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 well-equipped models, all featuring robust 4WD capabilities.

• Starting at $17,406
• Best MPG/MPGe: 19 city / 26 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 well-equipped SUV without paying for luxury features.

• Avg. market price: $17,722 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 235 listings — widest selection in the lineup
• View Laredo 4WD listings

Laredo E 4WD — "Who It's For"

The Laredo E 4WD is the pick for shoppers who want advanced features like navigation without a hefty price tag.

• Avg. market price: $17,406 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 72 listings
• View Laredo E 4WD listings

Limited RWD — "Who It's For"

The Limited RWD is the pick for shoppers who want a balance of luxury and efficiency without going for 4WD.

• Avg. market price: $20,143 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 44 listings
• View Limited RWD listings

Altitude 4WD — "Who It's For"

The Altitude 4WD is the pick for shoppers who want a stylish SUV with added features without breaking the bank.

• Avg. market price: $19,524 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 307 listings — widest selection in the lineup
• 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 off-road capability.

• Avg. market price: $19,352 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 451 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 a sporty SUV with off-road capabilities and premium features.

• Avg. market price: $20,143 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 57 listings
• View Trailhawk 4WD listings

Overland 4WD — "Who It's For"

The Overland 4WD is the pick for shoppers who want luxury features and off-road capability in a refined package.

• Avg. market price: $22,557 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 203 listings — widest selection in the lineup
• View Overland 4WD listings

Summit 4WD — "Who It's For"

The Summit 4WD is the pick for shoppers who want the ultimate in luxury and off-road capability without compromise.

• Avg. market price: $20,258 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 115 listings — widest selection in the lineup
• View Summit 4WD listings

Trim Recommendations

Most Popular — Limited 4WD

With 451 active listings, the Limited 4WD is the clear volume leader in the lineup.

Browse Limited 4WD listings

Best Budget Option — Laredo E 4WD

At $17,406 avg market price — below the lineup median of $19,833 — it's the most accessible entry point.

Browse Laredo E 4WD listings

Best for Fuel Economy — Limited RWD

The Limited RWD offers the best fuel efficiency in the lineup with 19/26 MPG.

Browse Limited RWD listings

These recommendations are based on CarGurus' proprietary market data from September 24, 2026, CarGurus experts' opinions, and generative AI.

How much does the 2020 Jeep Grand Cherokee cost?

Prices have softened 10.19% compared to this time last year, making it a favorable time to shop this model year.

There are 6,963 listings available, which gives you a solid pool of options to compare.

Is the 2020 Jeep Grand Cherokee a good car?

Yes — you’re looking at a model with a 4.58/5 user rating and a 6.33/10 expert rating. The model scores 8/10 across Look and feel and Technology.

Owners consistently praise its comfort, performance, and luxurious features, and they also highlight the powerful engines, especially the V8, along with the ride quality and advanced safety options. The main trade-offs are weaker gas mileage, some seating discomfort for taller drivers, and a few build-quality concerns tied to noise.

That lines up with the Grand Cherokee’s use case as a versatile five-passenger midsize SUV that can fit daily driving, road trips, and off-road use. It’s appealing if you want a distinctive SUV with broad capability, but less ideal if you’re prioritizing efficiency or a more modern-feeling value proposition.

34.3% of listings are priced as good or great deals, so there’s still meaningful room to shop selectively.

Is the 2020 Jeep Grand Cherokee reliable?

Owners rate it 4.58/5, a strong signal of long-term satisfaction.

The owner feedback points to a dependable-feeling SUV with comfort, performance, and features that many drivers feel good about living with over time. The review summary also emphasizes strong satisfaction with the powertrain and the kind of ownership experience that can feel trouble-free when the vehicle is maintained well.

The expert evaluation also describes it as a familiar, established SUV with broad capability, which supports the idea that it can be a confident long-term choice if you buy carefully. For used shoppers, the main ownership risk is less about the concept and more about finding one that has been maintained well and hasn’t accumulated hidden wear.

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

At 68.8% 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 thorough pre-purchase inspection, especially if the SUV has been used off-road or has higher mileage. Focus on body condition, suspension behavior, tire wear, and any signs that the vehicle has been driven hard or repaired poorly.

