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3,061 listings
- New Listing$34,998fair price$758 above market
- 15,511 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NC to VA*
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Located in Charlotte, NC / 275 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: Yes
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFLG0MC887717
Stock: 27150723
Certified Pre-Owned: No - $29,998fair price$226 below market
- 52,381 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- CarMax Fayetteville (191 mi away)
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Located in Fayetteville, NC / 191 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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJHBG0P8850297
Stock: 26606199
Certified Pre-Owned: No - $27,999fair price$341 below market
- 53,214 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 19 City / 26 Hwy MPG
- Enterprise Car Sales Fayetteville (193 mi away)
- Home delivery*
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Located in Fayetteville, NC / 193 miles away from Chesapeake, VA
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJGBG0PC535250
Stock: 7VS4R4
Certified Pre-Owned: No
Listed since: 03-03-2025 - Price Drop$21,726good price$1,440 below market
- 64,310 miles
- 2 accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Sheehy Ford Springfield (150 mi away)
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Located in Springfield, VA / 150 miles away from Chesapeake, VA
2021 Jeep Grand Cherokee Laredo E 4WD at Sheehy Ford of Springfield! This Grand Cherokee has an exterior color of Granite Crystal Metallic Clearcoat w...
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: 1C4RJFAG4MC526154
Stock: G11082P
Certified Pre-Owned: No
Listed since: 05-08-2025 - $29,888fair price$534 above market
- 20,518 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Doug Henry Buick GMC (134 mi away)
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Located in Goldsboro, NC / 134 miles away from Chesapeake, VA
Recent Arrival! 2021 Jeep Grand Cherokee Limited 4WD. Odometer is 51057 miles below market average! 8-Speed Automatic 3.6L V6 24V VVT 4WD At Doug Henr...
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: 1C4RJFBG9MC814654
Stock: X5675
Certified Pre-Owned: No
Listed since: 06-03-2025 - New Listing$31,990fair price$4 below market
- 13,309 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Portland, OR / 2,455 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: 1C4RJFAG5MC586301
Stock: 2003782617
Certified Pre-Owned: No
Listed since: 06-12-2025 - New Listing$31,590fair price$637 above market
- 18,872 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in New York City, NY / 306 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: 1C4RJFBG3MC840327
Stock: 2003709630
Certified Pre-Owned: No
Listed since: 05-16-2025 - $28,998fair price
- 21,940 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Garland, TX / 1,187 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 (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEBG9MC873715
Stock: 27253896
Certified Pre-Owned: No - Price Drop$25,943fair price$61 above market
- 24,175 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Urbandale, IA / 994 miles away from Chesapeake, VA
CarFax 1-Owner,Low Mileage,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,Tow Hitch,V6...
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: 1C4RJFAG2MC882103
Stock: MC882103MP
Certified Pre-Owned: No - New Listing$31,590fair price
- 19,433 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Dallas, TX / 1,195 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: 1C4RJFBG3MC854048
Stock: 2003724586
Certified Pre-Owned: No
Listed since: 05-16-2025 - New Listing$26,998fair price$281 above market
- 24,180 miles
- No accidents, 3 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Laurel (168 mi away)
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Located in Laurel, MD / 168 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: 1C4RJFBG1KC552772
Stock: 27311560
Certified Pre-Owned: No - New Listing$26,998fair price$513 above market
- 26,510 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Salisbury (119 mi away)
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Located in Salisbury, MD / 119 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: 1C4RJFBG2KC638267
Stock: 26816539
Certified Pre-Owned: No - New Listing$20,990fair price$790 above market
- 91,388 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana - Richmond (99 mi away)
- Home delivery*
Close
Located in Richmond, VA / 99 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: 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: 1C4RJFBG2KC587286
Stock: 2003780723
Certified Pre-Owned: No
Listed since: 06-11-2025 - $19,995fair price$327 above market
- 90,805 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Nation Motors (91 mi away)
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Located in Richmond, VA / 91 miles away from Chesapeake, VA
2019 JEEP GRAND CHEROKEE Limited 4 WHEEL DRIVE {Sub Title} with powerful 3.6L V6 24V VVT UPG I W/ESS engine and driven 90804 miles! Fully loaded and m...
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: 1C4RJFBG2KC689302
Stock: NM3187
Certified Pre-Owned: No - $27,990fair price
- 26,257 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 1,195 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: 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: 1C4RJFAG7MC858251
Stock: 2003681441
Certified Pre-Owned: No
Listed since: 05-03-2025 - Price Drop$30,998fair price$510 above market
- 23,234 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TN to VA*
Close
Located in Madison, TN / 581 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: Yes
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG7MC856630
Stock: 27327162
Certified Pre-Owned: No - New Listing$23,998fair price$157 below market
- 32,510 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- CarMax (In-stock online)
- Transfer available from IL to VA*
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Located in Naperville, IL / 729 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 (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEAG3MC812961
Stock: 27436013
Certified Pre-Owned: No - New Listing$25,890good price$1,063 below market
- 50,822 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 19 City / 26 Hwy MPG
- District Auto Group (149 mi away)
Close
Located in Temple Hills, MD / 149 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. 3.45 Rear Axle Ratio, ABS brakes, Air Conditioning, Alloy wheels, Automatic temperature control, Brake assist, Delay-o...
