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Used Jeep Grand Cherokee Overland for Sale

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2015 Jeep Grand Cherokee Overland

$23,998* 62K Miles


CarMax Dulles In stock

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready, Parking Sensors
Location: CarMax Dulles in Dulles, Virginia 20165
Description: Used 2015 Jeep Grand Cherokee Overland for sale - $23,998, 61,465 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:Silver Interior Color: Black Average Vehicle Review: (4.655 reviews) I had two jeeps before this one and have always found them reliable. This one gets great mileage, it's comfortabe and I like the way it drives and looks. I would have given it a five except the navigation system is a pain and the uconnect has a hard time understanding me. All in all, I would buy it again.

2015 Jeep Grand Cherokee Overland

$23,998* 60K Miles


CarMax Dulles In stock

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Dulles in Dulles, Virginia 20165
Description: Used 2015 Jeep Grand Cherokee Overland for sale - $23,998, 59,117 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.655 reviews) The 2015 Jeep Grand Cherokee is very reliable, well constructed and the interior is made for comfort and luxury. It has plenty of head space and leg room for tall people to feel comfortable and not cramped. To top it off it is a four wheel drive that gets great gas mileage.

2016 Jeep Grand Cherokee Overland

$23,998* 83K Miles


CarMax Dulles In stock

Key Features
Technology Package, Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Harman Kardon Sound
Location: CarMax Dulles in Dulles, Virginia 20165
Description: Used 2016 Jeep Grand Cherokee Overland for sale - $23,998, 82,374 miles with Technology Package, Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Harman Kardon Sound
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (5 reviews) Appears to be reliable. Fuel economy bearable. Capable of modest towing. Sure footed (can do mild off-roading). In a nutshell, it is quite a bit of vehicle for the price I paid in today's market. While I'm not a fan of electronic automatics, this one seems to shift in a sensible fashion and with no strange anomalies so far. I have already taken the vehicle on a 3k mile road trip, camping out of the back of it for 4 of the 7 days I was on the road and it performed admirably. With 1000 pounds of me and my gear in it and ON it (I've added rood racks), I got 16mpg overall, including some dirt driving and HARD pushing it hard interstates. In normal use with just me and my lady aboard it gets every bit of the 23mpg claimed by Jeep.

2016 Jeep Grand Cherokee Overland

$25,899* 40K Miles


CarMax Gaithersburg Free shipping • MD to VA

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Gaithersburg in Gaithersburg, Maryland 20877
Description: Used 2016 Jeep Grand Cherokee Overland for sale - $25,899, 39,314 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Gray Interior Color: Tan Average Vehicle Review: (5 reviews)

2018 Jeep Grand Cherokee Overland

$35,899* 4K Miles


CarMax Gaithersburg Free shipping • MD to VA

Key Features
Power Liftgate/DeckLid, Auto Cruise Control, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Gaithersburg in Gaithersburg, Maryland 20877
Description: Used 2018 Jeep Grand Cherokee Overland for sale - $35,899, 3,328 miles with Power Liftgate/DeckLid, Auto Cruise Control, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Brown Interior Color: Brown Average Vehicle Review: (4.667 reviews)

2019 Jeep Grand Cherokee Overland

$36,899* 14K Miles


CarMax Laurel Free shipping • MD to VA

Key Features
Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors
Location: CarMax Laurel in Laurel, Maryland 20723
Description: Used 2019 Jeep Grand Cherokee Overland for sale - $36,899, 13,920 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:Purple Interior Color: Black Average Vehicle Review: (5 reviews)

2017 Jeep Grand Cherokee Overland

$26,899* 46K Miles


CarMax Laurel Free shipping • MD to VA

Key Features
Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors
Location: CarMax Laurel in Laurel, Maryland 20723
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $26,899, 45,932 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:Blue Interior Color: Brown Average Vehicle Review: (4.5 reviews)

2017 Jeep Grand Cherokee Overland

$28,899* 43K Miles


CarMax Laurel Free shipping • MD to VA

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors
Location: CarMax Laurel in Laurel, Maryland 20723
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $28,899, 42,547 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.5 reviews)

2017 Jeep Grand Cherokee Overland

$27,899* 34K Miles


CarMax Laurel Free shipping • MD to VA

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Laurel in Laurel, Maryland 20723
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $27,899, 33,262 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.5 reviews)

2014 Jeep Grand Cherokee Overland

$24,998* 51K Miles


CarMax Potomac Mills Free shipping • VA to VA

Key Features
Technology Package, Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Satellite Radio Ready
Location: CarMax Potomac Mills in Woodbridge, Virginia 22192
Description: Used 2014 Jeep Grand Cherokee Overland for sale - $24,998, 50,625 miles with Technology Package, Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Satellite Radio Ready
Transmission: Automatic Color:Gray Interior Color: Tan Average Vehicle Review: (4.644 reviews)

