Used Jeep Grand Cherokee for Sale in Pittsfield, MA
Shop for a rugged Jeep Grand Cherokee in the county seat of Berkshire County, Massachusetts
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2,684 listings
- New Listing$8,898great price$3,202 below market
- 116,915 miles
- 5 Seats, 17 City / 24 Hwy MPG
- Herb Chambers Lincoln of Westborough (83 mi away)
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Located in Westborough, MA / 83 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 Unavailable.
Features and Specs:
19 Combined MPG (17 City/24 Highway)
Listing Information:
VIN: 1C4RJFAG8EC169238
Stock: LW1181XY
Certified Pre-Owned: No
Listed since: 06-11-2025 - Price Drop$11,845great price$4,237 below market
- 112,616 miles
- 1 accident, 4 owners, personal use
- 5 Seats
- Driveway (29 mi away)
- Home delivery*
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Located in Troy, NY / 29 miles away from Pittsfield, MA
High Value Options,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,Navigation System,Remote Start...
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:
Listing Information:
VIN: 1C4RJFBM8FC945891
Stock: FC945891D
Certified Pre-Owned: No - $29,798great price$4,110 below market
- 36,597 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 19 City / 26 Hwy MPG
- Salvadore Chrysler Dodge Ram (65 mi away)
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Located in Gardner, MA / 65 miles away from Pittsfield, MA
Priced below KBB Fair Purchase Price!PASSED - Dealership Quality Assurance Inspection!, 1 Owner, 3.45 Rear Axle Ratio, 4-Wheel Disc Brakes, 6 Speakers...
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/26 Highway)
Listing Information:
VIN: 1C4RJHBG3PC516939
Stock: P2310
Certified Pre-Owned: Yes
Listed since: 02-18-2025 - $18,155great price$2,893 below market
- 75,518 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Route 9 Nissan (83 mi away)
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Located in Westborough, MA / 83 miles away from Pittsfield, MA
APPLE CARPLAY !!, ANDROID AUTO !!, BLUETOOTH !!, BACK UP CAMERA !!, ALLOY WHEELS !!, TRAILER HITCH !!, MUCH MORE !!, All vehicles require financing wi...
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/25 Highway)
Listing Information:
VIN: 1C4RJFAG0LC334941
Stock: Q01985A
Certified Pre-Owned: No
Listed since: 04-25-2025 - $19,848great price$2,795 below market
- 93,864 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Balise Ford of Wilbraham (45 mi away)
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Located in Wilbraham, MA / 45 miles away from Pittsfield, MA
No Accidents, WE BUY CARS....NO PURCHASE NECESSARY, 1-Year SiriusXM Guardian Trial, 115V Auxiliary Power Outlet, 4-Wheel Disc Brakes, 4G LTE Wi-Fi Hot...
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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG5LC291908
Stock: W453993
Certified Pre-Owned: No
Listed since: 06-02-2025 - $12,995good price$2,431 below market
- 92,737 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 17 City / 24 Hwy MPG
- A Better Way Wholesale Autos (66 mi away)
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Located in Naugatuck, CT / 66 miles away from Pittsfield, MA
- Low mileage for its age with just 92,737 miles. - Luxurious leather interior for a comfortable ride. - Powerful 3.6L V6 engine with 290 horsepower...
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/24 Highway)
Listing Information:
VIN: 1C4RJFBG4FC158690
Stock: 158690N
Certified Pre-Owned: No - $25,999great price$2,189 below market
- 66,208 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 25 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
ALBRECHT CDJR of WESTBORO is very proud to offer a truly stunning 2021 Jeep Grand Cherokee 80th Anniversary Edition in Pacific Blue Clearcoat over Bla...
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/25 Highway)
Listing Information:
VIN: 1C4RJFBG2MC621066
Stock: P1610
Certified Pre-Owned: No
Listed since: 05-21-2025 - Price Drop$18,695good price$1,117 below market
- 83,623 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 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
Billet Silver Metallic Clearcoat Clean CARFAX. This Grand Cherokee Limited is nicely equipped with Quick Order Package 2BH, 4WD, 3.45 Rear Axle Ratio,...
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/25 Highway)
Listing Information:
VIN: 1C4RJFBG7KC785765
Stock: L24566A
Certified Pre-Owned: No
Listed since: 06-18-2025 - New Listing$23,447great price$2,374 below market
- 60,564 miles
- 1 accident, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- McGee Mazda of Claremont (77 mi away)
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Located in Claremont, NH / 77 miles away from Pittsfield, MA
Recent Arrival!4WD, Alloy wheels, Auto High-beam Headlights, Class IV Receiver Hitch, Electronic Stability Control, Front dual zone A/C, Heated door...
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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFCG1KC844906
Stock: TM25118
Certified Pre-Owned: No
Listed since: 07-28-2025 - Price Drop$32,670good price$2,486 below market
- 23,664 miles
- 1 accident, 1 owner, personal use
- 5 Seats, 19 City / 26 Hwy MPG
- Ingersoll Auto of Danbury (73 mi away)
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Located in Danbury, CT / 73 miles away from Pittsfield, MA
Odometer is 2039 miles below market average! CARFAX One-Owner. Grand Cherokee Limited, 3.6L V6 24V VVT, 4WD, Capri Leatherette Seats, Front dual zone ...
