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2,743 listings
- $27,498great price$3,265 below market
- 55,578 miles
- 1 accident, 1 owner, personal use
- 5 Seats
- Safford Brown CDJR Sterling (170 mi away)
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Located in Sterling, VA / 170 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. Firecracker Red Clearcoat 2021 Jeep Wrangler Unlimited Sport S 4WD 8-Speed Automatic 2.0L I4 DOHC 115V Auxiliary Power...
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: 1C4HJXDN8MW531173
Stock: P913
Certified Pre-Owned: Yes
Listed since: 06-06-2025 - Price Drop$27,985good price$1,915 below market
- 12,929 miles
- No accidents, 1 owner, personal use only
- 4 Seats
- Johnson Hyundai of Apex (162 mi away)
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Located in Apex, NC / 162 miles away from Chesapeake, VA
2021 Jeep Wrangler Willys Sport Baja Yellow Clearcoat 4WD 8-Speed AutomaticOdometer is 29409 miles below market average!4-Wheel Drive Swing Gate ...
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: 1C4GJXAN4MW518713
Stock: HYX9234A
Certified Pre-Owned: No
Listed since: 04-29-2025 - $34,000good price$3,490 below market
- 42,368 miles
- No accidents, 1 owner, corporate fleet vehicle
- 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
2021 Jeep Wrangler Unlimited Rubicon Hellayella Clearcoat 8-Speed Automatic 4WD 2.0L I4 DOHCCARFAX One-Owner. Clean CARFAX. Odometer is 3636 miles bel...
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: 1C4HJXFN8MW569919
Stock: BJ1124
Certified Pre-Owned: No
Listed since: 04-15-2025 - Price Drop$29,557good price$2,259 below market
- 28,938 miles
- No accidents, 3 owners, personal use only
- 5 Seats
- Lindsay Volkswagen of Manassas (156 mi away)
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Located in Manassas, VA / 156 miles away from Chesapeake, VA
Wrangler Unlimited Willys, 4D Sport Utility, 2.0L I4 DOHC, 8-Speed Automatic, 4WD, Nacho Clearcoat, Black w/Cloth Low-Back Bucket Seats, 240 Amp Alter...
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: 1C4HJXDN4MW681152
Stock: L47676A
Certified Pre-Owned: No
Listed since: 04-28-2025 - Price Drop$23,781good price$1,436 below market
- 88,279 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- 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 Wrangler Unlimited Sport SClean CARFAX.Wrangler Unlimited Sport S, Certified Pre-Owned Go Certified, 4D Sport Utility, 3.6L V...
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: 1C4HJXDG5MW816074
Stock: PMW816074
Certified Pre-Owned: Yes
Listed since: 04-19-2025 - Price Drop$40,000good price$4,509 below market
- 28,254 miles
- 1 accident, 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
2021 Jeep Wrangler Unlimited Rubicon Granite Crystal Metallic Clearcoat 8-Speed Automatic 4WD 3.0L V6 TurbodieselCARFAX One-Owner. Odometer is 22972 m...
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: 1C4JJXFM3MW565771
Stock: BJ1657
Certified Pre-Owned: No
Listed since: 06-07-2025 - Price Drop$22,659good price$2,664 below market
- 57,504 miles
- No accidents, 2 owners, personal use
- 5 Seats, 17 City / 23 Hwy MPG, Manual
- Fair Oaks Chrysler Jeep Dodge Ram (164 mi away)
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Located in Chantilly, VA / 164 miles away from Chesapeake, VA
Certified. 2019 Jeep Wrangler Unlimited SportClean CARFAX.Odometer is 18925 miles below market average! Wrangler Unlimited Sport, Certified Pre-Ow...
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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 1C4HJXDG3KW551698
Stock: PKW551698
Certified Pre-Owned: Yes
Listed since: 04-09-2025 - Price Drop$29,200fair price$1,110 below market
- 67,894 miles
- No accidents, 1 owner, personal use
- 5 Seats
- Trent Buick GMC (123 mi away)
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Located in New Bern, NC / 123 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price!Clean CARFAX. Black Clearcoat 2021 Jeep Wrangler Unlimited Sahara Altitude 4WD 8-Speed Automatic 2.0L I4 DOHC Wr...
