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813 listings
- $30,910fair price$380 below market
- 28,062 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- First Team Honda (14 mi away)
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Located in Chesapeake, VA / 14 miles away from Chesapeake, VA
Recent Arrival! Priced below KBB Fair Purchase Price! Clean CARFAX. Bright White Clearcoat 2021 Jeep Gladiator Sport Odometer is 22007 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG1ML500869
Stock: HT6789
Certified Pre-Owned: No
Listed since: 07-08-2025 - $29,499good price
- 61,102 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in San Antonio, TX / 1,370 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFG3PL550556
Stock: 7WTWL8
Certified Pre-Owned: No
Listed since: 06-11-2025 - $38,990fair price$39 below market
- 17,702 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Capital Subaru of Greenville (104 mi away)
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Located in Winterville, NC / 104 miles away from Chesapeake, VA
Recent Arrival! Capital Subaru of Greenville is very proud to offer this handsome 2021 Jeep Gladiator Sting-Gray Clearcoat Overland 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTFGXML587809
Stock: SPD4214
Certified Pre-Owned: No
Listed since: 07-03-2025 - New Listing
- 14,187 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from SC to VA*
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Located in Myrtle Beach, SC / 257 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG3PL573245
Stock: 27509385
Certified Pre-Owned: No - Price Drop$32,792good price$2,359 below market
- 26,826 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Reed Lallier Chevrolet (192 mi away)
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Located in Fayetteville, NC / 192 miles away from Chesapeake, VA
Vehicle Detailed, Recent Oil Change, Gladiator Sport, 4D Crew Cab, 3.6L V6 24V VVT, 4WD, Black Clearcoat. Odometer is 18044 miles below market average...
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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG6PL547495
Stock: 2530105A
Certified Pre-Owned: No
Listed since: 07-04-2025 - $33,590fair price
- 34,565 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- 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/22 Highway)
Listing Information:
VIN: 1C6HJTFG7PL515423
Stock: 2003848455
Certified Pre-Owned: No
Listed since: 07-03-2025 - Price Drop$28,994good price$1,913 below market
- 56,528 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Battlefield Chevrolet (155 mi away)
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Located in Culpeper, VA / 155 miles away from Chesapeake, VA
+++ 2023 Jeep Gladiator Sport 4x4 +++Clean CARFAX. CARFAX One-Owner. FACTORY WARRANTY APPLIES, 4G LTE Wi-Fi Hot Spot, 8 Speakers, Apple CarPlay/Androi...
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/23 Highway)
Listing Information:
VIN: 1C6HJTAGXPL534104
Stock: B4855
Certified Pre-Owned: No
Listed since: 06-24-2025 - $28,799good price
- 34,027 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
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Located in Killeen, TX / 1,289 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Tow Hitch,WiFi Hotspot,4-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/23 Highway)
Listing Information:
VIN: 1C6JJTAGXPL562180
Stock: PL562180A
Certified Pre-Owned: No - New Listing$28,998good price$2,299 below market
- 59,700 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Tulsa, OK / 1,093 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFGXPL522737
Stock: 7V5K0M
Certified Pre-Owned: No
Listed since: 04-09-2025 - New Listing$33,998good price$2,157 below market
- 22,922 miles
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from GA to VA*
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Located in Lithia Springs, GA / 514 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG4PL556213
Stock: 27400183
Certified Pre-Owned: No - $29,295good price$1,656 below market
- 44,310 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- DARCARS Lanham Ford (158 mi away)
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Located in Lanham, MD / 158 miles away from Chesapeake, VA
Silver Zynith Clearcoat 2023 Jeep Gladiator Overland9 Speakers, Blind Spot & Cross Path Detection, Body Color 3-Piece Hard Top, Freedom Panel Storage ...
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 (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFG5PL535041
Stock: F1R0102
Certified Pre-Owned: No
Listed since: 05-17-2025 - $28,398fair price$953 below market
- 62,710 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Morrow, GA / 507 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG8PL533971
Stock: 7W0X43
Certified Pre-Owned: No
Listed since: 04-30-2025 - $31,750fair price$1,328 below market
- 38,950 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Pearson Honda (92 mi away)
Close
Located in Midlothian, VA / 92 miles away from Chesapeake, VA
2023 Jeep Gladiator Overland Bright White Clearcoat 4WD 8-Speed Automatic 3.6L V6 24V VVT**NON-SMOKER, **CLEAN CARFAX.. NO ACCIDENTS, **REAR BACK-UP C...
