Best Mercedes-Benz 220S Cabriolet Year to Buy
There is no single best Mercedes-Benz 220S Cabriolet year: the right one depends on your budget and what you want from the car. Across 63 verified sales, the 1958 is the most affordable at $81,807 and trades most often (29 verified sales).
Data: DriveIndex. 3 model years with at least 10 verified sales each, latest sale Oct 4, 2026. Methodology
Mercedes-Benz 220S Cabriolet Value by Model Year
| Year | Value | Vs. original MSRP | Verified sales | For sale |
|---|---|---|---|---|
| 1959 220S Cabriolet | $101,868 | — | 12 | — |
| 1958 220S Cabriolet | $81,807 | — | 29 | — |
| 1957 220S Cabriolet | $83,233No comparable sale since Jun 2023 | — | 22 | 1 |
Value is DriveIndex's market value for each year, from verified sales. “Vs. original MSRP” compares it with the sticker price when new, not adjusted for inflation: 100% means it is worth exactly what it cost. Years with fewer than 10 verified sales are listed but not ranked.
Which 220S Cabriolet year is appreciating?
The table shows what each year is worth. Pro adds the direction: the live Value Signal for every year, how confident it is, a 1–5 year projection, and every sold price behind it. Collector adds the best months to buy and an estimated market-bottom date.
Or see the best months to buy with Collector ($39.99/month), or start with a free account.
Best Mercedes-Benz 220S Cabriolet Year: Frequently Asked Questions
What is the best Mercedes-Benz 220S Cabriolet year to buy?
There is no single best Mercedes-Benz 220S Cabriolet year: the right one depends on your budget and what you want from the car. Across 63 verified sales, the 1958 is the most affordable at $81,807 and trades most often (29 verified sales). The table on this page lists every model year with its market value, its value against its original MSRP and how many have sold.
Which Mercedes-Benz 220S Cabriolet year is the cheapest?
The 1958 Mercedes-Benz 220S Cabriolet is the most affordable year with enough verified sales to compare, currently valued at $81,807. The most valuable is the 1959, at $101,868.
How much is a Mercedes-Benz 220S Cabriolet worth?
Depending on the model year, a Mercedes-Benz 220S Cabriolet is worth from $81,807 to $101,868 today, based on verified sales. Mileage, condition and options move any single car's price; each year's page shows its recent sales.
Which Mercedes-Benz 220S Cabriolet year is appreciating?
This page shows what each year is worth and how that compares with its original price. Whether each year is appreciating, stable or depreciating is DriveIndex's Value Signal, which Pro members see for every year along with a 1–5 year projection.