Key things to evaluate:

• Trim level: The Grand Cherokee’s styling still lands well, but lower trims can feel less substantial inside, and the more expensive versions can bring more premium materials along with more hard-plastic disappointment than you might expect.
• Powertrain: The standard setup is a 295-horsepower, 3.6-liter V6 with an 8-speed automatic, and V8 options are available if you want more power and torque.
• 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. Advanced ProTech II adds full-speed forward collision warning, adaptive cruise control with stop-and-go, semi-autonomous parking assist, and rain-sensing wipers.
• Infotainment: Limited X trim 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 according to EPA figures, and the test vehicle achieved 19.4 mpg in real-world driving.

Which 2020 Jeep Grand Cherokee trim should I buy?

The 2020 Jeep Grand Cherokee is offered in 12 trim levels: Laredo, Limited, Limited X, Trailhawk, Overland, Summit, SRT, Trackhawk, and four additional variants not named in the source text.

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 without paying for the higher-end extras. It’s the trim to start with if you care more about the SUV’s basic character than luxury touches.
• Limited: This is the best-value choice for most shoppers because it sits in the middle of the lineup and is more likely to balance equipment, comfort, and price than the pricier trims.
• Limited X: This is the right pick if you want a more distinctive look and a richer tech experience, including the 8.4-inch touchscreen and the full Uconnect feature set listed above.
• Trailhawk: Choose this if off-road use matters most, since it adds all-terrain tires, skid plates, and the most capable 4WD system mentioned in the source.
• Overland: This is the step up if you want a more upscale feel and are willing to pay for it.
• Summit: This is for shoppers who want the most premium mainstream Grand Cherokee experience and are comfortable paying near the top of the range.
• SRT: This is the performance-focused choice if you want the high-output V8 character and track-oriented hardware.
• Trackhawk: This is the extreme performance model, with the supercharged V8 and the most serious acceleration in the lineup.

Higher trims can bring the Premium Lighting Group, which is standard in higher trim levels and improves the headlights compared with the Poor-rated setup on lower versions.

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

This is a moderate, selective buyer’s market, so you can shop with some leverage if you’re patient.

• Deal availability: 34.3% of listings are priced as good or great deals.
• Inventory: There are 6,963 listings available.
• Price trend: Prices have softened 10.19% compared with last year.
• Clean inventory: 68.8% of listings are accident-free.

If you find a listing below $20,333, 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 $20,333 sits slightly below last year's $22,640.

That decline suggests the market has already adjusted downward, which can help you buy more affordably now but may also limit upside if you plan to resell soon. If you’re a future seller, the current pricing trend means you should expect value retention to depend heavily on condition, mileage, trim, and maintenance history.

Well-kept examples with desirable equipment should hold up better than average, especially if they have strong service records and the kind of features shoppers still want in a used SUV. Vehicles with strong owner satisfaction ratings, like this model year's 4.58/5, tend to retain buyer demand, which supports resale value over time.

Is the 2020 Jeep Grand Cherokee safe?

The 2020 Jeep Grand Cherokee earns a four-star overall rating from NHTSA, and it earns a 3/10 safety score from our experts.

Jeep offers three advanced driver-assistance packages for this model. 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. Advanced ProTech II adds full-speed forward collision warning, adaptive cruise control with stop-and-go, semi-autonomous parking assist, and rain-sensing wipers.

There are important caveats to keep in mind. The Grand Cherokee earns a Marginal rating for driver protection and a Poor rating for front passenger protection in the IIHS small overlap frontal-impact test, and the headlights rate Poor unless you upgrade to the Acceptable HID headlights in the Premium Lighting Group. That makes trim and option selection especially important if safety is high on your list.

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:

• 34.3% of listings are priced as good or great deals.
• At 68.8% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 10.19% compared with last year.
• Owners rate it 4.58/5 — a strong satisfaction signal.
• It offers broad capability, strong styling, and a familiar two-row SUV formula before the redesign arrives.

Consider the 2019 if:

• At $18,163, the 2019 costs less than the current year's $20,333 average.
• It delivers rare on-road and off-road versatility in a familiar package.

Consider the 2021 if:

• At $22,379, the 2021 costs more than the current year's $20,333 average.
• It brings a last-year-of-the-generation feel before the redesign.

The bottom line: The 2020 makes sense if you want the Grand Cherokee’s classic mix of style, capability, and strong owner satisfaction at a softer price than newer examples. If you’re more price-sensitive, the 2019 is the better value play; if you want to spend more for a later-year example, the 2021 is the cleaner step up.

These recommendations are based on CarGurus' proprietary market data from September 22, 2026, CarGurus experts' opinions, and generative AI.