Used 2014 Jeep Grand Cherokee for Sale near Winnipeg, MB
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CarGurus Analysis: 2014 Jeep Grand Cherokee
Summary
With 161 currently listed for sale and an average price of $13,619.00 CAD, 24.8% of 2014 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2014 Jeep Grand Cherokee 4.74 / 5 stars.
100.0% of 2014 Grand Cherokee models on CarGurus are accident free.
Why it stands out
The 2014 Jeep Grand Cherokee stands out as part of the fourth-generation WK2 line, which brought a smoother on-road character and a more polished feel than earlier Grand Cherokees. It used a fully independent suspension, wore prettier styling inside and out, and offered more power than previous versions. For buyers who want an SUV with genuine capability but a more refined personality, that combination is a big part of its appeal.
For 2014, Jeep gave the Grand Cherokee revised exterior styling, a new dashboard setup with a new instrument cluster, and a host of driver-assist features, including forward-collision warning, automatic emergency braking, and adaptive cruise control. Drivetrain updates included a new eight-speed automatic transmission, which improved efficiency, and the turbodiesel engine also helped in that regard. That same year also brought the upscale Summit trim, adding plenty of leather and creature comforts. The model’s broader strengths remained intact too: standard 4WD, available air suspension with up to 27 centimetres of ground clearance, and a reputation for serious towing and off-road ability.
There are trade-offs, though. The WK2’s fuel economy is described as only mediocre by midsize SUV standards, and early fourth-generation Grand Cherokees have a poor repair record overall. Even so, the 2014 model’s mix of comfort, technology, and capability makes it distinctive, especially for shoppers who want a used SUV that feels more premium than its price might suggest.
Other model years to consider
- Average price: $35,383.00 CAD
- Good/great deal percentage: 30.6%
- User rating: 4.86 / 5
- Total listings: 581
- Average price: $43,711.00 CAD
- Good/great deal percentage: 29.0%
- User rating: 5 / 5
- Total listings: 656
- Average price: $38,499.00 CAD
- Good/great deal percentage: 30.9%
- User rating: 5 / 5
- Total listings: 560
This analysis is based on CarGurus' proprietary market data from August 10, 2026, CarGurus experts' opinions, and generative AI.
4.8 Overall rating
Filter by rating
V. James B
Reviewed a 2014 Jeep Grand Cherokee on Dec 9, 2024
Its a great looking and driving vehicle. I wish they made the third row in this model. However I always feel like the center of attention when driving a jeep that has that sleek, classic, luxury feel and vibe but also can be rugged and tough, and able to run with boss hogs whether on a trail or the open road. Its great for travel and great for inclement weather. What other car does what the Jeep Grand Cherokee does then or now? Not a one. Because Jeep is a stand alone Grand type of ride!
Gavin P
Reviewed a 2014 Jeep SRT 4WD on May 31, 2025
It’s very spacious and very light at the wheel. As you drive the car it feels like you’re floating and at peace. In my opinion the car lacks nothing and that was my first time driving a jeep and I highly recommend!!!!
Sheri S
Reviewed a 2014 Jeep Grand Cherokee on Jul 27, 2025
I like it because I think it's the right size for me and my bestie to go camping.
Tyrell W
Reviewed a 2014 Jeep Grand Cherokee on Jul 4, 2025
The summit is the luxury model and the trim is too notch with a 5.7 hemi to go along with it . The only issues would be the air suspension has problems so get a warranty.
2014 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| Altitude 4WD | $36,595 |
| SRT 4WD | $64,380 |
| Laredo 4WD | $31,495 |
| Summit 4WD | $51,195 |
| Overland 4WD | $46,195 |
| Limited 4WD | $38,495 |
2014 Jeep Grand Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2014 Jeep Grand Cherokee prices has changed over time.
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