Used 2020 Jeep Grand Cherokee for Sale nearBoston, MA

Compare 2020 Jeep Grand Cherokee Trims in Boston, MA

The 2020 Jeep Grand Cherokee offers a range of trims from budget-friendly options to luxury models, all featuring 4WD for versatile driving.

• Starting at $15,463
• Best MPG/MPGe: 18 city / 25 hwy
• Most Popular: Limited 4WD

Trim Overview

Prices updated weekly from CarGurus listings.

Quick Compare Table

Listing prices sourced from CarGurus — updated weekly. OEM specs from manufacturer data.

Missing data displayed as "—".

Trim Deep Dives

Laredo 4WD — "Who It's For"

The Laredo 4WD is the pick for shoppers who want a budget-friendly SUV without sacrificing essential features.

• Avg. market price: $15,463 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 78 listings
• View Laredo 4WD listings

Laredo E 4WD — "Who It's For"

The Laredo E 4WD is the pick for shoppers who want extra tech features without stepping up to higher trims.

• Avg. market price: $16,944 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 35 listings
• View Laredo E 4WD listings

Altitude 4WD — "Who It's For"

The Altitude 4WD is the pick for shoppers who want a stylish SUV with a good mix of features and capability.

• Avg. market price: $18,708 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 82 listings
• View Altitude 4WD listings

Limited 4WD — "Who It's For"

The Limited 4WD is the pick for shoppers who want a well-rounded SUV with luxury features and ample space.

• Avg. market price: $18,705 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 400 listings — widest selection in the lineup
• View Limited 4WD listings

Trailhawk 4WD — "Who It's For"

The Trailhawk 4WD is the pick for shoppers who want serious off-road capability without sacrificing comfort.

• Avg. market price: $20,200 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 16 listings — lower availability; may limit negotiating room
• View Trailhawk 4WD listings

Overland 4WD — "Who It's For"

The Overland 4WD is the pick for shoppers who want a luxury SUV with advanced features and a premium feel.

• Avg. market price: $21,047 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 91 listings
• View Overland 4WD listings

Summit 4WD — "Who It's For"

The Summit 4WD is the pick for shoppers who want the ultimate luxury experience in a capable SUV.

• Avg. market price: $19,530 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 36 listings
• View Summit 4WD listings

Trim Recommendations

Most Popular — Limited 4WD

With 400 active listings, the Limited 4WD is the clear volume leader in the lineup.

Browse Limited 4WD listings

Best Budget Option — Laredo 4WD

At $15,463 avg market price — below the lineup median of $18,708 — it's the most accessible entry point.

Browse Laredo 4WD listings

Best for Fuel Economy — Laredo 4WD

The Laredo 4WD offers the best fuel efficiency in the lineup with 18/25 MPG.

Browse Laredo 4WD listings

These recommendations are based on CarGurus' proprietary market data from November 12, 2026, CarGurus experts' opinions, and generative AI.

How much does the 2020 Jeep Grand Cherokee cost?

Prices have softened 10.35% compared to this time last year, making it a favorable time to shop this model year.

There are 6,863 listings available, which suggests you have a solid amount of inventory to compare.

Is the 2020 Jeep Grand Cherokee a good car?

Yes — with a 4.6/5 user rating and a 6.3/10 expert rating, the 2020 Jeep Grand Cherokee lands as an appealing but imperfect choice. The model scores 8/10 across Look and feel and Technology.

Owners consistently praise its comfort, performance, and luxurious features, and many also like the powerful engines and ride quality. The trade-offs are familiar: gas mileage is a weak point, and some drivers mention seating comfort issues for taller occupants along with build-quality concerns.

It fits you best if you want a midsize SUV that can handle both daily driving and serious off-road use, rather than a softer crossover. With 34.5% of listings marked as good or great deals, there’s still meaningful market activity around it.

Is the 2020 Jeep Grand Cherokee reliable?

Owners rate it 4.6/5, a strong signal of long-term satisfaction.

The owner feedback points to a dependable-feeling SUV with strong comfort, performance, and luxury appeal, and many drivers specifically value the powerful engines and overall ride quality. The expert notes also reinforce its durability-minded character through its traditional SUV setup and off-road hardware.

If you plan to keep one used, the main long-term ownership risk is that build-quality concerns and fuel economy complaints can affect day-to-day satisfaction.

What should I look for when buying a used 2020 Jeep Grand Cherokee?

At 67.7% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle history report and then prioritize a pre-purchase inspection, especially if the listing price looks unusually attractive. Focus on body condition, signs of prior repair, tire wear, and whether the equipment level matches the trim you’re considering.

Key things to evaluate:

• Trim level: The lineup spans from the Laredo to the Summit, with additional variants in between, and the higher trims add more premium materials and equipment. Base versions are more likely to leave you wanting if you expect upscale features.
• Powertrain: The standard setup uses a 295-horsepower 3.6-liter V6 with an 8-speed automatic, while V8 options add much more power for buyers who want stronger acceleration.
• Safety package: ProTech I is standard and includes a reversing camera, parking sensors, blind-spot monitoring, and rear cross-traffic alert. ProTech II adds low-speed forward-collision warning, automatic emergency braking, lane-departure warning, lane-keeping assist, and automatic high-beam headlights.
• Infotainment: The system includes an 8.4-inch touchscreen, navigation, Apple CarPlay, Android Auto, Amazon Alexa, SiriusXM satellite radio, and SiriusXM Guardian connected services.
• Fuel efficiency: The standard V6 returned 21 mpg in combined driving in testing, and the test vehicle achieved 19.4 mpg.

