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380 listings
- $33,342great price$4,981 below market
- 45,998 miles
- No accidents, 2 owners, 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 Windsor, 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: 1C6JJTBG0LL102051
Stock: LL102051T
Certified Pre-Owned: No
Listed since: 03-01-2025 - Price Drop$28,500great price$3,677 below market
- 48,257 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Harte Nissan (4 mi away)
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Located in Hartford, CT / 4 miles away from Windsor, CT
New Price! Black Clearcoat 2022 Jeep Gladiator Sport S 4X4 3.6L V6 24V VVT 8-Speed Automatic 4WDONE OWNER - CLEAN CAR FAX *, CONVENIENCE PACKAGE *, ...
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: 1C6JJTAG7NL167693
Stock: 16174E
Certified Pre-Owned: No
Listed since: 02-27-2025 - $35,444good price$4,063 below market
- 45,145 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Colonial Subaru (50 mi away)
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Located in Danbury, CT / 50 miles away from Windsor, CT
CARFAX One-Owner. Clean CARFAX. Billet Silver Metallic Clearcoat 2021 Jeep Gladiator Rubicon 4WD 8-Speed Automatic 3.6L V6 24V VVT SUPER CLEAN, DEALER...
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: 1C6JJTBG5ML557429
Stock: N8625A
Certified Pre-Owned: No
Listed since: 03-28-2025 - $28,995great price$4,446 below market
- 38,469 miles
- 1 accident, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Worthington Air Automotive (37 mi away)
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Located in Williamsburg, MA / 37 miles away from Windsor, CT
Want to get to those hard to find places! This 2020 Jeep Gladiator comes with BRAND NEW 33 inch mudders, heated seats and a heated steering wheel. Gi...
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: 1C6HJTAG5LL123669
Stock: 123669
Certified Pre-Owned: No
Listed since: 09-21-2024 - New Listing$39,998fair price$565 below market
- 22,224 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax East Haven (41 mi away)
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Located in East Haven, CT / 41 miles away from Windsor, 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: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG4LL217347
Stock: 26976342
Certified Pre-Owned: No - $32,598fair price$558 below market
- 39,148 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- McGee Toyota of Putnam (40 mi away)
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Located in Putnam, CT / 40 miles away from Windsor, CT
Here at McGee Toyota of Dudley, we take pride in being a family owned business, with over 40 years of automotive experience in Massachusetts! In that ...
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: 1C6HJTAG3NL179323
Stock: P3197A
Certified Pre-Owned: No
Listed since: 04-03-2025 - $28,750good price$2,325 below market
- 47,904 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- The Highline Car Connection (29 mi away)
Close
Located in Waterbury, CT / 29 miles away from Windsor, CT
Silver Zynith Clearcoat 2023 Jeep Gladiator Overland 4WD 8-Speed Automatic 3.6L V6 24V VVT.....We Have Been In Business SINCE 1988. CELEBRATING 35 Y...
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/22 Highway)
Listing Information:
VIN: 1C6HJTFG8PL531808
Stock: 531808
Certified Pre-Owned: No
Listed since: 02-26-2025 - New Listing$33,678good price$1,097 below market
- 26,128 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Northwest Hills Chrysler Jeep Dodge Ram (22 mi away)
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Located in Torrington, CT / 22 miles away from Windsor, CT
2022 Jeep Gladiator Sport **Certified**, **Clean Carfax**, **4 Wheel Drive**, Bluetooth Phone/Audio, Gladiator Sport, 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: 1C6HJTAG2NL153442
Stock: X14692
Certified Pre-Owned: Yes
Listed since: 04-09-2025 - Price Drop$29,974good price$1,269 below market
- 91,683 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Shoreline Chrysler Dodge Jeep Ram (40 mi away)
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Located in Old Saybrook, CT / 40 miles away from Windsor, CT
2021 Jeep Gladiator High Altitude is a premium, rugged pickup truck that combines off-road capability with luxury features. With its distinctive, bold...
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: 1C6HJTFG9ML505889
Stock: CP2303
Certified Pre-Owned: No
Listed since: 04-07-2025 - Price Drop$33,548fair price$1,173 below market
- 55,553 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Branhaven Chrysler Jeep Dodge Ram (41 mi away)
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Located in Branford, CT / 41 miles away from Windsor, 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$30,488fair price$289 above market
- 29,062 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Lia Volkswagen of Enfield (11 mi away)
- Home delivery*
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Located in Enfield, CT / 11 miles away from Windsor, CT
Recent Arrival! Granite Crystal Metallic Clearcoat 2021 Jeep Gladiator Sport 3.6L V6 24V VVT 8-Speed Automatic 4WD Odometer is 11950 miles below marke...
