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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1,468 listings
- $24,320good price$1,691 below market
- 37,987 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 24 Hwy MPG
- Executive Dodge Jeep Ram of Wallingford (73 mi away)
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Located in Wallingford, CT / 73 miles away from Pittsfield, MA
2022 Jeep Cherokee 4D Sport Utility Diamond Black Crystal Pearlcoat Trailhawk 3.2L V6 9-Speed 948TE Automatic 4WD
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: 1C4PJMBX2ND506362
Stock: MZ9089
Certified Pre-Owned: No
Listed since: 05-02-2025 - New Listing$22,750good price$1,524 below market
- 48,287 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Stephen Toyota (55 mi away)
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Located in Bristol, CT / 55 miles away from Pittsfield, MA
2022 Jeep Cherokee CARFAX One-Owner. Clean CARFAX. X4x4 4 Wheel drive, All-Season Floor Mats, Aluminum Alloy Wheels, Back Up Camera/Rear Camera, Bluet...
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: 1C4PJMCX7ND556365
Stock: UA38256A
Certified Pre-Owned: No
Listed since: 07-08-2025 - Price Drop$19,398good price$1,487 below market
- 61,105 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Wiz Autos (87 mi away)
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Located in Stratford, CT / 87 miles away from Pittsfield, MA
Tax, title, registration, destination and acquisitions fees and $995 dealer conveyance fees (which is subject to negotiation) not included in prices 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: 1C4PJMDX3MD138222
Stock: 108678
Certified Pre-Owned: No
Listed since: 05-10-2025 - $12,677fair price$719 below market
- 68,176 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5 Seats
- 1st International Auto Group (94 mi away)
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Located in Merrimack, NH / 94 miles away from Pittsfield, MA
==> WE SERVICE WHAT WE SELL !!! SO BUY WITH CONFIDENCE *** NEW TIRES!!! BRAND NEW BRAKES *** ONLY 68K MILES !!!*** IN GREAT CONDITION! WELL MAINTAINED...
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: 1C4PJMAB5GW213567
Stock: N-2316
Certified Pre-Owned: No
Listed since: 06-14-2025 - New Listing$20,590fair price$271 above market
- 61,459 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Cleveland, OH / 439 miles away from Pittsfield, MA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
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: 1C4PJMDX3LD576267
Stock: 2003827649
Certified Pre-Owned: No
Listed since: 06-26-2025 - $16,985good price$894 below market
- 92,165 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 24 Hwy MPG
- House of Cars (69 mi away)
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Located in Meriden, CT / 69 miles away from Pittsfield, MA
House of Cars CT strives to provide reliable pre-owned motor vehicles at competitive prices, ultimately creating the best value for the customer. SAFE...
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: 1C4PJMBX1KD126926
Stock: 2247T
Certified Pre-Owned: No
Listed since: 05-15-2025 - $16,404good price$1,948 below market
- 62,649 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Hudson Valley Chrysler Dodge Jeep Ram (77 mi away)
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Located in Newburgh, NY / 77 miles away from Pittsfield, MA
What a great deal on this 2019 Jeep! Very clean and very well priced! Jeep prioritized practicality, efficiency, and style by including: power windows...
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: 1C4PJMCX6KD382672
Stock: 6307
Certified Pre-Owned: No
Listed since: 07-17-2025 - New Listing$15,988good price$1,224 below market
- 62,996 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Bennington Nissan (31 mi away)
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Located in Bennington, VT / 31 miles away from Pittsfield, MA
Recent Arrival! 2019 Jeep Cherokee Latitude Odometer is 26654 miles below market average!Fina Auto Mall is proud to present you with another True Mark...
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: 1C4PJMCB0KD474848
Stock: N1551A
Certified Pre-Owned: No
Listed since: 07-30-2025 - $24,378good price$1,540 below market
- 24,143 miles
- No accidents, 1 owner, personal use
- 5 Seats
- Driveway (In-stock online)
- Home delivery*
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Located in Costa Mesa, CA / 2,473 miles away from Pittsfield, MA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyl...
