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1,174 listings
    • 89,905 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 5 Seats, 19 City / 27 Hwy MPG
    • Shamrock Motors (52 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in East Windsor, CT / 52 miles away from Pittsfield, MA

    *AUTOCHECK CERTIFIED* *HEATED SEATS* *HEATED STEERING WHEEL* *REAR VISION CAMERA* *APPLE CARPLAY* We encourage you to shop around and compare our pric...

    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: 1C4PJMDX5KD303958
    Stock: SM303958
    Certified Pre-Owned: No
    Listed since: 04-18-2025

    • 36,068 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 27 Hwy MPG
    • Lia Chrysler Jeep Dodge Ram Northampton (33 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    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: 1C4PJMDX7MD226061
    Stock: MD226061L
    Certified Pre-Owned: No
    Listed since: 04-23-2025

  • Price Drop
    $23,500
    fair price
    $120 above market
    • 38,466 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 18 City / 24 Hwy MPG
    • Harte Volkswagen Of Meriden (69 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Meriden, CT / 69 miles away from Pittsfield, MA

    Harte VW & Harte Family Motors all at one location now! New Owners and New Management, here for you! We always have your best interest at Harte!!2021 ...

    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/24 Highway)

    Listing Information:

    VIN: 1C4PJMBX1MD219710
    Stock: VW2310
    Certified Pre-Owned: No
    Listed since: 11-20-2024

  • $20,328
    fair price
    $196 above market
    • 85,593 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 27 Hwy MPG
    • Key Chrysler Dodge Jeep Ram of White River (95 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in White River Junction, VT / 95 miles away from Pittsfield, MA

    Sting-Gray Clearcoat CARFAX One-Owner. Clean CARFAX. This Cherokee Limited is nicely equipped with Quick Order Package 26G, 10 Speakers, 3.251 Axle Ra...

    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: 1C4PJMDX0MD101242
    Stock: L24465A
    Certified Pre-Owned: No
    Listed since: 05-09-2025

  • $26,221
    fair price
    $159 above market
    • 40,214 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 27 Hwy MPG
    • Allen Mello Chrysler Jeep Dodge Ram (94 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    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: 1C4PJMDX8ND522157
    Stock: 250184A
    Certified Pre-Owned: No
    Listed since: 05-09-2025

  • $27,187
    fair price
    $385 above market
    • 14,131 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats, 19 City / 27 Hwy MPG
    • Lia Chrysler Jeep Dodge Ram Northampton (33 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Northampton, MA / 33 miles away from Pittsfield, MA

    Recent Arrival! Hydro Blue Pearlcoat 2022 Jeep Cherokee Latitude Lux 3.2L V6 9-Speed 948TE Automatic 4WDLane Departure Warning *, Blind Spot Monitorin...

    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
    • 59,249 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 24 Hwy MPG
    • Driveway (34 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Albany, NY / 34 miles away from Pittsfield, MA

    CarFax No Accidents Reported,CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,...

    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: 1C4PJMBX1ND530152
    Stock: ND530152A
    Certified Pre-Owned: No

  • $6,995
    fair price
    $314 below market
    • 152,924 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 5 Seats
    • Worcester Auto Outlet (75 mi away)
    • AWD/4WD
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Upgraded Engine
    Close

    Located in Worcester, MA / 75 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: 1C4PJMCS2EW152186
    Stock: 142186
    Certified Pre-Owned: No

    • 38,710 miles
    • Frame damage reported, 3 owners, corporate fleet vehicle
    • 5 Seats
    • A Better Way Wholesale Autos (66 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    Close

    Located in Naugatuck, CT / 66 miles away from Pittsfield, MA

    - **Low Mileage**: Only 38,710 miles, offering longevity and reliability for years to come. - **Powerful Performance**: 3.2L V6 engine with 271 horse...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1C4PJMCSXHW637700
    Stock: 637700NL
    Certified Pre-Owned: No

  • $15,890
    fair price
    $200 below market
    • 98,419 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 5 Seats, 19 City / 27 Hwy MPG
    • Faris Auto Mall (60 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Manchester, CT / 60 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:

    22 Combined MPG (19 City/27 Highway)

    Listing Information:

    VIN: 1C4PJMDX2KD218110
    Stock: NV11528
    Certified Pre-Owned: No

  • $13,955
    fair price
    $420 above market
    • 100,538 miles
    • 1 accident, 3 owners, personal use
    • 5 Seats
    • Romeo Chevrolet Buick GMC (50 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Lake Katrine, NY / 50 miles away from Pittsfield, MA

