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1,689 listings
- Price Drop$20,500good price$1,088 below market
- 44,961 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Ourisman Chrysler Dodge Jeep Ram Fiat of Baltimore (178 mi away)
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Located in Baltimore, MD / 178 miles away from Chesapeake, VA
CARFAX One-Owner. This 2021 Hydro Blue Pearlcoat Jeep Cherokee Altitude 4WD is well equipped and includes these features and benefits:. Clean CARFAX...
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: 1C4PJMLB4MD148473
Stock: R4505A
Certified Pre-Owned: No
Listed since: 04-19-2025 - $21,294fair price$781 below market
- 81,705 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 24 Hwy MPG
- Fred Frederick Chrysler Jeep Dodge Ram Laurel (167 mi away)
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Located in Laurel, MD / 167 miles away from Chesapeake, VA
This vehicle won't be on the lot long! It just arrived on our lot this past week! Top features include cruise control, heated seats, fully automatic h...
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: 1C4PJMBX2MD110110
Stock: N1258A
Certified Pre-Owned: No
Listed since: 01-03-2025 - $18,470fair price$605 below market
- 64,873 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Fair Oaks Chrysler Jeep Dodge Ram (164 mi away)
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Located in Chantilly, VA / 164 miles away from Chesapeake, VA
Certified. 2021 Jeep Cherokee Latitude PlusCARFAX One-Owner.Odometer is 1750 miles below market average! FCA US LLC Certified Pre-Owned Certified,...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB4MD173258
Stock: MD173258A
Certified Pre-Owned: Yes
Listed since: 04-01-2025 
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- $19,476fair price$282 below market
- 58,827 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Volkswagen of Winchester (197 mi away)
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Located in Winchester, VA / 197 miles away from Chesapeake, VA
CARFAX One-Owner. 2021 Jeep Cherokee Latitude LuxDogwood Automotive of Winchester, home of Dogwood Mazda, Volkswagen of Winchester, and Volvo Cars 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: 1C4PJMMX9MD194634
Stock: P1198
Certified Pre-Owned: No
Listed since: 03-17-2025 - Price Drop
- 12,014 miles
- No accidents, 2 owners, personal use
- 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: 1C4PJMMX1MD123329
Stock: 2003591597
Certified Pre-Owned: No
Listed since: 04-10-2025 - Price Drop$20,498fair price$44 above market
- 63,444 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 20 City / 29 Hwy MPG
- Hampton Chevrolet (23 mi away)
- Home delivery*
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Located in Hampton, VA / 23 miles away from Chesapeake, VA
Clean CARFAX. Velvet Red Pearlcoat 2021 Jeep Cherokee Latitude LuxThis vehicle comes complimentary with a 99 DAY OR 3,000 MILE POWERTRAIN WARRANTY....
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: 1C4PJLMXXMD103865
Stock: PB11984
Certified Pre-Owned: No
Listed since: 04-28-2025 - $15,990good price$735 below market
- 100,443 miles
- 2 accidents, 3 owners, personal use
- 5 Seats, 20 City / 29 Hwy MPG
- Westgate Chrysler Jeep Dodge Ram (152 mi away)
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Located in Raleigh, NC / 152 miles away from Chesapeake, VA
2021 Jeep Cherokee Latitude Lux: Where Luxury Meets AdventureThe 2021 Jeep Cherokee Latitude Lux takes everything you love about Jeep - rugged capab...
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:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX4MD135050
Stock: 27394P
Certified Pre-Owned: No
Listed since: 10-29-2024 - $17,177fair price$562 below market
- 63,771 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Beyer Subaru of Alexandria (147 mi away)
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Located in Alexandria, VA / 147 miles away from Chesapeake, VA
CARFAX One-Owner.2021 Jeep Cherokee Latitude 2.4L I4 FWD 9-Speed 948TE Automatic Slate Blue Pearlcoat22/31 City/Highway MPG
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: 1C4PJLCB8MD155047
Stock: T23062G
Certified Pre-Owned: No
Listed since: 03-24-2025 - Price Drop$22,895fair price$817 below market
- 32,580 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- Arch Road DriveTime (91 mi away)
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Located in Richmond, VA / 91 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:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX0MD223005
Stock: 1630088620
Certified Pre-Owned: No
Listed since: 01-30-2025 - $22,500fair price$380 below market
- 24,632 miles
- 1 accident, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Ourisman Chevrolet of Rockville (168 mi away)
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Located in Rockville, MD / 168 miles away from Chesapeake, VA
CARFAX One-Owner. Recent Arrival! This 2021 Slate Blue Pearlcoat Jeep Cherokee Latitude Lux 4WD is well equipped and includes these features and benef...