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: 1C6HJTAG6ML527615
Stock: ML527615T
Certified Pre-Owned: No
Listed since: 02-15-2025 - Price Drop$36,228fair price$157 below market
- 48,732 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Branhaven Chrysler Jeep Dodge Ram (41 mi away)
Close
Located in Branford, CT / 41 miles away from Windsor, 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 - $34,487fair price$911 above market
- 25,922 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Lia Chrysler Jeep Dodge Ram Northampton (33 mi away)
Close
Located in Northampton, MA / 33 miles away from Windsor, 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: 1C6HJTFG6LL128114
Stock: LL128114P
Certified Pre-Owned: No
Listed since: 04-21-2025 - $29,495fair price$579 above market
- 58,902 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Harte Volkswagen Of Meriden (25 mi away)
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Located in Meriden, CT / 25 miles away from Windsor, CT
Harte VW & Harte Family Motors all at one location now! New Owners and New Management, here for you! We always have your best interest at Harte!!2021 ...
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: 1C6JJTAG1ML515020
Stock: VW2479
Certified Pre-Owned: No
Listed since: 04-17-2025 - 32,341 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Lia Chrysler Jeep Dodge Ram Northampton (33 mi away)
Close
Located in Northampton, MA / 33 miles away from Windsor, CT
Black Clearcoat 2021 Jeep Gladiator Overland 3.6L V6 24V VVT 8-Speed Automatic 4WDOne Owner - Clean CarFax *, 8 Speakers, ABS brakes, AM/FM radio: Sir...
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: 1C6HJTFG0ML590198
Stock: ML590198L
Certified Pre-Owned: No
Listed since: 04-02-2025- Price Drop$30,560fair price$184 above market
- 43,732 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Branhaven Chrysler Jeep Dodge Ram (41 mi away)
Close
Located in Branford, CT / 41 miles away from Windsor, CT
2021 Jeep Gladiator ***CHRYSLER PRE OWNED CERTIFIED***, ***CLEAN CAR FAX***, ***1 OWNER***, 4D Crew Cab, 3.6L V6 24V VVT, 8-Speed Automatic, 4WD, Gran...
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: 1C6HJTAG9ML549401
Stock: 26682
Certified Pre-Owned: Yes
Listed since: 02-25-2025 - Price Drop$28,432fair price$315 above market
- 56,640 miles
- No accidents, personal use only
- 5'0” bed, 3.6l, 6cyl
- Branhaven Chrysler Jeep Dodge Ram (41 mi away)
Close
Located in Branford, CT / 41 miles away from Windsor, CT
2023 Jeep Gladiator Sport ***CHRYSLER PRE OWNED CERTIFIED***, ***CLEAN CAR FAX***, ***1 OWNER***, Gladiator Sport S, 4D Crew Cab, 3.6L V6 24V VVT, 8-S...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Title information not provided
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: 1C6HJTAG5PL520840
Stock: 26821
Certified Pre-Owned: Yes
Listed since: 04-22-2025 - New Listing
- 43,881 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Harte Volkswagen Of Meriden (25 mi away)
Close
Located in Meriden, CT / 25 miles away from Windsor, CT
Harte VW & Harte Family Motors all at one location now! New Owners and New Management, here for you! We always have your best interest at Harte!!2021 ...
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: 1C6JJTEG0ML529758
Stock: VW2495
Certified Pre-Owned: No
Listed since: 04-30-2025 - 20,239 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- The Highline Car Connection (29 mi away)
Close
Located in Waterbury, CT / 29 miles away from Windsor, CT
Firecracker Red Clearcoat 2021 Jeep Gladiator Willys 4WD 6-Speed Manual 3.6L V6 24V VVT.....We Have Been In Business SINCE 1988. CELEBRATING 35 YEAR...
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: 1C6HJTAG5ML544759
Stock: 544759
Certified Pre-Owned: No
Listed since: 05-02-2025- $31,995fair price$861 above market
- 47,328 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- J&M Automotive (33 mi away)
Close
Located in Naugatuck, CT / 33 miles away from Windsor, 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: 1C6HJTFG4PL533216
Stock: 2333216
Certified Pre-Owned: No - 14,917 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- ACI Auto Group (3 mi away)
Close
Located in East Windsor, CT / 3 miles away from Windsor, 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 380 listings
Buying a Jeep Gladiator in Windsor Connecticut
The Jeep Gladiator is an exceptional choice for adventurous individuals in Windsor, CT, especially those who enjoy exploring the scenic beauty of local parks and nature trails. Its rugged character and off-road capabilities make it well-suited for tackling the varied terrain found in nearby destinations like the Metacomet Trail or even venturing further into the picturesque landscapes of the Connecticut River Valley. With its convertible design, owners can easily soak up the sun while cruising through town, making it a unique vehicle that stands out among traditional pickups.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.