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1,604 listings
- $21,998fair price$265 above market
- 28,464 miles
- No accidents, 1 owner, personal use
- 5 Seats
- CarMax (In-stock online)
- Transfer available from CA to VA*
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Located in Riverside, CA / 2,312 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:
Listing Information:
VIN: 1C4PJLMN6MD173717
Stock: 27512652
Certified Pre-Owned: No - Price Drop$22,699fair price$26 above market
- 56,393 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: 1C4PJMMB0PD113643
Stock: 7W05DR
Certified Pre-Owned: No
Listed since: 06-19-2025 - $16,900fair price$441 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 - $19,381fair price$494 below market
- 50,568 miles
- 2 accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Westgate Chrysler Jeep Dodge Ram (152 mi away)
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Located in Raleigh, NC / 152 miles away from Chesapeake, VA
CARFAX One-Owner. 10 Speakers, 3.251 Axle Ratio, 4-Wheel Disc Brakes, 8.4" Touchscreen Display, 9 Amplified Speakers w/Subwoofer (DISC), ABS brakes, A...
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: 1C4PJMDX0KD423988
Stock: 29951P
Certified Pre-Owned: No
Listed since: 02-04-2025 - Price Drop$22,999fair price$96 above market
- 29,489 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- DARCARS Chrysler Jeep Dodge RAM Rockville (170 mi away)
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Located in Rockville, MD / 170 miles away from Chesapeake, VA
2021 Jeep Cherokee Latitude Lux CARFAX One-Owner. Clean CARFAX.Sting-Gray Clearcoat 4WD 3.2L V6 9-Speed 948TE Automatic Odometer is 20517 miles be...
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 - New Listing
- 27,571 miles
- No accidents, 1 owner, personal use
- 5 Seats, 20 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from IL to VA*
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Located in Hillside, IL / 717 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:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX2MD130686
Stock: 26863770
Certified Pre-Owned: No - New Listing$17,780fair price$488 above market
- 92,953 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Parrish Ford (112 mi away)
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Located in Goochland, VA / 112 miles away from Chesapeake, VA
Recent Arrival! **1-OWNER**, **EXCEPTIONALLY CLEAN**, **LOCALLY TRADED**, **NEW TIRES**, **NON SMOKER**, Clean Autocheck History Report showing No Acc...
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: 1C4PJMMXXMD159794
Stock: M59794
Certified Pre-Owned: No
Listed since: 07-10-2025 - New Listing$15,998fair price$149 above market
- 107,590 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax Salisbury (120 mi away)
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Located in Salisbury, MD / 120 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: 1C4PJMDX8KD163579
Stock: 27408003
Certified Pre-Owned: No - $13,995fair price$700 above market
- 109,299 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Hyman Bros Kia (93 mi away)
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Located in Midlothian, VA / 93 miles away from Chesapeake, VA
Heated Seats, iPod/MP3 Input, Blind Spot Monitor, Apple CarPlay®, Smart Device Integration, Bluetooth®, Satellite Radio, Aluminum Wheels, PREMIUM ALPI...
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: 1C4PJLLB2KD469645
Stock: K683491
Certified Pre-Owned: No
Listed since: 04-15-2025 - New Listing
- 42,520 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Pharr, TX / 1,479 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: 1C4PJLCB9MD183844
Stock: 27599975
Certified Pre-Owned: No - New Listing$16,998fair price$501 above market
- 73,973 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
Close
Located in Naples, FL / 800 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: 1C4PJLCB9MD135003
Stock: 27101499
Certified Pre-Owned: No - $12,998fair price$159 above market
- 110,241 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Cox Chrysler Dodge Jeep Ram (184 mi away)
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Located in Burlington, NC / 184 miles away from Chesapeake, VA
Summary- Good CARFAX... - EXTENDED WARRANTY / MAINTENANCE PROTECTION AVAILABLE ... - NEWER TIRES ...Vehicle DetailsDiscover the p...
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: 1C4PJLCB5KD396156
Stock: S1561B
Certified Pre-Owned: No
Listed since: 05-24-2025 - New Listing
- 41,426 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB3MD183953
Stock: 2003764445
Certified Pre-Owned: No
Listed since: 06-23-2025 - Price Drop$22,990fair price$263 above market
- 34,475 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Columbus, OH / 430 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: 1C4PJMMX7MD181901
Stock: 2003811482
Certified Pre-Owned: No
Listed since: 06-24-2025 - $22,500fair price$617 above market
- 36,035 miles
- No accidents, 1 owner, personal use
- 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: 1C4PJMLB4MD119233
Stock: G18587
Certified Pre-Owned: No
Listed since: 06-12-2025 - $18,998fair price$323 above market
- 91,268 miles
- No accidents, 1 owner, personal use
- 5 Seats, 20 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
Close
Located in Pompano Beach, FL / 758 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:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX0MD119962
Stock: 27323278
Certified Pre-Owned: No - New Listing$21,998fair price$661 above market
- 44,085 miles
- No accidents, 1 owner, 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: 1C4PJMDX6KD256083
Stock: 27450617
Certified Pre-Owned: No - $22,998fair price$575 above market
- 35,698 miles
- No accidents, 3 owners, personal use only
- 5 Seats, 20 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
Close
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: 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:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX4MD192073
Stock: 27489264
Certified Pre-Owned: No - New Listing$19,998fair price$259 above market
- 56,512 miles
- No accidents, 3 owners, 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: 1C4PJMDX6KD461676
Stock: 27574710
Certified Pre-Owned: No - New Listing$16,998fair price$205 below market
- 61,390 miles
- 1 accident, 2 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax (In-stock online)
- Transfer available from WA to VA*
Close
Located in Puyallup, WA / 2,436 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: 1C4PJLCB4MD112065
Stock: 27435116
Certified Pre-Owned: No - 70,123 miles
- No accidents, 2 owners, personal use
- 5 Seats, 22 City / 31 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Columbus, OH / 430 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: 1C4PJLLB9MD134949
Stock: 2003865398
Certified Pre-Owned: No
Listed since: 07-04-2025
Showing 190 - 210 out of 1,604 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 Lux 4dr SUV (2.0L 4cyl Turbo 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $15,748 | $17,429 | $19,115 |
| Clean | $15,413 | $17,050 | $18,689 |
| Average | $14,854 | $16,416 | $17,979 |
| Rough | $14,128 | $15,593 | $17,056 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $19,610. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 60,987. Based on the average mileage of 60,987 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 $14,854.
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