Used Jeep Grand Cherokee for Sale near Massey, ON

How much does the Jeep Grand Cherokee cost in today's market?

Used Jeep Grand Cherokee prices span a wide range depending on model year. Here's what the market looks like right now:

The Jeep Grand Cherokee's current nationwide average price is $31,506 CAD, and its lowest point over the past year was $31,506 CAD. Recently, prices have come down for the 2023, 2024, and 2025 models, making now a good time to shop recent model years.

Is the Jeep Grand Cherokee a good car?

Yes — the Jeep Grand Cherokee is a strong choice if you want a used SUV that blends comfort, capability, and a more premium feel than many mainstream rivals. The all-generations owner rating is 4.5/5 across every model year in the data.

Owners consistently praise its luxurious interiors, strong performance, and off-road capability. Spaciousness and advanced safety features also come up often, along with the model’s overall comfort and versatility.

Expert reviews rate the 2022 and 2021 models among the highest across all years.

The main trade-offs across recent expert-tested years centre on fuel economy, value for money, and some tech or equipment choices that feel less compelling at the price.

30.3% of listings are priced as good or great deals.

Are Jeep Grand Cherokee models reliable?

Owners and experts consistently highlight the Grand Cherokee’s comfort, strong performance, and upscale feel. Across the model years in the data, it also earns praise for its spacious cabin and capable character.

• Owners rate the Jeep Grand Cherokee between 4.39 and 5.0 out of 5 stars across all model years in the data.

For used buyers, long-term ownership risk is best managed by choosing a well-maintained example and checking service history carefully, since upkeep can be costly on some versions.

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

Key things to evaluate:

• Safety package: Active Drive Assist, adaptive cruise control, automatic emergency braking, lane keep assist, lane departure warning, blind spot monitoring, rear cross-traffic alert, and rear parking sensors.
• Infotainment: Uconnect 5 with wireless Apple CarPlay and Android Auto, plus a 12.3-inch touchscreen on higher trim levels.

Which Jeep Grand Cherokee trim should I buy?

The 2026 Jeep Grand Cherokee offers these trims:

• Laredo: Entry trim with the Pentastar 3.6-litre V6, eight-speed automatic transmission, standard 4WD, and Jeep’s Quadra-Trac I system; a sensible starting point.
• Laredo X: Keeps the V6 and standard 4WD, and adds the same core setup as Laredo with a more equipped position in the lineup.
• Altitude: Adds leatherette upholstery and sits in the group expected to receive the Hurricane 4 Turbo, making it a strong value-oriented step up.
• Limited: Adds more equipment and the Hurricane 4 Turbo, while keeping the Grand Cherokee’s upscale, well-rounded character.
• 85th Anniversary: Adds leatherette and the Hurricane 4 Turbo, with a commemorative trim position for shoppers who want extra equipment.
• Limited Reserve: Adds genuine leather upholstery and the Hurricane 4 Turbo; a best-value pick if you want a more premium cabin.
• Summit: Adds genuine leather, a 19-speaker McIntosh audio system, a front-passenger touchscreen, height-adjustable air suspension, and Quadra-Drive II with a two-speed transfer case for the most upscale and capable setup.

What Jeep Grand Cherokee do most buyers choose?

The Jeep Grand Cherokee years with the most listings are 2022, 2020, and 2021.

These higher-volume years tend to be popular because they give you a broader selection of trims, prices, and equipment levels. They also sit in the part of the lineup where many shoppers can balance newer features with more accessible used pricing.

What is the Jeep Grand Cherokee's resale value?

Most model years are down year over year, which can work in your favour if you’re shopping used. The steepest drops are concentrated in several older and mid-cycle years, while a few newer examples have fallen less sharply. That creates a wide spread of value opportunities across the lineup.

The 2014, 2023, and 2019 model years have held their value best, with the smallest year-over-year price changes.

Is the Jeep Grand Cherokee safe?

• 2026: 6/10
• 2022: 9/10
• 2021: 4/10
• 2020: 3/10

For 2026, Jeep says the Grand Cherokee includes adaptive cruise control, automatic emergency braking, lane keep assist, lane departure warning, blind spot monitoring, rear cross-traffic alert, and rear parking sensors as standard equipment.

For the safest used buy, the 2022 model posts the highest confirmed score of 9/10.

Should I buy a used Jeep Grand Cherokee now or wait for the next model?

Buy now if:

• Price trend: The 2025 model is at −14.43% versus a year ago, and the 2024 model is at −19.61%.
• Deal availability: The 2024 model has 32.4% good and great deals.
• Sweet-spot year: The 2022 model has the most listings at a current average price of $34,291 CAD. The Jeep Grand Cherokee offers a roomy cabin, a premium feel, and the kind of versatile character that suits commuting, family duty, and weekend trips alike.

Consider waiting if:

• Powertrain/efficiency: The latest model pairs the Hurricane 4 Turbo with 324 horsepower and 332 pound-feet of torque, while Jeep expects fuel economy as low as 8.7 litres per 100 kilometres combined.
• Tech: The latest model adds a 12.3-inch touchscreen on higher trims, wireless Apple CarPlay and Android Auto, and a front-passenger touchscreen on the Summit.
• Safety: The latest model adds Active Drive Assist with improved behaviour for smoother transitions between automation levels.
• Starting price: The Laredo trim starts at $59,995 CAD.

If you're buying used today, the 2022 model year offers the best mix of value and availability. If you want the latest tech and features, it may be worth waiting for the next model year's inventory to build up.

These recommendations are based on CarGurus' proprietary market data from October 6, 2026, CarGurus experts' opinions, and generative AI.