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: 1C4HJXEN5MW655335
Stock: P11033
Certified Pre-Owned: No
Listed since: 04-23-2025 - New Listing$41,995good price$2,856 below market
- 23,315 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 17 City / 23 Hwy MPG
- Hyman Bros INFINITI of Richmond (93 mi away)
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Located in Midlothian, VA / 93 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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 1C4HJXFN8MW505363
Stock: F22209B
Certified Pre-Owned: No
Listed since: 10-06-2022 - $24,470fair price$82 below market
- 85,843 miles
- No accidents, 3 owners, personal use
- 5 Seats
- Tri-City Kia (195 mi away)
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Located in Eden, NC / 195 miles away from Chesapeake, VA
Wrangler Unlimited Sport S, 8-Speed Automatic, 4WD, Bright White Clearcoat, Black Cloth, 7.0" Touchscreen Display, ABS brakes, Air Conditioning w/Auto...
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: 1C4HJXDN8MW527785
Stock: 255200A
Certified Pre-Owned: No
Listed since: 04-25-2025 - $31,500good price$2,386 below market
- 26,388 miles
- No accidents, 2 owners, personal use only
- 4 Seats, 17 City / 25 Hwy MPG
- Safford Brown Subaru Manassas (155 mi away)
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Located in Manassas, VA / 155 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:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: 1C4HJXCG5KW562803
Stock: H490283A
Certified Pre-Owned: No
Listed since: 06-08-2025 - New Listing$31,990fair price$701 below market
- 4,422 miles
- No accidents, 1 owner, government vehicle
- 4 Seats
- Carvana - Richmond (99 mi away)
- Home delivery*
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Located in Richmond, VA / 99 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: 1C4GJXANXMW771051
Stock: 2003826166
Certified Pre-Owned: No
Listed since: 06-21-2025 - New Listing$35,000good price$1,294 below market
- 9,011 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Preston Ford of Denton (149 mi away)
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Located in Denton, MD / 149 miles away from Chesapeake, VA
Recent Arrival!Odometer is 30533 miles below market average!Founded in 1975, Preston has been providing a friendly, no-hassle car buying experience fo...
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: 1C4HJXDN4MW610260
Stock: F250804A
Certified Pre-Owned: No
Listed since: 06-17-2025 - Price Drop$30,099good price$2,034 below market
- 29,997 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Westgate Chrysler Jeep Dodge Ram (152 mi away)
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Located in Raleigh, NC / 152 miles away from Chesapeake, VA
Clean CARFAX. CARFAX One-Owner. 240 Amp Alternator, 3.45 Rear Axle Ratio, 4-Wheel Disc Brakes, 4-Wheel Drive Swing Gate Decal, 7 & 4 Pin Wiring Harnes...
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: 1C4HJXDG8MW662623
Stock: 29117XP
Certified Pre-Owned: No
Listed since: 01-06-2025 - Price Drop$23,500good price$1,260 below market
- 60,186 miles
- No accidents, 1 owner, personal use
- 5 Seats, 17 City / 23 Hwy MPG, Manual
- Ourisman Toyota 40 (186 mi away)
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Located in Edgewood, MD / 186 miles away from Chesapeake, VA
**1-Owner**4WD**Apple Car Play**Back-Up Cam**Fog Lights**CARFAX One-Owner. This 2021 Sting-Gray Clearcoat Jeep Wrangler Unlimited Sport S 4WD is wel...
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: 1C4HJXDGXMW784979
Stock: A2582
Certified Pre-Owned: No
Listed since: 04-15-2025 - New Listing$28,250good price$2,826 below market
- 61,331 miles
- No accidents, 1 owner, personal use
- 5 Seats
- Impex Chevrolet GMC (192 mi away)
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Located in Reidsville, NC / 192 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX.2021 Jeep Wrangler Unlimited Sport S 4WD 8-Speed Automatic Billet Silver Metallic Clearcoat 3.0L V6 TurbodieselTHIS VEH...
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: 1C4HJXDM1MW577581
Stock: 2JT7581
Certified Pre-Owned: No
Listed since: 06-17-2025 - $30,787good price$2,079 below market
- 34,768 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Fair Oaks Chrysler Jeep Dodge Ram (164 mi away)
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Located in Chantilly, VA / 164 miles away from Chesapeake, VA
2021 Jeep Wrangler Unlimited SaharaCARFAX One-Owner. Clean CARFAX.Odometer is 10683 miles below market average! Wrangler Unlimited Sahara, 4D Spor...
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: 1C4HJXEN1MW866709
Stock: PMW866709
Certified Pre-Owned: No
Listed since: 05-16-2025 - Price Drop$30,088fair price$501 below market
- 18,101 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 17 City / 23 Hwy MPG, Manual
- Fair Oaks Chrysler Jeep Dodge Ram (164 mi away)
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Located in Chantilly, VA / 164 miles away from Chesapeake, VA
2021 Jeep Wrangler Unlimited SaharaCARFAX One-Owner. Clean CARFAX.Odometer is 15953 miles below market average! Wrangler Unlimited Sahara, 4D Spor...
