1966 Oldsmobile Cutlass 4-4-2

2dr Convertible

8-cyl. 400cid/350hp 4bbl

#1 Concours condition#1 Concours
#2 Excellent condition#2 Excellent
#3 Good condition#3 Good

$47,300 CAD*

-4.4%
#4 Fair condition#4 Fair
Value Graph01/2404/2407/24$10k$20k$30k$40kOct 2024

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1964-1967 Oldsmobile Cutlass stats
Highest sale
$247,999 CAD
Lowest sale
$2,067 CAD
Most recent sale
$27,158 CAD
Sales
595

Photos

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1965 Oldsmobile Cutlass
insurance

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**Figure based on a stock 1966 Oldsmobile Cutlass valued at $47,300 CAD with ON rates with $100/300K liability/UM/UIM limits. Actual costs vary depending on the coverage selected, vehicle condition, province and other factors. Hagerty determines final risk acceptance.

Model overview

Model description

Oldsmobile introduced probably the most significant automobile the company would ever build in 1966, the extraordinary front-wheel drive Toronado. Along with the Cords of the 1930s and the Toronado’s Cadillac Eldorado sibling, it is among the most important American front-wheel drive design and certainly the largest application of the theory.

Meanwhile, the muscle car races continued apace, and Oldsmobile’s Cutlass received a significant redesign. Larger boxy fenders were crowned by razor edges, and a pronounced kick over the rear fender was borrowed from the larger 88 and 98 lines. The Cutlass remained the F-85 luxury line, ahead of the Standard and Deluxe models, and added a four-door hardtop called the Supreme. Oldsmobile jumped two spots into fourth place in the sales race, selling 586,381 units.

The 1966 Oldsmobile 4-4-2 was still a performance package for the F-85/Cutlass, and it became more distinctive. In addition to bucket seats, heavy duty suspension, frame, shocks, brakes, sway bars and larger red line tires, there was now a specific 4-4-2 grille and taillights, and a recessed front fender scoop. The 400 cid V-8 was bumped to 350 bhp and Oldsmobile offered its first factory Tri-Power setup since the J2 package of the 1950s. The 4-4-2 package was available with the F-85 ($185) and the Cutlass ($151). The Tri-Power package cost an additional $100. It was the rarest 4-4-2 option for 1966 with 360 bhp. Car Life tested a 1966 Oldsmobile 4-4-2 with such equipment, recording 0-60 mph in 6.3 seconds and a quarter mile at 14.8 seconds and just over 100 mph.

Vehicle specifications

  • Vehicle Length204.2 in
  • Wheelbase - Inches115 in

Equipment

  • StandardOptional
  • Transmission3-Speed Manual Transmission
  • BrakesPower Brakes
  • Power SteeringYes
  • EntertainmentAM/FM
  • Air ConditioningYes
  • Manual Cruise ControlCruise Control
  • WindowsPower Windows
  • SeatsBench SeatHeadrests
  • Restraint TypeSeat Belts
  • Clock Yes
  • Steering WheelTilt Steering Wheel

Equipment

Standard

  • Transmission3-Speed Manual Transmission
  • SeatsBench Seat
  • Restraint TypeSeat Belts

Optional

  • BrakesPower Brakes
  • Power SteeringYes
  • EntertainmentAM/FM
  • Air ConditioningYes
  • Manual Cruise ControlCruise Control
  • WindowsPower Windows
  • SeatsHeadrests
  • Clock Yes
  • Steering WheelTilt Steering Wheel
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Common Questions

The value of a 1966 Oldsmobile Cutlass 4-4-2 can vary greatly depending on its condition, mileage, options, and history. Typically, you can expect to pay around $34,550 USD for a 1966 Oldsmobile Cutlass 4-4-2 in good condition with average spec.

The highest selling price of a 1966 Oldsmobile Cutlass 4-4-2 at auction over the last three years was $98,706 CAD. The highest prices are usually reserved for rare or exceptionally well-maintained examples with desirable features or modifications and excellent history.

The lowest selling price of a 1966 Oldsmobile Cutlass 4-4-2 at auction over the last three years was $41,125 CAD. The lowest prices are usually paid for examples that have extensive maintenance needs, differ greatly from their original configuration, or have accident histories or title problems.

In the last three years there have been 16 1966 Oldsmobile Cutlass 4-4-2s sold at public auction.

The most recent auction sale of a 1966 Oldsmobile Cutlass 4-4-2 was $41,125 CAD on October 17, 2024 by AutoHunter.

Many factors can increase a car's value including excellent condition, exceptional originality, a recent restoration, low mileage, unique provenance, desirable options, popular or unique color choices, and excellent maintenance records. Upgrades and modifications that enhance performance or aesthetics can also add value.

Factors that can decrease a car's value include unusually high mileage, poor maintenance history, visible wear and tear, accidents or damage, title issues, and gaps in ownership history. Additionally, less popular color choices and extensive modifications that don't appeal to a broad audience can reduce value.

Mileage plays a significant role in a classic car’s value. Lower mileage usually increases value because it indicates a higher degree of originality, is rarer, and suggests less wear and tear. However, cars with exceptionally low mileage may also have maintenance needs due to lack of use. Whether someone should pay more for a vehicle with lower miles will depend on how they plan on using it, and the vehicle's specific condition.

The value of modified cars differs widely based on the type and quality of modifications. While some modifications can significantly increase value, especially performance enhancements and high-quality custom work, others may not add much or could even detract from the car’s value if they appeal to only a limited audience.

All prices shown here are representative of stock condition vehicles only and based on various data sources, as detailed in About Our Prices. Value adjustments for optional equipment are in U.S. dollars. More information on how forecast models are calculated can be found on Forecasted Values page. For additional information and a complete description of benefits, visit hagerty.CA/legal. Purchase of insurance not required for membership in HDC. Hagerty, Hagerty Valuation Tools & Hagerty Drivers Club are registered trademarks of the Hagerty Group LLC, ©2024 The Hagerty Group, LLC. All Rights Reserved.