Used 2020 Jeep Grand Cherokee for Sale near Boston, MA
271 results
CarGurus Analysis:
2020 Jeep Grand Cherokee
With 269 currently listed for sale near Boston, MA and an average price of $21,468.00, 48.3% of 2020 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Jeep Grand Cherokee 4.58 / 5 stars.
100.0% of 2020 Grand Cherokee models on CarGurus are accident free.
The 2020 Jeep Grand Cherokee offers a stylish design and advanced safety options while boasting impressive off-road capabilities and powerful engine options.
CarGurus Analysis: 2020 Jeep Grand Cherokee
overall
Summary
With 269 currently listed for sale near Boston, MA and an average price of $21,468.00, 48.3% of 2020 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Jeep Grand Cherokee 4.58 / 5 stars.
100.0% of 2020 Grand Cherokee models on CarGurus are accident free.
The 2020 Jeep Grand Cherokee offers a stylish design and advanced safety options while boasting impressive off-road capabilities and powerful engine options.
Why it stands out
The 2020 Jeep Grand Cherokee excels as a versatile midsize SUV that caters to a range of buyers with varying needs. Its strong performance stems from various engine choices, including a robust V8 option that commands impressive power and torque. The Grand Cherokee's design remains timeless, featuring beloved Jeep styling cues that appeal to many, from off-road enthusiasts to city dwellers.
Safety is a focus, with a suite of advanced driving assistance systems, although it is noteworthy that not all features come standard. The interior features comfortable seating and an intuitive Uconnect infotainment system, consolidating the Grand Cherokee’s position as a family-friendly vehicle. Despite some criticisms regarding interior materials and fuel efficiency, the Grand Cherokee's blend of off-road quality and on-road comfort makes it a compelling choice in its segment.
Other model years to consider
- Average price: $14,763.00
- Good/great deal percentage: 24.6%
- User rating: 4.77 / 5
- Total listings: 418
- Average price: $30,191.00
- Good/great deal percentage: 70.1%
- User rating: 4.86 / 5
- Total listings: 358
- Average price: $34,233.00
- Good/great deal percentage: 77.3%
- User rating: 5 / 5
- Total listings: 299
This analysis is based on CarGurus' proprietary market data from June 2, 2026, CarGurus experts' opinions, and generative AI.
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4.6 Overall rating
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Anonymous
Reviewed a 2020 Jeep Limited 4WD on Jul 30, 2025
I love all the features on this car. I think it was a great value. Its the JGC X, which has a little more options than regular. Love the slate blue color.
Samuel M
Reviewed a 2020 Jeep Grand Cherokee on Dec 19, 2025
2nd Jeep Cherokee we have bought and they are great vehicles and very reliable.
Tristan H
Reviewed a 2020 Jeep Grand Cherokee on Jan 10, 2025
Great car loads of features! Amazing platform plenty of power and capability.
Doug Q
Reviewed a 2020 Jeep Grand Cherokee on Jun 21, 2024
The one I looked at was a very good deal. It was very comfortable and easy to drive, The limited version is packed with bells and whistles. Similar to the Honda Pilot and Toyota Highlander but not as expensive.
2020 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| Altitude RWD | $38,245 |
| Trailhawk 4WD | $45,155 |
| Limited RWD | $39,955 |
| Overland 4WD | $49,695 |
| Limited X 4WD | $47,050 |
| Laredo E 4WD | $36,000 |
| Altitude 4WD | $40,540 |
| Limited 4WD | $41,955 |
2020 Jeep Grand Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2020 Jeep Grand Cherokee prices has changed over time.
See more price trends2020 Jeep Grand Cherokee Pricing Analysis: Boston, MA Market Report
Pricing by Nearby Locations
Market Area: Boston, MA
Key Insights
- Highest Prices in Northern New England: Portsmouth, NH ($22,313) has the highest average price, indicating stronger demand possibly driven by its affluent market.
