Used Jeep Gladiator for Sale in Pittsfield, MA
Shop for a versatile Jeep Gladiator in the county seat of Berkshire County, Massachusetts
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602 listings
- Price Drop$37,999great price$7,974 below market
- 15,032 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Albrecht Chrysler Dodge Jeep Ram of Westboro (86 mi away)
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Located in Westborough, MA / 86 miles away from Pittsfield, MA
Priced below KBB Fair Purchase Price!ALBRECHT CDJR of WESTBORO is pumped up to offer a truly handsome 2022 Jeep Gladiator Rubicon in Bright White Cl...
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: 1C6JJTBG9NL100303
Stock: P1561
Certified Pre-Owned: No
Listed since: 04-29-2025 - $33,981great price$6,140 below market
- 12,720 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Branhaven Chrysler Jeep Dodge Ram (84 mi away)
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Located in Branford, CT / 84 miles away from Pittsfield, MA
2021 Jeep Gladiator Sport ***CHRYSLER PRE OWNED CERTIFIED***, ***CLEAN CAR FAX***, ***1 OWNER***, MANY EXTRAS MUST BE SEEN, Gladiator Sport S, 4D Crew...
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: 1C6HJTAG5ML550870
Stock: 26925
Certified Pre-Owned: Yes
Listed since: 06-10-2025 - Price Drop$34,999great price$5,234 below market
- 7,346 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Albrecht Chrysler Dodge Jeep Ram of Westboro (86 mi away)
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Located in Westborough, MA / 86 miles away from Pittsfield, MA
ALBRECHT CDJR of WESTBORO is pleased to offer an absolutely stunning 2023 Jeep Gladiator Sport Freedom Edition in Black Clearcoat over Black featuring...
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: 1C6HJTAG9PL513373
Stock: P1563
Certified Pre-Owned: No
Listed since: 04-29-2025 - Price Drop$36,990great price$4,609 below market
- 8,279 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Hillsboro Chrysler Dodge Jeep Ram (82 mi away)
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Located in Hillsboro, NH / 82 miles away from Pittsfield, MA
Auto Check One Owner! This 2023 Jeep Gladiator includes features such as: ONLY 8,279 Miles! PRICE DROP FROM $37,990, $800 below J.D. Power Retail! Hea...
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: 1C6HJTAG7PL513288
Stock: 5J022A
Certified Pre-Owned: No
Listed since: 04-27-2025 - $34,000great price$5,532 below market
- 45,978 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- AutoMax PreOwned Framingham (93 mi away)
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Located in Framingham, MA / 93 miles away from Pittsfield, MA
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: 1C6HJTAG7NL166333
Stock: 166333
Certified Pre-Owned: No
Listed since: 07-24-2025 - Price Drop$29,900great price$3,752 below market
- 39,729 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- McGovern Chrysler Jeep Dodge RAM of Acton (94 mi away)
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Located in Acton, MA / 94 miles away from Pittsfield, MA
McGovern Chrysler Jeep Dodge Ram of Acton proudly presents this McGovern Certified... 2021 Jeep Gladiator 80th Anniversary 4X4 Bright White Clearcoat ...
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: 1C6HJTAG2ML513551
Stock: RU767
Certified Pre-Owned: No
Listed since: 05-29-2025 - Price Drop$29,000great price$3,131 below market
- 69,254 miles
- No accidents, 3 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (34 mi away)
- Home delivery*
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Located in Albany, NY / 34 miles away from Pittsfield, MA
CarFax No Accidents Reported,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,R...
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: 1C6HJTFG3LL103767
Stock: LL103767A
Certified Pre-Owned: Yes - $39,999good price$3,982 below market
- 15,173 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Main Motorcar (68 mi away)
- Home delivery*
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Located in Johnstown, NY / 68 miles away from Pittsfield, MA
At Main Motorcar we are family and all about you the customer, so stop by today we are located at 224-228 W Main St Johnstown, NY 12095 and let us pro...
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:
18 Combined MPG (16 City/21 Highway)
Listing Information:
VIN: 1C6HJTAG4RL100358
Stock: U100358
Certified Pre-Owned: No
Listed since: 12-20-2024 - $37,500good price$3,627 below market
- 19,708 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- AutoMax PreOwned Framingham (93 mi away)
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Located in Framingham, MA / 93 miles away from Pittsfield, MA
AWD / 4x4 Sport Tech Convenience Edition - Bright White exterior on Black interior with Navigation / GPS / NAV, Remote Start, Apple CarPlay / Android ...
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:
18 Combined MPG (16 City/21 Highway)
Listing Information:
VIN: 1C6HJTAGXRL103149
Stock: 103149
Certified Pre-Owned: No
Listed since: 07-17-2025 - Price Drop$36,933good price$2,757 below market
- 17,081 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Allen Mello Chrysler Jeep Dodge Ram (94 mi away)
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Located in Nashua, NH / 94 miles away from Pittsfield, MA
Recent Arrival!***MUST FINANCE WITH THE DEALER******ENGINE FOR LIFE***protection for your engine. Protect your investment with the Allen Mello E...
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: 1C6HJTAG1NL167638
Stock: 9357
Certified Pre-Owned: No
Listed since: 07-23-2025 - New Listing$26,988fair price$277 below market
- 81,596 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Herb Chambers Chrysler Dodge Jeep Ram FIAT of Millbury (78 mi away)
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Located in Millbury, MA / 78 miles away from Pittsfield, MA
INSPECTION COMPLETED Every Herb Chambers Certified pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who ins...
