Used Jeep Cherokee for Sale near Milford, MA
CarGurus recommends the 2019 Jeep Cherokee
## Summary
- With 4,265 currently listed for sale and an **average price of $15,319.00**, 34.1% 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.
- **66.9% of 2019 Cherokee models on CarGurus are accident free**.
- The 2019 Jeep Cherokee offers a new turbocharged engine option delivering impressive performance alongside its well-known off-road capabilities and a comfortable interior.
## Why it stands out
The 2019 Jeep Cherokee stands out in the increasingly crowded compact SUV market due to its combination of off-road prowess and everyday comfort. Newly redesigned, the Cherokee introduces a fresh aesthetic while maintaining Jeep's rugged reputation. The vehicle offers various trims, including the Trailhawk, which enhances its off-road capabilities with specialized features like a locking rear differential and an upgraded suspension. The interior is spacious and equipped with the latest Uconnect infotainment system, featuring smartphone integration that supports Apple CarPlay and Android Auto. Overall, the 2019 Cherokee appeals to adventurous drivers seeking versatility without compromising on comfort and technology.
## Other model years to consider
- **[2020 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Cherokee-c29396)**
- Average price: $17,182.00
- Good/great deal percentage: 32.4%
- User rating: 4.62 / 5
- Total listings: 4,673
- **[2018 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2018-Jeep-Cherokee-c27056)**
- Average price: $13,242.00
- Good/great deal percentage: 34.0%
- User rating: 4.39 / 5
- Total listings: 3,814
- **[2022 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2022-Jeep-Cherokee-c32108)**
- Average price: $23,584.00
- Good/great deal percentage: 29.9%
- User rating: 4.82 / 5
- Total listings: 2,294
These recommendations are based on CarGurus' proprietary market data from March 20, 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 Milford, MA?
The average Jeep Cherokee costs about $15,538.19. The average price has decreased by -8.4% since last year. The 233 for sale near Milford, MA on CarGurus, range from $5,950 to $27,940 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 Milford, MA have no reported accidents or damage?
233 out of 233 for sale near Milford, 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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