Skip to FiltersReport abuse
2,725 listings
- Price Drop$25,000great price$3,490 below market
- 71,646 miles
- No accidents, 1 owner, personal use
- 5 Seats, 17 City / 23 Hwy MPG
- Bayside Chrysler Dodge Jeep Ram (113 mi away)
Close
Located in King George, VA / 113 miles away from Chesapeake, VA
Take a look at our 2020 Jeep Wrangler Unlimited Sport S!! This Jeep has only had ONE previous owner and is equipped with the 3.6L V6 24V VVT engine. T...
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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 1C4HJXDG4LW284248
Stock: LW284248
Certified Pre-Owned: No
Listed since: 05-07-2025 - New Listing
- 78,800 miles
- 1 accident, 1 owner, personal use only
- 5 Seats
- Driveway (In-stock online)
- Home delivery*
Close
Located in Bend, OR / 2,392 miles away from Chesapeake, VA
CarFax 1-Owner,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,Remote Start,Sa...
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: 1C4HJXFNXKW546834
Stock: KW546834J
Certified Pre-Owned: No - New Listing$26,998great price$4,601 below market
- 55,781 miles
- 5 Seats
- CarMax (In-stock online)
- Transfer available from SC to VA*
Close
Located in Columbia, SC / 333 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 Unavailable.
Features and Specs:
Listing Information:
VIN: 1C4HJXDN8MW706148
Stock: 25501283
Certified Pre-Owned: No - $62,456great price
- 1,255 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 16 City / 22 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Corpus Christi, TX / 1,387 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,...
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:
19 Combined MPG (16 City/22 Highway)
Listing Information:
VIN: 1C4RJXFG1SW554343
Stock: SW554343T
Certified Pre-Owned: No - $28,999great price$3,926 below market
- 47,032 miles
- No accidents, 1 owner, personal use
- 5 Seats, 17 City / 23 Hwy MPG
- Fitzgerald Lexington Park Chrysler Jeep Dodge Ram (107 mi away)
Close
Located in Lexington Park, MD / 107 miles away from Chesapeake, VA
Clean CARFAX. Local Trade, Non-Smoker, Leather Interior, Heated Seats, Blind Spot Monitoring, BackUp Camera, Daytime Running Lamps LED Accents, Front ...
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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 1C4HJXEN2LW172271
Stock: 335360A
Certified Pre-Owned: No
Listed since: 03-19-2025 - Price Drop$34,988great price$5,925 below market
- 43,731 miles
- No accidents, 2 owners, personal use only
- 5 Seats
- Leith Ford (138 mi away)
Close
Located in Wendell, NC / 138 miles away from Chesapeake, VA
Clean CARFAX. Granite Crystal Metallic Clearcoat 2021 Jeep Wrangler Unlimited Rubicon 4WD 8-Speed Automatic 3.6L V6 24V VVTAt Leith of Wendell Custome...
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: 1C4HJXFG2MW543074
Stock: ZT11666A
Certified Pre-Owned: No
Listed since: 04-14-2025 - $7,999good price$4,358 below market
- 129,933 miles
- No accidents, 1 owner, personal use only
- 14 City / 18 Hwy MPG, Manual
- Seized Luxury Vehicles (169 mi away)
Close
Located in Sterling, VA / 169 miles away from Chesapeake, VA
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:
16 Combined MPG (14 City/18 Highway)
Listing Information:
VIN: 1J4FA49S7YP711579
Stock: 711579
Certified Pre-Owned: No 
Photos not available- 25,718 miles
- 1 accident, 4 owners, rental vehicle
- 5 Seats
- Haley Toyota (125 mi away)
Close
Located in Farmville, VA / 125 miles away from Chesapeake, VA
This vehicle is located at: Haley Toyota of Richmond 3600 Lonas Parkway Midlothian, VA 23112 8**-5**-7***2019 Jeep Wrangler Unlimited Sahara 4WD 8-Spe...
