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1,611 listings
- Price Drop$24,187great price$2,231 below market
- 25,102 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Ourisman Chrysler Jeep Dodge Ram of Alexandria (149 mi away)
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Located in Alexandria, VA / 149 miles away from Chesapeake, VA
Certified. 2021 Jeep Cherokee Limited Bright White ClearcoatFCA US LLC Certified Pre-Owned Certified, CERTIFIED 7 YEARS/ 100,000 MILES, FCA US LLC Cer...
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: 1C4PJMDX9MD226496
Stock: 06G3138
Certified Pre-Owned: Yes
Listed since: 06-28-2025 - $11,995great price$1,435 below market
- 157,788 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Venture Motor Sports (4 mi away)
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Located in Chesapeake, VA / 4 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: 1C4PJMMXXMD208847
Stock: 208847
Certified Pre-Owned: No
Listed since: 06-06-2025 - Price Drop$14,558great price$2,604 below market
- 62,218 miles
- No accidents, 1 owner, personal use
- 5 Seats, 22 City / 31 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Sherman Oaks, CA / 2,363 miles away from Chesapeake, VA
CarFax No Accidents Reported,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Lane Keeping Assist,4 Cylinder Engine,4-Wheel Disc Bra...
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: 1C4PJLCB6MD112665
Stock: MD112665T
Certified Pre-Owned: No - Price Drop$10,940good price$1,928 below market
- 107,564 miles
- No accidents, 3 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Sanford Imports (187 mi away)
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Located in Sandford, NC / 187 miles away from Chesapeake, VA
2019 Jeep Cherokee Latitude Olive Green Pearlcoat Carfax Accident Free, Bluetooth, Lane Keeping Assist, Touchscreen Controls, Multi Point Inspection, ...
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: 1C4PJLCB9KD285898
Stock: 7005709A
Certified Pre-Owned: No
Listed since: 04-05-2025 - $14,990great price$3,532 below market
- 110,466 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- Murphy Motor Company (147 mi away)
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Located in Raleigh, NC / 147 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 (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX1KD183238
Stock: 183238N
Certified Pre-Owned: No - Price Drop$18,221fair price$116 below market
- 69,053 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Land Rover Bethesda (167 mi away)
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Located in North Bethesda, MD / 167 miles away from Chesapeake, VA
The following items have been reconditioned on this vehicle: new pair of tires! Radio: Uconnect 4C Nav W/8.4" Display9 Amplified Speakers W/Subwoo...
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/27 Highway)
Listing Information:
VIN: 1C4PJMDX1KD422011
Stock: KD422011
Certified Pre-Owned: No
Listed since: 06-04-2025 - $21,238fair price$565 below market
- 57,634 miles
- No accidents, 2 owners, personal use
- 5 Seats
- Exclusive Motor Cars (186 mi away)
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Located in Randallstown, MD / 186 miles away from Chesapeake, VA
This 2019 Bright White Clearcoat Jeep Cherokee Trailhawk 4WD is well equipped and includes these features and benefits:. 4WD 20/26 City/Highway MPG ...
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: 1C4PJMBN6KD363989
Stock: D363989
Certified Pre-Owned: No
Listed since: 06-04-2025 - Price Drop$16,891good price$2,831 below market
- 46,338 miles
- 1 accident, 2 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Ourisman Chevrolet Buick GMC of Alexandria (149 mi away)
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Located in Alexandria, VA / 149 miles away from Chesapeake, VA
Certified. Bright White Clearcoat 2021 Jeep Cherokee Latitude Plus FWD 9-Speed 948TE Automatic 2.4L I4 Ourisman Cert Certified, CERTIFIED 7 YEARS/ 100...
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: 1C4PJLLB0MD169735
Stock: PCT-3523A
Certified Pre-Owned: No
Listed since: 05-28-2025 - $23,499fair price$261 below market
- 43,824 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales Raleigh (150 mi away)
- Home delivery*
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Located in Raleigh, NC / 150 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: 1C4PJMMB9PD114810
Stock: 7W57QH
Certified Pre-Owned: No
Listed since: 06-02-2025 - $22,999fair price$280 below market
- 51,524 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales Raleigh (150 mi away)
- Home delivery*
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Located in Raleigh, NC / 150 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: 1C4PJMMB1PD112405
Stock: 7WXC1D
Certified Pre-Owned: No
Listed since: 05-27-2025 - $17,399good price$1,903 below market
- 45,777 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- i.g. Burton Lewes Automall (151 mi away)
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Located in Lewes, DE / 151 miles away from Chesapeake, VA
2019 Jeep Cherokee Latitude Latitude Odometer is 43918 miles below market average! Since 1908, i.G. Burton Auto Group has served Delmarva and its surr...
