

$37,995

58,392 mi TMU
Location: Fort Worth, TX, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

San Jose, CA, USA

1965 Oldsmobile 442

Original & Highly Original

36k mi TMU

Manual

LHD

For Sale

$41,900

American Motors Custom & Classics

Mar 14, 2024

Details

SAVE

Lot AM4656: 1965 Oldsmobile 442

For Sale

$41,900

36,422 mi TMU
Location: San Jose, CA, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Grand Rapids, Michigan, USA

1966 Oldsmobile Cutlass 442 Convertible

Original & Highly Original

35k mi TMU

Automatic

LHD

Last Asking

$28,900

GR Auto Gallery

Apr 24, 2024

Details

SAVE

Lot B5361L: 1966 Oldsmobile Cutlass 442 Convertible

Last Asking

$28,900

35,458 mi TMU
Location: Grand Rapids, Michigan, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Mesa, Arizona, USA

1964 Oldsmobile 442 Convertible

Original & Highly Original

42k mi TMU

Manual

LHD

Last Asking

$87,995

Streetside Classics

Apr 11, 2024

Details

SAVE

Lot 3613-PHX: 1964 Oldsmobile 442 Convertible

Last Asking

$87,995

42,634 mi TMU
Location: Mesa, Arizona, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Ruskin, FL, USA

1967 Oldsmobile 442 W-30

Modified

15k mi TMU

Manual

LHD

Pending

Gateway Classic Cars

Apr 3, 2024

Details

SAVE

Lot TPA2704: 1967 Oldsmobile 442 W-30

Pending

15,123 mi TMU
Location: Ruskin, FL, USA
Originality:
Modified

Vehicles with a period-correct engine and body, with multiple removable modifications, or a few significant modifications such as increased displacement, added performance equipment (turbo, supercharger, headers), transmission swaps, bumpers, or body wraps. Modified vehicles can generally be returned to original factory specifications.
Transmission: Manual
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Amherst, Virginia, USA

1965 Oldsmobile Cutlass 442 Convertible

Original & Highly Original

41k mi TMU

Automatic

LHD

Sold

$22,500

Bring a Trailer

Mar 29, 2024

Details

SAVE

Lot 141465: 1965 Oldsmobile Cutlass 442 Convertible

Sold

$22,500

41,361 mi TMU
Location: Amherst, Virginia, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

Bettendorf, Iowa, USA

1964 Oldsmobile Cutlass 442

Modified

6k mi TMU

Manual

LHD

Not Sold

$54,995

Hemmings

Mar 13, 2024

Details

SAVE

Lot 17076-PC: 1964 Oldsmobile Cutlass 442

Not Sold

$54,995

6,916 mi TMU
Location: Bettendorf, Iowa, USA
Originality:
Modified

Vehicles with a period-correct engine and body, with multiple removable modifications, or a few significant modifications such as increased displacement, added performance equipment (turbo, supercharger, headers), transmission swaps, bumpers, or body wraps. Modified vehicles can generally be returned to original factory specifications.
Transmission: Manual
Driver side: LHD

Vehicle Details

WEBSITE

1965 Oldsmobile Cutlass 442 Holiday Hardtop

Orange County, Florida, USA

1965 Oldsmobile Cutlass 442 Holiday Hardtop

Modified

63k mi TMU

Automatic

LHD

Not Sold

$41,000

Bring a Trailer

Mar 1, 2024

Details

SAVE

Lot 138099: 1965 Oldsmobile Cutlass 442 Holiday Hardtop

Not Sold

$41,000

63,064 mi TMU
Location: Orange County, Florida, USA
Originality:
Modified

Vehicles with a period-correct engine and body, with multiple removable modifications, or a few significant modifications such as increased displacement, added performance equipment (turbo, supercharger, headers), transmission swaps, bumpers, or body wraps. Modified vehicles can generally be returned to original factory specifications.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

1965 Oldsmobile Cutlass 442 Convertible 4-Speed

Summit County, Ohio, USA

1965 Oldsmobile Cutlass 442 Convertible 4-Speed

Original & Highly Original

74k mi TMU

Manual

LHD

Sold

$47,000

Bring a Trailer

Feb 24, 2024

Details

SAVE

Lot 137460: 1965 Oldsmobile Cutlass 442 Convertible 4-Speed

Sold

$47,000

74,000 mi TMU
Location: Summit County, Ohio, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

WEBSITE

Concord, NC, USA

1967 Oldsmobile 442

Original & Highly Original

10k mi TMU

Automatic

LHD

Last Asking

$45,000

Gateway Classic Cars

Feb 2, 2024

Details

SAVE

Lot CHA375: 1967 Oldsmobile 442

Last Asking

$45,000

10,315 mi TMU
Location: Concord, NC, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

1967 Oldsmobile 442 Sports Coupe 3-Speed

Brighton, MI, USA

1967 Oldsmobile 442 Sports Coupe 3-Speed

Original & Highly Original

59k mi TMU

Manual

LHD

Sold

$23,500

Bring a Trailer

Jan 19, 2024

Details

SAVE

Lot 133908: 1967 Oldsmobile 442 Sports Coupe 3-Speed

Sold

$23,500

59,000 mi TMU
Location: Brighton, MI, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Manual
Driver side: LHD

Vehicle Details

WEBSITE

Hereford, AZ, USA

1967 Oldsmobile 442 Convertible

Original & Highly Original

96k mi

Automatic

LHD

Not Sold

$22,000

Bring a Trailer

Jan 17, 2024

Details

SAVE

Lot 133689: 1967 Oldsmobile 442 Convertible

Not Sold

$22,000

96,006 mi
Location: Hereford, AZ, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

Kissimmee, Florida, USA

1967 Oldsmobile 442

Original & Highly Original

69k mi TMU

Automatic

LHD

Sold

$40,000

Mecum

Jan 10, 2024

Details

SAVE

Lot W63: 1967 Oldsmobile 442

Sold

$40,000

69,390 mi TMU
Location: Kissimmee, Florida, USA
Originality:
Original & Highly Original

Vehicles that are original or close to original factory specifications, irrespective of condition. May include vehicles that have minor, removable modifications such as aftermarket wheels, exhaust, or accessories such as cargo/roof rack, stereos, etc.
Transmission: Automatic
Driver side: LHD

Vehicle Details

WEBSITE

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