Used Jeep Gladiator for Sale in Cheshire, CT
Shop for a versatile Jeep Gladiator in the county seat of New Haven County Connecticut
Skip to Filters
512 listings
- $33,981great price$5,978 below market
- 12,720 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Branhaven Chrysler Jeep Dodge Ram (15 mi away)
Close
Located in Branford, CT / 15 miles away from Cheshire, CT
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 - $24,795great price$5,460 below market
- 45,093 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Autoland USA (44 mi away)
Close
Located in Selden, NY / 44 miles away from Cheshire, CT
This 2023 Jeep Gladiator Crew Cab 4x4 is a powerful and reliable motorcar. With a 3.6 liter 6 cylinder engine and sequential port fuel injection, it 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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAGXPL528898
Stock: 9303F
Certified Pre-Owned: No
Listed since: 05-10-2025 - $38,997good price$3,339 below market
- 43,756 miles
- No accidents, personal use only
- 5'0” bed, 3.6l, 6cyl
- Madison Chrysler Jeep Dodge Ram (21 mi away)
Close
Located in Madison, CT / 21 miles away from Cheshire, CT
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 - $31,998good price$2,998 below market
- 55,553 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Branhaven Chrysler Jeep Dodge Ram (15 mi away)
Close
Located in Branford, CT / 15 miles away from Cheshire, CT
2021 Jeep Gladiator Overland ***CHRYSLER PRE OWNED CERTIFIED***, ***CLEAN CAR FAX***, ***1 OWNER***, Gladiator Overland, 4D Crew Cab, 3.6L V6 24V VVT,...
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: 1C6HJTFG9ML539279
Stock: 26789
Certified Pre-Owned: Yes
Listed since: 04-09-2025 - New Listing$20,995good price$1,282 below market
- 111,064 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- A Better Way Wholesale Autos (6 mi away)
Close
Located in Naugatuck, CT / 6 miles away from Cheshire, CT
- 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 - $28,995good price$2,832 below market
- 47,411 miles
- 1 accident, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- The Highline Car Connection (11 mi away)
Close
Located in Waterbury, CT / 11 miles away from Cheshire, CT
Black Clearcoat 2023 Jeep Gladiator Sport 4WD 8-Speed Automatic 3.6L V6 24V VVT.....We Have Been In Business SINCE 1988. CELEBRATING 35 YEARS! Veter...
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: Yes
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG3PL528872
Stock: 528872
Certified Pre-Owned: No
Listed since: 05-21-2025 - Price Drop$34,460good price$1,874 below market
- 48,732 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Branhaven Chrysler Jeep Dodge Ram (15 mi away)
Close
Located in Branford, CT / 15 miles away from Cheshire, CT
2022 Jeep Gladiator Rubicon ***CHRYSLER PRE OWNED CERTIFIED***, ***CLEAN CAR FAX***, ***1 OWNER***, Gladiator Rubicon, 4D Crew Cab, 3.6L V6 24V VVT, 8...
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: 1C6JJTBG8NL182802
Stock: 26819
Certified Pre-Owned: Yes
Listed since: 04-22-2025 - $41,699fair price$597 below market
- 22,977 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Shoreline Chrysler Dodge Jeep Ram (30 mi away)
Close
Located in Old Saybrook, CT / 30 miles away from Cheshire, CT
2023 Jeep Gladiator Mojave - Desert-Rated Off-Roader with Rugged Capability and Premium ComfortDrivetrain:The 2023 Jeep Gladiator Mojave is powered...
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: 1C6JJTEG5PL580595
Stock: CP2651
Certified Pre-Owned: No
Listed since: 06-24-2025 - New Listing$39,774fair price$1,118 below market
- 6,873 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3l, 6cyl
- Shoreline Chrysler Dodge Jeep Ram (30 mi away)
Close
Located in Old Saybrook, CT / 30 miles away from Cheshire, CT
Silver Zynith Clearcoat 2023 Jeep Gladiator Willys 4WD 8-Speed Automatic 3.0L V6 Turbodiesel
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: 1C6JJTAM1PL593954
Stock: CP2667B
Certified Pre-Owned: No
Listed since: 07-29-2025 - $38,997fair price$549 below market
- 33,547 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Madison Chrysler Jeep Dodge Ram (21 mi away)
Close
Located in Madison, CT / 21 miles away from Cheshire, CT
2022 Jeep Gladiator Mojave One Owner Trade In, Jeep certified till 12/27/28 or up to 100k miles! 240 Amp Alternator, Apple CarPlay/Android Auto, Class...
