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
- $8,900fair price$107 below market
- 122,433 miles
- No accidents, 2 owners, personal use only
- 5 Seats
- Bruce Bennett Nissan of Danbury (75 mi away)
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Located in Danbury, CT / 75 miles away from Pittsfield, MA
BACK UP CAMERA, 6 Month Trial (Registration Required), 8.4" Touchscreen Display, All-Season Floor Mats, AM/FM radio, Cold Weather Group, Engine Block ...
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: 1C4PJMCB8HW594796
Stock: SL380444B
Certified Pre-Owned: No
Listed since: 05-03-2025 - $19,190fair price$467 below market
- 67,921 miles
- No accidents, 4 owners, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Bruce Bennett Nissan of Danbury (75 mi away)
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Located in Danbury, CT / 75 miles away from Pittsfield, MA
2 SETS OF KEYS, BACK UP CAMERA, FORWARD COLLISION WARNING, BLIND SPOT WARNING ALERT, LANE DEPARTURE ASSIST, APPLE CAR-PLAY/ ANDROID AUTO, CLEAN CARFAX...
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: 1C4PJMMX1MD109575
Stock: SC209675B
Certified Pre-Owned: No
Listed since: 01-29-2025 - Price Drop$19,999good price$1,178 below market
- 29,730 miles
- 1 accident, 2 owners, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Lia Nissan of Glens Falls (62 mi away)
- Home delivery*
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Located in Queensbury, NY / 62 miles away from Pittsfield, MA
Diamond Black Crystal Pearlcoat 2021 Jeep Cherokee Altitude Priced below KBB Fair Purchase Price! Odometer is 26211 miles below market average! 21/29 ...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB8MD117808
Stock: MD117808T
Certified Pre-Owned: No
Listed since: 04-25-2025 - $24,900fair price$661 below market
- 46,400 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Toyota of Nashua (94 mi away)
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Located in Nashua, NH / 94 miles away from Pittsfield, MA
Toyota of Nashua is proud to present this McGovern Certified... Diamond Black Crystal Pearlcoat 2022 Jeep Cherokee Limited 4WD 3.2L V6 9-Speed 948TE 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX7ND512266
Stock: C3986
Certified Pre-Owned: No
Listed since: 04-30-2025 - New Listing$16,999good price$1,381 below market
- 59,662 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- 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 proud to offer a truly gorgeous 2019 Jeep Cherokee Latitude Plus in Granite Crystal Metallic Clearcoat over Black featuri...
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: 1C4PJMLX9KD432920
Stock: 25309A
Certified Pre-Owned: No
Listed since: 07-21-2025 - New Listing$14,087fair price$594 below market
- 69,904 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Northwest Hills Chrysler Jeep Dodge Ram (45 mi away)
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Located in Torrington, CT / 45 miles away from Pittsfield, MA
2016 Jeep Cherokee Limited **CAR BRAVO CERTIFIED **, **Clean Carfax**, **All Wheel Drive**, Bluetooth Phone/Audio, **LOCALLY OWNED AND TRADED**, Chero...
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: 1C4PJMDS0GW214511
Stock: X25-692A
Certified Pre-Owned: No
Listed since: 07-18-2025 - $22,390fair price$341 below market
- 42,419 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Route 9 Nissan (83 mi away)
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Located in Westborough, MA / 83 miles away from Pittsfield, MA
LOW LOW MILES !!, NAVIGATION !!, APPLE CARPLAY !!, ANDROID AUTO !!, BLUETOOTH !!, LEATHER !!, HEATED AND COOLED SEATS !!, HEATED SECOND ROW SEATS !!, ...
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: 1C4PJMDXXMD243131
Stock: Y1079
Certified Pre-Owned: No
Listed since: 05-15-2025 - $22,222fair price$519 below market
- 62,490 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Colonial Subaru (72 mi away)
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Located in Danbury, CT / 72 miles away from Pittsfield, MA
CARFAX One-Owner. Clean CARFAX. Granite Crystal Metallic Clearcoat 2022 Jeep Cherokee Limited 4WD 9-Speed 948TE Automatic 3.2L V6 Quick Order Package ...
