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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1,486 listings
- Price Drop$12,000great price$3,560 below market
- 109,077 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Ingersoll Auto of Danbury (73 mi away)
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Located in Danbury, CT / 73 miles away from Pittsfield, MA
Priced below KBB Fair Purchase Price! 9 Amplified Speakers w/Subwoofer (DISC), Anodized Gun Metal Interior Accents, Black Day Light Opening Moldings, ...
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: 1C4PJMDX7KD476252
Stock: T476252
Certified Pre-Owned: No
Listed since: 06-23-2025 - $9,995great price$3,646 below market
- 97,200 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5 Seats, 21 City / 30 Hwy MPG
- A Better Way Wholesale Autos (66 mi away)
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Located in Naugatuck, CT / 66 miles away from Pittsfield, MA
- Sleek gray exterior with luxurious black leather interior - Efficient 2.4L I4 engine with 180hp for a smooth drive - Packed with safety features: ...
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:
25 Combined MPG (21 City/30 Highway)
Listing Information:
VIN: 1C4PJLDB6JD591003
Stock: 591003N
Certified Pre-Owned: No - $10,995great price$3,351 below market
- 110,014 miles
- No accidents, 2 owners, personal use
- 5 Seats
- A Better Way Wholesale Autos (66 mi away)
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Located in Naugatuck, CT / 66 miles away from Pittsfield, MA
- Experience the thrill of the road with a robust 3.2L V6 engine delivering 271 horsepower. - Stay connected and entertained with the advanced Uconne...
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: 1C4PJMLX9JD505346
Stock: 505346N
Certified Pre-Owned: No - Price Drop$9,995great price$2,995 below market
- 101,954 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5 Seats, 22 City / 31 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 smooth power and efficiency with a 2.4L I4 engine delivering 180hp. - Enjoy seamless connectivity with Bluetooth, Android Auto, and voic...
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB9KD226172
Stock: 226172N
Certified Pre-Owned: No - Price Drop$16,995great price$3,440 below market
- 74,512 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- A Better Way Wholesale Autos (66 mi away)
Close
Located in Naugatuck, CT / 66 miles away from Pittsfield, MA
- Experience luxury and comfort with the 2021 Jeep Cherokee Limited's other leather interior. - Feel the power of the 3.2L V6 engine delivering 271 h...
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: 1C4PJMDX0MD204886
Stock: 204886N
Certified Pre-Owned: No - $17,811great price$3,316 below market
- 80,318 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- 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:
Listing Information:
VIN: 1C4PJMDN2LD548507
Stock: 250209A
Certified Pre-Owned: No
Listed since: 04-29-2025 - $21,500great price$3,056 below market
- 30,045 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 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 Lux Edition - Hydro Blue Pearlcoat exterior on Black Leather interior with Navigation / GPS / NAV, Remote Start, Apple CarPlay / An...
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: Yes
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMB4PD115492
Stock: 115492
Certified Pre-Owned: No
Listed since: 04-03-2025 - Price Drop$13,993great price$2,670 below market
- 98,514 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Driveway (68 mi away)
- Home delivery*
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Located in Wappingers Falls, NY / 68 miles away from Pittsfield, MA
CarFax No Accidents Reported,Apple CarPlay,Automatic Parking,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats...
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: 1C4PJMDX2KD137379
Stock: 620646A
Certified Pre-Owned: No - $9,495great price$1,784 below market
- 104,612 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 21 City / 28 Hwy MPG
- A Better Way Wholesale Autos (66 mi away)
Close
Located in Naugatuck, CT / 66 miles away from Pittsfield, MA
- Reliable performance with a robust 3.2L V6 engine delivering 271 horsepower. - Stylish and practical with chrome roof rails and crossbars, plus LED...
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: 1C4PJMCS6HW649293
Stock: 649293N
Certified Pre-Owned: No - $20,000great price$2,637 below market
- 46,867 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Key Chevrolet of White River (96 mi away)
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Located in White River Junction, VT / 96 miles away from Pittsfield, MA
At Key Chevrolet of White River, our team is focused on helping you find the vehicle you want without any hassle or pressure. The sales process will b...
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: 1C4PJMDX2MD104904
Stock: W4217C
Certified Pre-Owned: No
Listed since: 04-10-2025 - New Listing$14,495great price$3,425 below market
- 64,175 miles
- 1 accident, 3 owners, rental vehicle
- 5 Seats, 22 City / 31 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
Recent Arrival! Granite Crystal Metallic Clearcoat This Cherokee Limited is nicely equipped with Quick Order Package 2BG, 10 Speakers, 3.734 Axle Rati...