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:
Listing Information:
VIN: 1C4HJXEN3KW600217
Stock: H68953B
Certified Pre-Owned: No
Listed since: 04-23-2025- New Listing$25,995great price$3,323 below market
- 48,935 miles
- No accidents, 1 owner, personal use
- 5 Seats
- Fred Anderson Kia of Raleigh (152 mi away)
Close
Located in Raleigh, NC / 152 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price! *Available at Fred Anderson Toyota of Sanford! Call now 9**-7**-5***!, *Clean CarFax Report*, *Local Trade*, *On...
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: 1C4HJXDN2NW132146
Stock: SW388973A
Certified Pre-Owned: No
Listed since: 04-11-2025 - $22,995great price
- 74,822 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 17 City / 23 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in San Antonio, TX / 1,392 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,Tow Hitch,V6 Cylinder En...
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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 1C4HJXDG4LW309987
Stock: LW309987P
Certified Pre-Owned: No - New Listing$28,990great price
- 33,638 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 17 City / 23 Hwy MPG, Manual
- Carvana (In-stock online)
- Home delivery*
Close
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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 1C4HJXDG4NW195198
Stock: 2003490301
Certified Pre-Owned: No
Listed since: 02-19-2025 - New Listing$29,998great price$4,300 below market
- 49,005 miles
- 5 Seats
- CarMax (In-stock online)
- Transfer available from GA to VA*
Close
Located in Savannah, GA / 430 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 Unavailable.
Features and Specs:
Listing Information:
VIN: 1C4HJXDN5MW599480
Stock: 27015637
Certified Pre-Owned: No - New Listing$33,590good price$2,838 below market
- 15,869 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Carvana (In-stock online)
- Home delivery*
Close
Located in Little Rock, AR / 909 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: 1C4HJXDG4PW543536
Stock: 2003745870
Certified Pre-Owned: No
Listed since: 05-17-2025 - New ListingPhotos not available
- 72,935 miles
- 2 accidents, 1 owner, personal use
- 5 Seats, 17 City / 23 Hwy MPG
- Hendrick Chrysler Dodge Jeep Ram FIAT Wilmington (196 mi away)
Close
Located in Wilmington, NC / 196 miles away from Chesapeake, VA
CD Player, Bluetooth , iPod/MP3 Input, Back-Up Camera, 4x4, WHEELS: 17 X 7.5 POLISHED GRANITE C... BLACK 3-PIECE HARD TOP, ENGINE: 3.6L V6 24V VVT UPG...
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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 1C4HJXDG8KW529258
Stock: S86185A
Certified Pre-Owned: No
Listed since: 05-06-2025 - New ListingPhotos not available
- 52,260 miles
- 3 accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 17 City / 23 Hwy MPG
- Westgate Chrysler Dodge Jeep Ram of Burgaw (179 mi away)
Close
Located in Burgaw, NC / 179 miles away from Chesapeake, VA
The 2019 Jeep Wrangler Unlimited Sahara is the SUV that looks at paved roads and laughs. With rugged style, removable doors, and trail-rated guts, its...
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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 1C4HJXEG4KW576754
Stock: 2521XP
Certified Pre-Owned: No
Listed since: 05-23-2025 - New Listing$32,990good price
- 43,936 miles
- 5 Seats
- Carvana (In-stock online)
- Home delivery*
Close
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 Unavailable.
Features and Specs:
Listing Information:
VIN: 1C4HJXEN2LW322959
Stock: 2003778914
Certified Pre-Owned: No
Listed since: 05-30-2025 - Price Drop$32,225good price$3,688 below market
- 3,253 miles
- No accidents, 1 owner, personal use only
- 4 Seats, 17 City / 23 Hwy MPG
- Steven Toyota (186 mi away)
Close
Located in Harrisonburg, VA / 186 miles away from Chesapeake, VA
Premium Package, 4WD / 4X4 / AWD, 2-Door Passive Entry, Front Door Locks, ABS brakes, Advanced Brake Assist, Air Conditioning w/Auto Temperature Contr...
