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1,690 listings
- New Listing$26,411fair price$593 above market
- 17,799 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Yorkville, NY / 444 miles away from Chesapeake, VA
CarFax No Accidents Reported,Low Mileage,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Lan...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX9MD135504
Stock: D135504PP
Certified Pre-Owned: No - $20,000fair price$126 above market
- 74,411 miles
- No accidents, 2 owners, personal use only
- 5 Seats
- Toyota of Southern Maryland (108 mi away)
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Located in Lexington Park, MD / 108 miles away from Chesapeake, VA
4X4, CLEAN CARFAX, NAVIGATION, SIRRUS/XM RADIO, BACKUP CAMERA, ALLOY WHEELS, FOG LAMPS, Bluetooth , MARYLAND STATE INSPECTED, 72 HOUR EXCHANGE POLICY...
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: 1C4PJMDN4MD137191
Stock: U137191
Certified Pre-Owned: No
Listed since: 02-26-2025 - Price Drop$16,590fair price$81 above market
- 100,390 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 22 City / 31 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: 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLDB8KD419413
Stock: 2003673415
Certified Pre-Owned: No
Listed since: 05-09-2025 - New Listing$23,299fair price$169 above market
- 53,600 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales Virginia Beach (11 mi away)
- Home delivery*
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Located in Virginia Beach, VA / 11 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMB1PD114803
Stock: 7W00HN
Certified Pre-Owned: No
Listed since: 05-12-2025 - New Listing
- 31,866 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Phoenix, AZ / 2,024 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLCB1MD134573
Stock: 2003677683
Certified Pre-Owned: No
Listed since: 05-14-2025 - $18,500fair price$114 below market
- 54,723 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- East Carolina Chrysler Dodge Jeep Ram FIAT (103 mi away)
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Located in Greenville, NC / 103 miles away from Chesapeake, VA
This Jeep won't be on the lot long! Go anywhere versatility with roomy practicality! Top features include front fog lights, power door mirrors, a roof...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB4KD106401
Stock: P7850A
Certified Pre-Owned: No
Listed since: 05-02-2025 - New Listing
- 21,214 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Fort Worth, TX / 1,232 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX5MD229038
Stock: 26969380
Certified Pre-Owned: No - $21,130fair price$518 above market
- 43,392 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Deacon Jones Ford Lincoln (134 mi away)
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Located in Goldsboro, NC / 134 miles away from Chesapeake, VA
Bright White Clearcoat 2021 Jeep Cherokee Altitude FWD 2.4L I4 9-Speed 948TE Automatic Altitude Package, Quick Order Package 2BN Altitude (Black Accen...
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB5MD150694
Stock: F7887
Certified Pre-Owned: No
Listed since: 04-03-2025 - $26,017fair price$460 above market
- 24,118 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Westgate Kia (139 mi away)
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Located in Wake Forest, NC / 139 miles away from Chesapeake, VA
Come see this vehicle and many more at Westgate Kia in Wake Forest!!, Quick Order Package 26G.At Westgate Dodge Ram Kia of Wake Forest we provide what...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX1MD233832
Stock: 42350P
Certified Pre-Owned: No
Listed since: 05-06-2025 - Price Drop$23,300fair price$253 above market
- 55,870 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Hall Chrysler Dodge Jeep RAM Virginia Beach (11 mi away)
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Located in Virginia Beach, VA / 11 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. Hydro Blue Pearlcoat 2023 Jeep Cherokee Altitude 4WD 9-Speed 948TE Automatic 2.4L I4 Cherokee Altitude, 4D Sport Utili...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMB7PD113297
Stock: 18R6361
Certified Pre-Owned: No
Listed since: 05-02-2025 - Price Drop
- 54,227 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Newport News DriveTime (27 mi away)
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Located in Newport News, VA / 27 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB9KD287088
Stock: 1630089162
Certified Pre-Owned: No
Listed since: 04-10-2025 - $23,500fair price$155 above market
- 30,859 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Southern Chrysler Dodge Jeep Ram Newport News (32 mi away)
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Located in Newport News, VA / 32 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. Priced below KBB Fair Purchase Price!Slate Blue Pearlcoat 2021 Jeep Cherokee Limited 4WD 3.2L V6 19/27 City/Highway MP...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX8MD224867
Stock: OP10141
Certified Pre-Owned: No
Listed since: 03-27-2025 - $21,995fair price$528 below market
- 62,106 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Lee Hyundai of Fayetteville (192 mi away)
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Located in Fayetteville, NC / 192 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX0MD212714
Stock: SU979631A
Certified Pre-Owned: No
Listed since: 04-20-2025 - $15,999fair price$13 above market
- 68,660 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Metri Motors (154 mi away)
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Located in Raleigh, NC / 154 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLCB9KD301596
Stock: 301596
Certified Pre-Owned: No - Price Drop$22,360good price$771 below market
- 29,527 miles
- 1 accident, 2 owners, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Younger Nissan of Frederick (195 mi away)
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Located in Frederick, MD / 195 miles away from Chesapeake, VA
2021 Jeep Cherokee Latitude Lux Sting-Gray Clearcoat 4WD 9-Speed 948TE Automatic 3.2L V6Brake assist, Dual Bright Exhaust Tips, Heated front seats, He...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX9MD123918
Stock: JM21818A
Certified Pre-Owned: No
Listed since: 04-05-2025 - New Listing$19,998fair price$349 above market
- 39,741 miles
- No accidents, 1 owner, personal use
- 5 Seats, 21 City / 29 Hwy MPG
- CarMax Charlottesville (151 mi away)
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Located in Charlottesville, VA / 151 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB1KD233798
Stock: 26319731
Certified Pre-Owned: No - New Listing
- 29,469 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Cleveland, OH / 440 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLBXMD100881
Stock: 2003730406
Certified Pre-Owned: No
Listed since: 05-12-2025 - $17,998fair price$504 below market
- 52,764 miles
- 2 accidents, 2 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to VA*
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Located in Visalia, CA / 2,377 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLCB5MD169004
Stock: 26994088
Certified Pre-Owned: No - New Listing$16,900good price$1,514 below market
- 80,645 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Pleasure Ride Auto, Inc (105 mi away)
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Located in Greenville, NC / 105 miles away from Chesapeake, VA
REALLY CLEAN AND NICE, GOOD LOOKING AND SHARP, WELL KEPT AND WELL MAINTAINED, VERY AFFORDABLE OFF LEASE SMALL SUV!!! 2021 JEEP CHEROKEE LATITUDE PLUS ...