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 (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFGXPL550442
Stock: B10225
Certified Pre-Owned: No
Listed since: 05-22-2025 - $29,469good price$2,670 below market
- 50,373 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- RubyCar - Nashville (In-stock online)
- Home delivery*
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Located in Mount Juliet, TN / 573 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price! Clean CARFAX. CARFAX One-Owner. RubyCar by Avis is a national online retailer that allows you to shop thousands ...
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/22 Highway)
Listing Information:
VIN: 1C6HJTFG4PL533507
Stock: 51319494
Certified Pre-Owned: No
Listed since: 02-18-2025 - $29,995fair price$917 below market
- 48,490 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Outer Banks Chrysler Dodge Jeep Ram (56 mi away)
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Located in Kill Devil Hills, NC / 56 miles away from Chesapeake, VA
1-Year SiriusXM Guardian Trial, 115V Auxiliary Power Outlet, 220 Amp Alternator, 240 Amp Alternator, 400W Inverter, 4G LTE Wi-Fi Hot Spot, 5-Year Siri...
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/23 Highway)
Listing Information:
VIN: 1C6HJTAG3PL506855
Stock: G6855X
Certified Pre-Owned: Yes
Listed since: 06-05-2025 - New Listing$32,990fair price$342 below market
- 25,713 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Oklahoma City, OK / 1,189 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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG0PL560307
Stock: 2003876971
Certified Pre-Owned: No
Listed since: 07-11-2025 - $32,500fair price$367 below market
- 35,391 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Phelps Chevrolet (103 mi away)
Close
Located in Greenville, NC / 103 miles away from Chesapeake, VA
Silver Zynith Clearcoat 2023 Jeep Gladiator Overland 4WD 8-Speed Automatic 3.6L V6 24V VVTLOCAL TRADE, NO ACCIDENTS, LOW MILES, JUST SERVICED, Daytime...
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 (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFG0PL507373
Stock: 51110A
Certified Pre-Owned: No
Listed since: 06-21-2025 - Price Drop$30,590fair price$564 below market
- 39,837 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
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: 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/23 Highway)
Listing Information:
VIN: 1C6HJTAGXPL532790
Stock: 2003735295
Certified Pre-Owned: No
Listed since: 05-23-2025 - $27,498good price
- 60,501 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Humble, TX / 1,191 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG3PL522554
Stock: 7V6K2V
Certified Pre-Owned: No
Listed since: 04-30-2025 - Price Drop$28,998good price$1,615 below market
- 42,269 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Baton Rouge, LA / 958 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG1PL522133
Stock: 7V8K3S
Certified Pre-Owned: No
Listed since: 05-19-2025 - Price Drop$28,999good price$1,567 below market
- 42,651 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Tulsa, OK / 1,093 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG5PL529148
Stock: 7V1R4W
Certified Pre-Owned: No
Listed since: 04-21-2025
Showing 148 - 168 out of 813 listings
Consumer Reviews for the Jeep Gladiator
Read recent reviews for the Jeep Gladiator
Perfect for me
Dan Hirvi, 04/22/2022
2022 Jeep Gladiator Sport S 4dr Crew Cab 4WD SB (3.6L 6cyl 6M)
I highly recommend the Sport S with the Max Tow Package. Torquey and smooth, the automatic 8-speed transmission is pretty nice with the trusty 3.6 L V6. It's a real hauler or puller when I need it, it's articulation is great for some off road adventures and is comfortable on the highway. Plus, the sticker on my door has a rated payload of 1465 lbs! Don't let them tell you it's not "Jeep" … enough or it's not "truck" enough or it's not comfy enough. Get the customer preferred package with hard top and stick with the M+S rated all terrains for smooth and quiet daily driving. This is a perfect niche vehicle for some people!
Used 2021 Jeep Gladiator in Chesapeake, VA Values
Estimated values
2021 Jeep Gladiator Sport S 4dr Crew Cab 4WD SB (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $24,845 | $26,836 | $28,837 |
| Clean | $24,454 | $26,392 | $28,336 |
| Average | $23,803 | $25,651 | $27,500 |
| Rough | $22,956 | $24,688 | $26,414 |
The average list price of a used 2021 Jeep Gladiator in Chesapeake, Virginia is $31,098. The average mileage on a used Jeep Gladiator 2021 for sale in Chesapeake, Virginia is 40,325. Based on the average mileage of 40,325 for used 2021 Jeep Gladiator 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 Gladiator 2021 in Chesapeake, Virginia to be $23,803.
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