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Used Jeep Grand Cherokee Overland for Sale

61 Matches

2015 Jeep Grand Cherokee Overland

$35,99845K mi


Free Shipping from CarMax Laurel, MD

Key Features
Technology Package, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready, Parking Sensors
Location: CarMax Laurel in Laurel, Maryland 20723
Description: Used 2015 Jeep Grand Cherokee Overland for sale - $35,998, 44,170 miles with Technology Package, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.655172413793103 reviews)

2021 Jeep Grand Cherokee Overland

$54,9985K mi


Only available at CarMax Laurel, MD

Key Features
4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Laurel in Laurel, Maryland 20723
Description: Used 2021 Jeep Grand Cherokee Overland for sale - $54,998, 4,792 miles with 4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:White Interior Color: Tan Average Vehicle Review: (0 reviews)

2018 Jeep Grand Cherokee Overland

$40,99822K mi


$199 Shipping from CarMax Raleigh, NC

Key Features
Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof, Navigation System
Location: CarMax Raleigh in Raleigh, North Carolina 27612
Description: Used 2018 Jeep Grand Cherokee Overland for sale - $40,998, 21,280 miles with Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof, Navigation System
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.695652173913044 reviews)

2019 Jeep Grand Cherokee Overland

$43,99827K mi


$199 Shipping from CarMax Cleveland East, OH

Key Features
4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Cleveland East in Cleveland, Ohio 44128
Description: Used 2019 Jeep Grand Cherokee Overland for sale - $43,998, 26,260 miles with 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.714285714285714 reviews)

2011 Jeep Grand Cherokee Overland

$22,99874K mi


On hold at CarMax Albany, NY

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax Albany in Albany, New York 12205
Description: Used 2011 Jeep Grand Cherokee Overland for sale - $22,998, 73,533 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Transmission: Automatic Color:White Interior Color: Tan Average Vehicle Review: (4.360655737704918 reviews)

2019 Jeep Grand Cherokee Overland

$45,99814K mi


$249 Shipping from CarMax Columbia, SC

Key Features
Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof, Navigation System
Location: CarMax Columbia in Columbia, South Carolina 29210
Description: Used 2019 Jeep Grand Cherokee Overland for sale - $45,998, 13,888 miles with Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof, Navigation System
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.714285714285714 reviews)

2015 Jeep Grand Cherokee Overland

$29,99877K mi


$199 Shipping from CarMax Danvers, MA

Key Features
Technology Package, Adventure Package, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors
Location: CarMax Danvers in Boston, Massachusetts 01923
Description: Used 2015 Jeep Grand Cherokee Overland for sale - $29,998, 76,730 miles with Technology Package, Adventure Package, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:Silver Interior Color: Black Average Vehicle Review: (4.655172413793103 reviews)

2018 Jeep Grand Cherokee Overland

$40,99831K mi


$249 Shipping from CarMax Knoxville, TN

Key Features
Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof, Navigation System
Location: CarMax Knoxville in Knoxville, Tennessee 37934
Description: Used 2018 Jeep Grand Cherokee Overland for sale - $40,998, 30,930 miles with Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof, Navigation System
Transmission: Automatic Color:Gray Interior Color: Tan Average Vehicle Review: (4.695652173913044 reviews)

2017 Jeep Grand Cherokee Overland

$35,99859K mi


$199 Shipping from CarMax Westborough, MA

Key Features
4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Westborough in Boston, Massachusetts 01581
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $35,998, 58,219 miles with 4WD/AWD, Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:White Interior Color: White Average Vehicle Review: (4.782608695652174 reviews)

2013 Jeep Grand Cherokee Overland

$21,998113K mi


$249 Shipping from CarMax Charleston, SC

Key Features
Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof, Navigation System
Location: CarMax Charleston in Charleston, South Carolina 29414
Description: Used 2013 Jeep Grand Cherokee Overland for sale - $21,998, 112,395 miles with Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof, Navigation System
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.451612903225806 reviews)

2014 Jeep Grand Cherokee Overland

$31,99845K mi


$199 Shipping from CarMax Danvers, MA

Key Features
Technology Package, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Danvers in Boston, Massachusetts 01923
Description: Used 2014 Jeep Grand Cherokee Overland for sale - $31,998, 44,051 miles with Technology Package, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.659090909090909 reviews)

2020 Jeep Grand Cherokee Overland

$49,99820K mi


$249 Shipping from CarMax Indianapolis, IN

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax Indianapolis in Indianapolis, Indiana 46280
Description: Used 2020 Jeep Grand Cherokee Overland for sale - $49,998, 19,026 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Transmission: Automatic Color:Blue Interior Color: Black Average Vehicle Review: (5 reviews)