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB8MD217837
Stock: 17837
Certified Pre-Owned: No
Listed since: 04-29-2025 - Price Drop$18,990fair price$635 above market
- 81,713 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Phoenix, AZ / 2,024 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB8MD130813
Stock: 2003658057
Certified Pre-Owned: No
Listed since: 05-12-2025 - Price Drop$20,998good price$1,877 below market
- 50,588 miles
- 2 accidents, 2 owners, personal use only
- 5 Seats, 18 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
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Located in Fort Myers, FL / 774 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/24 Highway)
Listing Information:
VIN: 1C4PJMBX5MD108951
Stock: 26959899
Certified Pre-Owned: No
Showing 253 - 273 out of 1,690 listings
Consumer Reviews for the Jeep Cherokee
Read recent reviews for the Jeep Cherokee
My new Jeep
bmwcharlie, 02/01/2021
2021 Jeep Cherokee Limited 4dr SUV (3.2L 6cyl 9A)
Time for a new lease as my Tiguan went back. I looked at a new Tiguan, Subaru Outback, Jeep Cherokee and the Volvo X 40. I chose the Jeep Cherokee.
The Jeep felt the most substantial by far. I was surprised by the cheap plastic center in the Subaru and the Volvo. The Tiguan was all plastic but for 289.00 a month all in (including all taxes and fees) the Tiguan Se was the least … expensive vehicle I have ever leased. The same equipped Tiguan was 370.00 a month. I really missed the heated steering wheel from my previous BMW so it was a must for my new lease. A Tiguan with a heated steering wheel was 407.00 a month. I set out for a new compact SUV for 350.00 a month. I never thought of leasing a Jeep but in my budget it kept coming up so I test drove it. I knew instantly this would be my next vehicle. I leased a Jeep Cherokee V6 Limited with Elite Pkg. for 381.00 a month including taxes and all fees. This was the most equipped car I ever had. Cooled seats front and back it even can parallel park. I love the remote start which automatically turns on the heated seats and steering wheel. This Jeep is on par with my X3. Which was 500.00 a month a new one 700. a month to lease. Value wise this is the best vehicle you will find. It took months of tracking prices and negotiating for me to get this price.
The Jeep ride is great, acceleration is great too. The Volvo was slightly better but the Jeep was pretty close. It rides more like the X3. The info entertainment is easy to use intuitive and fast which really makes for a great driving experience. The Jeep is compact unlike the Tiguan which felt like you had so much space in the cabin. Handling is sharp seats are comfortable. Since it mainly me and one other person most of the time I can live with the snug cabin. I took Delivery at the end of November and have had no problems. Fit and finish is great so I am thinking it should be pretty reliable.
Update: I still love my Cherokee. The Adaptive cruise control is amazing. Life changing feature. The stop and go really takes the sting out of heavy traffic. The automatic high beams are amazing. The ride is great it really takes any size pot hole no problem. Well not quite the razor sharp handle of a BMW it’s much more comfortable. The ride, handling, and acceleration strike a great balance. The lane keep assist is the cars big down fall. It’s will pull slightly at the wheel for no reason. Less on the highway than around town. It feels like you hit a piece of ice. I doesn’t bother me as much now but at first it was annoying as hell. I tried to disable it but couldn’t. I just put it on the lowest setting. Hopefully they will use a lane centering on the next update. The car feels so high tech it’s quite unexpected.. I am so glad I got this Jeep. I would have never considered it, if not for the chip shortage. Inventories were starting to get tight and they had the inventory. I got this lease at such a great deal.I am so grateful as prices are skyrocketing on leases. Blown away by the luxury driving experience from a Jeep, Who knew!
Used 2021 Jeep Cherokee in Chesapeake, VA Values
Estimated values
2021 Jeep Cherokee Limited 4dr SUV 4WD (3.2L 6cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $19,220 | $21,219 | $23,224 |
| Clean | $18,811 | $20,757 | $22,707 |
| Average | $18,129 | $19,986 | $21,844 |
| Rough | $17,242 | $18,984 | $20,722 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $21,227. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 50,366. Based on the average mileage of 50,366 for used 2021 Jeep 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 Cherokee 2021 in Chesapeake, Virginia to be $18,129.
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