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Jeep Grand Cherokee Overland for Sale in Chesapeake, VA

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Make, Model & Trim

Jeep

Models

Grand Cherokee

Cherokee (73)

CJ

Comanche

Commander

Compass (94)

Gladiator (85)

Grand Cherokee (217)

Grand Cherokee L (66)

Grand Wagoneer (32)

Grand Wagoneer L (13)

Liberty (3)

Other Jeep Models

Patriot (10)

Pickup

Recon

Renegade (22)

Scrambler

Wagoneer (10)

Wagoneer L (14)

Wagoneer S (2)

Wrangler (355)

Grand Cherokee Trims

Overland

30th Anniversary

4WD Summit Reserve 4xe

4x4 Overland 4xe

4xe Summit Reserve

70th Anniversary

75th Anniversary

80th Anniversary

Altitude (25)

Altitude X

Freedom Edition

High Altitude (3)

Laredo (14)

Laredo 75th Anniversary

Laredo E

Laredo X (5)

Limited (89)

Limited 4xe (24)

Limited 75th Anniversary (2)

Limited Reserve

Limited X

Overland (16)

Overland 4xe

Overland Summit

SE

Sport

SRT (1)

SRT Demon 170

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Summit (9)

Summit 4xe

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Trailhawk (17)

Trailhawk 4xe

TSi

Overland Package

Any

Advance Technology Group

Mopar Interior Bright Accents Group

Luxury Tech Group IV (10)

Protech Group

Jeep Active Safety Group (1)

Skid Plate Group

Electronic Infotainment System Group

MOPAR Finishing Package

Advanced Protech Group III (2)

Rear Seat Video Group I

Off Road Group

Jeep Advanced Active Safety Group

Mopar Interior Protection Group

Trailer Tow Package (8)

Advanced Technology Group (1)

Interior Metal Package

Rear DVD Entertainment System Group

Adv Protech Group III (7)

Trailer Tow Prep Group (B)

Off-Road Adventure Group II

Mopar Chrome Edition Group

Mopar Exterior Appearance Group

Trailer Tow Group IV (1)

Trailer Tow Group

Quick Order Package 23S High Altitude

Jeep

Models

Grand Cherokee

Cherokee (73)

CJ

Comanche

Commander

Compass (94)

Gladiator (85)

Grand Cherokee (217)

Grand Cherokee L (66)

Grand Wagoneer (32)

Grand Wagoneer L (13)

Liberty (3)

Other Jeep Models

Patriot (10)

Pickup

Recon

Renegade (22)

Scrambler

Wagoneer (10)

Wagoneer L (14)

Wagoneer S (2)

Wrangler (355)

Grand Cherokee Trims

Overland

30th Anniversary

4WD Summit Reserve 4xe

4x4 Overland 4xe

4xe Summit Reserve

70th Anniversary

75th Anniversary

80th Anniversary

Altitude (25)

Altitude X

Freedom Edition

High Altitude (3)

Laredo (14)

Laredo 75th Anniversary

Laredo E

Laredo X (5)

Limited (89)

Limited 4xe (24)

Limited 75th Anniversary (2)

Limited Reserve

Limited X

Overland (16)

Overland 4xe

Overland Summit

SE

Sport

SRT (1)

SRT Demon 170

SRT8

Summit (9)

Summit 4xe

Trackhawk

Trailhawk (17)

Trailhawk 4xe

TSi

Overland Package

Any

Advance Technology Group

Mopar Interior Bright Accents Group

Luxury Tech Group IV (10)

Protech Group

Jeep Active Safety Group (1)

Skid Plate Group

Electronic Infotainment System Group

MOPAR Finishing Package

Advanced Protech Group III (2)

Rear Seat Video Group I

Off Road Group

Jeep Advanced Active Safety Group

Mopar Interior Protection Group

Trailer Tow Package (8)

Advanced Technology Group (1)

Interior Metal Package

Rear DVD Entertainment System Group

Adv Protech Group III (7)

Trailer Tow Prep Group (B)

Off-Road Adventure Group II

Mopar Chrome Edition Group

Mopar Exterior Appearance Group

Trailer Tow Group IV (1)

Trailer Tow Group

Quick Order Package 23S High Altitude

Mileage

Condition

New (10)

Used (6)

Manufacturer Certified (0)

Third-Party Certified (0)

Certified Program Details

New (10)

Used (6)

Manufacturer Certified (0)

Third-Party Certified (0)

Certified Program Details

Color

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Body Style

Vehicle History

Features

Fuel Type

Fuel Economy

Transmission

Cylinders

Engine Displacement

Number of Seats

Number of Doors

Purchase Options

Seller Type

16 Matches

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360°

Used 2021 Jeep Grand Cherokee Overland

Used

2021 Jeep Grand Cherokee

Overland
42K mi

28,584

See payment

Great Price

Southern CDJR Chesapeake

12.19 mi. away

Get AutoCheck Vehicle History

Used 2019 Jeep Grand Cherokee Overland

Used

2019 Jeep Grand Cherokee

Overland
111K mi

18,899

See payment

Good Price

Little Joe's Mitsubishi

2.45 mi. away

Online Paperwork

Get AutoCheck Vehicle History

Used 2017 Jeep Grand Cherokee Overland w/ Trailer Tow Group IV

Used

2017 Jeep Grand Cherokee

Overland
166K mi

9,250

See payment

Private Seller Exchange

10.74 mi. away

Buy Online. Clean title. No Hassle

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Based on 4.5% APR for mos.

