Used 2016 Jeep Grand Cherokee for Sale near Boston, MA
350 results
CarGurus Analysis:
2016 Jeep Grand Cherokee
With 341 currently listed for sale near Boston, MA and an average price of $13,654.00, 28.7% of 2016 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Jeep Grand Cherokee 4.8 / 5 stars.
71.3% of 2016 Grand Cherokee models on CarGurus are accident free.
Notable features include its impressive towing capacity, off-road capabilities, and a luxurious interior.
CarGurus Analysis: 2016 Jeep Grand Cherokee
overall

Summary
With 341 currently listed for sale near Boston, MA and an average price of $13,654.00, 28.7% of 2016 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Jeep Grand Cherokee 4.8 / 5 stars.
71.3% of 2016 Grand Cherokee models on CarGurus are accident free.
Notable features include its impressive towing capacity, off-road capabilities, and a luxurious interior.
Why it stands out
The 2016 Jeep Grand Cherokee distinguishes itself in the crowded SUV market through its blend of rugged capability and premium features. Known for its powerful performance, particularly with the optional Hemi engine, the Grand Cherokee caters to adventure seekers who need a dependable vehicle both on and off the road. It offers a spacious and comfortable interior, making it ideal for family outings or long commutes. The model's excellent towing capacity—up to 7,400 pounds with the V8 engine—alongside the availability of advanced off-road features like Selec-Terrain technology, positions the Grand Cherokee as a top choice for those who enjoy outdoor activities. Despite minor drawbacks, including average reliability ratings and some concerns regarding interior space, the Grand Cherokee remains a favorite, appealing to drivers who value style, safety, and the adventurous spirit synonymous with Jeep.
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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4.8 Overall rating
Filter by rating
Thomas T
Reviewed a 2016 Jeep Laredo 75th Anniversary 4WD on Jan 20, 2025
After driving it for the first time I knew I wanted it. I had to have some things line up for me to be able to buy it but they did and I was able to bring it home. The style, comfort and luxury are more than I ever could’ve asked for.
Russ E
Reviewed a 2016 Jeep Grand Cherokee on Jan 19, 2026
Rides and handles great. The 3.0L diesel runs awesome and gets excellent fuel mileage. Can't hear the diesel at all on the road. The looks of the GC are so sexy!
Ken N
Reviewed a 2016 Jeep Limited on Oct 22, 2025
The car is nice I like the black and it’s clean it has a back up camera even though I don’t use them that’s nice as well it’s very spacious
Cory L
Reviewed a 2016 Jeep Grand Cherokee on Feb 11, 2020
2016 Jeep Cherokee - great everyday vehicle. Super comfortable and great capabilities. 4x4 with all the comfort of a fine leather chair. Mudd/rocks no problem. Highway driving @ 80 mph no problem. Plenty of space for all my sh...stuff. :) This is our fourth GC and fifth Jeep overall. No complaints.
2016 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| Laredo | $29,995 |
| Limited 75th Anniversary 4WD | $43,175 |
| High Altitude 4WD | $50,090 |
| Limited | $37,565 |
| Summit 4WD | $52,795 |
| Overland 4WD | $47,395 |
| Laredo 4WD | $32,295 |
| Limited 4WD | $39,565 |
2016 Jeep Grand Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2016 Jeep Grand Cherokee prices has changed over time.
See more price trends2016 Jeep Grand Cherokee Pricing Analysis: Boston, MA Market Report
Pricing by Nearby Locations
Market Area: Boston, MA
Key Insights
- Highest Prices in Brattleboro, VT: This city has the highest average price at $16,860, reflecting potentially limited supply or higher demand for SUVs in the area.
- Lowest Prices in Plymouth, MA: The average price here is $13,711, indicating a more competitive market with likely better inventory turnover.
- Inventory Level Insights: Worcester, with 362 listings, shows a robust supply and supports stable pricing near the regional average of around $13,000–$14,000.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Groton, MA | 341 | $14,640 |
| Plymouth, MA | 319 | $13,711 |
| Worcester, MA | 362 | $13,954 |
| Providence, RI | 339 | $13,993 |
| Manchester, NH | 295 | $14,445 |
| Portsmouth, NH | 270 | $14,559 |
| New Bedford, MA | 312 | $13,930 |
| Chicopee, MA | 326 | $14,284 |
| Brattleboro, VT | 263 | $16,860 |
| Hartford, CT | 326 | $13,949 |
Pricing by Trim Packages
Key Insights
- Limited 4WD is Most Available: The Limited 4WD trim leads with 400 listings, showcasing its popularity and strong consumer preference in this region.
- High End Pricing for Summit 4WD: The Summit 4WD trim at $52,795 MSRP commands a significant premium reflective of its luxury features, indicating strong demand for high-end variants.
- Affordable Base Options Available: The Laredo's entry-level pricing at $29,995 MSRP caters to budget-conscious buyers, ensuring a diverse offering in the market.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Limited 4WD | 400 | $39,565 | 4X4 | 3.6L 295 hp V6 |
| Laredo 4WD | 191 | $32,295 | 4X4 | 3.6L 295 hp V6 |
| Overland 4WD | 212 | $47,395 | 4X4 | 3.6L 295 hp V6 |
| Summit 4WD | 123 | $52,795 | 4X4 | 3.6L 295 hp V6 |
| Laredo E 4WD | 62 | $34,295 | 4X4 | 3.6L 295 hp V6 |
| Limited | 25 | $37,565 | 4X2 | 3.6L 295 hp V6 |
| High Altitude 4WD | 56 | $50,090 | 4X4 | 3.6L 295 hp V6 |
| Laredo | 24 | $29,995 | 4X2 | 3.6L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- New Models Command a Premium: The 2026 Jeep Grand Cherokee is priced 6.3% above MSRP, reflecting strong consumer interest in the latest model.
- Depreciation Trends: Notably, older model years like the 2015 Grand Cherokee have depreciated significantly, with average prices dropping to $12,008, indicating steep value loss over time.
- Best Value Years Observed: The 2022 and 2023 models represent a sweet spot with only ~18-23% depreciation, providing solid choices for budget-conscious buyers seeking recent vehicles.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Jeep Grand Cherokee | $38,920 | $41,575 | +6.3% |
| 2025 Jeep Grand Cherokee | $37,095 | $41,019 | +10.8% |
| 2024 Jeep Grand Cherokee | $36,495 | $35,694 | -2.2% |
| 2023 Jeep Grand Cherokee | $39,535 | $32,425 | -18.0% |
| 2022 Jeep Grand Cherokee | $36,980 | $30,374 | -17.9% |
| 2021 Jeep Grand Cherokee | $35,460 | $25,099 | -29.2% |
| 2020 Jeep Grand Cherokee | $32,150 | $21,462 | -33.2% |
| 2019 Jeep Grand Cherokee | $31,945 | $19,546 | -38.8% |
| 2018 Jeep Grand Cherokee | $30,895 | $17,702 | -42.6% |
| 2017 Jeep Grand Cherokee | $30,395 | $14,995 | -50.7% |
| 2015 Jeep Grand Cherokee | $29,995 | $12,008 | -59.9% |
| 2014 Jeep Grand Cherokee | $29,495 | $10,837 | -63.2% |
These recommendations are based on CarGurus' proprietary market data from May 28, 2026, CarGurus experts' opinions, and generative AI.