    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: 1C4PJMBB4HW632459
    Stock: KM25145
    Certified Pre-Owned: No
    Listed since: 05-07-2025

  • New Listing
    $17,500
    fair price
    $233 above market
    • 107,398 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 5 Seats, 18 City / 24 Hwy MPG
    • Sonia's Auto Sales (76 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Worcester, MA / 76 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: Yes

    Features and Specs:

    21 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 1C4PJMBX3KD314783
    Stock: KD314783
    Certified Pre-Owned: No

    • 43,522 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats, 21 City / 29 Hwy MPG
    • Enterprise Car Sales Manchester (99 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Manchester, NH / 99 miles away from Pittsfield, MA

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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: 1C4PJMMB9PD113091
    Stock: 7WXX4C
    Certified Pre-Owned: No
    Listed since: 04-21-2025

    • 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*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Queensbury, NY / 62 miles away from Pittsfield, MA

    Diamond Black Crystal Pearlcoat 2021 Jeep Cherokee Altitude Odometer is 26455 miles below market average! 21/29 City/Highway MPGAltitude Package, Brak...

    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

  • Price Drop
    $15,000
    fair price
    $13 below market
    • 55,465 miles
    • 2 accidents, 2 owners, personal use
    • 5 Seats
    • Romeo Toyota (62 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Glens Falls, NY / 62 miles away from Pittsfield, MA

    Romeo Toyota proudly presents this 2016 Jeep Cherokee with Comfort/Convenience Group (Air Conditioning ATC w/Dual Zone Control, Humidity Sensor, Premi...

    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: 1C4PJMCS6GW206513
    Stock: SP2537A
    Certified Pre-Owned: No
    Listed since: 05-16-2025

  • $18,325
    fair price
    $411 above market
    • 84,255 miles
    • 1 accident, 1 owner, personal use
    • 5 Seats, 19 City / 27 Hwy MPG
    • McGovern Volvo Cars of Albany (36 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Northeast Colonie, NY / 36 miles away from Pittsfield, MA

    McGovern Volvo Cars Albany is proud to present this Pre Owned 2020 Jeep Cherokee Limited SUV. This vehicle features: Diamond Black Crystal Pearlcoat M...

    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: 1C4PJMDX1LD574419
    Stock: V1620A
    Certified Pre-Owned: No
    Listed since: 03-22-2025

    • 22,696 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 27 Hwy MPG
    • Shoreline Chrysler Dodge Jeep Ram (91 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Old Saybrook, CT / 91 miles away from Pittsfield, MA

    2022 Jeep Cherokee Limited is a refined compact SUV that blends rugged capability with upscale comfort. Designed for those who want both adventure and...

    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: 1C4PJMDX5ND508118
    Stock: CP2444
    Certified Pre-Owned: No
    Listed since: 04-29-2025

    • 113,500 miles
    • 1 accident, 2 owners, personal use
    • 5 Seats
    • CarMax Waterbury (65 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Waterbury, CT / 65 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:

    Listing Information:

    VIN: 1C4PJMDSXGW123262
    Stock: 27019037
    Certified Pre-Owned: No

  • Price Drop
    Stock photo**
    $23,541
    fair price
    $153 above market
    • 42,419 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 27 Hwy MPG
    • Route 9 Nissan (83 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    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: 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: 1C4PJMDXXMD243131
    Stock: Y1079
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • $26,999
    fair price
    $235 above market
    • 35,873 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 27 Hwy MPG
    • Albrecht Chrysler Dodge Jeep Ram of Westboro (86 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Westborough, MA / 86 miles away from Pittsfield, MA

    ALBRECHT CDJR of WESTBORO is excited to offer a positively gorgeous 2022 Jeep Cherokee Limited in Diamond Black Crystal Pearlcoat over Black featuring...

    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: 1C4PJMDX3ND514984
    Stock: P1607
    Certified Pre-Owned: No
    Listed since: 05-21-2025

  • New Listing
    • 109,410 miles
    • 1 accident, 2 owners, personal use only
    • 5 Seats
    • CarMax Westborough (85 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Westborough, MA / 85 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:

    Listing Information:

    VIN: 1C4PJMDS3EW197703
    Stock: 27239400
    Certified Pre-Owned: No

Showing 85 - 105 out of 1,174 listings
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