360°

New 2025 Jeep Grand Cherokee Overland w/ Luxury Tech Group IV

New

2025 Jeep Grand Cherokee

Overland
10K mi

51,500

MSRP$62,370

See payment

Southern Chrysler Dodge Jeep Ram

2.77 mi. away

360°

New 2024 Jeep Grand Cherokee Overland w/ Advanced Protech Group III

New

2024 Jeep Grand Cherokee

Overland
14 mi

Plug-In Hybrid

66,012

MSRP$82,515

See payment

Southern Chrysler Dodge Jeep Ram

2.77 mi. away

360°

New 2025 Jeep Grand Cherokee Overland w/ Adv Protech Group III

New

2025 Jeep Grand Cherokee

Overland
2K mi

58,080

MSRP$68,630

See payment

Southern Dodge Chrysler Jeep Ram Norfolk

8.69 mi. away

360°

New 2025 Jeep Grand Cherokee Overland w/ Adv Protech Group III

New

2025 Jeep Grand Cherokee

Overland
42 mi

61,321

MSRP$69,225

See payment

Southern Dodge Chrysler Jeep Ram Norfolk

8.69 mi. away

Item 1 of 10.

Do you need 3rd row seating?

Do you want

Adaptive Cruise Control?

Automatically adjusts your speed to maintain a safe distance from the car ahead.

Do you want

Backup Camera?

See behind your vehicle while reversing with a live video feed to avoid obstacles.

Do you want

Bluetooth, Hands-Free?

Make and receive calls safely through your car's audio system without touching your phone.

Do you want

Cross Traffic Alert?

Warns you of approaching vehicles from the sides when backing out of a parking spot.

Do you want

Keyless Start?

Start your car with the push of a button while the key fob stays in your pocket or bag.

Do you want

Lane Departure Warning?

Alerts you if your car begins to drift out of its lane without signaling.

Do you want

Premium Audio?

Enjoy high-quality sound with advanced speakers for a better listening experience.

Do you want

Remote Engine Start?

Start your car from a distance to preheat or cool the cabin before you get in.

Do you want

Security System?

Alerts you with a loud alarm if someone tries to break into your vehicle.

360°

New 2025 Jeep Grand Cherokee Overland w/ Adv Protech Group III

New

2025 Jeep Grand Cherokee

Overland
26 mi

62,821

MSRP$69,225

See payment

Southern Dodge Chrysler Jeep Ram Norfolk

8.69 mi. away

360°

New 2025 Jeep Grand Cherokee Overland w/ Adv Protech Group III

New

2025 Jeep Grand Cherokee

Overland
14 mi

63,470

MSRP$70,100

See payment

Southern Dodge Chrysler Jeep Ram Norfolk

8.69 mi. away

360°

New 2024 Jeep Grand Cherokee Overland w/ Advanced Protech Group III

New

2024 Jeep Grand Cherokee

Overland
1K mi

Plug-In Hybrid

52,170

MSRP$81,520

See payment

Southern Chrysler Dodge Jeep Ram Chesapeake

12.19 mi. away

New 2025 Jeep Grand Cherokee Overland w/ Adv Protech Group III

New

2025 Jeep Grand Cherokee

Overland
14 mi

62,389

MSRP$70,100

See payment

Southern Dodge Chrysler Jeep Ram Norfolk

8.69 mi. away

Used 2017 Jeep Grand Cherokee Overland w/ Jeep Active Safety Group

Used

2017 Jeep Grand Cherokee

Overland
122K mi

15,500

See payment

Green Light Auto Sales

13.24 mi. away

Get AutoCheck Vehicle History

Used 2014 Jeep Grand Cherokee Overland

Used

2014 Jeep Grand Cherokee

Overland
146K mi

11,490

See payment

Williamsburg Kia

46.35 mi. away

Get AutoCheck Vehicle History

Used 2015 Jeep Grand Cherokee Overland w/ Advanced Technology Group

Used

2015 Jeep Grand Cherokee

Overland
181K mi

7,995

See payment

Great Price

East Coast Auto Sales

8.77 mi. away

Get AutoCheck Vehicle History

New 2025 Jeep Grand Cherokee Overland w/ Adv Protech Group III

New

2025 Jeep Grand Cherokee

Overland
5K mi

60,546

MSRP$70,100

See payment

Southern Dodge Chrysler Jeep Ram Norfolk

8.69 mi. away

New 2025 Jeep Grand Cherokee Overland w/ Adv Protech Group III

New

2025 Jeep Grand Cherokee

Overland
10 mi

63,948

MSRP$69,505

See payment

Southern Dodge Chrysler Jeep Ram Norfolk

8.69 mi. away

Jeep Grand Cherokee Overland in Nearby Cities

Jeep Grand Cherokee Overland For Sale in Fairfax
40 for sale
Jeep Grand Cherokee Overland For Sale in Alexandria
37 for sale
Jeep Grand Cherokee Overland For Sale in Fredericksburg
33 for sale
Jeep Grand Cherokee Overland For Sale in Winchester
26 for sale
Jeep Grand Cherokee Overland For Sale in Norfolk
16 for sale
Jeep Grand Cherokee Overland For Sale in Virginia Beach
15 for sale
Jeep Grand Cherokee Overland For Sale in Richmond
14 for sale
Jeep Grand Cherokee Overland For Sale in Roanoke
8 for sale
Jeep Grand Cherokee Overland For Sale in Lynchburg
4 for sale

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