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: 1C4PJMDX5ND532600
Stock: N9210A
Certified Pre-Owned: No
Listed since: 07-16-2025 - $6,900great price$2,735 below market
- 114,256 miles
- 2 accidents, 3 owners, corporate fleet vehicle
- 5 Seats
- Infinite Auto Mall (80 mi away)
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Located in New Windsor, NY / 80 miles away from Pittsfield, MA
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:
Listing Information:
VIN: 1C4PJMDS4FW688251
Stock: JE8825
Certified Pre-Owned: No - Price Drop$26,149fair price$158 below market
- 14,245 miles
- 1 accident, 1 owner, personal use only
- 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
Hydro Blue Pearlcoat 2022 Jeep Cherokee Latitude Lux 3.2L V6 9-Speed 948TE Automatic 4WDLane Departure Warning *, Blind Spot Monitoring *, Rear Cross ...
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: 1C4PJMMX2ND545918
Stock: ND545918R
Certified Pre-Owned: No
Listed since: 05-22-2025 - New Listing$17,860good price$2,332 below market
- 56,182 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Bruce Bennett Nissan of Danbury (75 mi away)
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Located in Danbury, CT / 75 miles away from Pittsfield, MA
Recent Arrival!Bright White Clearcoat 2019 Jeep Cherokee Limited 4WD 9-Speed 948TE Automatic 3.2L V6
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: 1C4PJMDX3KD306826
Stock: SC272166A
Certified Pre-Owned: No
Listed since: 07-18-2025 - $28,298fair price$143 above market
- 17,146 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 20 City / 26 Hwy MPG
- Herb Chambers INFINITI 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
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 (20 City/26 Highway)
Listing Information:
VIN: 1C4PJMBN4PD104649
Stock: HIN7173XX
Certified Pre-Owned: No
Listed since: 06-01-2025 - Price Drop$25,025fair price$321 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$24,625fair price$417 above market
- 27,578 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
Bright White Clearcoat 2021 Jeep Cherokee Limited 3.2L V6 9-Speed 948TE Automatic 4WDOne Owner - Clean CarFax *, Adaptive Cruise Control *, Lane Depar...
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: 1C4PJMDX8MD243676
Stock: MD243676L
Certified Pre-Owned: No
Listed since: 05-22-2025 - $11,499fair price$329 below market
- 129,330 miles
- 1 accident, 2 owners, rental vehicle
- 5 Seats
- Driveway (34 mi away)
- Home delivery*
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Located in Albany, NY / 34 miles away from Pittsfield, MA
Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,Remote Start,Satellite Radio,WiFi Hotspot,4 Cylin...
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:
Listing Information:
VIN: 1C4PJMDB4HW519401
Stock: HW519401A
Certified Pre-Owned: No - $22,300fair price$316 above market
- 47,955 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: 1C4PJMMB8PD111753
Stock: PE77562
Certified Pre-Owned: No
Listed since: 06-10-2025 - $25,200fair price$665 above market
- 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 - Price Drop$26,249fair price$51 above market
- 27,155 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
Granite Crystal Metallic Clearcoat 2022 Jeep Cherokee Limited 3.2L V6 9-Speed 948TE Automatic 4WDOne Owner - Clean CarFax *, Adaptive Cruise Control *...
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: 1C4PJMDXXND507644
Stock: ND507644L
Certified Pre-Owned: No
Listed since: 04-23-2025 - Price Drop$24,187fair price$284 above market
- 30,585 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
Billet Silver Metallic Clearcoat 2021 Jeep Cherokee Limited 3.2L V6 9-Speed 948TE Automatic 4WDOne Owner - Clean CarFax *, Adaptive Cruise Control *, ...
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: 1C4PJMDX4MD221626
Stock: MD221626L
Certified Pre-Owned: No
Listed since: 04-23-2025 - $28,999fair price$723 above market
- 19,155 miles
- No accidents, 1 owner, personal use
- 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: 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: 1C4PJMDN0ND531997
Stock: U531997
Certified Pre-Owned: No
Listed since: 07-02-2025 - $27,999fair price$275 above market
- 21,700 miles
- No accidents, 1 owner, personal use
- 5 Seats
- Main Motorcar (68 mi away)
- Home delivery*
Close
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: 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: 1C4PJMDN7ND513318
Stock: U513318
Certified Pre-Owned: No
Listed since: 07-01-2025
Showing 43 - 63 out of 1,530 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.