2014 Jeep Grand Cherokee Overland

$24,899* 56K Miles


CarMax Brandywine Free shipping • MD to VA

Key Features
Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Parking Sensors, Panoramic Sunroof
Location: CarMax Brandywine in Brandywine, Maryland 20613
Description: Used 2014 Jeep Grand Cherokee Overland for sale - $24,899, 55,749 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Parking Sensors, Panoramic Sunroof
Transmission: Automatic Color:White Interior Color: Tan Average Vehicle Review: (4.644 reviews)

2016 Jeep Grand Cherokee Overland

$28,899* 26K Miles


CarMax Brandywine Free shipping • MD to VA

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax Brandywine in Brandywine, Maryland 20613
Description: Used 2016 Jeep Grand Cherokee Overland for sale - $28,899, 25,934 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Parking Sensors, Rear View Camera, Panoramic Sunroof
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (5 reviews)

2017 Jeep Grand Cherokee Overland

$30,899* 22K Miles


CarMax White Marsh Free shipping • MD to VA

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors
Location: CarMax White Marsh in White Marsh, Maryland 21162
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $30,899, 21,885 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.5 reviews)

2014 Jeep Grand Cherokee Overland

$25,998* 61K Miles


CarMax West Broad Free shipping • VA to VA

Key Features
Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Diesel Engine, Leather Seats, Satellite Radio Ready
Location: CarMax West Broad in Richmond, Virginia 23060
Description: Used 2014 Jeep Grand Cherokee Overland for sale - $25,998, 60,203 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Diesel Engine, Leather Seats, Satellite Radio Ready
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.644 reviews)

2015 Jeep Grand Cherokee Overland

$22,998* 60K Miles


CarMax West Broad Free shipping • VA to VA

Key Features
Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors
Location: CarMax West Broad in Richmond, Virginia 23060
Description: Used 2015 Jeep Grand Cherokee Overland for sale - $22,998, 59,323 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:Gray Interior Color: Tan Average Vehicle Review: (4.655 reviews)

2016 Jeep Grand Cherokee Overland

$25,899* 50K Miles


CarMax Salisbury Free shipping • MD to VA

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Salisbury in Salisbury, Maryland 21801
Description: Used 2016 Jeep Grand Cherokee Overland for sale - $25,899, 49,558 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (5 reviews)

2017 Jeep Grand Cherokee Overland

$27,899* 45K Miles


CarMax Salisbury Free shipping • MD to VA

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors
Location: CarMax Salisbury in Salisbury, Maryland 21801
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $27,899, 44,995 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.5 reviews)

2016 Jeep Grand Cherokee Overland

$28,998* 13K Miles


CarMax Virginia Beach $99 Shipping • VA to VA

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Virginia Beach in Virginia Beach, Virginia 23452
Description: Used 2016 Jeep Grand Cherokee Overland for sale - $28,998, 12,163 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (5 reviews)

2017 Jeep Grand Cherokee Overland

$27,998* 44K Miles


CarMax Virginia Beach $99 Shipping • VA to VA

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Virginia Beach in Virginia Beach, Virginia 23452
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $27,998, 43,485 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Gray Interior Color: Tan Average Vehicle Review: (4.5 reviews)

2017 Jeep Grand Cherokee Overland

$27,998* 40K Miles


CarMax Virginia Beach $99 Shipping • VA to VA

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Virginia Beach in Virginia Beach, Virginia 23452
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $27,998, 39,443 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.5 reviews)

About the Jeep Grand Cherokee Overland

Vehicle Summary

Do you demand more out of your SUV? The Jeep Grand Cherokee Overland delivers the elbow room your family of five needs and all the added premium features you deserve. Inside, you are treated to leather seats, a wealth of technology upgrades, and a versatile cargo compartment. Outside it takes advantage of its available full-time four-wheel drive, powerful V8 engine, and an adaptive suspension that smooths out the bumpiest ride. Available remote start, keyless entry, rear park assist, and rain-sensing wipers are only a few of the Jeep Grand Cherokee Overland’s luxury upgrades.3 Just speak up and access hands-free calling and your favorite apps via Bluetooth® technology and its Uconnect® infotainment system.2

2Activation with subscription required.

3Remote start functionality may require the purchase of a subscription plan and/or a compatible device like a smart phone. See the owner’s manual or manufacturer website for more information.

Unless otherwise noted, information related to these featured vehicles comes from third-party sources, including manufacturer information. Product and company names may be trademarks™ or registered® trademarks of third-party entities. Use of them does not imply any affiliation with or endorsement by these entities.

FAQ

Q: Does the Jeep Grand Cherokee Overland come with four-wheel drive?