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: 1C4PJMCX1KD219265
Stock: L251848B
Certified Pre-Owned: No
Listed since: 06-24-2025 - Price Drop$22,999fair price$71 below market
- 45,964 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales Fredericksburg (126 mi away)
- Home delivery*
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Located in Fredericksburg, VA / 126 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: 1C4PJMMB4PD114763
Stock: 7W08KR
Certified Pre-Owned: No
Listed since: 05-30-2025 - Price Drop$22,699fair price$214 below market
- 50,557 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales Richmond (90 mi away)
- Home delivery*
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Located in Richmond, VA / 90 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: 1C4PJMMB3PD115371
Stock: 7W01VL
Certified Pre-Owned: No
Listed since: 06-05-2025 - Price Drop$16,000good price$947 below market
- 68,425 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Lindsay Manassas Chrysler Dodge Jeep Ram (156 mi away)
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Located in Manassas, VA / 156 miles away from Chesapeake, VA
APPLE CARPLAY/ANDROID AUTO, BLUETOOTH, REMOTE STARTER, KEYLESS ENTRY, REARVIEW CAMERA / BACK UP CAMERA / REVERSE CAMERA, HEATED FRONT SEATS, HEATED ST...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB6KD224174
Stock: MP8979A
Certified Pre-Owned: Yes
Listed since: 06-02-2025 - Price Drop$22,398great price$2,564 below market
- 25,535 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Maplewood, NJ / 296 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: 1C4PJMDX5MD140036
Stock: MDP25303
Certified Pre-Owned: No - Price Drop$22,290good price$1,428 below market
- 24,862 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Whitten Bros Mazda (92 mi away)
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Located in Richmond, VA / 92 miles away from Chesapeake, VA
Backup Camera, Heated Seats, Android Auto / Apple Carplay, Bluetooth. Clean CARFAX. Diamond Black Crystal Pearlcoat 2021 Jeep Cherokee Latitude Lux 4W...
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/27 Highway)
Listing Information:
VIN: 1C4PJMMX6MD154222
Stock: XPL3668
Certified Pre-Owned: No
Listed since: 05-01-2025 - $23,355good price$1,647 below 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
2021 Jeep Cherokee Limited This 2021 Jeep Cherokee Limited shows up in leather-trimmed seats and a smug face, but don't be fooled, it'll still climb a...
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 - New Listing$21,500good price$1,053 below market
- 32,822 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Jake Sweeney Express (In-stock online)
- Home delivery*
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Located in Cincinnati, OH / 482 miles away from Chesapeake, VA
Jake Sweeney Is Here to Help! If you are in need of a new or used vehicle, we are offering you the ability to shop online and have your vehicle delive...
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: 1C4PJMLBXMD238470
Stock: G18431
Certified Pre-Owned: No
Listed since: 05-23-2025 - $19,988good price$1,953 below market
- 82,478 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 24 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in New Port Richey, FL / 699 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyl...
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/24 Highway)
Listing Information:
VIN: 1C4PJMBX9MD119757
Stock: MD119757P
Certified Pre-Owned: No - $20,740good price$1,731 below market
- 62,663 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Southern Ford (33 mi away)
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Located in Newport News, VA / 33 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price!Certified. Bright White Clearcoat 2023 Jeep Cherokee Altitude 9-Speed 948TE Automatic 2.4L I4 Ford Blue Advanta...
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: 1C4PJMMB4PD111782
Stock: XP10664
Certified Pre-Owned: No
Listed since: 05-05-2025 - Price Drop$22,999fair price$96 above market
- 49,735 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: 1C4PJMMBXPD109731
Stock: 7W81J3
Certified Pre-Owned: No
Listed since: 06-02-2025
Showing 106 - 126 out of 1,611 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 | $17,684 | $19,645 | $21,610 |
| Clean | $17,308 | $19,217 | $21,128 |
| Average | $16,680 | $18,503 | $20,325 |
| Rough | $15,865 | $17,575 | $19,281 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $19,614. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 59,259. Based on the average mileage of 59,259 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 $16,680.
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