Used 2021 Jeep Grand Cherokee for Sale nearOshawa, ON

How much does the 2021 Jeep Grand Cherokee cost?

Prices have softened 13.19% compared to this time last year, making it a favourable time to shop this model year.

There are 538 listings available, which suggests you should have a reasonable amount of inventory to compare.

Is the 2021 Jeep Grand Cherokee a good car?

Yes — the 2021 Jeep Grand Cherokee earns a 4.62/5 user rating and a 7.17/10 expert rating. The standout strength is Look and feel at 9/10.

Owners consistently praise its spacious interior, smooth ride, and impressive power. They also frequently mention its off-road capability, advanced technology features, and luxury feel. For you, that means this model makes the most sense if you want a two-row SUV that blends everyday comfort with a more premium, capable character.

There are 32.3% of listings priced as good or great deals, which gives you some room to shop selectively.

Is the 2021 Jeep Grand Cherokee reliable?

Owners rate it 4.62/5, a strong signal of long-term satisfaction.

User feedback points to a vehicle that many owners find dependable, with repeated praise for its long-term appeal, comfort, and capability. The overall ownership experience is described as good value by many drivers, even if some note missing premium features and weaker fuel economy.

The performance side also supports confidence in day-to-day use, with a smooth eight-speed automatic, strong towing ability, and a powertrain lineup built for both commuting and heavier-duty use. Jeep’s regular incentives can also help soften ownership costs, which is useful if you plan to keep the vehicle for the long haul.

For used buyers, the main long-term risk is that age-related wear and higher operating costs may matter more than the truck’s core durability.

What should I look for when buying a used 2021 Jeep Grand Cherokee?

Key things to evaluate:

• Trim level: The lineup spans affordable Laredo and Limited versions, upscale Overland and Summit models, the Trailhawk for serious off-roading, and the high-performance SRT and Trackhawk variants. Base trims are more stripped back, while Summit adds a more luxurious cabin and appearance upgrades.
• Powertrain: The standard 3.6-litre Pentastar V6 makes 295 horsepower and 260 pound-feet of torque, while the optional 5.7-litre Hemi V8 makes 360 hp and 390 lb-ft and adds stronger towing and more urgency.
• Safety package: Jeep’s ProTech II Package includes adaptive cruise control with full stop-and-go, forward-collision warning, automatic emergency braking, blind-spot monitoring, rear cross-traffic alert, lane-departure warning, lane-keeping assistance, and automatic high-beam headlights. Some safety equipment depends on trim selection.
• Infotainment: Uconnect 4C with Nav includes navigation, Apple CarPlay, Android Auto, Bluetooth, and a 4G LTE WiFi hotspot. It also supports SiriusXM services and remote features through SiriusXM Guardian.
• Fuel efficiency: Natural Resources Canada says the V8 should return no better than 14.1 litres per 100 kilometres in combined driving, and the test vehicle recorded 12.9 L/100 km on a mixed route.

Which 2021 Jeep Grand Cherokee trim should I buy?

The 2021 Jeep Grand Cherokee is offered in 7 trim levels: Laredo, Limited, Altitude, 80th Anniversary Edition, Overland, Summit, Trailhawk.

Here's the short version:

• Laredo: This is the entry point if you want the Grand Cherokee formula at the lowest price, but you should expect fewer luxury touches and fewer standard features than the higher trims.
• Limited: This is the best-value choice for many shoppers because it adds a more upscale feel without jumping all the way to the premium end of the range.
• Altitude: This trim is aimed at buyers who want a more distinctive look while staying in the value-focused part of the lineup.
• 80th Anniversary Edition: This is the commemorative choice if you want a special-edition version with added appeal over the standard trims.
• Overland: This is the step-up trim for you if you want a more premium Grand Cherokee with a stronger luxury focus.
• Summit: This is the most luxurious mainstream choice, with premium materials, a richer cabin, and the most upscale presentation in the lineup.
• Trailhawk: This is the one to choose if off-road ability matters most, since it is the dedicated adventure-focused trim.

The safety package varies by trim, so it is worth confirming which driver-assistance features are included on the specific vehicle you are considering.

Is now a good time to buy a used 2021 Jeep Grand Cherokee?

This looks like a moderate, selective buyer’s market, so you can shop carefully and still find worthwhile options.

• Deal availability: 32.3% of listings are priced as good or great deals.
• Inventory: There are 538 listings available.
• Price trend: Prices have softened 13.19% compared with last year.

If you find a listing below $29,689 CAD, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2021 Jeep Grand Cherokee's resale value?

The current average of $29,689 CAD sits slightly below last year's $34,200 CAD.

That price drop suggests the market has already adjusted downward, which can help you as a buyer today but may limit upside if you plan to resell soon. If you buy at the current average, your future resale value will depend heavily on condition, mileage, and trim desirability.

The Grand Cherokee’s broad appeal should still support demand, especially for well-equipped versions with strong capability and a premium feel. A lower entry price can also make it easier for future buyers to see value, which may help the model remain competitive in the used market.

Vehicles with strong owner satisfaction ratings, like this model year's 4.62/5, tend to retain buyer demand, which supports resale value over time.

Is the 2021 Jeep Grand Cherokee safe?

The 2021 Jeep Grand Cherokee earns a five-star overall rating from NHTSA with 4WD, while 2WD versions drop to a four-star overall rating because of a three-star rollover resistance rating.

It earns a 4/10 safety score from our experts.

Jeep equips the Grand Cherokee with the ProTech II Package on some trims, which includes adaptive cruise control with full stop-and-go, forward-collision warning, automatic emergency braking, blind-spot monitoring, rear cross-traffic alert, lane-departure warning, lane-keeping assistance, and automatic high-beam headlights. It also includes a backup camera with guidance lines, parking sensors, and ParkSense parking assistance for parallel and perpendicular spaces.

The main caveat is the IIHS result: the Grand Cherokee earns a Marginal rating for the driver and a Poor rating for the front passenger in small-overlap frontal testing, and its headlights also rate Poor unless you upgrade to the better lighting setup.

Should I buy a 2021 Jeep Grand Cherokee or consider a different year?

If you're weighing the 2021 against nearby model years, here's how to think about it:

Choose the 2021 if:

• 32.3% of listings are priced as good or great deals.
• Price trend: Prices have softened 13.19% compared with last year.
• Owners rate it 4.62/5 — a strong satisfaction signal.
• It is the final version of the current-generation two-row Grand Cherokee before the redesign.

Consider the 2020 if:

• At $27,014 CAD, the 2020 costs less than the current year's $29,689 CAD average.
• It is a familiar, pre-redesign Grand Cherokee with strong capability and a more established feel.

Consider the 2022 if:

• At $34,903 CAD, the 2022 costs more than the current year's $29,689 CAD average.
• It brings a redesigned body with a major technology and sophistication upgrade.

The bottom line: If you want the last year of the older two-row Grand Cherokee and like the current market pricing, the 2021 is the sensible middle ground. If your priority is saving money, the 2020 is the better value play; if you want the newest tech and redesign, the 2022 is the better long-term choice.

These recommendations are based on CarGurus' proprietary market data from September 15, 2026, CarGurus experts' opinions, and generative AI.