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3,032 listings
- $28,500good price$1,919 below market
- 59,407 miles
- 1 accident, 3 owners, personal use
- 5 Seats
- Farrish Chrysler Dodge Jeep Ram (158 mi away)
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Located in Fairfax, VA / 158 miles away from Chesapeake, VA
**RARE HEMI**Recent Arrival! Certified. 2020 Jeep Grand Cherokee Overland Diamond Black Crystal Pearlcoat 8-Speed Automatic 5.7L V8 HEMI 4WD4WD.Farris...
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:
Listing Information:
VIN: 1C4RJFCT2LC141829
Stock: PA12933A
Certified Pre-Owned: Yes
Listed since: 07-17-2025 - $27,995fair price$157 above market
- 73,812 miles
- No accidents, 2 owners, personal use
- 5 Seats
- 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: 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:
Listing Information:
VIN: 1C4RJFCT8LC389731
Stock: KMM13851
Certified Pre-Owned: No - 100,003 miles
- No accidents, 3 owners, rental vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- CMA's Honda of Lynchburg (172 mi away)
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Located in Lynchburg, VA / 172 miles away from Chesapeake, VA
Thank you for choosing CMA's Honda of Lynchburg, this Sting-Gray Clearcoat 2020 Jeep Grand Cherokee Trailhawk is a great choice! Check out the followi...
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: 1C4RJFLGXLC288208
Stock: 17158A
Certified Pre-Owned: No
Listed since: 06-14-2025- Price Drop
- 44,050 miles
- No accidents, 1 owner, 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: 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: 1C4RJFCG9LC299006
Stock: 2003801714
Certified Pre-Owned: No
Listed since: 06-19-2025 - New Listing$24,000good price$1,138 below market
- 49,893 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Heritage Volkswagen Catonsville (179 mi away)
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Located in Baltimore, MD / 179 miles away from Chesapeake, VA
JUST ARRIVED. PENDING INSPECTION. Recent Arrival! 4WD. Clean CARFAX. 4WD 8-Speed Automatic 3.6L V6 24V VVTLuxury Group II (506 Watt Amplifier, Active...
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: 1C4RJFBG5LC313758
Stock: 8U313758
Certified Pre-Owned: No
Listed since: 07-25-2025 - New Listing$19,500fair price$39 below market
- 90,817 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Bill Page Honda (156 mi away)
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Located in Falls Church, VA / 156 miles away from Chesapeake, VA
Bill Page Honda is excited to offer this attractive 2020 Jeep Grand Cherokee in Diamond Black Crystal Pearlcoat This vehicle has passed our comprehens...
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: 1C4RJFAG2LC148558
Stock: H39705A
Certified Pre-Owned: No
Listed since: 07-20-2025 - New Listing$26,780fair price$499 above market
- 69,657 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Charles Boyd Chevrolet GMC (126 mi away)
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Located in Henderson, NC / 126 miles away from Chesapeake, VA
Thank You for shopping at Charles Boyd Chevrolet Cadillac GMC!Recent Arrival!4WD.Bright White Clearcoat 2020 Jeep Grand Cherokee High Altitude Odomete...
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: 1C4RJFCGXLC177299
Stock: 197-25A
Certified Pre-Owned: No
Listed since: 07-21-2025 - 58,603 miles
- Frame damage reported, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Premier Automotive (140 mi away)
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Located in Dumfries, VA / 140 miles away from Chesapeake, VA
At Premier Automotive Inc., one of the largest pre-owned car dealerships in the DMV area, we proudly offer over 300 vehicles in stock, providing a wid...
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: 1C4RJFAGXLC363220
Stock: PA7385
Certified Pre-Owned: No- New Listing$29,198fair price$199 above market
- 56,426 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- John Hiester Chrysler Jeep Dodge Ram (170 mi away)
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Located in Lillington, NC / 170 miles away from Chesapeake, VA
Ivory 3-Coat 2020 Jeep Grand Cherokee Summit 4WD 8-Speed Automatic 3.6L V6 24V VVTWell equipped with: Platinum Series Group (Body Color Door Handles...