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: 1C4PJMMN6ND541448
Stock: ND541448S
Certified Pre-Owned: No - $7,995fair price$422 below market
- 143,848 miles
- No accidents, 6 owners, personal use only
- 5 Seats
- Hilario's Auto Sales (75 mi away)
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Located in Worcester, MA / 75 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: 1C4PJMCS5FW578004
Stock: 7278
Certified Pre-Owned: No
Listed since: 03-19-2025 - $16,690good price$879 below market
- 74,379 miles
- No accidents, 1 owner, personal use
- 5 Seats, 21 City / 29 Hwy MPG
- Greendale Auto Mall (75 mi away)
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Located in Worcester, MA / 75 miles away from Pittsfield, MA
Clean Carfax, No Accidents Reported TO Carfax, Personal Vehicle. All prices do not reflect a $499 dealer documentation fee, emission testing Charge, 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLBXKD287696
Stock: 105560
Certified Pre-Owned: No
Listed since: 06-16-2025 - New Listing$24,974fair price$378 below market
- 19,693 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Casey Chrysler Dodge Jeep Ram of Springfield (70 mi away)
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Located in Springfield, VT / 70 miles away from Pittsfield, MA
Bright White Clearcoat 2021 Jeep Cherokee Limited 4WD 9-Speed 948TE Automatic 3.2L V6Recent Arrival! 19/27 City/Highway MPG*Why Buy at Casey CDJR of S...
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: 1C4PJMDX7MD229803
Stock: SP1407
Certified Pre-Owned: No
Listed since: 07-30-2025 - New Listing$9,100fair price$842 below market
- 123,927 miles
- No accidents, 2 owners, personal use
- 5 Seats, 21 City / 28 Hwy MPG
- New England Motors (76 mi away)
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Located in Fitchburg, MA / 76 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 1C4PJMCB5FW686834
Stock: 0000064
Certified Pre-Owned: No
Listed since: 07-29-2025 - Price Drop$26,987good price$996 below market
- 16,605 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Papa's Dodge Jeep Chrysler Ram (60 mi away)
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Located in New Britain, CT / 60 miles away from Pittsfield, MA
CARFAX One-Owner. Granite Crystal Metallic Clearcoat 2022 Jeep Cherokee Limited 4WD 9-Speed 948TE Automatic 3.2L V6 3.2L V6, Granite Crystal Metallic ...
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: 1C4PJMDX6ND517362
Stock: U14806
Certified Pre-Owned: No
Listed since: 07-12-2025 - $21,990fair price$883 above market
- 51,603 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 24 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Indianapolis, IN / 696 miles away from Pittsfield, MA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
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: 1C4PJMBX0KD363276
Stock: 2003823242
Certified Pre-Owned: No
Listed since: 06-19-2025 - Price Drop$19,750good price$1,477 below market
- 56,455 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Stephens Chrysler Jeep Dodge Ram Of Greenwich (47 mi away)
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Located in Greenwich, NY / 47 miles away from Pittsfield, MA
Clean CARFAX, and low miles! Recent Arrival! Odometer is 4528 miles below market average! 19/27 City/Highway MPGGive us the chance to show you why our...
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: 1C4PJMDX8KD365371
Stock: U10548A
Certified Pre-Owned: No
Listed since: 07-27-2025 - Price Drop$20,990good price$894 below market
- 42,321 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Cincinnati, OH / 632 miles away from Pittsfield, MA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
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: 1C4PJMMX1MD221471
Stock: 2003778560
Certified Pre-Owned: No
Listed since: 06-03-2025 - $23,998fair price$273 below market
- 29,395 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Bolles Motors (57 mi away)
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Located in Ellington, CT / 57 miles away from Pittsfield, MA
Check out this 2021! You'll appreciate its safety and technology features! With less than 30,000 miles on the odometer, this 4 door sport utility vehi...
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: 1C4PJMMXXMD242612
Stock: 904637
Certified Pre-Owned: Yes
Listed since: 05-30-2025 - $21,998fair price$510 below market
- 23,206 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 20 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to MA*
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Located in Fort Myers, FL / 1,198 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: 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:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX4ND515880
Stock: 27607858
Certified Pre-Owned: No - New Listing$14,000good price$1,636 below market
- 48,531 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 28 Hwy MPG
- Brigham-Gill Chrysler Jeep Dodge Ram (98 mi away)
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Located in Natick, MA / 98 miles away from Pittsfield, MA
Recent Arrival! Brigham-Gill Village CDJR is proud to present you with another True Market Priced Pre-Owned Vehicle. This 2016 Jeep Cherokee Latitude ...
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: 1C4PJMCS0GW331913
Stock: J50272A
Certified Pre-Owned: No
Listed since: 07-31-2025 - $23,590fair price$480 below market
- 30,563 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Mercedes-Benz of North Haven (75 mi away)
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Located in North Haven, CT / 75 miles away from Pittsfield, MA
Odometer is 8959 miles below market average! CARFAX One-Owner. Clean CARFAX.Quick Order Package 26G.Bright White Clearcoat 2021 Jeep Cherokee Limited ...
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: 1C4PJMDX9MD243783
Stock: 17962MA5
Certified Pre-Owned: No
Listed since: 03-30-2025
Showing 295 - 315 out of 1,468 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.