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: 1C4HJXEG2MW866753
Stock: PMW866753
Certified Pre-Owned: No
Listed since: 03-12-2025 - Price Drop$31,675good price$1,678 below market
- 37,948 miles
- No accidents, 1 owner, personal use only
- 4 Seats
- Southern Hyundai Chesapeake (14 mi away)
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Located in Chesapeake, VA / 14 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. Sarge Green Clearcoat 2021 Jeep Wrangler Rubicon 4WD 8-Speed Automatic 3.6L V6 24V VVT One Owner, Local Trade, Full Sa...
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: 1C4HJXCG6MW729012
Stock: K5E029725A
Certified Pre-Owned: No
Listed since: 05-09-2025 - $30,000good price$2,166 below market
- 46,202 miles
- No accidents, 1 owner, personal use only
- 4 Seats
- Koons Sterling Ford (169 mi away)
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Located in Sterling, VA / 169 miles away from Chesapeake, VA
Certified PreOwned!!! Free PremiumCare Warranty!!!One Owner Rubicon with Steel Bumper Group, Cold Weather Group, and Tow Group.No Accident Carfax Hist...
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: 1C4HJXCGXMW526317
Stock: 000P3383
Certified Pre-Owned: No
Listed since: 06-14-2025 - Price Drop$27,874good price$2,264 below market
- 61,367 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 17 City / 23 Hwy MPG
- Ideal Buick GMC (194 mi away)
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Located in Frederick, MD / 194 miles away from Chesapeake, VA
LOCAL TRADE. Ideal Hyundai Buick GMC - Proud Member Of The Aschenbach Auto Group - Family Owned - Family Values - NO ONE BEATS AN ASCHENBACH DEAL!
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: 1C4HJXEG4KW566449
Stock: H9148325A
Certified Pre-Owned: No
Listed since: 06-14-2025
Showing 85 - 105 out of 2,743 listings
Consumer Reviews for the Jeep Wrangler
Read recent reviews for the Jeep Wrangler
Capable but not for everyone
Thom Mills, 03/17/2020
2020 Jeep Wrangler Sport S 2dr SUV 4WD (3.6L 6cyl 6M)
The 2-door Wrangler (Sport S trim, 3.6l, manual, with limited slip rear diff in my case) is really capable off road, though it’s not without at least one flaw: the engine. You don’t normally want an engine that comes into its own at higher RPM if you are off road. The lack of low end torque in this engine, especially with the manual gear box, is less than ideal.
With that said, there’s … a lot of people griping about the cost of one of these things compared to other 4x4 SUVs. These days there are no purpose built off road vehicles that are designed specifically for the most challenging situations. Not at this price point. Even unmodified the Wrangler is more capable than anything else out there. The “vague” steering? Enjoy the benefits of that solid front axle. The “road noise?” Enjoy the light top that keeps the center of gravity low for off road tracks. Many complaints are actually highlighting what is good about the Wrangler.
Although the seats are surprisingly comfortable (I enjoy the lower lumbar adjustment) you aren’t paying for high end interior trim or “soft touch” materials. You’re paying for sealed electronics, the ability to spray out the interior, the Dana axles and everything else that you won’t see on a normal 4x4 SUV.
I bought this thing to go wherever I want, to have the ability to add things like a winch, a lift kit beyond 2” (good luck doing that with an independent front suspension) for hunting and camping trips. It’s so I have very few geographical limits.
If that’s not what you want, maybe you should look elsewhere.
If you want a cool looking little SUV with an independent front suspension, and all that entails, wait for the new Bronco. If you actually want an extremely capable solid axle vehicle designed specifically for going off road pick a Wrangler. You won’t be disappointed.
Used 2021 Jeep Wrangler in Chesapeake, VA Values
Estimated values
2021 Jeep Wrangler Unlimited Sport S 4dr SUV 4WD (2.0L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $24,396 | $26,461 | $28,540 |
| Clean | $23,821 | $25,802 | $27,791 |
| Average | $22,862 | $24,703 | $26,543 |
| Rough | $21,616 | $23,275 | $24,920 |
The average list price of a used 2021 Jeep Wrangler in Chesapeake, Virginia is $30,091. The average mileage on a used Jeep Wrangler 2021 for sale in Chesapeake, Virginia is 41,934. Based on the average mileage of 41,934 for used 2021 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 2021 in Chesapeake, Virginia to be $22,862.
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