Used 2021 Jeep Cherokee for Sale near Boston, MA

## Summary - With 191 currently listed for sale **near Boston, MA** and an **average price of $20,132.00**, 34.6% of 2021 Jeep Cherokees for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2021 Jeep Cherokee 4.81 / 5 stars. - **Accident-free percentage:** 101.6% of 2021 Cherokee models on CarGurus are accident free. - The 2021 Jeep Cherokee impresses with its advanced technology features, smooth ride, and strong off-road capabilities, particularly highlighted in the Trailhawk trim. ## Why it stands out The 2021 Jeep Cherokee offers a blend of style and performance that appeals to compact SUV buyers, especially those who appreciate off-road capabilities. This model features several powerful engine options, including a noteworthy 2.0-liter turbocharged engine, enhancing its performance on the road and the trail. With a user-friendly Uconnect infotainment system that includes Apple CarPlay and Android Auto, connectivity is seamless. Safety features are robust, with many standard options such as lane departure warning and automatic emergency braking across all trims. However, it is worth noting that some buyers express concerns regarding the cargo space, which is smaller compared to competitors like the Honda CR-V and Toyota RAV4. Overall, the Cherokee stands out for its impressive technology, safety features, and off-road readiness, but may leave some longing for more utility and cargo space. ## Other model years to consider - **[2019 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2019-Jeep-Cherokee-Boston-c27481_L15690)** - Average price: $15,067.00 - Good/great deal percentage: 33.8% - User rating: 4.47 / 5 - Total listings: 296 - **[2020 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Cherokee-Boston-c29396_L15690)** - Average price: $17,866.00 - Good/great deal percentage: 33.8% - User rating: 4.62 / 5 - Total listings: 311 - **[2018 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2018-Jeep-Cherokee-Boston-c27056_L15690)** - Average price: $14,072.00 - Good/great deal percentage: 33.2% - User rating: 4.39 / 5 - Total listings: 277 This analysis is based on CarGurus' proprietary market data from March 24, 2026, CarGurus experts' opinions, and generative AI.