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1,691 listings
- Price Drop$22,000fair price$661 below market
- 21,374 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Apple Ford Lincoln (173 mi away)
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Located in Columbia, MD / 173 miles away from Chesapeake, VA
Recent Arrival! Priced below KBB Fair Purchase Price! *FORD CERTIFIED*, *INCLUDES WARRANTY*, *CARFAX ONE OWNER*, *CARFAX ONE OWNER...NO ACCIDENTS*, *B...
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: 1C4PJMLB6MD202534
Stock: 256008A
Certified Pre-Owned: No
Listed since: 05-04-2025 - Price Drop$21,000good price$1,599 below market
- 43,085 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
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Located in Westminster, MD / 199 miles away from Chesapeake, VA
2023 Jeep Cherokee Altitude Granite Crystal Metallic Clearcoat 9-Speed 948TE Automatic 4WD 2.4L I4CARFAX One-Owner. Odometer is 3099 miles below marke...
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: 1C4PJMMB9PD110109
Stock: BJ1446
Certified Pre-Owned: No
Listed since: 03-25-2025 - New Listing$11,200good price$764 below market
- 150,686 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Knox Auto Sales (165 mi away)
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Located in Dunn, NC / 165 miles away from Chesapeake, VA
Check out this ONE OWNER 2019 Jeep Cherokee Limited FWD with the 2.4L four-cylinder engine, automatic transmission, and 150k miles. This beauty comes ...
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: 1C4PJLDB2KD419844
Stock: 419844
Certified Pre-Owned: No - Price Drop$16,425good price$1,073 below market
- 68,764 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Safford Brown Alexandria Mazda (147 mi away)
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Located in Alexandria, VA / 147 miles away from Chesapeake, VA
Clean CARFAX. Bright White Clearcoat 2019 Jeep Cherokee 4D Sport Utility Limited FWD 9-Speed 948TE Automatic 2.4L I4 4-Wheel Disc Brakes, 8.4" Touchsc...
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: 1C4PJLDB4KD183925
Stock: 650039A
Certified Pre-Owned: No
Listed since: 03-19-2025 - Price Drop$11,966fair price$144 below market
- 120,257 miles
- 1 accident, 3 owners, personal use only
- 5 Seats
- Westgate Mitsubishi (144 mi away)
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Located in Raleigh, NC / 144 miles away from Chesapeake, VA
1-Year SiriusXM Radio Service, 17" x 7" Painted Aluminum Wheels, 3.251 Axle Ratio, 3.734 Axle Ratio, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Air ...
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: 1C4PJLCX4KD206360
Stock: M5796XQ
Certified Pre-Owned: No
Listed since: 04-04-2025 - $13,014fair price$626 below market
- 130,456 miles
- No accidents, 3 owners, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Haley Toyota of Richmond (91 mi away)
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Located in Midlothian, VA / 91 miles away from Chesapeake, VA
*Vehicle pricing excludes tax, title, tags, $799 processing fee, and $319 fee for theft protection etch.*
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: 1C4PJMLB2KD181548
Stock: XN280
Certified Pre-Owned: No
Listed since: 04-24-2025 - $20,985good price$638 below market
- 27,593 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 20 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Portland, OR / 2,461 miles away from Chesapeake, VA
CarFax No Accidents Reported,Low Mileage,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Key...
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:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX0MD209094
Stock: MD209094DW
Certified Pre-Owned: No - $18,925fair price
- 61,009 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Dallas, TX / 1,203 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steer...
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: 1C4PJLLB7MD125800
Stock: MD125800P
Certified Pre-Owned: No - Price Drop$23,990good price$1,955 below market
- 32,370 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Chicago, IL / 746 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/24 Highway)
Listing Information:
VIN: 1C4PJMBX6MD219007
Stock: 2003610100
Certified Pre-Owned: No
Listed since: 03-28-2025 - $21,000fair price$602 below market
- 52,417 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- First Team Subaru Norfolk (9 mi away)
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Located in Norfolk, VA / 9 miles away from Chesapeake, VA
Billet Silver Metallic Clearcoat 2019 Jeep Cherokee Trailhawk 4WD 9-Speed 948TE Automatic 3.2L V6Here are the standout features of the 2019 Jeep Cher...
