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790 listings
- New Listing$28,497good price$2,437 below market
- 44,732 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Wesley Chapel, FL / 686 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Navigation System,Premium Sound,Satellite Radio,WiFi H...
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: 1C6HJTFGXPL566477
Stock: C566477P
Certified Pre-Owned: No - Price Drop$27,999good price$2,187 below market
- 60,773 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- DARCARS Kia (150 mi away)
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Located in Temple Hills, MD / 150 miles away from Chesapeake, VA
Recent Arrival! Silver Zynith Clearcoat 2023 Jeep Gladiator Overland 8-Speed Automatic 3.6L V6 24V VVT 4WDCARFAX One-Owner. Clean CARFAX. Priced belo...
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: 1C6HJTFG4PL520028
Stock: F1N0228
Certified Pre-Owned: No
Listed since: 06-12-2025 - $29,467good price$2,510 below market
- 47,283 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- RubyCar - Chicago (In-stock online)
- Home delivery*
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Located in Matteson, IL / 699 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price! CARFAX One-Owner. Clean CARFAX. 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: 1C6HJTFG0PL531818
Stock: 50885085
Certified Pre-Owned: No
Listed since: 04-08-2025 - $31,999fair price$710 below market
- 46,062 miles
- No accidents, 2 owners, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Lakewood, WA / 2,444 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: 1C6HJTFG8PL540010
Stock: 7W1C7W
Certified Pre-Owned: No
Listed since: 05-15-2025 - $28,990fair price$1,255 below market
- 45,309 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Apex Car & Truck Sales (161 mi away)
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Located in Apex, NC / 161 miles away from Chesapeake, VA
GORGEOUS LIKE NEW GLADIATIOR! This is a must see great looking excellent condition very versatile 2023 Jeep Gladiator Sport S 4WD loaded with goodies ...
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: 1C6HJTAG1PL514842
Stock: 514842
Certified Pre-Owned: No
Listed since: 06-06-2025 - $27,495fair price$1,040 below market
- 46,378 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Spokane, WA / 2,208 miles away from Chesapeake, VA
Rare Find,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,WiFi Hotspot,V6 Cylinder Engine,Bed Liner,Power Door Locks,Brake Assist,Fl...
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: 1C6HJTAG2PL528751
Stock: 528751CC
Certified Pre-Owned: No - New Listing$34,990fair price$1,308 below market
- 21,372 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Bend, OR / 2,392 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless S...
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: 1C6HJTAG2PL519595
Stock: PL519595H
Certified Pre-Owned: No - $33,990fair price$660 below market
- 31,509 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Indianapolis, IN / 579 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: 1C6JJTAGXPL565533
Stock: 2003788814
Certified Pre-Owned: No
Listed since: 06-30-2025 - $28,395fair price
- 48,228 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in San Antonio, TX / 1,392 miles away from Chesapeake, VA
CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Navigation System,Premium Sound,Satellite Radio,WiFi Hotspot,V6 Cylinder Engine,Pow...
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: 1C6HJTFG7PL540015
Stock: PL540015P
Certified Pre-Owned: No - Price Drop$29,398fair price$1,027 below market
- 56,248 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 - $31,118fair price$181 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$777 below market
- 34,958 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Las Vegas, NV / 2,149 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 (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFG8PL524941
Stock: 2003844889
Certified Pre-Owned: No
Listed since: 07-01-2025 - $27,890fair price$548 below market
- 47,498 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Knoxville, TN / 436 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,WiFi Hotspot,V6 Cylinder Engine,Bed Line...
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: 1C6HJTAG0PL532684
Stock: PL532684P
Certified Pre-Owned: No - $27,999fair price$623 below market
- 61,070 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Metairie, LA / 927 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: 1C6HJTAG1PL532919
Stock: 7W0S20
Certified Pre-Owned: No
Listed since: 05-19-2025 - $29,999fair price
- 61,095 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 - New Listing$29,987fair price$535 below market
- 35,817 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Missoula, MT / 2,055 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Navigation System,Premium Sound,Satellite Radio,WiFi H...
