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Used Jeep Grand Cherokee Overland for Sale

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2018 Jeep Grand Cherokee Overland

$31,899* 50K mi


Free Shipping from CarMax Brandywine, MD

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax Brandywine in Brandywine, Maryland 20613
Description: Used 2018 Jeep Grand Cherokee Overland for sale - $31,899, 49,619 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Transmission: Automatic Color:Brown Interior Color: Tan Average Vehicle Review: (4.5 reviews)

2015 Jeep Grand Cherokee Overland

$25,998* 60K mi


Only available at CarMax Fredericksburg, VA

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax Fredericksburg in Fredericksburg, Virginia 22407
Description: Used 2015 Jeep Grand Cherokee Overland for sale - $25,998, 59,536 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Transmission: Automatic Color:Gray Interior Color: Tan Average Vehicle Review: (4.655 reviews)

2014 Jeep Grand Cherokee Overland

$25,998* 69K mi


$99 Shipping from CarMax West Broad, VA

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax West Broad in Richmond, Virginia 23060
Description: Used 2014 Jeep Grand Cherokee Overland for sale - $25,998, 68,120 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.639 reviews)

2017 Jeep Grand Cherokee Overland

$29,998* 48K mi


$99 Shipping from CarMax West Broad, VA

Key Features
4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax West Broad in Richmond, Virginia 23060
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $29,998, 47,492 miles with 4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Gray Average Vehicle Review: (4.667 reviews)

2017 Jeep Grand Cherokee Overland

$30,998* 44K mi


Free Shipping from CarMax Newark, DE

Key Features
4WD/AWD, Leather Seats, Alpine Sound System, Harman Kardon Sound, Satellite Radio Ready, Parking Sensors
Location: CarMax Newark in Newark, Delaware 19711
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $30,998, 43,561 miles with 4WD/AWD, Leather Seats, Alpine Sound System, Harman Kardon Sound, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.667 reviews)
New Arrival

2014 Jeep Grand Cherokee Overland

$22,998* 74K mi


$99 Shipping from CarMax West Broad, VA

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Panoramic Sunroof, Navigation System
Location: CarMax West Broad in Richmond, Virginia 23060
Description: Used 2014 Jeep Grand Cherokee Overland for sale - $22,998, 73,240 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Panoramic Sunroof, Navigation System
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.639 reviews)

2016 Jeep Grand Cherokee Overland

$29,998* 50K mi


Free Shipping from CarMax King of Prussia, PA

Key Features
Technology Package, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready, Parking Sensors
Location: CarMax King of Prussia in Philadelphia, Pennsylvania 19406
Description: Used 2016 Jeep Grand Cherokee Overland for sale - $29,998, 49,286 miles with Technology Package, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (5 reviews)
New Arrival

2017 Jeep Grand Cherokee Overland

$28,998* 41K mi


Free Shipping from CarMax Turnersville, NJ

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax Turnersville in Sicklerville, New Jersey 08081
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $28,998, 40,138 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.667 reviews)

2015 Jeep Grand Cherokee Overland

$25,998* 66K mi


Free Shipping from CarMax Maple Shade, NJ

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax Maple Shade in Maple Shade, New Jersey 08052
Description: Used 2015 Jeep Grand Cherokee Overland for sale - $25,998, 65,373 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Transmission: Automatic Color:Black Interior Color: Tan Average Vehicle Review: (4.655 reviews)

2016 Jeep Grand Cherokee Overland

$24,998* 79K mi


Free Shipping from CarMax Maple Shade, NJ

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax Maple Shade in Maple Shade, New Jersey 08052
Description: Used 2016 Jeep Grand Cherokee Overland for sale - $24,998, 78,481 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (5 reviews)

2017 Jeep Grand Cherokee Overland

$34,998* 20K mi


$99 Shipping from CarMax Capital Boulevard, NC

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax Capital Boulevard in Raleigh, North Carolina 27616
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $34,998, 19,509 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.667 reviews)
New Arrival

2015 Jeep Grand Cherokee Overland

$24,998* 67K mi


$99 Shipping from CarMax Raleigh, NC

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax Raleigh in Raleigh, North Carolina 27612
Description: Used 2015 Jeep Grand Cherokee Overland for sale - $24,998, 66,878 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.655 reviews)

2017 Jeep Grand Cherokee Overland

$32,998* 23K mi


$99 Shipping from CarMax Raleigh, NC

Key Features
4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Raleigh in Raleigh, North Carolina 27612
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $32,998, 22,303 miles with 4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Blue Interior Color: Black Average Vehicle Review: (4.667 reviews)

2017 Jeep Grand Cherokee Overland

$30,998* 45K mi


$99 Shipping from CarMax Greenville NC, NC

Key Features
4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Greenville NC in Greenville, North Carolina 28590
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $30,998, 44,144 miles with 4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.667 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.

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