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: 1C4RJFJG2LC399029
Stock: P10136
Certified Pre-Owned: No
Listed since: 07-22-2025 - New Listing
- 61,749 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Chesapeake DriveTime (4 mi away)
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Located in Chesapeake, VA / 4 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: 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: 1C4RJFAG2LC371893
Stock: 1630095160
Certified Pre-Owned: No
Listed since: 07-23-2025 - $26,998fair price$741 above market
- 59,470 miles
- 3 accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax White Marsh (182 mi away)
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Located in White Marsh, MD / 182 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: 1C4RJFLG2LC190354
Stock: 27525300
Certified Pre-Owned: No - New Listing$27,998fair price$278 above market
- 54,785 miles
- 2 accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Lynchburg (169 mi away)
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Located in Lynchburg, VA / 169 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: 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: 1C4RJFBG7LC327466
Stock: 26918715
Certified Pre-Owned: No - Price Drop
- 94,905 miles
- Issue reported, 3 owners, rental vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- EZ Auto Sales (136 mi away)
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Located in Stafford, VA / 136 miles away from Chesapeake, VA
***Visit www.EzAutoSalesVa.com to view our inventory*** Offering the BEST PRICES AVAILABLE, NATIONWIDE DELIVERY, and EXTENDED WARRANTY OPTIONS. At EZ ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Issue reported
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: 1C4RJFLG4LC347074
Stock: EZA5744
Certified Pre-Owned: No - 57,931 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana - Richmond (100 mi away)
- Home delivery*
Close
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: 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: 1C4RJFAG7LC359156
Stock: 2003864719
Certified Pre-Owned: No
Listed since: 07-09-2025- New Listing
- 52,232 miles
- No accidents, 3 owners, personal use
- 5 Seats, 18 City / 25 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
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: 1C4RJFAG8LC385006
Stock: 27367188
Certified Pre-Owned: No - Price Drop
- 116,872 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Autova (167 mi away)
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Located in Madison Heights, VA / 167 miles away from Chesapeake, VA
Adventure Awaits: Discover the 2020 Jeep Grand Cherokee Altitude's Unmatched Performance and Style in Granite Crystal Metallic ClearcoatStep i...
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: 1C4RJFAG8LC231346
Stock: 15951
Certified Pre-Owned: No
Listed since: 05-28-2025 - Price Drop
- 77,351 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- Southern Acura Newport News (31 mi away)
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Located in Newport News, VA / 31 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX.ALLOY WHEELS, KEYLESS ENTRY, PUSH BUTTON START, 3.27 Rear Axle Ratio, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Ai...
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: 1C4RJEAG3LC329081
Stock: Z5M032842C
Certified Pre-Owned: No
Listed since: 06-30-2025 - New Listing
- 83,923 miles
- No accidents, 3 owners, rental vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Capital Boulevard (142 mi away)
Close
Located in Raleigh, NC / 142 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: 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: 1C4RJFBG5LC112393
Stock: 27119477
Certified Pre-Owned: No - New Listing
- 100,169 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Gaithersburg (194 mi away)
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Located in Frederick, MD / 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: 1C4RJFAG2LC143215
Stock: 27518577
Certified Pre-Owned: No - 21,374 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Parsons Kia of Winchester (199 mi away)
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Located in Winchester, VA / 199 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: 1C4RJFAG0LC385355
Stock: 22432A
Certified Pre-Owned: No
Listed since: 11-27-2022- 51,586 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Dulles (171 mi away)
Close
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: 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: 1C4RJFBG9LC323614
Stock: 27365257
Certified Pre-Owned: No
Showing 43 - 63 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 Overland 4dr SUV 4WD (5.7L 8cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $21,842 | $24,548 | $27,152 |
| Clean | $21,277 | $23,904 | $26,432 |
| Average | $20,334 | $22,832 | $25,232 |
| Rough | $19,109 | $21,438 | $23,671 |
The average list price of a used 2020 Jeep Grand Cherokee in Chesapeake, Virginia is $24,682. The average mileage on a used Jeep Grand Cherokee 2020 for sale in Chesapeake, Virginia is 68,334. Based on the average mileage of 68,334 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 $20,334.
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