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Classic Oldsmobile for Sale Under $50,000

216 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.

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216 listings found
1954 Oldsmobile Rocket 88 Dealer
Texas

1954 Oldsmobile Rocket 88

$40,000
1977 Oldsmobile 98 Dealer
Texas

1977 Oldsmobile 98

$23,000 59,000 miles
1970 Oldsmobile Cutlass Dealer
Texas

1970 Oldsmobile Cutlass

$32,000
1929 Oldsmobile Dealer
United States

1929 Oldsmobile Convertible

$8,195 70,000 miles
1987 Oldsmobile Cutlass Dealer
United States

1987 Oldsmobile Cutlass

$32,994 52,000 miles
1965 Oldsmobile Cutlass Dealer
United States

1965 Oldsmobile Cutlass

$23,995 36,417 miles
1970 Oldsmobile Cutlass Dealer
United States

1970 Oldsmobile Cutlass

$36,900
1972 Oldsmobile Cutlass Dealer
United States

1972 Oldsmobile Cutlass

$38,995 66,000 miles
1968 Oldsmobile 442 Dealer
United States

1968 Oldsmobile 442

$44,995
1972 Oldsmobile Cutlass Dealer
United States

1972 Oldsmobile Cutlass

$26,495 24,000 miles
1954 Oldsmobile 98 Dealer
United States

1954 Oldsmobile 98

$34,495 4,500 miles
1982 Oldsmobile 98 Dealer
United States

1982 Oldsmobile 98

$16,895 100,520 miles
1955 Oldsmobile 88 Dealer
United States

1955 Oldsmobile 88

$32,995 40,000 miles
1972 Oldsmobile Delta 88 Dealer
United States

1972 Oldsmobile Delta 88

$41,495 45,000 miles
1981 Oldsmobile Cutlass Dealer
United States

1981 Oldsmobile Cutlass

$16,995 1,000 miles
1967 Oldsmobile 442 Dealer
United States

1967 Oldsmobile 442

$35,495
1968 Oldsmobile 98 Dealer
United States

1968 Oldsmobile 98

$15,995
1987 Oldsmobile Cutlass Dealer
United States

1987 Oldsmobile Cutlass

$10,395 86,000 miles
1959 Oldsmobile Dynamic 88 Dealer
United States

1959 Oldsmobile Dynamic 88

$9,495
1970 Oldsmobile Cutlass Dealer
United States

1970 Oldsmobile Cutlass

$45,895 82,000 miles
1969 Oldsmobile Cutlass Dealer
United States

1969 Oldsmobile Cutlass

$35,495 136,000 miles
1969 Oldsmobile 98 Dealer
United States

1969 Oldsmobile 98

$30,995 74,698 miles
1954 Oldsmobile Super 88 Dealer
United States

1954 Oldsmobile Super 88

$33,495 87,368 miles
1968 Oldsmobile Toronado Dealer
United States

1968 Oldsmobile Toronado

$14,995 29,000 miles

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.