2018 Jeep Grand Cherokee Overland

$29,998106K mi


$249 Shipping from CarMax South Portland, ME

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax South Portland in South Portland, Maine 04106
Description: Used 2018 Jeep Grand Cherokee Overland for sale - $29,998, 105,085 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Transmission: Automatic Color:Red Interior Color: Brown Average Vehicle Review: (4.695652173913044 reviews)

2018 Jeep Grand Cherokee Overland

$40,99825K mi


$249 Shipping from CarMax Chattanooga, TN

Key Features
Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof, Navigation System
Location: CarMax Chattanooga in Chattanooga, Tennessee 37421
Description: Used 2018 Jeep Grand Cherokee Overland for sale - $40,998, 24,765 miles with Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof, Navigation System
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.695652173913044 reviews)

2015 Jeep Grand Cherokee Overland

$29,99873K mi


$299 Shipping from CarMax Grand Rapids (Kentwood), MI

Key Features
Technology Package, Adventure Package, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready
Location: CarMax Grand Rapids (Kentwood) in Kentwood, Michigan 49512
Description: Used 2015 Jeep Grand Cherokee Overland for sale - $29,998, 72,552 miles with Technology Package, Adventure Package, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.655172413793103 reviews)

2019 Jeep Grand Cherokee Overland

$42,99843K mi


$349 Shipping from CarMax Merrillville, IN

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax Merrillville in Merrillville, Indiana 46410
Description: Used 2019 Jeep Grand Cherokee Overland for sale - $42,998, 42,990 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: (4.714285714285714 reviews)

2015 Jeep Grand Cherokee Overland

$35,99849K mi


$399 Shipping from CarMax Kenosha, WI

Key Features
Technology Package, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready, Parking Sensors
Location: CarMax Kenosha in Kenosha, Wisconsin 53142
Description: Used 2015 Jeep Grand Cherokee Overland for sale - $35,998, 48,471 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: (4.655172413793103 reviews)

2017 Jeep Grand Cherokee Overland

$26,998100K mi


$349 Shipping from CarMax Huntsville, AL

Key Features
Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax Huntsville in Huntsville, Alabama 35806
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $26,998, 99,650 miles with Leather Seats, Alpine Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Transmission: Automatic Color:Red Interior Color: Tan Average Vehicle Review: (4.782608695652174 reviews)

2020 Jeep Grand Cherokee Overland

$39,99852K mi


$249 Shipping from CarMax Jackson (TN), TN

Key Features
Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof, Navigation System
Location: CarMax Jackson (TN) in Jackson, Tennessee 38305
Description: Used 2020 Jeep Grand Cherokee Overland for sale - $39,998, 51,189 miles with Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof, Navigation System
Transmission: Automatic Color:Silver Interior Color: Tan Average Vehicle Review: (5 reviews)

2017 Jeep Grand Cherokee Overland

$34,99850K mi


$399 Shipping from CarMax Tupelo, MS

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof
Location: CarMax Tupelo in Tupelo, Mississippi 38866
Description: Used 2017 Jeep Grand Cherokee Overland for sale - $34,998, 49,216 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: (4.782608695652174 reviews)

2015 Jeep Grand Cherokee Overland

$28,998120K mi


$449 Shipping from CarMax O'Fallon, IL

Key Features
Technology Package, Adventure Package, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready
Location: CarMax O'Fallon in St. Louis, Illinois 62269
Description: Used 2015 Jeep Grand Cherokee Overland for sale - $28,998, 119,288 miles with Technology Package, Adventure Package, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.655172413793103 reviews)

2015 Jeep Grand Cherokee Overland

$39,99826K mi


$249 Shipping from CarMax Daytona, FL

Key Features
Technology Package, Adventure Package, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready
Location: CarMax Daytona in Daytona Beach, Florida 32124
Description: Used 2015 Jeep Grand Cherokee Overland for sale - $39,998, 25,407 miles with Technology Package, Adventure Package, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready
Transmission: Automatic Color:White Interior Color: White Average Vehicle Review: (4.655172413793103 reviews)

2015 Jeep Grand Cherokee Overland

$24,998121K mi


$449 Shipping from CarMax Memphis, TN

Key Features
Technology Package, Adventure Package, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready
Location: CarMax Memphis in Memphis, Tennessee 38133
Description: Used 2015 Jeep Grand Cherokee Overland for sale - $24,998, 120,660 miles with Technology Package, Adventure Package, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.655172413793103 reviews)

2018 Jeep Grand Cherokee Overland

$38,99825K mi


Only available at CarMax Sanford, FL

Key Features
Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof, Navigation System
Location: CarMax Sanford in Sanford, Florida 32771
Description: Used 2018 Jeep Grand Cherokee Overland for sale - $38,998, 24,718 miles with Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Panoramic Sunroof, Navigation System
Transmission: Automatic Color:Red Interior Color: Black Average Vehicle Review: (4.695652173913044 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.