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1,606 listings
- $19,590fair price$800 above market
- 60,174 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 21 City / 29 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: 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: 1C4PJMCB9MD151952
Stock: 2003718512
Certified Pre-Owned: No
Listed since: 05-13-2025 - $23,998fair price$421 above market
- 26,906 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- CarMax Frederick (173 mi away)
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Located in Gaithersburg, MD / 173 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB2MD207469
Stock: 27569981
Certified Pre-Owned: No - $19,990fair price$301 above market
- 75,009 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 21 City / 29 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: 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: 1C4PJMLB5MD157845
Stock: 2003789053
Certified Pre-Owned: No
Listed since: 06-16-2025 - Price Drop$20,830fair price$785 above market
- 46,026 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Southern States Mazda (148 mi away)
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Located in Raleigh, NC / 148 miles away from Chesapeake, VA
2021 Jeep Cherokee AltitudeCome visit us at Southern States Automotive . Our staff is ready to help you purchase or lease your next vehicle. When y...
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: 1C4PJLLB6MD112522
Stock: S48192A
Certified Pre-Owned: No
Listed since: 06-28-2025 - $24,000fair price$621 above market
- 47,628 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Preston Ford of Denton (149 mi away)
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Located in Denton, MD / 149 miles away from Chesapeake, VA
19/27 City/Highway MPGFounded in 1975, Preston has been providing a friendly, no-hassle car buying experience for more than 45 years. We have been fam...
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: 1C4PJMDX3MD165288
Stock: M250053A
Certified Pre-Owned: No
Listed since: 06-19-2025 - $21,000fair price$113 above market
- 47,303 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Safford Hyundai Springfield (149 mi away)
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Located in Springfield, VA / 149 miles away from Chesapeake, VA
**One Owner**, Quick Order Package 26H, 115V Auxiliary Power Outlet, 3.734 Axle Ratio, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Air Conditioning, ...
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: 1C4PJMMX0MD128862
Stock: U361971A
Certified Pre-Owned: No
Listed since: 07-07-2025 - New Listing
- 19,154 miles
- No accidents, 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: 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: 1C4PJMMX9MD241158
Stock: 1630094866
Certified Pre-Owned: No
Listed since: 07-02-2025 - $23,200great price$3,571 below market
- 18,797 miles
- No accidents, 1 owner, personal use
- 5 Seats
- Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
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Located in Westminster, MD / 199 miles away from Chesapeake, VA
2022 Jeep Cherokee Latitude Lux Diamond Black Crystal Pearlcoat 9-Speed 948TE Automatic 4WD 2.0L I4 DOHCClean CARFAX. Odometer is 9674 miles below mar...
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: 1C4PJMMN6ND537108
Stock: BJ1615
Certified Pre-Owned: No
Listed since: 05-30-2025 - 63,219 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Bayside Pre-Owned Super Center Hollywood (113 mi away)
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Located in Hollywood, MD / 113 miles away from Chesapeake, VA
Clean CARFAX. ***Complete Service History***, ***Bought & Serviced at Bayside!***, ***Complete Service History with Bayside!***, ***Completely recondi...
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: 1C4PJMCB9MD216833
Stock: MD216833A
Certified Pre-Owned: No
Listed since: 06-26-2025- Price Drop
- 89,740 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 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: 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: 1C4PJMCB6MD153027
Stock: 2003790307
Certified Pre-Owned: No
Listed since: 06-11-2025 - New Listing
- 52,769 miles
- No accidents, 1 owner, personal use
- 5 Seats, 21 City / 29 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: 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: 1C4PJMLB8MD105514
Stock: 1630093890
Certified Pre-Owned: No
Listed since: 06-13-2025 - 24,513 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Audi Arlington (154 mi away)
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Located in Arlington, VA / 154 miles away from Chesapeake, VA
* MSRP: $38,275 * Total Options: $6,670* Exterior Color: Granite Crystal Metallic Clear-Coat Exterior Paint, $295* Interior Color: Black Interior Colo...
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: 1C4PJMMX5MD230769
Stock: 230769AN
Certified Pre-Owned: No
Listed since: 06-29-2025- 31,513 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 20 City / 29 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: 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: 1C4PJLMX2MD144572
Stock: 27282933
Certified Pre-Owned: No- 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
- 30,705 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax Midlothian (93 mi away)
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Located in Midlothian, VA / 93 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: 1C4PJMDX7MD212600
Stock: 26636819
Certified Pre-Owned: No - Price Drop
- 53,468 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Crossroads Chrysler Jeep Dodge Ram (73 mi away)
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Located in Prince George, VA / 73 miles away from Chesapeake, VA
Jeep Cherokee 3.2L V6 9-Speed 948TE Automatic 1-Year SiriusXM Guardian Trial, 10 Speakers, 4-Wheel Disc Brakes, ABS brakes, Active Cruise Control, Ant...
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: 1C4PJMDX7MD244172
Stock: PU5191
Certified Pre-Owned: Yes
Listed since: 05-20-2025 - New Listing
- 33,189 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- DriveTime of Temple Hills (150 mi away)
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Located in Temple Hill, MD / 150 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX7MD223712
Stock: 1630094660
Certified Pre-Owned: No
Listed since: 07-10-2025 - Price Drop$28,000great price$4,327 below market
- 15,632 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 24 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
*LOW MILEAGE*, PANORAMIC SUNROOF, GPS/ NAVIGATION, APPLE CARPLAY/ANDROID AUTO, UCONNECT 8.4 NAV, BLUETOOTH, ALPINE PREMIUM SOUND SYSTEM, STEERING WHEE...
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: 1C4PJMBX9ND512983
Stock: MR1402
Certified Pre-Owned: Yes
Listed since: 07-01-2025 - New Listing
- 18,801 miles
- 1 accident, 1 owner, personal use
- 5 Seats, 19 City / 27 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: 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: 1C4PJMMX7MD216582
Stock: 2003880359
Certified Pre-Owned: No
Listed since: 07-10-2025 - $18,950good price$994 below market
- 76,745 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- CarFellas of Wilmington (193 mi away)
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Located in Wilmington, NC / 193 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX5MD122944
Stock: P959
Certified Pre-Owned: No - $24,500great price$3,020 below market
- 23,620 miles
- No accidents, 1 owner, personal use
- 5 Seats
- Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
Close
Located in Westminster, MD / 199 miles away from Chesapeake, VA
2022 Jeep Cherokee Limited Bright White Clearcoat 9-Speed 948TE Automatic 4WD 2.0L I4 DOHCCARFAX One-Owner. Clean CARFAX. Odometer is 1458 miles below...
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: 1C4PJMDN2ND506566
Stock: BJ1650
Certified Pre-Owned: No
Listed since: 06-05-2025
Showing 22 - 42 out of 1,606 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 4dr SUV 4WD (2.4L 4cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $15,535 | $17,944 | $20,359 |
| Clean | $15,205 | $17,553 | $19,905 |
| Average | $14,654 | $16,901 | $19,149 |
| Rough | $13,937 | $16,054 | $18,165 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $23,115. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 42,181. Based on the average mileage of 42,181 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 $14,654.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.