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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1,174 listings
- Price Drop$22,500fair price$297 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 - Price Drop$25,500fair price$530 below market
- 40,048 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Granite Subaru (95 mi away)
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Located in Hudson, NH / 95 miles away from Pittsfield, MA
* ONE OWNER CLEAN CARFAX, * ONE OWNER, * CLEAN CARFAX, * AWD, * REAR ENTERTAINMENT, * BLIND SPOT MONITOR, * LANE DEPATURE W/ LANE CENTERING, * PREMIUM...
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: 1C4PJMDXXND508115
Stock: 9021A
Certified Pre-Owned: No
Listed since: 05-15-2025 - $15,999fair price$655 above market
- 67,457 miles
- 2 accidents, 2 owners, personal use only
- 5 Seats
- 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: 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: 1C4PJMLB0JD601046
Stock: T261121A
Certified Pre-Owned: No
Listed since: 04-16-2025 - $26,500fair price$428 below market
- 34,159 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 24 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
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: 1C4PJMBX2ND501453
Stock: RU704
Certified Pre-Owned: No
Listed since: 03-25-2025 - Price Drop$20,000fair price$864 above market
- 63,706 miles
- 1 accident, 3 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Romeo Toyota (62 mi away)
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Located in Glens Falls, NY / 62 miles away from Pittsfield, MA
Romeo Toyota proudly presents this 2020 Jeep Cherokee with Quick Order Package 26G, 1-Year SiriusXM Guardian Trial, 10 Speakers, 3.251 Axle Ratio, 4-W...
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: 1C4PJMDXXLD526532
Stock: SP2511A
Certified Pre-Owned: No
Listed since: 04-23-2025 - Price Drop$25,725fair price$532 above market
- 24,829 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Lia Chrysler Jeep Dodge Ram Northampton (33 mi away)
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Located in Northampton, MA / 33 miles away from Pittsfield, MA
Slate Blue Pearlcoat 2021 Jeep Cherokee Limited 3.2L V6 9-Speed 948TE Automatic 4WDOne Owner - Clean CarFax *, Adaptive Cruise Control *, Lane Departu...
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: 1C4PJMDX7MD233561
Stock: MD233561L
Certified Pre-Owned: No
Listed since: 05-14-2025 - Price Drop$16,000good price$818 below market
- 99,276 miles
- 1 accident, 1 owner, personal use
- 5 Seats
- Romeo Toyota (62 mi away)
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Located in Glens Falls, NY / 62 miles away from Pittsfield, MA
Romeo Toyota proudly presents this 2019 Jeep Cherokee with Cold Weather Group (All-Season Floor Mats, Engine Block Heater, Heated Front Seats, and Win...
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: 1C4PJMLN6KD192269
Stock: 29331A
Certified Pre-Owned: No
Listed since: 05-15-2025 - $19,000fair price$311 below market
- 49,995 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Tony Mangino Mitsubishi (38 mi away)
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Located in Clifton Park, NY / 38 miles away from Pittsfield, MA
Sturdy and dependable, this 2019 Jeep Cherokee Latitude Plus 4x4 lets you cart everyone and everything you need. Tire Specific Low Tire Pressure Warni...
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: 1C4PJMLB1KD414206
Stock: D11685
Certified Pre-Owned: No
Listed since: 05-12-2025 - New Listing$22,998fair price$95 above market
- 48,246 miles
- 1 accident, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax East Haven (83 mi away)
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Located in East Haven, CT / 83 miles away from Pittsfield, MA
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: 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: 1C4PJMDX5MD128484
Stock: 27408166
Certified Pre-Owned: No - New Listing$17,998fair price$171 above market
- 80,759 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Herb Chambers Hyundai of Auburn (74 mi away)
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Located in Auburn, MA / 74 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX4KD155382
Stock: H4060ZZ
Certified Pre-Owned: No
Listed since: 02-25-2025 - $15,988fair price$308 above market
- 89,179 miles
- No accidents, 2 owners, personal use
- 5 Seats
- 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:
Listing Information:
VIN: 1C4PJMDB8JD556310
Stock: ML25235A
Certified Pre-Owned: No
Listed since: 04-02-2025 - $11,995good price$706 below market
- 135,431 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 21 City / 28 Hwy MPG
- Nutmeg Auto Wholesalers (58 mi away)
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Located in East Hartford, CT / 58 miles away from Pittsfield, MA
Meet our 2018 Jeep Cherokee Limited 4WD brought to you in Patriot Blue Pearl, and you'll soon see it serves up the perfect blend of luxury and capabil...
