Used 2021 Jeep Cherokee for Sale near Barrie, ON

## Summary - With 349 currently listed for sale and an **average price of $25,775.00 CAD**, 29.5% of 2021 Jeep Cherokees for sale on CarGurus are rated as good or great deals. - **Favourably reviewed:** Owners rated the 2021 Jeep Cherokee 4.8 / 5 stars. - **100.0% of 2021 Cherokee models on CarGurus are accident free**. ## Why it stands out The 2021 Jeep Cherokee distinguishes itself in the compact SUV market with its exceptional off-road capabilities and a well-appointed interior that balances both functionality and comfort. Jeep enthusiasts appreciate the Cherokee's advanced technology features, especially in the higher-end Trailhawk trim, which is geared towards those who enjoy off-road adventures. This vehicle combines a smooth ride with ample space for passengers and cargo, making it suitable for families and outdoor enthusiasts alike. However, some owners have expressed disappointment regarding missing features in relation to the pricing, such as Remote Start and a powered tailgate. Additionally, while the Cherokee offers a robust set of safety features, a few users have noted construction quality issues. Overall, the 2021 Jeep Cherokee is a versatile option that appeals to drivers looking for a dependable SUV with a strong performance pedigree. ## Other model years to consider - **[2018 Jeep Cherokee](https://www.cargurus.ca/Cars/l-Used-2018-Jeep-Cherokee-c27056)** - Average price: $16,823.00 CAD - Good/great deal percentage: 31.6% - User rating: 4.8 / 5 - Total listings: 412 - **[2019 Jeep Cherokee](https://www.cargurus.ca/Cars/l-Used-2019-Jeep-Cherokee-c27481)** - Average price: $19,438.00 CAD - Good/great deal percentage: 30.8% - User rating: 4.67 / 5 - Total listings: 409 - **[2020 Jeep Cherokee](https://www.cargurus.ca/Cars/l-Used-2020-Jeep-Cherokee-c29396)** - Average price: $22,462.00 CAD - Good/great deal percentage: 30.5% - User rating: 4.77 / 5 - Total listings: 442 This analysis is based on CarGurus' proprietary market data from April 13, 2026, CarGurus experts' opinions, and generative AI.