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: 1C4PJMMX5MD226317
Stock: Z5200
Certified Pre-Owned: No
Listed since: 05-08-2025 - Price Drop$24,500fair price$27 above market
- 27,224 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 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, POWER SUNROOF / SUNROOF / POWER TILT SLIDING ROOF, GPS/ NAVIGATION, APPLE CARPLAY/ANDROID AUTO, UCONNECT 8.4 NAV, BL...
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: 1C4PJMDX6MD226388
Stock: MR1242
Certified Pre-Owned: Yes
Listed since: 03-27-2025 - $25,495fair price$191 above market
- 27,129 miles
- No accidents, 1 owner, personal use
- 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 2021 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: 1C4PJMDX5MD233462
Stock: AD00967
Certified Pre-Owned: No
Listed since: 05-05-2025 - 25,871 miles
- No accidents, 1 owner, personal use only
- 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 AutomaticClean CARFAX.
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: 1C4PJMMX7MD202276
Stock: PU5128
Certified Pre-Owned: Yes
Listed since: 04-03-2025- $23,988fair price$128 above market
- 38,913 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Jerry's Toyota (183 mi away)
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Located in Baltimore, MD / 183 miles away from Chesapeake, VA
2021 Jeep Cherokee Limited 4WD. Only 38,910 miles. Jeep's best selling compact SUV. The Cherokee gives you spacious heated leather seating for 5, room...
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: 1C4PJMDX9MD235151
Stock: P21948
Certified Pre-Owned: No
Listed since: 04-29-2025 - Price Drop$20,500fair price$184 above market
- 58,254 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Ourisman Toyota 40 (187 mi away)
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Located in Edgewood, MD / 187 miles away from Chesapeake, VA
Clean CARFAX. 19/27 City/Highway MPG This 2021 Granite Crystal Metallic Clearcoat Jeep Cherokee Latitude Lux 4WD is well equipped and includes these f...
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: 1C4PJMMX9MD111929
Stock: A2660
Certified Pre-Owned: No
Listed since: 05-03-2025 - New Listing$23,998fair price$664 above market
- 36,558 miles
- No accidents, 3 owners, personal use
- 5 Seats
- CarMax Winchester (198 mi away)
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Located in Winchester, VA / 198 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:
Listing Information:
VIN: 1C4PJMMN5MD172998
Stock: 27203856
Certified Pre-Owned: No - New Listing$20,998fair price$484 above market
- 62,527 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 20 City / 29 Hwy MPG
- CarMax Harrisonburg (187 mi away)
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Located in Harrisonburg, VA / 187 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: 1C4PJLMX3MD144368
Stock: 27275031
Certified Pre-Owned: No - $25,888fair price$383 above market
- 40,400 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- East Carolina Chrysler Dodge Jeep Ram FIAT (103 mi away)
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Located in Greenville, NC / 103 miles away from Chesapeake, VA
This Jeep won't be on the lot long! It just arrived on our lot this past week! With just over 40,000 miles on the odometer, this 4 door sport utility ...
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: 1C4PJMMX7MD230577
Stock: P7857
Certified Pre-Owned: Yes
Listed since: 03-20-2025 - $23,295fair price$137 above market
- 48,947 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Auction Direct USA (151 mi away)
Close
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 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: 1C4PJMDX0MD229884
Stock: AD00966
Certified Pre-Owned: No
Listed since: 05-05-2025 - $25,877fair price$439 above market
- 21,954 miles
- No accidents, 1 owner, personal use
- 5 Seats, 20 City / 29 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: 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: 1C4PJLDX0MD236098
Stock: PU5179
Certified Pre-Owned: No
Listed since: 05-07-2025 - $17,750fair price$371 below market
- 67,462 miles
- 2 accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Tri-City Kia (195 mi away)
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Located in Eden, NC / 195 miles away from Chesapeake, VA
Cherokee Latitude, 9-Speed 948TE Automatic, 4WD, Velvet Red Pearlcoat, Black Cloth, 17 x 7 Painted Aluminum Wheels, ABS brakes, Air Conditioning, Allo...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMCB3MD149954
Stock: 257018A
Certified Pre-Owned: No
Listed since: 04-25-2025
Showing 22 - 42 out of 1,689 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 | $17,555 | $19,614 | $21,678 |
| Clean | $17,181 | $19,187 | $21,195 |
| Average | $16,558 | $18,474 | $20,389 |
| Rough | $15,749 | $17,548 | $19,342 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $22,099. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 47,738. Based on the average mileage of 47,738 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 $16,558.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.