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3,032 listings
- New Listing
- 52,743 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Ellicott City (179 mi away)
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Located in Ellicott City, MD / 179 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG0LC211477
Stock: 27473009
Certified Pre-Owned: No - 83,955 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Capital Ford (144 mi away)
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Located in Raleigh, NC / 144 miles away from Chesapeake, VA
Clean Carfax, Apple CarPlay/Android Auto, ParkView Rear Back-Up Camera.Your Powerhouse Dealer!Capital Ford of Raleigh is proud to provide reliable, ho...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG4LC301263
Stock: AB61769A
Certified Pre-Owned: No
Listed since: 07-03-2025- 62,086 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Midlothian (93 mi away)
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Located in Midlothian, VA / 93 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG9LC332492
Stock: 27025465
Certified Pre-Owned: No- New Listing
- 44,544 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Crossroads Chrysler Jeep Dodge Ram (73 mi away)
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Located in Prince George, VA / 73 miles away from Chesapeake, VA
Jeep Grand Cherokee 3.6L V6 24V VVT 8-Speed Automatic 1-Year SiriusXM Guardian Trial, 4-Wheel Disc Brakes, 4G LTE Wi-Fi Hot Spot, 8.4" Touchscreen Dis...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFLG4LC267290
Stock: PU5175A
Certified Pre-Owned: No
Listed since: 07-15-2025 - Price Drop
- 40,624 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- DriveTime of Wilmington (194 mi away)
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Located in Wilmington, NC / 194 miles away from Chesapeake, VA
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG9LC262931
Stock: 1190214174
Certified Pre-Owned: No
Listed since: 04-09-2025 - Price Drop$18,997fair price$515 below market
- 95,793 miles
- No accidents, 3 owners, rental vehicle
- 5 Seats, 19 City / 26 Hwy MPG
- Affordable Auto & Truck (12 mi away)
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Located in Virginia Beach, VA / 12 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEBGXLC295123
Stock: 295123
Certified Pre-Owned: No - New Listing
- 54,719 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Wilmington (194 mi away)
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Located in Wilmington, NC / 194 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG2LC104591
Stock: 27575375
Certified Pre-Owned: No - New Listing
- 109,748 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- Ottomatic Motors (154 mi away)
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Located in Durham, NC / 154 miles away from Chesapeake, VA
VISIT OUR WEBSITE TO SEE MORE PHOTOS & THE CARFAX REPORT WWW.OTTOMATICMOTORS.COMWe challenge anyone to find a dealership that goes as far ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJECG8LC407948
Stock: 10904
Certified Pre-Owned: No - New Listing
- 77,528 miles
- No accidents, 3 owners, personal use
- 5 Seats, 11 City / 17 Hwy MPG
- Farrish Chrysler Dodge Jeep Ram (158 mi away)
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Located in Fairfax, VA / 158 miles away from Chesapeake, VA
RARE FIND!! **CLEAN CARFAX NO ACCIDENTS** 2020 JEEP GRAND CHEROKEE TRACKHAWK** ONLY 77K MILES** VELVET RED PEARL COAT W/ BLACK LAGUNA LEATHER** RED SE...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
13 Combined MPG (11 City/17 Highway)
Listing Information:
VIN: 1C4RJFN92LC156400
Stock: PZ12850
Certified Pre-Owned: No
Listed since: 04-23-2025 - New ListingNot Priced
- 102,720 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- Koons Automotive of Fredericksburg South (127 mi away)
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Located in Fredericksburg, VA / 127 miles away from Chesapeake, VA
Introducing this sleek and stylish 2020 Jeep Grand Cherokee in a cool shade of gray. This dynamic SUV is like the perfect sidekick for all your advent...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEAG5LC181953
Stock: 36651A
Certified Pre-Owned: No - New Listing
- 53,720 miles
- 5 Seats, 19 City / 26 Hwy MPG
- CarMax Virginia Beach (10 mi away)
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Located in Virginia Beach, VA / 10 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
21 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEAG6LC365041
Stock: 27431384
Certified Pre-Owned: No - Price Drop
- 86,505 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Preston Ford of Denton (149 mi away)
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Located in Denton, MD / 149 miles away from Chesapeake, VA
4WD.Founded in 1975, Preston has been providing a friendly, no-hassle car buying experience for more than 45 years. We have been family owned and oper...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG6LC121315
Stock: DDX250921B
Certified Pre-Owned: No
Listed since: 07-10-2025 - Price Drop$18,997great price$3,628 below market
- 80,026 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Epic Motor Company (165 mi away)
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Located in Chantilly, VA / 165 miles away from Chesapeake, VA
ALL EPIC MOTOR CARS COME WITH FRESH VA STATE SAFETY INSPECTION !!! 3 MONTH NATIONWIDE WARRANTY IS INCLUDED !!! WE FINANCE !!! CALL US FOR TEST DRIVE A...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG2MC675046