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: 1C6JJTEG4NL101256
Stock: P1346
Certified Pre-Owned: Yes
Listed since: 07-02-2025 - New Listing$37,995fair price$747 below market
- 19,533 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Riverhead Chrysler Dodge Jeep Ram (41 mi away)
Close
Located in Riverhead, NY / 41 miles away from Cheshire, CT
Vehicle DetailsUnleash your wild side with this exhilarating 2022 Jeep Gladiator Willys! With just 19,533 miles on the clock, this rugged beas...
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: 1C6HJTAG5NL121181
Stock: UR1593
Certified Pre-Owned: No
Listed since: 07-28-2025 - $35,995good price$1,361 below market
- 36,017 miles
- 1 accident, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Harte Volkswagen Of Meriden (5 mi away)
Close
Located in Meriden, CT / 5 miles away from Cheshire, CT
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 - 1,617 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax Hartford (23 mi away)
Close
Located in Hartford, CT / 23 miles away from Cheshire, CT
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: Yes
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG3PL543081
Stock: 27355529
Certified Pre-Owned: No- 75,035 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Toyota of Colchester (29 mi away)
Close
Located in Colchester, CT / 29 miles away from Cheshire, CT
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: 1C6HJTAG1LL177924
Stock: 20184A
Certified Pre-Owned: No
Listed since: 06-06-2025- $29,999good price$2,580 below market
- 65,559 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Lex Autos (20 mi away)
Close
Located in Hartford, CT / 20 miles away from Cheshire, CT
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: 1C6HJTFG3ML529878
Stock: 529878
Certified Pre-Owned: No - New Listing$32,999fair price$843 above market
- 26,857 miles
- 2 accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- George Harte Nissan (14 mi away)
Close
Located in West Haven, CT / 14 miles away from Cheshire, CT
Trail-Ready. Certified Strong. 2021 Jeep Gladiator Willys 4WDBuilt to conquer rough terrain and engineered with legendary Jeep durability, this Sti...
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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG6ML542082
Stock: 12565A
Certified Pre-Owned: No
Listed since: 07-28-2025 - $31,995fair price$970 below market
- 62,151 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- J&M Automotive (7 mi away)
Close
Located in Naugatuck, CT / 7 miles away from Cheshire, CT
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: 1C6HJTFG1ML512481
Stock: 2112481
Certified Pre-Owned: No - New Listing
- 31,037 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Shoreline Chrysler Dodge Jeep Ram (30 mi away)
Close
Located in Old Saybrook, CT / 30 miles away from Cheshire, CT
Sting-Gray Clearcoat 2021 Jeep Gladiator Overland 4WD 8-Speed Automatic 3.6L V6 24V VVT
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: 1C6HJTFG2ML610922
Stock: CP2694
Certified Pre-Owned: No
Listed since: 07-28-2025 - $30,795fair price$453 below market
- 49,756 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- ACI Auto Group (31 mi away)
Close
Located in East Windsor, CT / 31 miles away from Cheshire, CT
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: 1C6HJTFG2PL531836
Stock: 531836
Certified Pre-Owned: No - New Listing$31,295fair price$796 below market
- 64,939 miles
- 5'0” bed, 3.6l, 6cyl
- Renos Auto Sales (7 mi away)
Close
Located in Waterbury, CT / 7 miles away from Cheshire, CT
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG0ML507697
Stock: 507697
Certified Pre-Owned: No - 15,078 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- ACI Auto Group (31 mi away)
Close
Located in East Windsor, CT / 31 miles away from Cheshire, CT
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: 1C6JJTEG5ML518951
Stock: 518951
Certified Pre-Owned: No
Showing 1 - 21 out of 512 listings
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Trim
Truck Details
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.