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: 1C6HJTAG7ML613452
Stock: ML9050
Certified Pre-Owned: Yes
Listed since: 06-27-2025 - $29,900good price$2,985 below market
- 46,508 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- McGovern Chrysler Jeep Dodge RAM of Acton (94 mi away)
Close
Located in Acton, MA / 94 miles away from Pittsfield, MA
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: 1C6HJTAG1LL122583
Stock: RN2239A
Certified Pre-Owned: Yes
Listed since: 07-18-2025 - $44,995fair price$803 below market
- 3,623 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Toyota of Keene (60 mi away)
Close
Located in Swanzey, NH / 60 miles away from Pittsfield, MA
Certified. Clean CARFAX. 2023 Jeep Gladiator Rubicon 4WD 8-Speed Automatic 3.6L V6 24V VVTOdometer is 22961 miles below market average!Certificat...
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: 1C6JJTBG3PL580261
Stock: 25DP047
Certified Pre-Owned: No
Listed since: 04-22-2025 - Price Drop$28,972good price$2,592 below market
- 70,185 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Colonial Chrysler Jeep Dodge Ram (86 mi away)
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Located in Hudson, MA / 86 miles away from Pittsfield, MA
Highlights of this 2020 Jeep Gladiator include: LOW MILES - 70,185! JUST REPRICED FROM $29,990, EPA 23 MPG Hwy/16 MPG City! iPod/MP3 Input, Satellite ...
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: 1C6HJTFG2LL128000
Stock: 250234A
Certified Pre-Owned: No
Listed since: 07-10-2025 - Price Drop$27,600good price$2,169 below market
- 75,008 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- McGovern Ford of Framingham (93 mi away)
Close
Located in Framingham, MA / 93 miles away from Pittsfield, MA
McGovern Ford of Framingham is proud to present this McGovern Certified... Firecracker Red Clearcoat 2021 Jeep Gladiator Sport 4WD 3.6L V6 24V VVT 8-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 (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTAGXML524345
Stock: FD2928
Certified Pre-Owned: No
Listed since: 07-12-2025 - $38,534fair price$1,270 below market
- 26,458 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Lia Toyota of Northampton (33 mi away)
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Located in Northampton, MA / 33 miles away from Pittsfield, MA
Recent Arrival! One Owner - Clean Car Fax, Bluetooth - Hands Free, Steering Wheel Audio Controls, Backup Camera, 4WD / Four Wheel Drive, 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTEG3NL163568
Stock: NL163568T
Certified Pre-Owned: No
Listed since: 07-16-2025 - New Listing$20,995good price$1,387 below market
- 111,064 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- A Better Way Wholesale Autos (66 mi away)
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Located in Naugatuck, CT / 66 miles away from Pittsfield, MA
- Rugged yet refined, the 2020 Jeep Gladiator Sport offers a powerful 3.6L V6 engine with 285 horsepower and 260 ft-lbs of torque. - Enjoy adventure-...
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: 1C6JJTAG5LL127979
Stock: 127979N
Certified Pre-Owned: No - $38,997good price$2,658 below market
- 43,756 miles
- No accidents, personal use only
- 5'0” bed, 3.6l, 6cyl
- Madison Chrysler Jeep Dodge Ram (87 mi away)
Close
Located in Madison, CT / 87 miles away from Pittsfield, MA
2023 Jeep Gladiator Mojave One Owner Trade In, JEEP CERTIFIED TILL JULY 20230 OR 100K MILES! 240 Amp Alternator, Apple CarPlay/Android Auto, Auxiliary...
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: 1C6JJTEG4PL509789
Stock: 25159A
Certified Pre-Owned: No
Listed since: 07-19-2025 - $36,840fair price$1,261 below market
- 15,953 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Albrecht Chrysler Dodge Jeep Ram of Westboro (86 mi away)
Close
Located in Westborough, MA / 86 miles away from Pittsfield, MA
ALBRECHT CDJR of WESTBORO is very proud to offer a positively attractive 2021 Jeep Gladiator Willys in Firecracker Red Clearcoat over Black featuring ...
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: 1C6HJTAGXML578597
Stock: P1635
Certified Pre-Owned: No
Listed since: 06-09-2025 - Price Drop$31,995good price$1,878 below market
- 29,363 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Key Chrysler Dodge Jeep Ram of White River (95 mi away)
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Located in White River Junction, VT / 95 miles away from Pittsfield, MA
Hydro Blue Pearlcoat CARFAX One-Owner. Clean CARFAX. This Gladiator Willys is nicely equipped with 8.4" Radio & Premium Audio Group (1-Year SiriusXM G...
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: 1C6HJTAG3ML577811
Stock: K7629
Certified Pre-Owned: No
Listed since: 07-02-2025 - Price Drop$35,495good price$2,159 below market
- 36,017 miles
- 1 accident, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Harte Volkswagen Of Meriden (69 mi away)
Close
Located in Meriden, CT / 69 miles away from Pittsfield, MA
2021 Odometer is 6842 miles below market average! Jeep Gladiator High Altitude 8-Speed Automatic 17/22 City/Highway MPGWe make buying cars easy! Outst...
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/22 Highway)
Listing Information:
VIN: 1C6HJTFG6ML555939
Stock: VW2555
Certified Pre-Owned: No
Listed since: 06-25-2025
Showing 1 - 21 out of 602 listings
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