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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJGAG0PC648164
Stock: 839
Certified Pre-Owned: No
Listed since: 06-09-2025 - Price Drop$23,995good price$1,076 below market
- 47,250 miles
- 2 accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Kingstowne Motorcars (155 mi away)
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Located in Manassas, VA / 155 miles away from Chesapeake, VA
***BUY WITH CONFIDENCE, RATED *TOP 10 DEALER IN VIRGINIA* ONE OWNER / MSRP $43K / NAVI / BACK-UP CAM / BLIND SPOT / SUNROOF *** Equipped with UConn...
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: 1C4RJFBG9MC500826
Stock: KTM6356
Certified Pre-Owned: No - New Listing
- 27,586 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to VA*
Close
Located in Pleasant Hill, CA / 2,493 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 (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEAG4MC657742
Stock: 26964453
Certified Pre-Owned: No - New Listing$31,997fair price$215 below market
- 26,487 miles
- 5 Seats, 19 City / 26 Hwy MPG
- EchoPark Automotive Raleigh (156 mi away)
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Located in Cary, NC / 156 miles away from Chesapeake, VA
At EchoPark, it’s all about offering you options for a happy experience. We have thousands of new-to-you makes and models that range from sedans to tr...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJHBGXPC570027
Stock: PPC570027
Certified Pre-Owned: No
Listed since: 06-05-2025
Showing 379 - 399 out of 3,061 listings
Consumer Reviews for the Jeep Grand Cherokee
Read recent reviews for the Jeep Grand Cherokee
Not-So-Grand Cherokee
Frustrated Jeep Owner, 05/16/2021
2021 Jeep Grand Cherokee Limited 4dr SUV (3.6L 6cyl 8A)
I purchased a 2021 Grand Cherokee Limited in Oct. '20 to replace my wife's 100k+ Outback because I wanted to have a reliable car. Big mistake. Upon delivery it had a transmission fluid leak the dealer repaired under warranty. At just under 13,000 miles the fuel gauge went out. It's been at the dealership for 11 days and I have no idea when it will be repaired. They had to remove the … gas tank to get to the sending unit. That required dropping the drive shaft. When the did that they learned that when the vehicle was made bolts holding the driveshaft were over-tightened and stripped the threads. The sending unit and bolt assembly were not in stock. Upon arrival and installation they learned that the mother board that controls the dash was also fried. Had to wait for parts again. Once that arrived and it was put together they learned some other part of the gas gauge system was also bad. That part is back ordered for about a month. They had me come pick up the car and drop off the loaner and said to drive it without a gas gauge. While driving home I noticed a strong vibration I could feel in the steering wheel and could hear that wasn't there before. I turned around and returned it and picked up the loaner again. I have no idea when it will be fixed and at this point I have very little confidence in this vehicle or the dealership. I regret buying it and wished I'd kept our 2014 Subaru Outback which ran flawlessly for over 100,000 miles.
Update: I got one of those standard surveys from the dealership asking if I was completely satisfied with the service. I responded that I absolutely was not and the reason why. I was contacted by the Service Manager two hours later who provided a lot more information. Turns out when they tried to disconnect the driveshaft from the differential a bolt broke off in the differential and it couldn't be removed. That had to order a new differential which will take about a week to get shipped and installed. He apologized for the poor communication and seemed very sincere in wanting to make it right. We will see.
It has now been just over a year and 25,000 miles since we accepted delivery of the Grand Cherokee. I'm happy to report that the back-ordered part finally arrived and the fuel gauge was repaired in July. There have been no problems since them and the Grand Cherokee is no longer the Not-So-Grand Cherokee. I've driven out of state several times and it's a great road car and averages about 24 mph which is good for a vehicle its size. Hopefully its problems are behind it and will provide several years of good service.
It's now been over 2 years and almost 50,000 miles. There have been no more gremlins. It has been reliable and I'm pleased with the car.
Three years and 68,000 miles. Had a repeat of the transmission fluid leak which was repaired under the extended warranty. Otherwise, it's been a reliable vehicle.
Just turned 80,000 and still running good. Only complaint beyond the initial problems is for a car its size the back seat legroom is short. I need to put the seat all the way back and it's pretty tight. Minor problem for me since I don't sit in the back seat!
The Grand Cherokee now has over 105,000 miles and it's still running strong. We're considering replacing it due simply to it's mileage. My wife drives it so it's up to her when to replace it and with what. She can't decide so we motor on which is fine with me. I've come to like this vehicle once it got over it's initial problems. And we continue to have oil changes at the purchasing dealer because they threw in lifetime oil changes and tire rotation.
Used 2021 Jeep Grand Cherokee in Chesapeake, VA Values
Estimated values
2021 Jeep Grand Cherokee Trailhawk 4dr SUV 4WD (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $27,138 | $29,516 | $31,899 |
| Clean | $26,560 | $28,872 | $31,187 |
| Average | $25,597 | $27,800 | $30,002 |
| Rough | $24,346 | $26,407 | $28,461 |
The average list price of a used 2021 Jeep Grand Cherokee in Chesapeake, Virginia is $27,694. The average mileage on a used Jeep Grand Cherokee 2021 for sale in Chesapeake, Virginia is 36,700. Based on the average mileage of 36,700 for used 2021 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 2021 in Chesapeake, Virginia to be $25,597.
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