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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 1C4PJXAN2RW124117
Stock: 27773A
Certified Pre-Owned: No
Listed since: 05-20-2025 - $26,787great price$4,500 below market
- 60,870 miles
- 1 accident, 1 owner, personal use
- 5 Seats
- Norris Ford (177 mi away)
Close
Located in Baltimore, MD / 177 miles away from Chesapeake, VA
*****2021 JEEP WRANGLER UNLIMITED WILLYS****CARFAX One-Owner. Very hard to find JEEP model HERE NOW !BACKUP CAMERA, 4-Wheel Drive Swing Gate Decal, An...
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: 1C4HJXDG7MW630200
Stock: FW7683
Certified Pre-Owned: No
Listed since: 03-07-2025 - New Listing$83,998good price$5,029 below market
- 2,454 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 13 City / 16 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NV to VA*
Close
Located in Henderson, NV / 2,143 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:
14 Combined MPG (13 City/16 Highway)
Listing Information:
VIN: 1C4RJXSJXRW200610
Stock: 27397801
Certified Pre-Owned: No - Price Drop$51,998good price$4,591 below market
- 7,679 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 16 City / 22 Hwy MPG
- CarMax (In-stock online)
- Transfer available from KY to VA*
Close
Located in Louisville, KY / 522 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:
19 Combined MPG (16 City/22 Highway)
Listing Information:
VIN: 1C4RJXFG3RW197662
Stock: 27392669
Certified Pre-Owned: No - $40,990great price$4,911 below market
- 18,168 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats
- Carvana (In-stock online)
- Home delivery*
Close
Located in Chicago, IL / 745 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:
Listing Information:
VIN: 1C4RJXDN4RW151369
Stock: 2003720947
Certified Pre-Owned: No
Listed since: 05-08-2025
Showing 1,828 - 1,848 out of 2,725 listings
Consumer Reviews for the Jeep Wrangler
Read recent reviews for the Jeep Wrangler
Durable and affordable
Steve, 09/11/2016
2010 Jeep Wrangler Sport 2dr SUV 4WD (3.8L 6cyl 6M)
Know before you ever ride in a jeep or consider buying one that it is not like a car or 4X4 pickup. My 2010 2door Wrangler Islander is bouncy and has a high center of gravity so you will feel the road and g forces in turns more so than in afore mentioned vehicle types. And mine is a 6-speed manual so you have to actually perform the gearing changes via the shift lever and clutch pedal. … It is easy to see out of and the steering is quick and precise. Mine is completely stock and I love sitting higher above other vehicles in it. No more scraping the front bumper on steep transition parking lots or driveways. Easy to access most things under the hood and I run Firestone Destination A/T tires in stock size which have an off road tread pattern and are not louder than street tires. My mileage is between 19-21.5 mpg city/highway.
Used 2020 Jeep Wrangler in Chesapeake, VA Values
Estimated values
2020 Jeep Wrangler Unlimited Sport 4dr SUV 4WD (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $21,822 | $23,998 | $26,104 |
| Clean | $21,182 | $23,267 | $25,282 |
| Average | $20,114 | $22,050 | $23,910 |
| Rough | $18,727 | $20,467 | $22,128 |
The average list price of a used 2020 Jeep Wrangler in Chesapeake, Virginia is $34,950. The average mileage on a used Jeep Wrangler 2020 for sale in Chesapeake, Virginia is 44,653. Based on the average mileage of 44,653 for used 2020 Jeep Wrangler 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 Wrangler 2020 in Chesapeake, Virginia to be $20,114.
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Body Type
Trim
Mileage
Accidents & History
Engine & Drivetrain
Exterior Color
Interior Color
Total Seating
Edmunds Review
Features
Options & Packages
MPG
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.