Which 2020 Jeep Grand Cherokee trim should I buy?

The 2020 Jeep Grand Cherokee is offered in 10 trim levels: Laredo, Summit, Limited X, Trailhawk, SRT, Trackhawk, and four additional variants between the bookends.

Here's the short version:

• Laredo: This is the entry point, so it makes sense if you want the Grand Cherokee’s core styling and capability at the lowest starting price.
• Limited X: This is the best-value choice if you want a more upscale feel, since it adds the richer equipment and tech that make the cabin easier to live with.
• Trailhawk: Choose this if off-road use matters most, because it brings the hardware and setup aimed at rougher terrain.
• SRT: This is for you if you want high-performance character, since it sits in the performance-focused part of the lineup.
• Trackhawk: This is the extreme performance pick, with the most serious power and the most specialized hardware in the range.
• Summit: Pick this if you want the most premium-feeling version and are willing to pay for it.

ProTech I is standard on all trim levels, while ProTech II and Advanced ProTech II add more driver-assistance equipment as you move up.

Is now a good time to buy a used 2020 Jeep Grand Cherokee?

This is a moderate market for selective buyers, with enough inventory and deal activity to reward careful shopping.

• Deal availability: 34.5% of listings are priced as good or great deals.
• Inventory: There are 6,863 listings available.
• Price trend: Prices have softened 10.35% compared with last year.
• Clean inventory: 67.7% of listings are accident-free.

If you find a listing below $19,675, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2020 Jeep Grand Cherokee's resale value?

The current average of $19,675 sits slightly below last year's $21,946.

That decline suggests the model has softened in the used market, which can be a challenge if you’re planning to sell later. On the other hand, a lower entry price can help you buy in at a more favorable point, especially if you choose a well-kept example with desirable equipment.

Vehicles with strong owner satisfaction ratings, like this model year's 4.6/5, tend to retain buyer demand, which supports resale value over time.

Is the 2020 Jeep Grand Cherokee safe?

The Grand Cherokee earns an overall four-star rating from NHTSA, with a three-star rollover resistance rating on rear-wheel-drive versions. In IIHS testing, it earns a Marginal rating for driver protection and a Poor rating for front passenger protection in the small overlap frontal-impact test.

It earns a 3/10 safety score from our experts.

Jeep’s ProTech I suite is standard and includes a reversing camera, parking sensors, blind-spot monitoring, and rear cross-traffic alert. ProTech II adds low-speed forward-collision warning, automatic emergency braking, lane-departure warning, lane-keeping assist, and automatic high-beam headlights, while Advanced ProTech II adds full-speed forward collision warning, adaptive cruise control with stop-and-go, semi-autonomous parking assist, and rain-sensing wipers.

The main caution is that advanced safety features are not standard across the lineup, and the crash-test results are a real weak spot if safety is your top priority.

Should I buy a 2020 Jeep Grand Cherokee or consider a different year?

If you're weighing the 2020 against nearby model years, here's how to think about it:

Choose the 2020 if:

• 34.5% of listings are priced as good or great deals.
• At 67.7% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 10.35% compared with last year.
• Owners rate it 4.6/5 — a strong satisfaction signal.
• The 2020 remains an appealing, if flawed, choice with strong off-road ability and a decade-old formula that still works for many buyers.

Consider the 2019 if:

• At $17,641, the 2019 costs less than the current year's $19,675 average.
• It is a rare SUV that performs admirably both on and off the road.

Consider the 2021 if:

• At $21,654, the 2021 costs more than the current year's $19,675 average.
• It is the outgoing two-row version before the redesign arrives.

The bottom line: If you want the best balance of price and capability, the 2020 is the sensible middle ground. If you’re more price-sensitive, the 2019 can save you money, while the 2021 makes sense if you want the final-year version of the older two-row formula.

How does the 2020 Jeep Grand Cherokee compare to the 2020 Ford Explorer?

Expert Pros & Cons (per CarGurus review team)

2020 Jeep Grand Cherokee:

• Pros: Stylish design, Off-road capability.
• Cons: Advanced safety features are not standard, Poor value for money.

2020 Ford Explorer:

• Pros: Stylish design, Spacious.
• Cons: Interior materials feel cheap, Poor value for money.

Our experts score the 2020 Jeep Grand Cherokee 6.3/10 and the 2020 Ford Explorer 7.2/10. The Explorer gets the higher expert score and brings more space, while the Grand Cherokee leans harder into off-road capability. Both have value concerns, so your choice comes down to whether you care more about rugged versatility or cabin room.

Read our full side-by-side expert comparison here.

These recommendations are based on CarGurus' proprietary market data from November 10, 2026, CarGurus experts' opinions, and generative AI.