Used 2014 Jeep Cherokee for Sale nearBoston, MA

How much does the 2014 Jeep Cherokee cost?

Prices have softened 6.77% compared to this time last year, making it a favorable time to shop this model year.

There are 1,230 listings available, which gives you a solid pool of options to compare on price, mileage, and condition.

Is the 2014 Jeep Cherokee a good car?

With a 3.86/5 user rating and a 7.5/10 expert rating, the 2014 Jeep Cherokee looks like a mixed but appealing choice rather than a universal crowd-pleaser. The model scores 8/10 across Performance, Form and function, Technology, and Safety.

Owners repeatedly point to its comfort, stylish design, and good features, especially in higher trims. The expert review also backs up the Cherokee’s broader appeal, highlighting its performance, foul-weather handling, comfort, and materials. That makes it a strong fit if you want a crossover that feels more polished and versatile than its rugged image suggests.

At the same time, owner feedback also flags sluggishness from the 4-cylinder engine and some concerns about reliability and feature quality. If you value comfort, available equipment, and all-weather usability, the Cherokee makes a persuasive case; if you want the most effortless powertrain or the cleanest ownership story, you should shop carefully.

About 30.0% of listings are priced as good or great deals, so there is still room to find a competitive example.

Is the 2014 Jeep Cherokee reliable?

The 2014 Jeep Cherokee was described as having a rocky and delayed launch, but it also earned praise for comfort and long-term appeal in owner feedback. The user summary says many owners find it a reliable choice for those valuing comfort and interior quality, while the expert review notes that the Cherokee’s 5-year/100,000-mile powertrain coverage and roadside assistance are part of its appeal.

The expert review also points to the Cherokee’s competitive base price and its ability to deliver genuine utility without feeling stripped down. That said, owner feedback includes reports of reliability concerns and issues with certain features, so you should treat a used example as a vehicle where condition and maintenance history matter a lot.

For used buyers, the main long-term risk is that a neglected or problem-prone example could erase the Cherokee’s value advantage quickly.

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

At 58.1% 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 you’re considering a higher-mileage example or one with a long option list. Focus on overall condition, evidence of repairs, and whether the features you care about are working properly. Because this model has a mixed ownership reputation, a clean, well-maintained example matters more than usual.

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 input jacks, and 17-inch steel wheels. The Latitude adds fog lights, roof rails, a 115-volt household-style power outlet, a fold-flat front passenger seat with extra storage, leather accent trim, and 17-inch alloy wheels. The 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 screen for Uconnect, push-button start, and 18-inch alloys. The Trailhawk is the off-road-focused version with a standard full-time 4WD system, locking rear axle, skid plates, raised suspension, all-terrain tires, and hill-descent control.

• Powertrain: Standard power comes from 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 available on Latitude and above, while the Sport does not get it. The 4-cylinder is the efficiency play, while the V6 is the stronger choice if you want more relaxed acceleration.

• Safety package: 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. It is restricted to Limited and Trailhawk models.

• Infotainment: The base system uses a 5-inch Uconnect touchscreen, while higher trims can get an 8.4-inch screen. The system supports voice control, and the Cherokee can serve as a Wi-Fi hotspot. Phone pairing is described as quick and easy, and the interface can be used with bare fingers or gloves.

• Fuel efficiency: The 2.4-liter FWD model is rated at up to 22 mpg city and 31 mpg highway, while Active Drive I 4WD lowers that to 21 mpg city and 28 mpg highway. The 3.2-liter V6 with FWD is rated at 19 mpg city and 28 mpg highway, and Active Drive I trims lose only 1 mpg on the highway. Trailhawk models and those with Active Drive II give up another 1 to 3 mpg.

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 essentials, including Bluetooth, streaming audio, a 5-inch Uconnect touchscreen, and the core safety hardware. It makes sense if you want the lowest starting price, but it is the least feature-rich choice.

• Latitude: This is the best-value trim for many shoppers because it adds useful everyday upgrades like fog lights, roof rails, a power outlet, a fold-flat front passenger seat with storage, leather accent trim, and alloy wheels. If you want a better balance of comfort and convenience without jumping all the way to the Limited, this is the trim to target.

• Limited: This is the comfort-and-tech step up, with heated front seats, a heated steering wheel, dual-zone climate control, a rear-view camera, push-button start, leather upholstery, and the larger 8.4-inch Uconnect screen. It suits you if you want a more upscale used Cherokee and are willing to pay for it.

• Trailhawk: This is the rugged choice, 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 live with the tradeoffs that come with that setup.

The optional Technology Group is limited to Limited and Trailhawk models, so if advanced driver assistance matters to you, that should influence your trim choice.

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

This is a moderate market for selective buyers, with enough inventory to shop carefully but still enough price softness to create opportunities.

• Deal availability: 30.0% of listings are priced as good or great deals.
• Inventory: There are 1,230 listings available.
• Price trend: Prices have softened 6.77% compared with last year.
• Clean inventory: 58.1% of listings are accident-free.

If you find a listing below $8,844, 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 $8,844 sits slightly below last year's $9,487.

That price movement suggests the Cherokee has softened enough to help you buy more selectively today. If you’re a future seller, it also means you should expect value to depend heavily on condition, mileage, trim, and whether the vehicle has a clean history.

Because the market has already moved down, a well-kept example should hold up better than a rough one. If you buy carefully now, you’ll be in a stronger position later when it’s time to resell.

Is the 2014 Jeep Cherokee safe?

The 2014 Jeep Cherokee earned a spot on the Insurance Institute for Highway Safety’s Top Safety Picks list, and it had not yet been crash tested by the National Highway Traffic Safety Administration when this review was written.

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

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. If you want more advanced protection, 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.

One caveat is that the Technology Group is restricted to Limited and Trailhawk models, so you’ll need to shop up the trim ladder if those features matter to you.

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:

• 30.0% of listings are priced as good or great deals.
• At 58.1% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 6.77% compared with last year.
• The 2014 model stands out for its polished crossover character, strong available V6, and broad appeal beyond its rugged image.

The bottom line: if you want the Cherokee’s distinctive styling, strong available power, and versatile all-weather personality, the 2014 is worth considering as long as you shop carefully for condition and history. If you’re more price-sensitive, you can still find value here, but you should be especially selective about accident history and maintenance records.

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