Can you afford a 1999-2001 Porsche 911 Carrera Cabriolet in 2025?

The 1999-2001 Porsche 911 Carrera Cabriolet (996.1) marked a significant shift with its water-cooled engine, a departure from the traditional air-cooled Porsches. Initially met with mixed reviews due to its fried egg headlights and the new cooling system, it later gained appreciation for its performance and handling. Infamously, early 996 models are known for potential Intermediate Shaft (IMS) bearing failures. Today, it offers an accessible entry into Porsche 911 ownership, well-suited for enthusiasts seeking a pure driving experience, weekend cruises, or even a classic daily driver, provided the IMS bearing is addressed.

Owning a 1999-2001 Porsche 911 Carrera Cabriolet (996.1) entails specific operating expenses. A common reliability concern is the Intermediate Shaft (IMS) bearing failure, which can lead to catastrophic engine damage if not addressed, resulting in significant repair costs. Other potential issues include rear main seal (RMS) leaks and D-chunk cylinder liner failures, though less common. Maintenance costs are generally higher than for a typical sedan due to specialized parts and labor. Insurance costs can also be elevated given the vehicle's sports car classification and performance. However, these cars offer a rewarding driving experience that often outweighs the unique financial considerations for enthusiasts.