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1,691 listings
- Price Drop$21,395fair price$352 above market
- 24,153 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 22 City / 31 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 2021 Jeep Cherokee Latitude Plus is loaded with the fol...
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: 1C4PJLLBXMD180239
Stock: AD00876
Certified Pre-Owned: No
Listed since: 04-23-2025 - Price Drop
- 26,005 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 24 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/24 Highway)
Listing Information:
VIN: 1C4PJMBX0MD100630
Stock: 27408662
Certified Pre-Owned: No - Price Drop
- 50,665 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Crossroads Chrysler Dodge Jeep Ram Fiat of Henderson (126 mi away)
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Located in Henderson, NC / 126 miles away from Chesapeake, VA
The 2021 Jeep Cherokee Latitude Plus is the perfect blend of everyday comfort and Jeep-worthy capability, wrapped in a sleek, sporty design that looks...
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: 1C4PJLLB2MD200340
Stock: PU406
Certified Pre-Owned: No
Listed since: 04-16-2025 
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- 16,634 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax Raleigh (151 mi away)
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Located in Raleigh, NC / 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: 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: 1C4PJMMXXMD205317
Stock: 27150920
Certified Pre-Owned: No- Price Drop$16,990great price$5,840 below market
- 69,646 miles
- No accidents, 2 owners, personal use
- 5 Seats
- Driveway (151 mi away)
- Home delivery*
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Located in Springfield, VA / 151 miles away from Chesapeake, VA
CarFax No Accidents Reported,Rare Find,Apple CarPlay,Automatic Parking,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,He...
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: 1C4PJMBN9LD543243
Stock: SS174386A
Certified Pre-Owned: No - Price Drop
- 105,068 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- DriveTime of Greenville - North Carolina (104 mi away)
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Located in Greenville, NC / 104 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLCB6MD115047
Stock: 1190213087
Certified Pre-Owned: No
Listed since: 03-12-2025 - New Listing
- 30,897 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 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: 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: 1C4PJLLB6MD169514
Stock: 26438677
Certified Pre-Owned: No - Price Drop$21,000great price$3,340 below market
- 51,466 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Koons Sterling Ford (170 mi away)
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Located in Sterling, VA / 170 miles away from Chesapeake, VA
Certified PreOwned!!! Free PremiumCare Warranty!!! Well Maintained Limited with Elite Package including Navigation GPS, Heated/Ventilated Front Seat...
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: 1C4PJMDX9ND502614
Stock: 000P3186
Certified Pre-Owned: No
Listed since: 04-12-2025 - 30,896 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Hyman Bros. Automobiles West Broad (95 mi away)
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Located in Richmond, VA / 95 miles away from Chesapeake, VA
Hyman Bros. accepts all trade-in's, If you have a Carmax Appraisal (We Will Beat It) We offer competitive financing in all states, If you are pre-appr...
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: 1C4PJMDX4MD127567
Stock: H9113
Certified Pre-Owned: No
Listed since: 11-28-2023- New Listing
- 58,765 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax Raleigh (151 mi away)
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Located in Raleigh, NC / 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLCB4MD208438
Stock: 27010119
Certified Pre-Owned: No - New Listing
- 41,022 miles
- No accidents, 3 owners, personal use only
- 5 Seats, 19 City / 27 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMXXMD148021
Stock: 2003722536
Certified Pre-Owned: No
Listed since: 05-14-2025 - New Listing
- 35,479 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax Fredericksburg (126 mi away)
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Located in Fredericksburg, VA / 126 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: 1C4PJMMX9MD217569
Stock: 27037208
Certified Pre-Owned: No - Price Drop
- 31,008 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 24 Hwy MPG
- CMA’s Chrysler Dodge Jeep Ram 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 Chrysler Dodge Jeep Ram of Lynchburg, this Diamond Black Crystal Pearlcoat 2021 Jeep Cherokee Trailhawk is a great choice...
