Yes. The sale of a country club membership is treated as a sale of stock or an asset. You should receive a form 1099B on the sale of the membership and it should be reported on Schedule D, Your costs would be what you paid for the membership and the sale price or proceeds would be the amount the membership sold for.
For Box 1b (Date of Acquisition) use the date that you first become a member of the country club and Box2 would be determined based on how long you have held your membership. It is short-term if you held your membership for less than one year and long-term if your membership was held for more the one year.
