Used 2014 Jeep Cherokee for Sale nearBoston, MA

How much does the 2014 Jeep Cherokee cost?

Prices have softened 7.43% compared to this time last year, making it a favorable time to shop this model year.

There are 1,240 listings available, which gives you a meaningful amount of inventory to compare.

Is the 2014 Jeep Cherokee a good car?

The 2014 Jeep Cherokee is a mixed but appealing choice, especially if you value comfort, style, and available features over a purely utilitarian feel. It earns a 3.9/5 user rating and a 7.5/10 expert rating.

The model scores 8/10 across Performance, Form and function, Technology, and Safety.

Owners commonly praise its comfort, stylish design, and good features, especially in higher trims. The overview also points to a broader appeal than a simple utility vehicle, with strengths in performance, foul-weather handling, comfort, and materials. That makes it a strong fit if you want a refined crossover with Jeep character rather than a stripped-down SUV.

Only 28.5% of listings are priced as good or great deals, so you may need to shop selectively to find the best value.

Is the 2014 Jeep Cherokee reliable?

The 2014 Jeep Cherokee is presented as a comfortable, refined crossover, but owner feedback is mixed when it comes to long-term ownership confidence. Many owners describe it as reliable and appreciate its comfort and interior quality, while others mention reliability concerns and feature-quality issues.

The expert review also notes that the Cherokee launched after some initial quality concerns, which is worth keeping in mind when you’re evaluating used examples. Jeep’s 5-year/100,000-mile powertrain coverage and roadside assistance add some reassurance, but you should still pay close attention to maintenance history and overall condition.

For used buyers, the biggest long-term risk is ending up with a neglected example that compounds the model’s early-quality reputation with age-related wear.

What should I look for when buying a used 2014 Jeep Cherokee?

At 60.9% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle history report and confirm whether any prior damage was repaired properly. A pre-purchase inspection is especially important on this model because condition can vary widely from one listing to another, and you’ll want to verify that the drivetrain, electronics, and safety equipment all work as expected. Focus on service records, signs of body repair, and whether the vehicle feels well maintained rather than simply low-priced.

Key things to evaluate:

• Trim level: The Sport comes with Bluetooth connectivity and streaming audio, a height-adjustable driver’s seat, a 5-inch touchscreen Uconnect system with voice control, USB and auxiliary inputs, and 17-inch steel wheels. Latitude adds fog lights, roof rails, a 115-volt household-style power outlet, a fold-flat front passenger seat with storage, leather accent trim, and 17-inch alloy wheels. Limited adds automatic headlights, heated mirrors with integrated turn signals, dual-zone automatic climate control, a rear-view camera, leather upholstery, power-adjustable heated front seats, a heated steering wheel, an 8.4-inch Uconnect screen, push-button start, and 18-inch alloys. Trailhawk is the off-road-focused trim with standard full-time 4WD, a locking rear axle, skid plates, a raised suspension, all-terrain tires, and hill-descent control.
• Powertrain: Standard models use a 2.4-liter 4-cylinder engine with 184 hp and 171 lb-ft of torque, paired with a 9-speed automatic. An optional 3.2-liter V6 makes 271 hp and 239 lb-ft of torque and is described as delivering strong acceleration and refined power. FWD versions are rated at up to 22 mpg city and 31 mpg highway with the 4-cylinder, while the V6 is described as more powerful but less efficient.
• Safety package: The standard safety equipment includes 10 airbags, 4-wheel antilock disc brakes, hill-start assist, a rear-view camera, front active head restraints, bright LED taillights, and emergency response services through Uconnect. The optional Technology Group adds blind-spot monitoring, lane-departure and forward-collision systems, intelligent cruise control, front and rear parking sensors, rear cross-traffic alert, and parallel and perpendicular self-parking. That package is restricted to Limited and Trailhawk models.
• Infotainment: The base system uses a 5-inch Uconnect touchscreen with voice control, USB, and auxiliary inputs. Higher trims can get an 8.4-inch screen, and the system supports app access and can serve as a Wi-Fi hotspot. Phone pairing is described as quick and call clarity is excellent.
• Fuel efficiency: The 2.4-liter FWD model is rated at up to 22 mpg city and 31 mpg highway. With Active Drive I 4WD, those estimates drop to 21 mpg city and 28 mpg highway. The V6 with FWD is rated at 19 mpg city and 28 mpg highway, and 4WD versions reduce efficiency further.

