Used Jeep Cherokee for Sale in Pittsfield, MA
Buy a versatile Jeep Cherokee in the county seat of Berkshire County, Massachusetts
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1,530 listings
- Price Drop$20,900good price$1,412 below market
- 57,890 miles
- 1 accident, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- 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 Cherokee Limited Bright White Clearcoat 3.2L V6 9-Spee...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX3MD138804
Stock: RN2049A
Certified Pre-Owned: Yes
Listed since: 06-10-2025 - $21,999good price$1,101 below market
- 27,652 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- 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 an absolutely stunning 2021 Jeep Cherokee Latitude Lux in Brigh...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX8MD235030
Stock: P1570
Certified Pre-Owned: No
Listed since: 05-05-2025 - $24,936good price$1,856 below market
- 44,555 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Allen Mello Chrysler Jeep Dodge Ram (94 mi away)
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Located in Nashua, NH / 94 miles away from Pittsfield, MA
***MUST FINANCE WITH THE DEALER******ENGINE FOR LIFE***protection for your engine. Protect your investment with the Allen Mello Engine for Life Lo...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX8ND503219
Stock: 9338
Certified Pre-Owned: Yes
Listed since: 06-03-2025 - Price Drop$20,500good price$1,588 below market
- 49,232 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Automax Pre Owned Marlborough (88 mi away)
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Located in Marlborough, MA / 88 miles away from Pittsfield, MA
Elite Edition - AWD / 4x4 Limited - Bright White exterior on Black Leather interior with Navigation / GPS / NAV, Panorama Sunroof / Moonroof, Remote 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX2MD132685
Stock: 132685
Certified Pre-Owned: No
Listed since: 04-11-2025 - $20,995fair price$828 above market
- 57,338 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Queensbury Auto Mall (63 mi away)
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Located in Queensbury, NY / 63 miles away from Pittsfield, MA
Elevate your driving experience with the 2019 Jeep Cherokee Limited, a perfect blend of style and capability. Dressed in an elegant Billet Silver Meta...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDXXKD451328
Stock: 451328
Certified Pre-Owned: No
Listed since: 06-11-2025 - $25,600good price$1,185 below market
- 23,810 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 24 Hwy MPG
- Whaling City Mazda (96 mi away)
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Located in New London, CT / 96 miles away from Pittsfield, MA
2022 Jeep Cherokee TrailhawkCARFAX One-Owner. CALL WHALING CITY MAZDA FOR AVAILABILITY 860-443-2489.Granite Crystal Metallic Clearcoat 9-Speed 948...
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:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX0ND516114
Stock: P1584
Certified Pre-Owned: No
Listed since: 07-17-2025 - Price Drop$16,995fair price$796 below market
- 60,593 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- McGovern GMC (85 mi away)
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Located in Westborough, MA / 85 miles away from Pittsfield, MA
Recent Arrival! McGovern GMC is proud to present this...Velvet Red Pearlcoat 2020 Jeep Cherokee Latitude 2.4L I4 9-Speed 948TE Automatic CARFAX One-O...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMCB0LD630727
Stock: GM3422A
Certified Pre-Owned: No
Listed since: 05-29-2025 - Price Drop$21,999good price$1,299 below market
- 34,726 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Driveway (92 mi away)
- Home delivery*
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Located in Middletown, NY / 92 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,Lane Keeping As...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX3MD193107
Stock: MD193107P
Certified Pre-Owned: No - Price Drop$21,500good price$1,417 below market
- 40,254 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- AutoMax PreOwned Framingham (93 mi away)
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Located in Framingham, MA / 93 miles away from Pittsfield, MA
AWD / 4x4 Limited - Sting-Gray Clearcoat exterior on Black Leather interior with Panorama Sunroof / Moonroof, Remote Start, Apple CarPlay / Android Au...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX6MD238640
Stock: 238640
Certified Pre-Owned: No
Listed since: 04-11-2025 - Price Drop$18,680fair price$613 below market
- 75,253 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Driveway (34 mi away)
- Home delivery*
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Located in Albany, NY / 34 miles away from Pittsfield, MA
CarFax No Accidents Reported,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,L...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX8KD421034
Stock: KD421034P
