Used Jeep Cherokee for Sale near Windsor, MA
CarGurus recommends the 2019 Jeep Cherokee
## Summary
- With 4,665 currently listed for sale on CarGurus and an **average price of $15,296.00**, 33.7% 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.
- **67.4% of 2019 Cherokee models on CarGurus are accident free**.
- The 2019 Jeep Cherokee offers a robust design paired with advanced technology features, making it an appealing choice for adventurers seeking off-road capability.
## Why it stands out
The 2019 Jeep Cherokee is notable for its rugged reliability and impressive off-road capabilities. This model strikes a perfect balance between offering a comfortable driving experience and robust utility, making it a favorite among adventure enthusiasts. Users consistently praise its spacious interiors and user-friendly features, which enhance both convenience and passenger comfort. Additionally, the model is recognized for its blend of style and functionality, appealing to buyers looking for a versatile SUV that stands out in both urban and off-road environments. With a reputation built on durability, the 2019 Jeep Cherokee remains a reliable choice for those who enjoy adventure.
## Other model years to consider
- **[2020 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Cherokee-c29396)**
- Average price: $17,086.00
- Good/great deal percentage: 32.6%
- User rating: 4.62 / 5
- Total listings: 5,113
- **[2018 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2018-Jeep-Cherokee-c27056)**
- Average price: $13,509.00
- Good/great deal percentage: 33.4%
- User rating: 4.39 / 5
- Total listings: 4,249
- **[2017 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2017-Jeep-Cherokee-c26075)**
- Average price: $12,064.00
- Good/great deal percentage: 33.4%
- User rating: 4.00 / 5
- Total listings: 2,358
These recommendations are based on CarGurus' proprietary market data from February 10, 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 Windsor, MA?
The average Jeep Cherokee costs about $15,485.58. The average price has decreased by -9.3% since last year. The 636 for sale near Windsor, MA on CarGurus, range from $3,085 to $29,327 in price.
How many Jeep Cherokee vehicles in Windsor, MA have no reported accidents or damage?
588 out of 636 for sale near Windsor, MA have no reported accidents or damage.
What fuel types are available?
Gasoline engines are available.
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Used Jeep Cherokee for Sale Under $10,000 Near Windsor
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Used Jeep Cherokee for Sale Under $40,000 Near Windsor
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