Used 2021 Jeep Grand Cherokee for Sale near Winnipeg, MB
57 results
CarGurus Analysis:
2021 Jeep Grand Cherokee
With 58 currently listed for sale near Winnipeg, MB and an average price of $32,063.00 CAD, 32.8% 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 impressive off-road capability, advanced technology, and a spacious, luxurious interior.
CarGurus Analysis: 2021 Jeep Grand Cherokee
overall
Summary
With 58 currently listed for sale near Winnipeg, MB and an average price of $32,063.00 CAD, 32.8% 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 impressive off-road capability, advanced technology, and a spacious, luxurious interior.
Why it stands out
The 2021 Jeep Grand Cherokee remains a popular choice, thanks to its blend of ruggedness, luxury, and advanced technology features. This model stands out with its iconic design, which offers a perfect combination of utility and sophistication. Under the hood, the Grand Cherokee provides power options ranging from the efficient 3.6-litre Pentastar V6 to the robust 5.7-litre Hemi V8, catering to both everyday drivers and those seeking off-road performance. Moreover, the Grand Cherokee’s interior is equipped with high-quality materials and user-friendly technology, although some may find the infotainment system aging compared to newer competitors. While the model excels in many areas, potential buyers should note mixed safety ratings, which may raise concerns for some. Overall, the Grand Cherokee strikes a balance between performance and comfort, making it an appealing option for a variety of driving needs.
Other model years to consider
- Average price: $39,345.00 CAD
- Good/great deal percentage: 37.9%
- User rating: 4.86 / 5
- Total listings: 66
- Average price: $43,926.00 CAD
- Good/great deal percentage: 32.8%
- User rating: 5 / 5
- Total listings: 58
- Average price: $49,004.00 CAD
- Good/great deal percentage: 30.5%
- User rating: 5 / 5
- Total listings: 59
This analysis is based on CarGurus' proprietary market data from June 11, 2026, CarGurus experts' opinions, and generative AI.
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4.7 Overall rating
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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 |
| 80th Anniversary Edition 4WD | $45,970 |
| Limited X 4WD | $48,675 |
| Summit 4WD | $57,305 |
| Laredo 4WD | -- |
| Limited 4WD | $43,580 |
| 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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