Certified Pre-Owned: No - $21,995fair price$681 above market
- 48,305 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Fazza Motors (88 mi away)
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Located in Marlborough, MA / 88 miles away from Pittsfield, MA
Granite Crystal Metallic Clearcoat 2021 Jeep Cherokee Altitude 4WD 9-Speed 948TE Automatic 2.4L I4 4WD, Alloy Wheels, Back-up Cam, Blind Spot Monitor,...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB4MD117028
Stock: 2020M
Certified Pre-Owned: No
Listed since: 06-13-2025 - Price Drop$22,288good price$1,220 below market
- 50,883 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMB9PD114158
Stock: ML9022
Certified Pre-Owned: Yes
Listed since: 05-13-2025 - Price Drop$21,997fair price$770 below market
- 33,566 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- 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 2019 Jeep Cherokee include: JUST REPRICED FROM $25,990, EPA 27 MPG Hwy/19 MPG City! LOW MILES - 33,566! Heated Leather Seats, Nav 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX9KD354346
Stock: S250205A
Certified Pre-Owned: No
Listed since: 04-30-2025 - $22,300fair price$47 below market
- 43,205 miles
- 1 accident, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Westboro Toyota (83 mi away)
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Located in Westborough, MA / 83 miles away from Pittsfield, MA
At Westboro Toyota we want you to know that all our vehicles are priced at a competitive value position to the market. We use an independent 3rd party...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMB2PD113921
Stock: PE77563
Certified Pre-Owned: No
Listed since: 06-10-2025 - $18,495good price$779 below market
- 86,053 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- 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
Sting-Gray Clearcoat CARFAX One-Owner. Clean CARFAX. This Cherokee Limited is nicely equipped with Quick Order Package 26G, 10 Speakers, 3.251 Axle Ra...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX0MD101242
Stock: L24465A
Certified Pre-Owned: No
Listed since: 05-09-2025 - Price Drop$17,975fair price$485 below market
- 42,539 miles
- No accidents, 1 owner, personal use
- 5 Seats, 21 City / 29 Hwy MPG
- Keeler Honda (35 mi away)
- Home delivery*
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Located in Latham, NY / 35 miles away from Pittsfield, MA
LOW MILES!! All-Season Floor Mats, Cold Weather Group, Engine Block Heater, Heated Front Seats, Heated Steering Wheel, Radio: Uconnect 4 w/7' Display,...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB9KD272042
Stock: H251501A
Certified Pre-Owned: No
Listed since: 07-14-2025 - $26,956good price$1,166 below market
- 38,362 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 24 Hwy MPG
- Allen Mello Chrysler Jeep Dodge Ram (94 mi away)
Close
Located in Nashua, NH / 94 miles away from Pittsfield, MA
***MUST FINANCE WITH THE DEALER******ENGINE FOR LIFE***protection for your engine. Protect your investment with the Allen Mello Engine for Life Lo...
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:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX8ND516104
Stock: 9351
Certified Pre-Owned: Yes
Listed since: 07-08-2025 - New Listing$16,788fair price$201 below market
- 65,898 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Mercedes-Benz of Sudbury (95 mi away)
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Located in Sudbury, MA / 95 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLBXKD437113
Stock: MN9932A
Certified Pre-Owned: No
Listed since: 06-26-2025 - $16,998fair price$418 below market
- 65,328 miles
- No accidents, 1 owner, personal use
- 5 Seats
- The Highline Group (98 mi away)
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Located in Lowell, MA / 98 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: Yes
Features and Specs:
Listing Information:
VIN: 1C4PJMDB9JD522571
Stock: 25-455
Certified Pre-Owned: No - $20,900fair price$229 below market
- 58,273 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Toyota of Keene (60 mi away)
Close
Located in Swanzey, NH / 60 miles away from Pittsfield, MA
Certified. Clean CARFAX. 2020 Jeep Cherokee Limited 4WD 9-Speed 948TE Automatic 3.2L V619/27 City/Highway MPGCertification Program Details: Limit...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX4LD616498
Stock: V25088A
Certified Pre-Owned: No
Listed since: 04-15-2025 - New Listing$23,846fair price$294 above market
- 8,316 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Park Ford of Mahopac (80 mi away)
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Located in Mahopac, NY / 80 miles away from Pittsfield, MA
Certified. Certification Program Details: Ford Blue Certified* Warranty Deductible: $100* 139 Point Inspection* Limited Warranty: 3 Month/4,000 Mi...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX9KD415372
Stock: 6996K
Certified Pre-Owned: No
Listed since: 07-25-2025
Showing 22 - 42 out of 1,530 listings
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