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Oldsmobile

442

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Oldsmobile

442

1st Gen

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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 22

Avg $42,478

Sales Count 104

Dollar Volume $4.4m

Lowest Sale $10,500

Top Sale $88,000

Most Recent $18,501

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Showing 24 of 246 related listings

1966 Oldsmobile 442 Holiday Coupe 4-Speed

Rancho Santa Fe, CA, USA

1966 Oldsmobile 442 Holiday Coupe 4-Speed

Original & Highly Original

45k mi TMU

Manual

LHD

Sold

$34,000

Bring a Trailer

Nov 17, 2022

Details

SAVE

Lot 90950: 1966 Oldsmobile 442 Holiday Coupe 4-Speed

Sold

$34,000

45,244 mi TMU
Location: Rancho Santa Fe, 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

WEBSITE

Las Vegas, NV, USA

1966 Oldsmobile 442 Convertible

Original & Highly Original

TMU

Manual

LHD

Sold

$45,100

Mecum

Nov 10, 2022

Details

SAVE

Lot T130: 1966 Oldsmobile 442 Convertible

Sold

$45,100

TMU
Location: Las Vegas, NV, 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

Greensboro, NC, USA

1965 Oldsmobile Cutlass 442

Original & Highly Original

20k mi

Automatic

LHD

Sold

$30,000

GAA

Nov 4, 2022

Details

SAVE

Lot FR0074: 1965 Oldsmobile Cutlass 442

Sold

$30,000

20,000 mi
Location: Greensboro, 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

WEBSITE

Grand Rapids, MI, USA

1965 Oldsmobile 442 Convertible

Original & Highly Original

32k mi TMU

Automatic

LHD

Last Asking

$29,900

GR Auto Gallery

Oct 14, 2022

Details

SAVE

Lot B4306S: 1965 Oldsmobile 442 Convertible

Last Asking

$29,900

32,445 mi TMU
Location: Grand Rapids, 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: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Mesa, AZ, USA

1966 Oldsmobile 442 Restomod

Custom

44k mi TMU

Manual

LHD

Last Asking

$68,995

Streetside Classics

Oct 6, 2022

Details

SAVE

Lot 2775-PHX: 1966 Oldsmobile 442 Restomod

Last Asking

$68,995

43,950 mi TMU
Location: Mesa, AZ, USA
Originality:
Custom

Highly modified and/or Restored vehicles with uprated, non-period correct engine swaps, or engines from outside the original manufacturer, and/or vehicles with significant body customizations or conversions. Generally, Custom vehicles cannot be easily returned to their original factory specifications.
Transmission: Manual
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Weymouth, MA, USA

1966 Oldsmobile 442 Convertible

Original & Highly Original

58k mi TMU

Manual

LHD

Not Sold

$22,000

Bring a Trailer

Oct 1, 2022

Details

SAVE

Lot 86047: 1966 Oldsmobile 442 Convertible

Not Sold

$22,000

58,334 mi TMU
Location: Weymouth, 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

WEBSITE

West Babylon, NY, USA

1966 Oldsmobile Cutlass 442

Original & Highly Original

10k mi TMU

Manual

LHD

Last Asking

$39,900

Hollywood Motors

Sep 17, 2022

Details

SAVE

Lot 2024: 1966 Oldsmobile Cutlass 442

Last Asking

$39,900

10,688 mi TMU
Location: West Babylon, NY, 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

Caernarvon Township, PA, USA

1965 Oldsmobile 442 Convertible

Original & Highly Original

10k mi TMU

Manual

LHD

Last Asking

$49,500

Classic Auto Mall

Sep 14, 2022

Details

SAVE

Lot 3930: 1965 Oldsmobile 442 Convertible

Last Asking

$49,500

10,598 mi TMU
Location: Caernarvon Township, PA, 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

Lady Lake, FL, USA

1966 Oldsmobile Cutlass 442 Convertible

Original & Highly Original

65k mi

Manual

LHD

Not Sold

ACC Auctions

Sep 7, 2022

Details

SAVE

Lot 1262380: 1966 Oldsmobile Cutlass 442 Convertible

Not Sold

65,300 mi
Location: Lady Lake, FL, 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

Marietta, GA, USA

1967 Oldsmobile 442 Holiday Coupe

Modified

23k mi TMU

Automatic

LHD

Last Asking

$39,900

Collectible Motor Car of Atlanta

Sep 2, 2022

Details

SAVE

Lot 460C: 1967 Oldsmobile 442 Holiday Coupe

Last Asking

$39,900

23,888 mi TMU
Location: Marietta, GA, 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

DEALER'S WEBSITE

Grand Rapids, MI, USA

1965 Oldsmobile Cutlass 442

Original & Highly Original

81k mi TMU

Manual

LHD

Last Asking

$59,900

GR Auto Gallery

Sep 1, 2022

Details

SAVE

Lot B4260R: 1965 Oldsmobile Cutlass 442

Last Asking

$59,900

81,151 mi TMU
Location: Grand Rapids, 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

DEALER'S WEBSITE

La Vergne, TN, USA

1967 Oldsmobile 442

Modified

94k mi TMU

Manual

LHD

Last Asking

$34,995

Streetside Classics

Aug 22, 2022

Details

SAVE

Lot 3442-NSH: 1967 Oldsmobile 442

Last Asking

$34,995

94,262 mi TMU
Location: La Vergne, TN, 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

