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1,608 listings
- New Listing$23,990fair price$103 above market
- 11,423 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB1MD161245
Stock: 2003869082
Certified Pre-Owned: No
Listed since: 07-12-2025 - Price Drop$22,699fair price$115 below market
- 50,267 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales Rockville (172 mi away)
- Home delivery*
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Located in Rockville, MD / 172 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: 1C4PJMMB7PD113719
Stock: 7W56HR
Certified Pre-Owned: No
Listed since: 06-09-2025 - Price Drop$21,500good price$1,297 below market
- 49,398 miles
- 1 accident, 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. Sting-Gray Clearcoat 2023 Jeep Cherokee Altitude 4WD 9-Speed 948TE Automatic 2.4L I4 Cherokee Altitude, 4D Sport Utility, 2.4L I4, 9...
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: 1C4PJMMB9PD112619
Stock: 18R6360
Certified Pre-Owned: No
Listed since: 04-28-2025 - $22,590fair price$225 above market
- 45,687 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Indianapolis, IN / 579 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX4MD191303
Stock: 2003796848
Certified Pre-Owned: No
Listed since: 06-10-2025 - $21,999fair price$287 below market
- 49,124 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- HoneyCar Charlottesville (151 mi away)
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Located in Charlottesville, VA / 151 miles away from Chesapeake, VA
**2021 Jeep Cherokee Limited Tech Meets Comfort in Style!** *Available now at HoneyCar Winchester, VA*Step into luxury, performance, and confidence wi...
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: 1C4PJMDX1MD184521
Stock: MD184521
Certified Pre-Owned: No
Listed since: 10-25-2024 - New Listing$22,500fair price$244 above market
- 17,728 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 20 City / 29 Hwy MPG
- Bayside Chrysler Dodge Jeep Ram (114 mi away)
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Located in King George, VA / 114 miles away from Chesapeake, VA
Meet Black Betty Your New Road Warrior with More Comfort Than Your Living Room Recliner. This 2021 Jeep Cherokee Latitude Lux isn't just a vehicle it'...
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: 1C4PJLMX5MD158871
Stock: MD158871
Certified Pre-Owned: No
Listed since: 06-26-2025 - Price Drop$26,605fair price$410 above market
- 23,824 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 24 Hwy MPG
- Loyalty Nissan (75 mi away)
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Located in Chester, VA / 75 miles away from Chesapeake, VA
Clean CARFAX. 2021 Jeep Cherokee Trailhawk CARFAX One-Owner. Lifetime Oil & Filer Changes, Remote Start System, Touch Screen Display, Rear Back-Up Cam...
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: 1C4PJMBX1MD213048
Stock: P5213048
Certified Pre-Owned: No
Listed since: 05-22-2025 - $25,998fair price$56 below market
- 36,582 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from GA to VA*
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Located in Norcross, GA / 487 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:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX0MD100563
Stock: 26860461
Certified Pre-Owned: No - $20,990fair price$929 above market
- 29,593 miles
- No accidents, 2 owners, 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: 1C4PJMCX9KD172535
Stock: 2003668275
Certified Pre-Owned: No
Listed since: 04-19-2025 - New Listing$17,990fair price$645 above market
- 82,210 miles
- No accidents, 3 owners, personal use
- 5 Seats
- Carvana - Norfolk (15 mi away)
- Home delivery*
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Located in Norfolk, VA / 15 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: 1C4PJMLX0KD101725
Stock: 2003794140
Certified Pre-Owned: No
Listed since: 07-05-2025 - Price Drop$15,500fair price$602 below market
- 96,966 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Jerry's Ford of Leesburg (179 mi away)
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Located in Leesburg, VA / 179 miles away from Chesapeake, VA
*LEATHER*, **Bluetooth®**, Cherokee Limited, 4D Sport Utility, 3.2L V6, 9-Speed 948TE Automatic, 4WD, Diamond Black Crystal Pearlcoat, Black Leather, ...
