New & Used 2025 Jeep Grand Cherokee for Sale near Chilmark, MA

## Summary - With 2,424 currently listed for sale on CarGurus and an **average price of $38,404.00**, 33.2% of 2025 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2025 Jeep Grand Cherokee 5 / 5 stars. - **94.1% of 2025 Grand Cherokee models on CarGurus are accident free**. - The 2025 Jeep Grand Cherokee continues to emphasize its reputation for off-road capability while delivering a luxurious and technologically advanced driving experience. ## Why it stands out The 2025 Jeep Grand Cherokee stands out for its impressive blend of rugged capability and upscale comfort. This model year continues the legacy of the Grand Cherokee with enhanced features, including several advanced technology options like user-friendly infotainment systems and various four-wheel-drive configurations. The design has evolved to provide a more sophisticated and luxurious feel than its predecessors, appealing to both outdoor enthusiasts and those looking for a family-friendly SUV. Its high user review rating demonstrates owner satisfaction, emphasizing reliability and performance in diverse driving conditions. ## Other model years to consider - **[2022 Jeep Grand Cherokee](https://www.cargurus.com/Cars/l-Used-2022-Jeep-Grand-Cherokee-c31991)** - Average price: $28,695.00 - Good/great deal percentage: 35.2% - User rating: 4.73 / 5 - Total listings: 6,974 - **[2024 Jeep Grand Cherokee](https://www.cargurus.com/Cars/l-Used-2024-Jeep-Grand-Cherokee-c33112)** - Average price: $33,659.00 - Good/great deal percentage: 34.0% - User rating: 5 / 5 - Total listings: 5,338 - **[2021 Jeep Grand Cherokee](https://www.cargurus.com/Cars/l-Used-2021-Jeep-Grand-Cherokee-c30872)** - Average price: $23,165.00 - Good/great deal percentage: 35.3% - User rating: 4.6 / 5 - Total listings: 6,242 This analysis is based on CarGurus' proprietary market data from February 17, 2026, CarGurus experts' opinions, and generative AI.