- Lowest Prices in Southern MA: Chicopee, MA ($18,961) offers the most competitive pricing, likely due to higher inventory levels or more price-sensitive buyers.
- Inventory Variances: Cities like Hartford, CT (540 listings) and New Bedford, MA (527 listings) show significant inventory, reflecting a stable supply which mitigates extreme pricing fluctuations.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Portsmouth, NH | 477 | $22,313 |
| Manchester, NH | 497 | $22,039 |
| Plymouth, MA | 193 | $21,686 |
| Worcester, MA | 263 | $21,431 |
| Groton, MA | 228 | $21,442 |
| Providence, RI | 207 | $20,808 |
| New Bedford, MA | 527 | $21,066 |
| Hartford, CT | 540 | $19,552 |
| Brattleboro, VT | 442 | $18,424 |
| Chicopee, MA | 524 | $18,961 |
Pricing by Trim Packages
Key Insights
- Dominance of 4WD Trims: The Limited 4WD (402 listings) is the most abundant trim, catering to a market that favors ruggedness and capability.
- Top Price Positioning: The Summit 4WD is the highest priced at $55,495 MSRP, delivering luxury features, which is reflected in its limited availability (129 listings).
- Value Offerings Exist: The Laredo 4WD trim, priced at $34,450 MSRP, presents a more accessible price point with a robust feature set appealing to budget-conscious buyers.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Limited 4WD | 402 | $41,955 | 4X4 | 3.6L 295 hp V6 |
| Altitude 4WD | 278 | $40,540 | 4X4 | 3.6L 295 hp V6 |
| Laredo 4WD | 206 | $34,450 | 4X4 | 3.6L 295 hp V6 |
| Overland 4WD | 194 | $49,695 | 4X4 | 3.6L 295 hp V6 |
| Summit 4WD | 129 | $55,495 | 4X4 | 3.6L 295 hp V6 |
| Limited RWD | 30 | $39,955 | 4X2 | 3.6L 295 hp V6 |
| Laredo E 4WD | 64 | $36,000 | 4X4 | 3.6L 295 hp V6 |
| Trailhawk 4WD | 47 | $45,155 | 4X4 | 3.6L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Recent Models Demand High Prices: The 2026 Jeep Grand Cherokee, priced at $42,658, is +9.5% above MSRP, suggesting strong buyer interest in newer models.
- Significant Depreciation for Older Models: The 2017 model reflects a drastic price drop of -49.6%, highlighting extensive depreciation affecting older vehicles.
- 2019 Year Offers Competitive Pricing: The 2019 model maintains better value, with an average price of $19,675, which is -38.9% vs MSRP.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Jeep Grand Cherokee | $38,920 | $42,658 | +9.5% |
| 2025 Jeep Grand Cherokee | $37,095 | $40,670 | +9.7% |
| 2024 Jeep Grand Cherokee | $36,495 | $35,968 | -1.4% |
| 2023 Jeep Grand Cherokee | $39,535 | $34,073 | -13.9% |
| 2022 Jeep Grand Cherokee | $36,980 | $29,963 | -19.0% |
| 2021 Jeep Grand Cherokee | $35,460 | $24,651 | -30.5% |
| 2019 Jeep Grand Cherokee | $31,945 | $19,675 | -38.9% |
| 2018 Jeep Grand Cherokee | $30,895 | $17,393 | -43.7% |
| 2017 Jeep Grand Cherokee | $30,395 | $15,351 | -49.6% |
| 2016 Jeep Grand Cherokee | $29,995 | $13,906 | -53.6% |
| 2015 Jeep Grand Cherokee | $29,995 | $12,104 | -59.6% |
| 2014 Jeep Grand Cherokee | $29,495 | $11,136 | -62.3% |
These recommendations are based on CarGurus' proprietary market data from June 4, 2026, CarGurus experts' opinions, and generative AI.
