1966-1967 Oldsmobile Cutlass Supreme Holiday Sedan vs 1975-present Oldsmobile Cutlass S(1975) - Market Data Comparison

At the median, the Oldsmobile Cutlass (Supreme Holiday Sedan) sits at $24,200 and the Oldsmobile Cutlass (S(1975)) sits at $11,550. That makes the Oldsmobile Cutlass (S(1975)) the lower-cost entry point by $12,650, or 52.3% relative to the pricier Oldsmobile Cutlass (Supreme Holiday Sedan). Its typical sold band sits between $15,950 and $36,075, which is usually a better guide than chasing the headline high sale. Its typical sold band sits between $7,155 and $17,641, which is usually a better guide than chasing the headline high sale.

The full observed range also matters. The lowest recorded sale on this surface is $3,300 for the Oldsmobile Cutlass (Supreme Holiday Sedan) and $220 for the Oldsmobile Cutlass (S(1975)), while the highest sales reach $121,000 and $270,000 respectively. The middle of the market still overlaps, with both cars sharing a realistic trading zone around $15,950 to $17,641. That matters because it tells you the decision is not only about the record-setting examples at the top of the market. In practice, that means buyers should read the median as the anchor, use the P25-P75 band as the realistic shopping lane, and treat the top-end outliers as evidence of exceptional cars rather than everyday pricing.

By the numbers, the Oldsmobile Cutlass (Supreme Holiday Sedan) has the deeper transaction record with 324 sold results against 250 for the Oldsmobile Cutlass (S(1975)). That larger sample usually makes the market easier to benchmark because there is more evidence behind every median and range estimate. The Oldsmobile Cutlass (Supreme Holiday Sedan) is also the busier recent market, posting 24 sold results from 30 tracked outcomes in the last 12 months, versus 23 from 24 for the Oldsmobile Cutlass (S(1975)).

Unsold rate adds the market-health layer that raw sold counts miss. The Oldsmobile Cutlass (Supreme Holiday Sedan) posts an unsold rate of 14.1%, while the Oldsmobile Cutlass (S(1975)) is at 11.9%. Lower is generally healthier because it means a larger share of listings actually clear reserve. That signal looks even stronger when you combine it with source breadth: the Oldsmobile Cutlass (Supreme Holiday Sedan) currently draws from Acc Auctions, Barrett-Jackson, and Bring a Trailer, plus 7 other auction houses, and the Oldsmobile Cutlass (S(1975)) draws from Acc Auctions, Barrett-Jackson, and Bring a Trailer, plus 7 other auction houses. In Turbopedia's liquidity grading, the Oldsmobile Cutlass (Supreme Holiday Sedan) reads as deep and the Oldsmobile Cutlass (S(1975)) reads as deep, which helps explain whether a market feels deep, active, or still relatively thin.

If affordability is the main constraint, the raw numbers favor the Oldsmobile Cutlass (S(1975)). If resale flexibility matters more, the Oldsmobile Cutlass (Supreme Holiday Sedan) has the stronger liquidity case because it has the larger sold sample and a more established benchmark set. Its lower unsold rate also suggests buyers and sellers are meeting more cleanly in public auctions.

On the recent trend signal, the Oldsmobile Cutlass (S(1975)) is firmer. Its median sits 38.5% above the prior 12-month median, while the Oldsmobile Cutlass (Supreme Holiday Sedan) is at 36.3% over the same comparison window. That can hint at momentum, but it is not a forecast and it should never be read as investment advice by itself. Numbers don't capture condition, provenance, or personal preference. A cheaper car can be the better value and still be the worse fit for a specific buyer, while the pricier market can justify itself if the car's story, originality, and buyer demand are materially stronger.