Used Jeep Cherokee for Sale near Pittsfield, MA
CarGurus recommends the 2019 Jeep Cherokee
## Summary
- With 4,177 currently listed for sale and an **average price of $15,299.00**, 33.1% of 2019 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
- **Favorably reviewed:** Owners rated the 2019 Jeep Cherokee 4.47 / 5 stars.
- **66.4% of 2019 Cherokee models on CarGurus are accident free**.
- The 2019 Jeep Cherokee offers a fresh redesign, introducing a turbocharged engine option for enhanced performance, along with rugged off-road capabilities that are distinctly Jeep.
## Why it stands out
The 2019 Jeep Cherokee captivates buyers with its unique blend of ruggedness and comfort, making it more than just another compact SUV. With impressive off-road capabilities, particularly in the Trailhawk trim, it stands out among its peers by offering serious terrain-management skills. The latest iteration boasts an attractive redesign that enhances both aesthetics and functionality, featuring a spacious interior filled with user-friendly technology like Apple CarPlay and Android Auto. Additionally, the availability of a turbocharged engine option significantly boosts performance, accommodating both adventurous spirits and everyday driving needs.
## Other model years to consider
- **[2020 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Cherokee-c29396)**
- Average price: $17,191.00
- Good/great deal percentage: 32.1%
- User rating: 4.62 / 5
- Total listings: 4,551
- **[2018 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2018-Jeep-Cherokee-c27056)**
- Average price: $13,283.00
- Good/great deal percentage: 33.1%
- User rating: 4.39 / 5
- Total listings: 3,768
- **[2022 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2022-Jeep-Cherokee-c32108)**
- Average price: $23,590.00
- Good/great deal percentage: 30.6%
- User rating: 4.82 / 5
- Total listings: 2,263
These recommendations are based on CarGurus' proprietary market data from March 16, 2026, CarGurus experts' opinions, and generative AI.
4.4 Overall rating
(1,108 reviews)Customers say
The Jeep Cherokee has long been celebrated for its rugged reliability, impressive off-road capabilities, and overall durability. Owners tend to praise its powerful engines, spacious interiors, and user-friendly features across various models. Many drivers also appreciate the comfortable ride and the great value it offers. However, some common complaints include inconsistent performance, fuel economy concerns, and occasional reliability issues, particularly with older models. In essence, the Cherokee stands out as a dependable choice for those who enjoy adventure and need a versatile vehicle, though it may not always deliver on efficiency and peak performance.
AI generated from the text of customer reviews.
What people say
My husband and I absolutely enjoy this new car of ours. This is the vehicle we want and need. The features are perfect and everything works great, though we had to replace the brakes, spark plugs , and a few other things. The vehicle is in excellent condition and still looks new. The interior is beautiful. It’s the best vehicle for all of the driving that we do.
The 2021 Jeep Cherokee is a versatile compact SUV that excels in off-road performance, particularly in the Trailhawk trim, thanks to its advanced 4x4 system and terrain management features.
The cars features are great it rides nice and had a one stop shop for everything we wanted in a family vehicle couldnt be happier
The vehicle is very capable on and off road. Plenty of power to get up to speed on the highway, pass someone, and 4500lb towing capacity. Also it is the only trailhawk in the lineup to have a true rear locker.
The car’s features are awesome, all this at a great deal
Jeep Cherokee FAQs
How much does the Jeep Cherokee cost in Pittsfield, MA?
The average Jeep Cherokee costs about $15,556.59. The average price has decreased by -8.5% since last year. The 565 for sale near Pittsfield, MA on CarGurus, range from $6,072 to $27,841 in price.
Is the Jeep Cherokee a good car?
CarGurus experts gave the 2026 Jeep Cherokee an overall rating of 7/10 and Jeep Cherokee owners have rated the vehicle a 4.4/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.
How many Jeep Cherokee vehicles in Pittsfield, MA have no reported accidents or damage?
478 out of 565 for sale near Pittsfield, MA have no reported accidents or damage.
Is the Jeep Cherokee safe?
CarGurus experts gave the 2026 Jeep Cherokee a safety rating of 7/10.
What fuel types are available?
Gasoline engines are available.
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Used Jeep Cherokee for Sale Under $10,000 Near Pittsfield
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