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/26 Highway)
Listing Information:
VIN: 1C4RJHBG4PC570377
Stock: A570377
Certified Pre-Owned: No
Listed since: 06-10-2025 - New Listing$26,688good price$739 below market
- 29,394 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 25 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: 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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG7MC807655
Stock: ML9045
Certified Pre-Owned: No
Listed since: 06-17-2025 - $19,995great price$1,939 below market
- 83,270 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- A Better Way Wholesale Autos (66 mi away)
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Located in Naugatuck, CT / 66 miles away from Pittsfield, MA
- Experience power and efficiency with the Pentastar 3.6L V6 engine, delivering a robust 295hp. - Enjoy seamless driving with the 8-Speed Shiftable A...
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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG8LC333701
Stock: 333701N
Certified Pre-Owned: No - Price Drop$35,538fair price$1,113 below market
- 34,909 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 26 Hwy MPG
- Lia Chrysler Dodge Jeep Ram (38 mi away)
- Home delivery*
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Located in Schenectady, NY / 38 miles away from Pittsfield, MA
Diamond Black Crystal Pearlcoat 2022 Jeep Grand Cherokee Overland 3.6L V6 24V VVT 8-Speed Automatic 4WDJEEP CERTIFIED / CPO *, Clean CARFAX, Apple Car...
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/26 Highway)
Listing Information:
VIN: 1C4RJHDG1N8587540
Stock: N8587540T
Certified Pre-Owned: No
Listed since: 06-09-2025 - $10,995good price$1,650 below market
- 117,316 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 17 City / 24 Hwy MPG
- A Better Way Wholesale Autos (66 mi away)
Close
Located in Naugatuck, CT / 66 miles away from Pittsfield, MA
- Luxurious black leather interior paired with a sleek black exterior for a bold, sophisticated look. - Powerful 3.6L V6 engine with 290 horsepower a...
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/24 Highway)
Listing Information:
VIN: 1C4RJFBG3FC821506
Stock: 821506N
Certified Pre-Owned: No - $33,000great price$2,251 below market
- 22,213 miles
- 1 accident, 1 owner, personal use
- 5 Seats, 19 City / 26 Hwy MPG
- AutoMax PreOwned Framingham (93 mi away)
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Located in Framingham, MA / 93 miles away from Pittsfield, MA
AWD / 4x4 Altitude Edition - Diamond Black exterior on Black Suede / Leatherette interior with Sunroof / Moonroof, Remote Start, Apple CarPlay / Andro...
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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJHAG5PC504731
Stock: 504731
Certified Pre-Owned: No
Listed since: 05-16-2025 - $31,495fair price$834 below market
- 35,162 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 26 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...Diamond Black Crystal Pearlcoat 2022 Jeep Grand Cherokee Limited 3.6L V6 24V VVT 8-Speed Auto...
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/26 Highway)
Listing Information:
VIN: 1C4RJHBG1N8536056
Stock: GM3553
Certified Pre-Owned: No
Listed since: 06-13-2025 - $12,995good price$1,656 below market
- 125,564 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- A Better Way Wholesale Autos (66 mi away)
Close
Located in Naugatuck, CT / 66 miles away from Pittsfield, MA
- Powerful HEMI 5.7L V8 engine with 360 horsepower for exhilarating performance - Luxurious leather interior with advanced technology, including an 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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFCT4GC319004
Stock: 319004N
Certified Pre-Owned: No - New Listing$14,912good price$1,424 below market
- 112,377 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Ingersoll Auto of Danbury (73 mi away)
Close
Located in Danbury, CT / 73 miles away from Pittsfield, MA
115V Auxiliary Power Outlet, 8.4' Touchscreen Display, 9 Amplified Speakers w/Subwoofer, Altitude IV Package, Apple CarPlay, Front dual zone A/C, Goog...
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/25 Highway)
Listing Information:
VIN: 1C4RJFAG6JC492049
Stock: T492049
Certified Pre-Owned: No
Listed since: 07-25-2025 - $26,588good price$2,833 below market
- 68,551 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Branhaven Chrysler Jeep Dodge Ram (84 mi away)
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Located in Branford, CT / 84 miles away from Pittsfield, MA
2021 Jeep Grand Cherokee Overland ***CHRYSLER PRE OWNED CERTIFIED***, ***CLEAN CAR FAX***, ***1 OWNER***, Grand Cherokee Overland, 4D Sport Utility, 3...
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/25 Highway)
Listing Information:
VIN: 1C4RJFCG2MC501038
Stock: 26909
Certified Pre-Owned: Yes
Listed since: 06-02-2025 - Price Drop$28,455good price$1,508 below market
- 63,626 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 26 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... 2022 Jeep Grand Cherokee Limited 4X4 Silver Zynith 3.6L V6 24V V...
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/26 Highway)
Listing Information:
VIN: 1C4RJHBG8N8569748
Stock: RU782
Certified Pre-Owned: Yes
Listed since: 06-17-2025 - Price Drop$18,750good price$1,227 below market
- 78,580 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Keeler Honda (35 mi away)
- Home delivery*
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Located in Latham, NY / 35 miles away from Pittsfield, MA
***4 NEW TIRES 8.4' Touchscreen Display, Automatic temperature control, Chrome Exterior Mirrors, Front fog lights, Fully automatic headlights, Heated ...
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/25 Highway)
Listing Information:
VIN: 1C4RJFBG7KC768951
Stock: H260089A
Certified Pre-Owned: No
Listed since: 06-23-2025
Showing 1 - 21 out of 2,684 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.