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: 1C4PJMDX2KD350753
Stock: L25196A1
Certified Pre-Owned: No
Listed since: 05-12-2025 - $21,998fair price$74 below market
- 23,298 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 20 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from AL to VA*
Close
Located in Hoover, AL / 643 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: Yes
Features and Specs:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX4MD239229
Stock: 27127547
Certified Pre-Owned: No - $16,700fair price$697 below market
- 104,483 miles
- 1 accident, 2 owners, rental vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- Westgate Chrysler Jeep Dodge Ram (152 mi away)
Close
Located in Raleigh, NC / 152 miles away from Chesapeake, VA
3.517 Axle Ratio, 4-Wheel Disc Brakes, 6 Speakers, 8.4" Touchscreen Display, ABS brakes, Air Conditioning, Alloy wheels, AM/FM radio: SiriusXM, Anti-w...
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:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX1KD298843
Stock: J43182A
Certified Pre-Owned: No
Listed since: 06-11-2025 - $16,000good price$862 below market
- 94,303 miles
- 1 accident, 3 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Koons Easton Toyota (139 mi away)
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Located in Easton, MD / 139 miles away from Chesapeake, VA
2019 Jeep Cherokee Limited 2019 Jeep Cherokee Limited in Granite Crystal Metallic Clearcoat, Please call 410-822-8000 with any equipment or availabili...
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: 1C4PJMDX5KD359592
Stock: KETP190100
Certified Pre-Owned: No
Listed since: 06-26-2025 - $17,588fair price$206 below market
- 62,997 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Courtesy Auto Sales (5 mi away)
Close
Located in Chesapeake, VA / 5 miles away from Chesapeake, VA
2021 Jeep Cherokee Latitude **** 4 New Tires Installed ****CARFAX One-OwnerHeated Seats, Heated Steering Wheel, Back-Up Camera, Apple Car Play & Andro...
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: 1C4PJLLBXMD196201
Stock: 96201
Certified Pre-Owned: No
Listed since: 01-09-2025 - 18,500 miles
- No accidents, 1 owner, personal use
- 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: 1C4PJMDX0MD167774
Stock: 2003859143
Certified Pre-Owned: No
Listed since: 06-28-2025- Price Drop$21,131good price$2,037 below market
- 43,941 miles
- 2 accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Orchard Park, NY / 438 miles away from Chesapeake, VA
CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Lane Keeping As...
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: 1C4PJMMX5MD137993
Stock: MD137993P
Certified Pre-Owned: No - Price Drop$10,859fair price$496 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
2019 Jeep Cherokee Latitude The 2019 Jeep Cherokee Latitude: the compact SUV that's always just outdoorsy enough to make you feel like you could go...
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 - $15,990fair price$436 above market
- 100,991 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Carvana - Richmond (100 mi away)
- Home delivery*
Close
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 - $24,998fair price
- 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*
Close
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: Yes
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX5MD229038
Stock: 26969380
Certified Pre-Owned: No - $10,998fair price$317 below market
- 101,491 miles
- 3 accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- DealHunter Autos (138 mi away)
Close
Located in Stafford, VA / 138 miles away from Chesapeake, VA
Cherokee Latitude, 4D Sport Utility, 2.4L I4, 9-Speed 948TE Automatic, FWD, Light Brownstone Pearlcoat, Black Cloth. Light Brownstone Pearlcoat 2019 J...
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: 1C4PJLCB6KD248209
Stock: 248209
Certified Pre-Owned: No
Showing 169 - 189 out of 1,608 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 4WD (2.4L 4cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $16,890 | $18,365 | $19,843 |
| Clean | $16,531 | $17,964 | $19,401 |
| Average | $15,931 | $17,297 | $18,664 |
| Rough | $15,152 | $16,430 | $17,705 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $20,248. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 56,394. Based on the average mileage of 56,394 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 $15,931.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.