Marietta, GA, USA

1967 Oldsmobile 442 Holiday Coupe

Modified

23k mi

Automatic

LHD

Not Sold

ACC Auctions

Aug 10, 2022

Details

SAVE

Lot EXT-1190844: 1967 Oldsmobile 442 Holiday Coupe

Not Sold

23,888 mi
Location: Marietta, GA, 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

Marietta, GA, USA

1967 Oldsmobile 442 Holiday Coupe

Modified

23k mi TMU

Automatic

LHD

Not Sold

ACC Auctions

Aug 9, 2022

Details

SAVE

Lot 1190844: 1967 Oldsmobile 442 Holiday Coupe

Not Sold

23,888 mi TMU
Location: Marietta, GA, 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

Greensboro, NC, USA

1967 Oldsmobile 442

Original & Highly Original

TMU

Manual

LHD

Not Sold

$39,000

GAA

Jul 22, 2022

Details

SAVE

Lot FR0135: 1967 Oldsmobile 442

Not Sold

$39,000

TMU
Location: Greensboro, 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: Manual
Driver side: LHD

Vehicle Details

WEBSITE

Elkhart Lake, WI, USA

1967 Oldsmobile Cutlass 442 Convertible

Original & Highly Original

12k mi TMU

Automatic

LHD

Last Asking

$32,900

The Throttlestop

Jul 22, 2022

Details

SAVE

Lot 368853: 1967 Oldsmobile Cutlass 442 Convertible

Last Asking

$32,900

12,786 mi TMU
Location: Elkhart Lake, WI, 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

Piedmont, OK, USA

1967 Oldsmobile 442 Holiday Coupe

Original & Highly Original

12k mi TMU

Automatic

LHD

Sold

$51,000

Bring a Trailer

Jul 16, 2022

Details

SAVE

Lot 78810: 1967 Oldsmobile 442 Holiday Coupe

Sold

$51,000

12,000 mi TMU
Location: Piedmont, OK, 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

Concord, NC, USA

1966 Oldsmobile 442

Original & Highly Original

90k mi TMU

Automatic

LHD

Last Asking

$42,995

Streetside Classics

Jul 8, 2022

Details

SAVE

Lot 7485-CHA: 1966 Oldsmobile 442

Last Asking

$42,995

90,745 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

Henderson County, NC, USA

1967 Oldsmobile 442 Holiday Coupe

Original & Highly Original

19k mi TMU

Automatic

LHD

Sold

$21,000

Bring a Trailer

Jul 3, 2022

Details

SAVE

Lot 77738: 1967 Oldsmobile 442 Holiday Coupe

Sold

$21,000

19,000 mi TMU
Location: Henderson County, 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

WEBSITE

1965 Oldsmobile Cutlass 442 Coupe 4-Speed

Hennepin County, MN, USA

1965 Oldsmobile Cutlass 442 Coupe 4-Speed

Original & Highly Original

70k mi TMU

Manual

LHD

Not Sold

$36,350

Bring a Trailer

Jun 26, 2022

Details

SAVE

Lot 77131: 1965 Oldsmobile Cutlass 442 Coupe 4-Speed

Not Sold

$36,350

70,000 mi TMU
Location: Hennepin County, MN, 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

Alpharetta, GA, USA

1965 Oldsmobile 442

Custom

3k mi TMU

Automatic

LHD

Last Asking

$76,000

Gateway Classic Cars

Jun 14, 2022

Details

SAVE

Lot ATL2057: 1965 Oldsmobile 442

Last Asking

$76,000

3,533 mi TMU
Location: Alpharetta, GA, USA
Originality:
Custom

Highly modified and/or Restored vehicles with uprated, non-period correct engine swaps, or engines from outside the original manufacturer, and/or vehicles with significant body customizations or conversions. Generally, Custom vehicles cannot be easily returned to their original factory specifications.
Transmission: Automatic
Driver side: LHD

Vehicle Details

DEALER'S WEBSITE

Jefferson City, TN, USA

1967 Oldsmobile Cutlass Supreme 442

Original & Highly Original

47k mi TMU

Automatic

LHD

Not Sold

$16,250

Clasiq Auctions

Jun 9, 2022

Details

SAVE

Lot 895: 1967 Oldsmobile Cutlass Supreme 442

Not Sold

$16,250

47,375 mi TMU
Location: Jefferson City, TN, 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

Swansea, MA, USA

1965 Oldsmobile Cutlass 442

Original & Highly Original

88k mi TMU

Manual

LHD

Sold

$24,150

Bring a Trailer

May 22, 2022

Details

SAVE

Lot 74038: 1965 Oldsmobile Cutlass 442

Sold

$24,150

88,000 mi TMU
Location: Swansea, 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

WEBSITE

Indianapolis, IN, USA

1966 Oldsmobile 442

Original & Highly Original

49k mi TMU

Manual

LHD

Sold

$66,000

Mecum

May 21, 2022

Details

SAVE

Lot S66: 1966 Oldsmobile 442

Sold

$66,000

49,698 mi TMU
Location: Indianapolis, IN, 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