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: 1C6HJTFG1PL524005
Stock: 18035
Certified Pre-Owned: No - Price Drop$28,000fair price$547 below market
- 48,621 miles
- No accidents, 2 owners, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Ourisman Chrysler Dodge Jeep Ram of Woodbridge (144 mi away)
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Located in Woodbridge, VA / 144 miles away from Chesapeake, VA
2023 Jeep Gladiator Sport *LIKE NEW*, FOUR WHEEL DRIVE / 4WD / 4X4, 4WD, FOUR WHEEL DRIVE, ANDROID AUTO & APPLE CARPLAY, BLUETOOTH, BLUETOOTH AUDIO ST...
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: 1C6HJTAG9PL523501
Stock: A523501
Certified Pre-Owned: No
Listed since: 06-14-2025 - $27,999fair 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$27,299fair price$297 below market
- 52,083 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Fitzgerald Lexington Park Chrysler Jeep Dodge Ram (108 mi away)
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Located in Lexington Park, MD / 108 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. Apple CarPlay/Android Auto, BackUp Camera, Hard Top, Automatic Headlamps, Deep Tint Sunscreen Windows, Front 1-Touch D...
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: 1C6HJTAG8PL533937
Stock: FR33937
Certified Pre-Owned: Yes
Listed since: 03-16-2025 - $29,999fair price$390 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$31,499fair price$1,611 below market
- 42,217 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Greensboro, NC / 208 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: 1C6HJTFG3PL523650
Stock: 7V7R1X
Certified Pre-Owned: No
Listed since: 04-28-2025
Showing 631 - 651 out of 790 listings
Consumer Reviews for the Jeep Gladiator
Read recent reviews for the Jeep Gladiator
Finally -the Best of Both Worlds
AJ, 02/29/2020
2020 Jeep Gladiator Overland 4dr Crew Cab 4WD SB (3.6L 6cyl 6M)
Look, this will be my third Wrangler-style vehicle (JK, CJ5 & Gladiator in that order) and my 6th Jeep product overall so my post is obviously a bit biased. That being said, when you buy a Jeep, you probably know what you are getting into; they ride and look different. If you are looking for a vehicle that rides like a Bentley on the road, look elsewhere. If however you can accept … reasonable creature comforts, ride, and noise while benefiting from extreme versatility, ruggedness, freedom, stable value and the timeless "cool" factor then this is the vehicle for you. Taking off the top and doors gets you as close to the freedoms of riding a motorcycle without having to wear a helmet. It really is a great time. Also, no other vehicle is as customizable as a Jeep. There are entire magazines devoted to it so you can make each one into your own. I've loved Jeeps but always needed a truck, now I can have both. My only two critiques are 1- the keyfob is the size of of a Zippo lighter which is unnecessarily large and 2- the soft top version of the Gladiator simply looks "off" -like something out of World War 2 which is perhaps why they are not selling well. Small concessions for what you get in return. The hard top is the way to go anyway for heat and noise. The new hardtop material is feather light and I can lift everything off by myself. Go buy one and don't look back. I will drive this thing until it or I are dead.
Used 2023 Jeep Gladiator in Chesapeake, VA Values
Estimated values
2023 Jeep Gladiator Overland 4dr Crew Cab 4WD SB (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $23,887 | $25,377 | $27,059 |
| Clean | $23,617 | $25,071 | $26,713 |
| Average | $23,167 | $24,561 | $26,135 |
| Rough | $22,582 | $23,898 | $25,383 |
The average list price of a used 2023 Jeep Gladiator in Chesapeake, Virginia is $29,809. The average mileage on a used Jeep Gladiator 2023 for sale in Chesapeake, Virginia is 46,786. Based on the average mileage of 46,786 for used 2023 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 2023 in Chesapeake, Virginia to be $23,167.
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