Used Jeep Grand Cherokee for Sale near Upperville, VA
CarGurus recommends the 2022 Jeep Grand Cherokee
Summary
- With 8,064 currently listed for sale on CarGurus and an average price of $29,339.40, 35.3% of 2022 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
- Favorably reviewed: Owners rated the 2022 Jeep Grand Cherokee 4.7 / 5 stars and CarGurus experts gave it an 8 / 10.
- 83.5% of 2022 Grand Cherokee models on CarGurus are accident free.
- The 2022 Jeep Grand Cherokee featured a sophisticated height-adjustable air suspension for enhanced off-road capability and improved on-road comfort.
Why it stands out
The 2022 Jeep Grand Cherokee stands out in the competitive midsize SUV segment thanks to its remarkable blend of luxury, technology, and off-road capability. With a redesigned interior featuring advanced tech like Active Driving Assist and high-quality materials, it caters to both comfort and sophistication. Moreover, its impressive off-road prowess, bolstered by multiple four-wheel-drive options and terrain management systems, ensures that drivers can confidently tackle any environment while enjoying a more accessible price point compared to traditional luxury brands.
Other model years to consider
The 2015 and 2018 Jeep Grand Cherokee model years present viable options due to their attractive pricing and solid user ratings. The 2015 model, with an average price of $12,465.99 and a user rating of 4.7/5, offers great value alongside a competitive percentage of good deals at 32%. Similarly, the 2018 model is moderately priced at $17,451.30 while maintaining a high user rating of 4.6/5 and a favorable deal availability rate of 36%.
Model years to approach with caution
When considering the Jeep Grand Cherokee model years, the 2007 and 2006 models stand out as the most suitable options, with user ratings of 4.4/5 and 4.3/5 respectively, alongside a relatively high expert rating for the 2006 model. Financially, both years have significant availability constraints, as indicated by a high percentage of listings not classified as good or great deals—91% for 2007 and 96% for 2006—which may impact buyer options. The moderately suitable years include 2010 and earlier models like 1998 and 1999, which also feature solid user ratings but face similar market challenges regarding deal quality.
These recommendations are based on CarGurus' proprietary market data from December 17, 2025, CarGurus experts' opinions, and generative AI.
4.5 Overall rating
(1,794 reviews)Customers say
The Jeep Grand Cherokee has received generally positive feedback from owners across all model years, highlighting its luxurious interiors, strong performance, and off-road capabilities. Many appreciate the spaciousness, advanced safety features, and commitment to comfort. However, some drivers have voiced concerns about fuel economy, the absence of certain high-tech features for the price, and reliability issues in older models. Overall, owners take pride in its rugged nature and versatility, making it a favored choice for both everyday driving and adventures.
AI generated from the text of customer reviews.
What people say
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!
This is a great vehicle and has lots of space for me to travel with my dogs!
Best vehicle I’ve ever had! Drives better than my old MBZ! Will go anywhere with 4 wheel drive in total luxury!!!
Comfortable, reliable, drives smoothly, looking good, feels safe on the road.
I just bought my 4th Jeep Grand Cherokee WK model. I have had nothing but great luck with these vehicles. These are my work vehicles averaging 40k miles a year, run them to about 225k-250k before getting rid of them to no fault of theirs. I have had one transmission go on me at 97k and the Jeep dealership replaced with no problems. Thank you such a quiet, dependable ride. The only con I can think of is I wish better gas mileage. Here in Pennsylvania, lots of mountains, averaged 16 city 21 highway.
Jeep Grand Cherokee FAQs
How many miles do Jeep Grand Cherokees last?
With proper maintenance, a Jeep Grand Cherokee can last around 200,000 miles. This lifespan is typical for a well-maintained Grand Cherokee, though some owners report their vehicles lasting even longer. Regular servicing, timely repairs, and attention to maintenance schedules are key to achieving high mileage and ensuring the longevity of your Jeep Grand Cherokee.
How much horsepower does a 5.7 Hemi Jeep Grand Cherokee have?
The Jeep Grand Cherokee equipped with the 5.7L HEMI® V8 engine boasts 357 horsepower and 390 pound-feet of torque. This powerful engine provides an impressive maximum towing capacity of 7,200 pounds, making it ideal for those who need to tow heavy loads. Additionally, the engine features fuel-saving technology that shuts off four cylinders when all eight aren't needed, enhancing fuel efficiency without compromising performance.
What is the best year to buy a Jeep Grand Cherokee?
The most reliable years for the Jeep Grand Cherokee are 2013, 2019, 1995, and 2008. These model years have demonstrated robust performance and durability, making them excellent choices for those seeking reliability. Each of these years has been noted for fewer reported issues and strong owner satisfaction, providing peace of mind for potential buyers.
Is the Jeep Grand Cherokee good quality?
Yes, the Jeep Grand Cherokee is known for its good quality. It offers a comfortable and upscale interior, along with the classic Jeep aura. The interior is well-finished, and the SUV delivers a smooth driving experience with its responsive 3.6-liter V6 engine and smooth eight-speed automatic transmission. Handling is sound and secure, making the Grand Cherokee a well-rounded vehicle suitable for both everyday driving and off-road adventures.
How much does the Jeep Grand Cherokee cost in Upperville, VA?
The average Jeep Grand Cherokee costs about $22,469.16. The average price has decreased by -4.1% since last year. The 431 for sale near Upperville, VA on CarGurus, range from $3,650 to $73,995 in price.
How many Jeep Grand Cherokee vehicles in Upperville, VA have no reported accidents or damage?
431 out of 431 for sale near Upperville, VA have no reported accidents or damage.
What fuel types are available?
Diesel, Gasoline engines are available.
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Jeep Grand Cherokee Limited in Upperville VA
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Jeep Grand Cherokee Laredo in Upperville VA
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Jeep Grand Cherokee Altitude 4WD
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Jeep Grand Cherokee Overland in Upperville VA
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Jeep Grand Cherokee Summit 4WD
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Jeep Grand Cherokee Limited RWD
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Jeep Grand Cherokee Altitude X 4WD
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Jeep Grand Cherokee Laredo E 4WD
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Jeep Grand Cherokee Trailhawk 4WD
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Jeep Grand Cherokee in Winchester VA
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Jeep Grand Cherokee in Manassas VA
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Jeep Grand Cherokee in Washington DC
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Jeep Grand Cherokee in Hagerstown MD
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Jeep Grand Cherokee in Fredericksburg VA
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Jeep Grand Cherokee in Harrisonburg VA
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Jeep Grand Cherokee in Cumberland MD
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Jeep Grand Cherokee in Baltimore MD
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Jeep Grand Cherokee in Charlottesville VA
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