1959 Oldsmobile Dynamic 88 Fiesta

4dr Station Wagon

8-cyl. 371cid/270hp 2bbl

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

$17,300*

+10.2%
#4 Fair condition#4 Fair
Value Graph04/2407/2410/24$5k$10k$15kJan 2025
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1959-1960 Oldsmobile 88 stats
Highest sale
$107,250
Lowest sale
$373
Most recent sale
$9,350
Sales
130

Photos

33 photosImages may not reflect selected vehicle.

1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
1959 Oldsmobile Super 88 2dr Convertible Courtesy of Hyman Ltd.
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Model overview

Model description

These were some of the cars developed by GM in a huge rush after the marketing of all-new long, low and finned cars by Chrysler Corporation in 1957 radically changed the expectations in the marketplace. Given the long lead-time normal to tool up cars, it has to be said that it was miraculous that these cars weren’t delayed until the 1960 model year.

Oldsmobile had to work with what GM had available, and that meant that like all the other GM Divisions, the only part tooled up and ready to go were the Buick doors which had originally been planned for 1960. The Oldsmobile 88 shared the B-Body 123-inch wheelbase with Buick, but employed Olds’s own Lansing-built “Rocket” V-8, which was still 371 cubic inches for 1959 but with power now at 270 or 300 hp. New was a bored out 394 cubic inch V-8, standard on the Super 88 line, with a full 315 hp.

Naturally, the front and rear styling, as well as the low-slung fin which culminated in the taillights, were Oldsmobile exclusives, and the turn signals between dual headlamps were unique. Body styles varied all the way from basic two-door sedan (starting at $2,837 for the Dynamic 88 line only) to Celebrity four-door sedan, Scenic hardtop coupe, Holiday hardtop sedan, Fiesta wagon and convertible coupe. All were available as Dynamic 88 or Super 88 cars. Base prices topped out at $3,595 for the Super 88 convertible, and weight topped out at 4,485 pounds for the Super 88 Fiesta four-door station wagon.

For 1960, the cars were restyled with exclusively Oldsmobile outer panels. The family resemblance was clear enough, and the interesting rear bumper had downward sloping ends which were identifiable two blocks away. Oldsmobile had blown past Buick in the sales race, and were within 500 cars of passing Pontiac for fourth place in 1959 but slipped to seventh place for 1960. Solidly upper middle class folks were all too ready to buy plenty of these cars new, and Oldsmobile had plenty of repeat customers after their sales successes in the 1950s. By 1960, a full 77 percent of Americans owned a car, and 15 percent actually owned two cars.

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Common Questions

The value of a 1959 Oldsmobile Dynamic 88 Fiesta can vary greatly depending on its condition, mileage, options, and history. Typically, you can expect to pay around $17,300 for a 1959 Oldsmobile Dynamic 88 Fiesta in good condition with average spec.

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 based on various data sources, as detailed in About Our Prices. The Hagerty Price Guide is for informational purposes only and is not intended as financial advice. 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.com/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, ©2025 The Hagerty Group, LLC. All Rights Reserved. The Hagerty Group, LLC is a wholly owned subsidiary of Hagerty, Inc.