Used 2021 Jeep Grand Cherokee for Sale near Windsor, ON
90 results
CarGurus Analysis:
2021 Jeep Grand Cherokee
With 548 currently listed for sale and an average price of $30,711.00 CAD, 35.6% of 2021 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2021 Jeep Grand Cherokee 4.62 / 5 stars.
100.0% of 2021 Grand Cherokee models on CarGurus are accident free.
The 2021 Jeep Grand Cherokee features a luxurious interior, advanced technology options, and robust performance capabilities, appealing to both on-road comfort and off-road adventure enthusiasts.
CarGurus Analysis: 2021 Jeep Grand Cherokee
overall
Summary
With 548 currently listed for sale and an average price of $30,711.00 CAD, 35.6% of 2021 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2021 Jeep Grand Cherokee 4.62 / 5 stars.
100.0% of 2021 Grand Cherokee models on CarGurus are accident free.
The 2021 Jeep Grand Cherokee features a luxurious interior, advanced technology options, and robust performance capabilities, appealing to both on-road comfort and off-road adventure enthusiasts.
Why it stands out
The 2021 Jeep Grand Cherokee continues to solidify its reputation as a versatile SUV that bridges the gap between mainstream affordability and luxury appeal. Its well-rounded character is evidenced by its spacious interior, which combines rugged utility with upscale finishes, thanks to premium materials used in its construction. The Grand Cherokee is available in various trims, such as the value-oriented Laredo and the luxurious Summit, allowing buyers to select the right balance of features and price. While it excels in off-road capabilities, with advanced 4WD systems and impressive towing capacities, some owners have noted its fuel efficiency could be better, particularly in models with the V8 engine. Nevertheless, the Grand Cherokee remains an attractive choice for those seeking an SUV that delivers on both performance and comfort.
Other model years to consider
- Average price: $36,012.00 CAD
- Good/great deal percentage: 33.4%
- User rating: 4.86 / 5
- Total listings: 608
- Average price: $38,920.00 CAD
- Good/great deal percentage: 33.8%
- User rating: 5 / 5
- Total listings: 586
- Average price: $44,297.00 CAD
- Good/great deal percentage: 32.8%
- User rating: 5 / 5
- Total listings: 668
This analysis is based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.
4.7 Overall rating
Filter by rating
Lee B
Reviewed a 2021 Jeep Grand Cherokee on May 7, 2026
Beautiful, solid, great stereo, comfortable seats, a high quality ride. Drives beautifully between 0 - 100 mph
Lee B
Reviewed a 2021 Jeep Grand Cherokee on May 7, 2026
Beautiful, solid, great stereo, comfortable seats, a high quality ride. Drives beautifully between 0 - 100 mph. No shakes or rattles. Very quiet cabin.
James H
Reviewed a 2021 Jeep Grand Cherokee on Apr 21, 2025
I'm a little biased because I've always driven Grand Cherokees. But I've always done that for a reason. Good quality, good features, great 4x4 capabilities and great handling.
Anonymous
Reviewed a 2021 Jeep Grand Cherokee on Aug 31, 2024
This vehicle is exactly what I expected from the Jeep brand . It has some great features, including panoramic sunroof. It would have been nice to have a CD player or a hard drive that holds CD recordings.
2021 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| High Altitude 4WD | $54,175 |
| Overland 4WD | $51,230 |
| Limited X 4WD | $48,675 |
| Summit 4WD | $57,305 |
| 80th Anniversary Edition 4WD | $45,970 |
| Limited 4WD | $43,580 |
| Laredo 4WD | -- |
| Altitude 4WD | -- |
2021 Jeep Grand Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Jeep Grand Cherokee prices has changed over time.
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