The cheapest Rolex watch in 2020 was the Oyster Perpetual 36, with a starting retail price of $5,600 at its release. The Oyster Perpetual 36 is a classic and versatile timepiece with a stainless steel case and bracelet and is available in several dial colors, including black, white, silver, and bright blue. While the Oyster Perpetual 36 may be the least expensive Rolex, its exceptional quality and craftsmanship still make it a popular choice for first-time Rolex buyers and experienced collectors.

It is worth noting that the prices of Rolex watches can vary depending on the specific model, materials, and other factors, so it is best to check with an authorized Rolex dealer or reseller for the most up-to-date pricing information.