1966 Oldsmobile Cutlass 2nd Gen
Built in 1966.
- For sale now
- 9
Get notified about new Oldsmobile Cutlass 2nd Gen listings
About 4 a week across 7 sites.
1966 Oldsmobile Cutlass 2nd Gen against nearby years
| Year | Median (3 yrs) | Middle 50% | Sales (3 yrs) | For sale now |
|---|---|---|---|---|
| 1964 | $15k | – | 3 | 9 |
| 1965 | $20k | $16k–$27k | 6 | 16 |
| 1966 | $20k | $17k–$26k | 6 | 9 |
| 1967 | $26k | $24k–$31k | 6 | 37 |
Auction sales in the last 3 years; prices leave out salvage and other branded titles.
1966 Oldsmobile Cutlass 2nd Gen listings 9 for sale now
Recent 1966 Oldsmobile Cutlass 2nd Gen auction sales
| Sold | Car | Price | Miles | Where |
|---|---|---|---|---|
| Sep 17, 2026 | 1966 Oldsmobile Cutlass Convertible Sep 17, 2026, Hagerty | $20,750 | 36,100 | Hagerty |
| Sep 5, 2026 | 1966 Oldsmobile Cutlass Supreme 4-Door Hardtop Sedan Sep 5, 2026, Bring a Trailer | $37,250 | 12,000 | Bring a Trailer |
| Mar 11, 2026 | 1966 Oldsmobile F-85 Cutlass Deluxe Mar 11, 2026, Bring a Trailer | $18,250 | – | Bring a Trailer |
| Dec 20, 2025 | 1966 Oldsmobile Cutlass Convertible Dec 20, 2025, Bring a Trailer | $28,000 | – | Bring a Trailer |
| Jul 25, 2025 | 1966 Oldsmobile Cutlass Holiday Coupe Jul 25, 2025, eBay | $4,350 | 27,000 | eBay |
| May 21, 2025 | 1966 Oldsmobile Cutlass Convertible May 21, 2025, Bring a Trailer | $16,000 | 40,000 | Bring a Trailer |
| Oct 15, 2023 | 1966 Oldsmobile Cutlass Holiday Coupe Oct 15, 2023, Bring a Trailer | $40,000 | 2,300 | Bring a Trailer |
| Jan 25, 2023 | 1966 Oldsmobile Cutlass Holiday Coupe Jan 25, 2023, Barrett-Jackson | $19,800 | 68,168 | Barrett-Jackson |
| Dec 3, 2022 | 1966 Oldsmobile Cutlass Dec 3, 2022, Mecum | $7,700 | – | Mecum |
| Sep 12, 2022 | 1966 Oldsmobile Cutlass Convertible Sep 12, 2022, ACC Auctions | $28,000 | 65,300 | ACC Auctions |
| Oct 16, 2021 | 1966 Oldsmobile Cutlass Convertible Oct 16, 2021, Mecum | $33,000 | – | Mecum |
| Jan 12, 2020 | 1966 Oldsmobile Cutlass Convertible Jan 12, 2020, Mecum | $19,250 | – | Mecum |
| Jan 12, 2020 | 1966 Oldsmobile Cutlass Convertible Jan 12, 2020, Mecum | $33,000 | – | Mecum |
| May 19, 2019 | 1966 Oldsmobile Cutlass Convertible May 19, 2019, Mecum | $24,200 | – | Mecum |
| Jun 23, 2018 | 1966 Oldsmobile Cutlass Convertible Jun 23, 2018, Mecum | $14,850 | – | Mecum |
63 1966 Oldsmobile Cutlass 2nd Gen vehicles have been tracked across auctions and listings on Hypercars, with 9 currently live.
Data sourced from auction results and dealer and private listings across 100+ marketplaces, auctions and forums, plus thousands of dealers. Updated daily.
Frequently Asked Questions
How many 1966 Oldsmobile Cutlass 2nd Gen listings are for sale right now?
There are 9 1966 Oldsmobile Cutlass 2nd Gen listings currently live across auctions, dealers, and marketplaces tracked by Hypercars.
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Hypercars Technologies Inc. is not affiliated with the companies or individuals mentioned on its site. Third-party trademarks and logos belong to their respective owners; use does not imply endorsement or affiliation. Data is provided "as is" without warranty of accuracy, completeness, or timeliness.
© 2026 Hypercars Technologies Inc. All rights reserved.
Hypercars Technologies Inc. is not affiliated with the companies or individuals mentioned on its site. Third-party trademarks and logos belong to their respective owners; use does not imply endorsement or affiliation. Data is provided "as is" without warranty of accuracy, completeness, or timeliness.