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: 1C4PJMBX9MD234911
Stock: P3974A
Certified Pre-Owned: No
Listed since: 04-22-2025 - $14,600great price$3,545 below market
- 76,150 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Prime Auto Sales (13 mi away)
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Located in Virginia Beach, VA / 13 miles away from Chesapeake, VA
2020 Jeep Cherokee Latitude Plus, 2.4-liter 4 cylinders, 76150 miles, automatic. - Touchscreen Interface - Backup Camera - ...
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: 1C4PJLDBXLD538338
Stock: 538338
Certified Pre-Owned: No
Listed since: 02-07-2025 - Price Drop
- 17,572 miles
- Frame damage reported, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Koons Kia of Woodbridge (144 mi away)
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Located in Woodbridge, VA / 144 miles away from Chesapeake, VA
2021 Jeep Cherokee Limited **BLUETOOTH**, **ONE OWNER**, **NAVIGATION/NAV/GPS**, **WOW WOW**, **LOW LOW MILES**, **EASY TO FINANCE**, **HEATED LEATHER...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX5MD118599
Stock: 000W9462
Certified Pre-Owned: No
Listed since: 05-13-2025 - New Listing
- 50,061 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- Preston Ford of Denton (149 mi away)
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Located in Denton, MD / 149 miles away from Chesapeake, VA
Recent Arrival!Founded in 1975, Preston has been providing a friendly, no-hassle car buying experience for more than 45 years. We have been family own...
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: 1C4PJMBX0MD230357
Stock: DWPF123
Certified Pre-Owned: No
Listed since: 05-13-2025 - 55,714 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 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: 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: 1C4PJMMX7MD226318
Stock: 1630089098
Certified Pre-Owned: No
Listed since: 03-04-2025- 75,719 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 20 City / 29 Hwy MPG
- i.g. Burton Chrysler Dodge Jeep Ram FIAT of Milford (159 mi away)
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Located in Milford, DE / 159 miles away from Chesapeake, VA
!!!((( SEE IT AT THE MILFORD JEEP LOCATION!!!)))!!!, ***THIS VEHICLE IS SCHEDULED TO LEAVE FOR MANHEIM AUTO AUCTION AND IS BEING OFFERED AT WHOLESALE ...
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: 1C4PJLMX1MD107416
Stock: 825055A
Certified Pre-Owned: No
Listed since: 04-30-2025- Price Drop$15,000great price$2,419 below market
- 69,669 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Koons Tysons Chrysler Dodge Jeep Ram (161 mi away)
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Located in Vienna, VA / 161 miles away from Chesapeake, VA
*** 2020 JEEP CHEROKEE LATITUDE PLUS *** DIAMOND BLACK W/ BLACK INTERIOR *** LOADED W/ BLIND SPOT AND CROSS PATH DETACTION *** PARKING SENSOR *** APPL...
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: 1C4PJLLB9LD514744
Stock: J253765A
Certified Pre-Owned: No
Listed since: 04-02-2025 - New Listing
- 18,913 miles
- Frame damage reported, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- 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: No
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX4MD184514
Stock: KMM12955
Certified Pre-Owned: No - $18,400great price$2,966 below market
- 55,843 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Sanford Imports (187 mi away)
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Located in Sandford, NC / 187 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price!2020 Jeep Cherokee Limited Billet Silver Metallic Clearcoat Carfax Accident Free, Leather Seats, Navigation, Blu...
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: 1C4PJMDX2LD510034
Stock: 7005622
Certified Pre-Owned: No
Listed since: 02-24-2025
Showing 43 - 63 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 Latitude Plus 4dr SUV (2.4L 4cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $16,618 | $18,481 | $20,349 |
| Clean | $16,264 | $18,078 | $19,895 |
| Average | $15,674 | $17,407 | $19,139 |
| Rough | $14,908 | $16,534 | $18,156 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $21,997. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 47,207. Based on the average mileage of 47,207 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 $15,674.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.