A: The Overland can be equipped with rear-wheel drive or full-time four-wheel drive with a Quadra-Lift® suspension and select terrain modes.

Q: How big is the Jeep Grand Cherokee Overland?

A: In its 2020 model, this roomy mid-size SUV has two rows providing ample seating for five with 36.3 cubic feet of cargo space left behind the rear row. Roof rails are standard and expand luggage capacity.

Q: Does the Jeep Grand Cherokee Overland come with heated seats throughout?

A: Yes, both the front and second row enjoy heated leather-trimmed seats. The front row also has ventilation that helps to cool you down on hot summer days.

Q: Can the Jeep Grand Cherokee Overland tow our camper?

A: Your 2016 Overland is able to tow a trailer weighing up to 7,200 pounds when properly equipped with the 5.7L HEMI® V8 or the 3.0L diesel engine.1

Q: What is the difference between the Jeep Grand Cherokee Overland and the Limited?

A: The Overland includes tow hooks, ventilated front seats, 20-inch wheels, and the Quadra-Lift suspension. It also features an 8.4-inch infotainment system with navigation.2

1Various factors may impact towing capacity, including weight of passengers, cargo, and options/accessories.

2Activation with subscription required.

Jeep Grand Cherokee Overland Popular Features

Since 1993, Jeep has been cranking out the Grand Cherokee, a mid-size SUV developed for a more demanding driver. The Grand Cherokee Overland is the peak trim of the luxury model, and was available as new from 2012 to 2019. Its generous design leaves plenty of elbow room in two-row seating for five while still providing loads of space in the back for soccer balls, DIY supplies, and groceries. Available with rear-wheel drive or a capable full-time 4WD drivetrain, it can easily roll from your suburban neighborhood to remote campgrounds off the beaten path. Three different engine packages lend it the extra muscle you need starting with the 3.6L Pentastar® V6 with 295 hp, the 3.0L EcoDiesel and its 420 lb-ft of torque, and the 5.7L HEMI V8 able to tow up to 7,200 lbs when properly equipped.1

The Overland elevates the luxury SUV to the next level with heated, ventilated, leather-trimmed power front seats and dual-zone automatic climate control. Driver memory recalls the seat and power-folding side mirror positions. The leather-wrapped steering wheel includes a suite of controls able to access the audio system, hands-free calling, and cruise control. Its 8.4-inch infotainment system features navigation and a SiriusXM® radio with available Traffic and Travel.2 A premium surround sound system delivers a kicking soundtrack for your next epic road trip. 

The Jeep Grand Cherokee Overland’s suspension actively adjusts to the terrain, and a selectable terrain mode provides the best traction for mastering sand, snow, and mud. Rain-sensing wipers, automatic adaptive HID headlights, and fog lamps deliver a clear view of the trail. A dual-pane power moonroof brings fresh air and sunshine into both rows. Hit the remote and the power liftgate pops open. Chrome tow hooks help you pull your neighbor out of the ditch. An available Advanced Technology Group gave the ride the option of blind spot monitoring and adaptive cruise control when the vehicle was sold as new.

1Various factors may impact towing capacity, including weight of passengers, cargo, and options/accessories.

2Activation with subscription required.

Reviews for Jeep Grand Cherokee

Overall Rating

4.4 out of 5(546 reviews)

Love my car.

I had two jeeps before this one and have always found them reliable. This one gets great mileage, it's comfortabe and I like the way it drives and looks. I would have given it a five except the navigation system is a pain and the uconnect has a hard time understanding me. All in all, I would buy it again.

- Orlena Casaus, 2013 Jeep Grand Cherokee

What the doctor ordered so far

Appears to be reliable. Fuel economy bearable. Capable of modest towing. Sure footed (can do mild off-roading). In a nutshell, it is quite a bit of vehicle for the price I paid in today's market. While I'm not a fan of electronic automatics, this one seems to shift in a sensible fashion and with no strange anomalies so far. I have already taken the vehicle on a 3k mile road trip, camping out of the back of it for 4 of the 7 days I was on the road and it performed admirably. With 1000 pounds of me and my gear in it and ON it (I've added rood racks), I got 16mpg overall, including some dirt driving and HARD pushing it hard interstates. In normal use with just me and my lady aboard it gets every bit of the 23mpg claimed by Jeep.

- Mike Lee, 2013 Jeep Grand Cherokee

Luxury at an affordable price

The 2015 Jeep Grand Cherokee is very reliable, well constructed and the interior is made for comfort and luxury. It has plenty of head space and leg room for tall people to feel comfortable and not cramped. To top it off it is a four wheel drive that gets great gas mileage.

- Larry Staples, 2015 Jeep Grand Cherokee

This price does not include tax, title, and tags. Additional fees may also apply depending on the state of purchase.