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: 1C4PJMBXXKD429980
Stock: N25809A
Certified Pre-Owned: No
Listed since: 04-23-2025 - Price Drop$22,990fair price$844 below market
- 31,336 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX7MD166606
Stock: 2003669015
Certified Pre-Owned: No
Listed since: 04-18-2025 - Price Drop$13,545good price$1,794 below market
- 101,296 miles
- 2 accidents, 2 owners, rental vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Xride Cars (148 mi away)
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Located in Raleigh, NC / 148 miles away from Chesapeake, VA
We're excited to offer this 2019 Jeep Cherokee Limited Sport Utility 4D, now available at Xride Cars, located at 1733 Capital Blvd, Raleigh, NC 27604....
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX8KD491410
Stock: 491410
Certified Pre-Owned: No - Price Drop$21,000good price$1,248 below market
- 48,587 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
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Located in Westminster, MD / 199 miles away from Chesapeake, VA
2023 Jeep Cherokee Altitude Diamond Black Crystal Pearlcoat 9-Speed 948TE Automatic 4WD 2.4L I4CARFAX One-Owner.BLUETOOTH, BACK UP CAMERA, NAVIGATION,...
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: 1C4PJMMB1PD114235
Stock: BJ1445
Certified Pre-Owned: No
Listed since: 03-25-2025 - Price Drop$22,990good price$2,139 below market
- 55,900 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 24 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Chicago, IL / 746 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/24 Highway)
Listing Information:
VIN: 1C4PJMBX2MD188502
Stock: 2003640540
Certified Pre-Owned: No
Listed since: 05-06-2025 - Price Drop$17,590fair price$324 below market
- 79,267 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- 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:
Listing Information:
VIN: 1C4PJMLNXKD163325
Stock: 2003705889
Certified Pre-Owned: No
Listed since: 05-05-2025 - Price Drop$18,859fair price$854 below market
- 61,871 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Auction Direct USA (151 mi away)
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Located in Raleigh, NC / 151 miles away from Chesapeake, VA
Auction Direct is proud to present you with another True Market Priced Pre-Owned Vehicle. This 2019 Jeep Cherokee Limited is loaded with the following...
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: 1C4PJMDX6KD490997
Stock: AD00696
Certified Pre-Owned: No
Listed since: 03-25-2025 - Price Drop$20,345good price$925 below market
- 50,816 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 Latitude Lux Slate Blue PearlcoatFCA US LLC Certified Pre-Owned Certified, FCA US LLC Certified Pre-Owned Certified, 115...
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: 1C4PJMMX3MD219656
Stock: 04G3077
Certified Pre-Owned: Yes
Listed since: 04-06-2025 - $19,477good price$709 below market
- 73,555 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Beach Auto Brokers (13 mi away)
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Located in Norfolk, VA / 13 miles away from Chesapeake, VA
JEEP CHEROKEE LATITUDE PLUS 4X4 - Exterior Color: Diamond Black Crystal PearlCoat Exterior Paint Interior Color: Black Interior Color Interior: Cloth ...
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: 1C4PJMLB4MD238383
Stock: Z22679
Certified Pre-Owned: No
Listed since: 03-17-2025 - $16,950fair price$531 below market
- 68,901 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Easterns Automotive Group of Sterling / Direct Car Buying (170 mi away)
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Located in Sterling, VA / 170 miles away from Chesapeake, VA
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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: 1C4PJMCB5MD166285
Stock: 162071
Certified Pre-Owned: No
Listed since: 12-06-2024 - New Listing$22,999fair price$170 below market
- 52,965 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: 1C4PJMMBXPD115500
Stock: 7W44LM
Certified Pre-Owned: No
Listed since: 05-07-2025 - Price Drop$22,486fair price$236 below market
- 29,489 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- DARCARS Chrysler Jeep Waldorf (137 mi away)
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Located in Waldorf, MD / 137 miles away from Chesapeake, VA
Please call us for immediate vehicle pricing and purchase inquiries at 3**-8**-5*** or chat with us below!Recent Arrival! 2021 Jeep Cherokee Latitude ...
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: 1C4PJMMX5MD219027
Stock: P1N0203
Certified Pre-Owned: No
Listed since: 04-27-2025
Showing 169 - 189 out of 1,691 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 Altitude 4dr SUV 4WD (2.4L 4cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $15,202 | $16,985 | $18,772 |
| Clean | $14,878 | $16,615 | $18,354 |
| Average | $14,339 | $15,998 | $17,656 |
| Rough | $13,638 | $15,196 | $16,749 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $19,035. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 64,857. Based on the average mileage of 64,857 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 $14,339.
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