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLDB8LD530075
Stock: L24622A
Certified Pre-Owned: No
Listed since: 07-18-2025 
Photos not available$7,566great price$1,954 below market- 148,133 miles
- No accidents, 3 owners, personal use only
- 5 Seats
- Whaling City Mazda (96 mi away)
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Located in New London, CT / 96 miles away from Pittsfield, MA
2015 Jeep Cherokee LimitedCALL WHALING CITY MAZDA FOR AVAILABILITY 860-443-2489.Granite Crystal Metallic Clearcoat 9-Speed 948TE Automatic 3.2L V6...
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: 1C4PJMDS2FW550949
Stock: P1534A
Certified Pre-Owned: No
Listed since: 07-14-2025- $20,295great price$2,554 below market
- 52,669 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 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
Granite Crystal Metallic Clearcoat CARFAX One-Owner. Clean CARFAX. This Cherokee Altitude is nicely equipped with Quick Order Package 2BT, 4-Wheel Dis...
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/29 Highway)
Listing Information:
VIN: 1C4PJMMB6PD115672
Stock: K7201
Certified Pre-Owned: No
Listed since: 04-23-2025 - Price Drop$20,000great price$2,484 below market
- 48,623 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats
- Automax Pre Owned Marlborough (88 mi away)
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Located in Marlborough, MA / 88 miles away from Pittsfield, MA
AWD / 4x4 Latitude Lux Edition - Sting-Gray Clearcoat exterior on Black Leather interior with Remote Start, Apple CarPlay / Android Auto, Heated 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:
Listing Information:
VIN: 1C4PJMMN4ND536703
Stock: 536703
Certified Pre-Owned: No
Listed since: 05-15-2025 - $22,500great price$2,733 below market
- 28,667 miles
- 1 accident, 1 owner, personal use
- 5 Seats, 18 City / 24 Hwy MPG
- Automax Pre Owned Marlborough (88 mi away)
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Located in Marlborough, MA / 88 miles away from Pittsfield, MA
Only 28k Miles - AWD / 4x4 Trailhawk Edition - Diamond Black exterior on Black Partial Leatherette interior with Navigation / GPS / NAV, Panorama Sunr...
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/24 Highway)
Listing Information:
VIN: 1C4PJMBXXMD240331
Stock: 240331
Certified Pre-Owned: No
Listed since: 03-28-2025 - Price Drop$24,936great price$2,043 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)
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX8ND503219
Stock: 9338
Certified Pre-Owned: Yes
Listed since: 06-03-2025 - $9,995good price$2,253 below market
- 98,433 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 21 City / 30 Hwy MPG
- A Better Way Wholesale Autos (66 mi away)
Close
Located in Naugatuck, CT / 66 miles away from Pittsfield, MA
- **Mileage Efficiency:** With 98,433 miles, this 2017 Jeep Cherokee Latitude is a seasoned traveler ready for many more adventures. - **Powerful Per...
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:
25 Combined MPG (21 City/30 Highway)
Listing Information:
VIN: 1C4PJLCBXHW573698
Stock: 573698N
Certified Pre-Owned: No - $11,999fair price$823 below market
- 104,761 miles
- No accidents, 1 owner, 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: 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: 1C4PJMCS3GW226427
Stock: T515413A
Certified Pre-Owned: No
Listed since: 06-12-2025 - $12,495fair price$225 below market
- 80,621 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 21 City / 28 Hwy MPG
- Harte Volkswagen Of Meriden (69 mi away)
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Located in Meriden, CT / 69 miles away from Pittsfield, MA
2016 Odometer is 19141 miles below market average! Jeep Cherokee Latitude 9-Speed 948TE AutomaticWe make buying cars easy! Outstanding service, Flexib...
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: 1C4PJMCS1GW162971
Stock: VW2500A
Certified Pre-Owned: No
Listed since: 06-17-2025 - $17,699fair price$32 below market
- 58,341 miles
- No accidents, 2 owners, personal use
- 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
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: 1C4PJMDB7JD554712
Stock: 24142B
Certified Pre-Owned: No
Listed since: 06-10-2025 - $25,500fair price$681 below market
- 40,085 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
McGovern Chrysler Jeep Dodge Ram of Acton proudly presents this McGovern Certified... 2021 Jeep Cherokee Trailhawk 4X4 Bright White Clearcoat 3.2L V6 ...
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: 1C4PJMBX2MD226150
Stock: RU783
Certified Pre-Owned: Yes
Listed since: 06-17-2025
Showing 1 - 21 out of 1,486 listings
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