Used 2021 Jeep Cherokee for Sale near Boston, MA
194 results
CarGurus Analysis:
2021 Jeep Cherokee
With 199 currently listed for sale near Boston, MA and an average price of $20,828.00, 35.2% of 2021 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Cherokee 4.81 / 5 stars.
111.1% of 2021 Cherokee models on CarGurus are accident free.
The 2021 Jeep Cherokee offers impressive technology features, a smooth ride, and advanced safety options, making it a strong contender in the compact SUV market.
CarGurus Analysis: 2021 Jeep Cherokee
overall

Summary
With 199 currently listed for sale near Boston, MA and an average price of $20,828.00, 35.2% of 2021 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Cherokee 4.81 / 5 stars.
111.1% of 2021 Cherokee models on CarGurus are accident free.
The 2021 Jeep Cherokee offers impressive technology features, a smooth ride, and advanced safety options, making it a strong contender in the compact SUV market.
Why it stands out
The 2021 Jeep Cherokee distinguishes itself through a combination of stylish design, utility, and advanced technology. Users appreciate its smooth ride, versatile performance, and safety features, especially notable in the Trailhawk trim that enhances its off-road capabilities. Despite some concerns about certain missing features and construction issues, the Cherokee is praised for its overall value, gaining a high user rating of 4.81 / 5 stars. The Cherokee also features an easy-to-use infotainment system, with options for a panoramic sunroof and robust engine choices, including a turbocharged option that delivers ample power and torque. Although it lacks spacious cargo capacity compared to some competitors, the Cherokee appeals to buyers looking for a compact SUV that balances everyday practicality with the rugged charm of a Jeep.
Other model years to consider
- Average price: $15,182.00
- Good/great deal percentage: 36.5%
- User rating: 4.47 / 5
- Total listings: 307
- Average price: $18,090.00
- Good/great deal percentage: 35.9%
- User rating: 4.62 / 5
- Total listings: 326
- Average price: $14,385.00
- Good/great deal percentage: 34.6%
- User rating: 4.39 / 5
- Total listings: 280
This analysis is based on CarGurus' proprietary market data from April 7, 2026, CarGurus experts' opinions, and generative AI.
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4.8 Overall rating
Filter by rating
Xing F
Reviewed a 2021 Jeep Cherokee on Oct 22, 2024
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.
Todd R
Reviewed a 2021 Jeep Cherokee on Jun 26, 2025
It’s a nice car, deceptively large inside, and comfortable. I’m average height but on the fluffy side, and it’s a very comfortable fit. Nice smooth ride. A/c feels like a freezer (I bought the car on the hottest day of the year and I was plenty cool on the long drive home.
Matthew P
Reviewed a 2021 Jeep Cherokee on Dec 29, 2024
The car’s features are awesome, all this at a great deal
John H
Reviewed a 2021 Jeep Cherokee on Nov 3, 2023
Great features and more than I expected. Great value for the money. Im very pleased with the SUV.
2021 Jeep Cherokee Trims
| Trim type | MSRP |
|---|---|
| Latitude Plus FWD | $30,200 |
| Latitude FWD | $27,890 |
| Altitude 4WD | $32,895 |
| Latitude Plus 4WD | $31,700 |
| Latitude Lux FWD | $31,810 |
| Trailhawk 4WD | $36,540 |
| Limited 4WD | $37,340 |
| Latitude Lux 4WD | $33,310 |
2021 Jeep Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Jeep Cherokee prices has changed over time.
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