Which 2014 Jeep Cherokee trim should I buy?

The 2014 Jeep Cherokee is offered in 4 trim levels: Sport, Latitude, Limited, Trailhawk.

Here's the short version:

• Sport: This is the entry point, and it gives you the Cherokee basics at the lowest price, including Bluetooth, streaming audio, a 5-inch Uconnect touchscreen, and 17-inch steel wheels. It makes sense if you want the lowest-cost way into the model, but it is the most stripped-down version.
• Latitude: This is the best-value trim for many shoppers because it adds a more useful mix of comfort and convenience features, including fog lights, roof rails, a 115-volt outlet, a fold-flat front passenger seat with storage, leather accent trim, and alloy wheels. If you want the sweet spot between price and equipment, this is the one to focus on.
• Limited: This trim is the better pick if you want a more upscale Cherokee, with automatic headlights, heated mirrors, dual-zone climate control, a rear-view camera, leather upholstery, heated power front seats, a heated steering wheel, an 8.4-inch Uconnect screen, push-button start, and 18-inch alloys. It suits you best if comfort and convenience matter more than keeping the purchase price down.
• Trailhawk: This is the off-road-oriented version, with standard full-time 4WD, a locking rear axle, skid plates, a raised suspension, all-terrain tires, and hill-descent control. Choose it if you want the most capability-focused Cherokee and can use the extra hardware.

The Technology Group is restricted to Limited and Trailhawk models.

Is now a good time to buy a used 2014 Jeep Cherokee?

This is a moderate, selective buyer’s market, so you have room to shop carefully and compare listings.

• Deal availability: 28.5% of listings are priced as good or great deals.
• Inventory: There are 1,240 listings available.
• Price trend: Prices have softened 7.43% compared with last year.
• Clean inventory: 60.9% of listings are accident-free.

If you find a listing below $8,577, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2014 Jeep Cherokee's resale value?

The current average of $8,586 sits slightly below last year's $9,275.

That decline suggests the Cherokee has become more affordable for used buyers, but it also means a future seller may face a softer market than before. If you own one, condition and trim will matter a lot when it comes time to sell, especially because shoppers are likely to compare your listing against a fairly large pool of similar vehicles. Well-kept examples with desirable equipment should hold up better than higher-mileage or poorly documented ones.

Is the 2014 Jeep Cherokee safe?

The 2014 Jeep Cherokee earns a spot on the Insurance Institute for Highway Safety’s Top Safety Picks list.

It earns an 8/10 safety score from our experts.

The standard safety equipment includes 10 airbags, 4-wheel antilock disc brakes, hill-start assist, a rear-view camera, front active head restraints, bright LED taillights, and emergency response services through Uconnect. The optional Technology Group adds blind-spot monitoring, lane-departure and forward-collision systems, intelligent cruise control, front and rear parking sensors, rear cross-traffic alert, and parallel and perpendicular self-parking. That package is limited to Limited and Trailhawk models.

Should I buy a 2014 Jeep Cherokee or consider a different year?

If you're weighing the 2014 against nearby model years, here's how to think about it:

Choose the 2014 if:

• 28.5% of listings are priced as good or great deals.
• At 60.9% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 7.43% compared with last year.
• The 2014 stands out for its strong mix of comfort, performance, foul-weather handling, and materials, even after a rocky launch.

The bottom line: If you want a used Cherokee with a more affordable price point and you’re willing to shop carefully, the 2014 is a reasonable target. If you’re especially price-sensitive, focus on well-documented examples with clean history reports and strong maintenance records, since condition matters a lot in this market.

How does the 2014 Jeep Cherokee compare to the 2014 Ford Escape?

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