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:
23 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 1C4PJMDX2JD554631
Stock: 554631
Certified Pre-Owned: No
Listed since: 10-03-2024 - $13,988fair price$199 below market
- 85,333 miles
- 1 accident, 1 owner, personal use only
- 5 Seats
- Herb Chambers Chrysler Dodge Jeep Ram FIAT of Millbury (78 mi away)
Close
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: 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: 1C4PJMASXGW301496
Stock: ML25137A
Certified Pre-Owned: No
Listed since: 05-06-2025 - $15,995fair price$147 above market
- 96,179 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- The Highline Car Connection (61 mi away)
Close
Located in Waterbury, CT / 61 miles away from Pittsfield, MA
Velvet Red Pearlcoat 2019 Jeep Cherokee Limited 4WD 9-Speed 948TE Automatic 3.2L V6.....We Have Been In Business SINCE 1988. CELEBRATING 35 YEARS! 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/27 Highway)
Listing Information:
VIN: 1C4PJMDX6KD409707
Stock: 409707
Certified Pre-Owned: No
Listed since: 05-05-2025 - 21,072 miles
- No accidents, 1 owner, personal use
- 5 Seats
- Frank Siena's Auto Sales (98 mi away)
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Located in New Hampton, NY / 98 miles away from Pittsfield, MA
Get ready to take on the open road in style with this sleek and sophisticated 2022 Gray Jeep Cherokee! Boasting a 3.251 Final Drive Ratio, this beauty...
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: 1C4PJMMN2ND501058
Stock: 53229
Certified Pre-Owned: No- $12,900fair price$92 above market
- 79,354 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 28 Hwy MPG
- McGovern Hyundai of Milford (92 mi away)
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Located in Milford, MA / 92 miles away from Pittsfield, MA
Recent Arrival! McGovern Hyundai Of Milford is proud to present this... Deep Cherry Red Crystal Pearlcoat 2015 Jeep Cherokee Limited 3.2L V6 9-Speed 9...
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/28 Highway)
Listing Information:
VIN: 1C4PJMDS9FW688777
Stock: HN2709A
Certified Pre-Owned: No
Listed since: 03-30-2025 - New Listing
Photos not available$11,995good price$558 below market- 62,040 miles
- 5 Seats
- Lia Honda Albany (33 mi away)
- Home delivery*
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Located in Albany, NY / 33 miles away from Pittsfield, MA
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
Listing Information:
VIN: 1C4PJMAB5FW534023
Stock: FW534023T
Certified Pre-Owned: No
Listed since: 05-31-2025 - $17,999fair price$829 above market
- 58,874 miles
- No accidents, 2 owners, personal use
- 5 Seats, 21 City / 29 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 pleased to offer a positively stunning 2019 Jeep Cherokee Latitude in Velvet Red Pearlcoat over Black featuring *4X4*, *A...
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: 1C4PJMCB2KD213284
Stock: P1532
Certified Pre-Owned: No
Listed since: 04-07-2025 - $8,393fair price$55 above market
- 157,909 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5 Seats, 21 City / 28 Hwy MPG
- Adam Auto Sales (64 mi away)
Close
Located in Berlin, CT / 64 miles away from Pittsfield, MA
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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 1C4PJMDB5FW641357
Stock: 1357
Certified Pre-Owned: No - $21,895fair price$671 below market
- 52,233 miles
- 2 accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- The Highline Car Connection (61 mi away)
Close
Located in Waterbury, CT / 61 miles away from Pittsfield, MA
Diamond Black Crystal Pearlcoat 2021 Jeep Cherokee Limited 4WD 9-Speed 948TE Automatic 3.2L V6.....We Have Been In Business SINCE 1988. CELEBRATING ...
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: 1C4PJMDX8MD222794
Stock: 222794
Certified Pre-Owned: No
Listed since: 05-21-2025 - $19,211fair price$575 above market
- 60,439 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Shoreline Chrysler Dodge Jeep Ram (91 mi away)
Close
Located in Old Saybrook, CT / 91 miles away from Pittsfield, MA
2020 Jeep Cherokee Limited Sophistication Meets AdventureDrivetrain:The 2020 Jeep Cherokee Limited delivers a refined driving experience with impr...
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: 1C4PJMDX0LD582771
Stock: CP2055
Certified Pre-Owned: No
Listed since: 02-04-2025
Showing 64 - 84 out of 1,174 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.