Stock: 675046
Certified Pre-Owned: No - 116,464 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Raleigh Pre-Owned (144 mi away)
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Located in Raleigh, NC / 144 miles away from Chesapeake, VA
Non-smoker owner, Vehicle Runs Well, Smooth ride, Lots of storage, Arctic cold a/c, No pets, Seats as good as new, Must test drive, Spotless interior,...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG0LC148895
Stock: 148895
Certified Pre-Owned: No- $23,700fair price$22 below market
- 71,608 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Grace Auto (94 mi away)
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Located in Richmond, VA / 94 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG0LC209535
Stock: P25285
Certified Pre-Owned: No - New Listing$26,000great price$4,609 below market
- 29,763 miles
- No accidents, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Koons Tysons Chrysler Dodge Jeep Ram (161 mi away)
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Located in Vienna, VA / 161 miles away from Chesapeake, VA
Recent Arrival! 2021 Jeep Grand Cherokee Limited 4WD Diamond Black Crystal Pearlcoat*** REMOTE START *** NAVIGATION *** HEATED FRONT SEATS *** TRAIL...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBGXMC545550
Stock: KTJP210078
Certified Pre-Owned: No
Listed since: 07-24-2025 - Price Drop
- 62,511 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana - Richmond (100 mi away)
- Home delivery*
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Located in Richmond, VA / 100 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG1LC211276
Stock: 2003894593
Certified Pre-Owned: No
Listed since: 07-16-2025 - Price Drop$22,000great price$2,461 below market
- 43,157 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Pearson Hyundai (93 mi away)
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Located in Richmond, VA / 93 miles away from Chesapeake, VA
2021 Jeep Grand Cherokee Laredo E Bright White Clearcoat 4WD 3.6L V6 24V VVT 8-Speed Automatic **SIGHT UNSEEN APPRAISAL**, **ONLINE CREDIT APP**, **CO...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG3MC527425
Stock: P14743A
Certified Pre-Owned: No
Listed since: 06-16-2025 - New Listing
- 34,599 miles
- 1 accident, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Brandywine (139 mi away)
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Located in Brandywine, MD / 139 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG7LC234755
Stock: 27019473
Certified Pre-Owned: No - 48,705 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Dulles (171 mi away)
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Located in Sterling, VA / 171 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG4LC413903
Stock: 27696635
Certified Pre-Owned: No- 41,897 miles
- Frame damage reported, 2 owners, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Kargar Motors (156 mi away)
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Located in Manassas, VA / 156 miles away from Chesapeake, VA
BUYING A CAR HAS NEVER BEEN THIS EASY.We specialize in 100% GUARANTEED APPROVAL. BAD CREDIT, NO CREDIT, BANKRUPTCY, REPO, FORECLOSURE...NO PROBLEM. NO...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG3LC144969
Stock: KMM13601
Certified Pre-Owned: No
Showing 64 - 84 out of 3,032 listings
Consumer Reviews for the Jeep Grand Cherokee
Read recent reviews for the Jeep Grand Cherokee
Amazing vehicle does exactly what it says
Jesse Dirom, 06/06/2020
2020 Jeep Grand Cherokee Limited X 4dr SUV 4WD (3.6L 6cyl 8A)
I work in the Oil and Gas sector in Alberta and drive this vehicle up and down mountain roads, lease roads and over rig mat’s summer, winter, fall (Spring is typically slow for me). It handles well on highway, looks great downtown Calgary, handles great in the bush and with the right tires is glued to the road in the worst conditions. I am also an avid skier and mountain biker with a son … and a dog. I have had many other SUVs (Xterra, Explorer, Cadillac, Escape) this is hands down the best one for my lifestyle. My Jeep rides a little higher then most due to larger tires ect... but I can go anywhere a pick up can off road which is all I need given this is what most people drive on site (so roads are built with this in mind) I am sitting at 120k (kilometres - I drive a lot) and no major repairs even my brakes (just checked) are still at 50%. This is my first Jeep ever and I almost bought something else instead. It will not be my last. I plan on buying another one once this ones hits 200k. If your in the market for something you can be confident taking a client to lunch in or hitting the backcountry this is the vehicle for you.
Used 2020 Jeep Grand Cherokee in Chesapeake, VA Values
Estimated values
2020 Jeep Grand Cherokee Laredo E 4dr SUV 4WD (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $17,166 | $19,566 | $21,876 |
| Clean | $16,721 | $19,053 | $21,296 |
| Average | $15,981 | $18,198 | $20,329 |
| Rough | $15,018 | $17,087 | $19,072 |
The average list price of a used 2020 Jeep Grand Cherokee in Chesapeake, Virginia is $26,598. The average mileage on a used Jeep Grand Cherokee 2020 for sale in Chesapeake, Virginia is 66,353. Based on the average mileage of 66,353 for used 2020 Jeep Grand Cherokee for sale in Chesapeake, VA and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Jeep Grand Cherokee 2020 in Chesapeake, Virginia to be $15,981.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.