Classic Oldsmobile for Sale $50,000 – $100,000
34 listings
Buy & Sell Oldsmobile Classics. New listings added daily.
Oldsmobile, America's oldest automotive brand (1897–2004), created the first mass-produced car with an automatic transmission. The 442, Cutlass, and Toronado remain highly collectible classics.
34
listings found
Dealer
United States
1967 Oldsmobile 442
$57,900
Dealer
United States
1971 Oldsmobile 442
$52,754
Dealer
United States
1970 Oldsmobile 442
$84,500
Dealer
United States
1970 Oldsmobile 442
$89,900
$106,500
Dealer
United States
1968 Oldsmobile 442
$95,995
Dealer
United States
1966 Oldsmobile 442
$95,995
Dealer
United States
1957 Oldsmobile Super 88
$67,495
Dealer
United States
1970 Oldsmobile 442
$77,495
Dealer
United States
1972 Oldsmobile 442
$87,895
Dealer
United States
1970 Oldsmobile 442
$66,995
Dealer
United States
1957 Oldsmobile Super 88
$59,995
Dealer
United States
1969 Oldsmobile Vista Cruiser
$54,495
Dealer
United States
1967 Oldsmobile Cutlass
$72,995
Dealer
United States
1970 Oldsmobile Cutlass
$64,495
Dealer
United States
1950 Oldsmobile Woody Wagon
$60,995
Dealer
United States
1954 Oldsmobile 88
$99,995
Dealer
United States
1971 Oldsmobile 442
$72,997
Dealer
United States
1968 Oldsmobile 442
$54,995
Dealer
United States
1966 Oldsmobile 442
$59,495
Dealer
United States
1970 Oldsmobile 442
$54,900
Dealer
United States
1966 Oldsmobile Cutlass
$73,895
Dealer
United States
1957 Oldsmobile Super 88
$52,495
Dealer
United States
1950 Oldsmobile 88
$54,495
Dealer
United States
1969 Oldsmobile 442
$50,995
Frequently Asked Questions about Classic Oldsmobile
Classic Oldsmobile examples on our marketplace span 1927–1999. Most US states define classic status as 25+ years old, with peak collector value typically going to pre-1980 production years for American makes.
Popular classic Oldsmobile models have extensive reproduction parts catalogs — body panels, trim, mechanical components, and interior pieces. Less common models rely on used and NOS supply, where prices for rare parts can exceed the donor vehicle's value.
Later-production classics (1970s+) with power steering, A/C, and reliable starting systems suit daily use better than earlier examples. Climate, mileage, and modern parts availability are key factors. Many enthusiasts use classics as fair-weather daily drivers.
Marque-specific parts suppliers (Year One, NPD, Eckler's, Eastwood, JEGS, Summit Racing) stock reproductions and NOS parts for popular Oldsmobile classics. For rare items, swap meets, marque clubs, and online forums are best resources.
Within the Oldsmobile lineup, models like Cutlass, 442, 98, 88, Toronado target different segments — performance, luxury, family, or utility. Trim levels (often denoted by suffixes like SS, GT, Z28) indicate equipment, engine, and feature packages.
Among the 143 Oldsmobile listings on Classic Cars Arena, the 1960s decade is most represented and typically among the most collectible — peak design and engineering for the marque's classic period.
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Classic Oldsmobile Cars — Innovation and Performance
Oldsmobile, founded by Ransom E. Olds in 1897, was the oldest surviving American automobile brand when production ceased in 2004. As a General Motors division, Olds earned a reputation for technological innovation, including the first mass-produced automatic transmission (Hydra-Matic) and the first front-wheel-drive Toronado.
Most Popular Classic Oldsmobile Models
The 442 (4-barrel carb, 4-speed, dual exhaust) is Oldsmobile's premier muscle car. The Cutlass and Cutlass Supreme were among the best-selling cars in America during the 1970s. The Toronado pioneered front-wheel drive in a personal luxury format, while the 88 and 98 series offered full-size style and comfort.