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1,166 listings
  • $25,999
    fair price
    $234 above market
    • 28,203 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 24 Hwy MPG
    • Grava Chrysler Jeep Dodge Ram (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Medford, MA / 12 miles away from Milton, MA

    New Price! Bright White Clearcoat 2021 Jeep Cherokee Trailhawk 3.2L V6 9-Speed Automatic 4WD Odometer is 3601 miles below market average!

    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: 1C4PJMBX6MD159682
    Stock: J4X099A
    Certified Pre-Owned: No
    Listed since: 06-05-2024

  • Stock photo**
    $25,998
    fair price
    $743 above market
    • 22,337 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 27 Hwy MPG
    • Herb Chambers Cadillac of Lynnfield (19 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Lynnfield, MA / 19 miles away from Milton, MA

    INSPECTION COMPLETEDEvery 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 (19 City/27 Highway)

    Listing Information:

    VIN: 1C4PJMMX1ND500372
    Stock: CL3242
    Certified Pre-Owned: No
    Listed since: 06-03-2025

    • 41,324 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats, 21 City / 29 Hwy MPG
    • Enterprise Car Sales Woburn (18 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Woburn, MA / 18 miles away from Milton, 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: 1C4PJMMBXPD115349
    Stock: 7W48TG
    Certified Pre-Owned: No
    Listed since: 04-28-2025

    • 42,702 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 29 Hwy MPG
    • Enterprise Car Sales Woburn (18 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Woburn, MA / 18 miles away from Milton, 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: 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: 1C4PJMMB0PD114274
    Stock: 7W56FL
    Certified Pre-Owned: No
    Listed since: 04-28-2025

  • Price Drop
    Stock photo**
    $24,099
    fair price
    $372 above market
    • 40,680 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 27 Hwy MPG
    • McGovern Chrysler Jeep Dodge Ram (10 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Blind Spot Monitorin...
    Close

    Located in Newton, MA / 10 miles away from Milton, MA

    Recent Arrival! McGovern CDJR of Newton is proud to present this...Bright White Clearcoat 2022 Jeep Cherokee X 4WD 3.2L V6 9-Speed 948TE Automatic C...

    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: 1C4PJMCX1ND540890
    Stock: JU1707
    Certified Pre-Owned: Yes
    Listed since: 05-28-2025

  • $23,900
    fair price
    $46 below market
    • 42,933 miles
    • 1 accident, 1 owner, personal use
    • 5 Seats, 19 City / 27 Hwy MPG
    • McGovern Chrysler Jeep Dodge RAM of Acton (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Acton, MA / 24 miles away from Milton, MA

    McGovern Chrysler Jeep Dodge Ram of Acton proudly presents this McGovern Certified... 2021 Jeep Cherokee Limited Sting-Gray Clearcoat 3.2L V6 9-Speed ...

    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: 1C4PJMDX3MD206177
    Stock: RU775
    Certified Pre-Owned: Yes
    Listed since: 06-02-2025

  • New Listing
    Stock photo**
    $24,078
    fair price
    $853 above market
    • 42,100 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 24 Hwy MPG
    • Mercedes-Benz of Hanover (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Hanover, MA / 14 miles away from Milton, MA

    Bright White Clearcoat exterior and Black interior. Heated Seats, iPod/MP3 Input, Satellite Radio, Back-Up Camera, ENGINE: 3.2L V6 24V VVT W/ESS, Alum...

    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: 1C4PJMBX0MD241004
    Stock: MD241004
    Certified Pre-Owned: No
    Listed since: 06-07-2025

  • New Listing
    • 41,891 miles
    • 5 Seats, 19 City / 27 Hwy MPG
    • CarMax Norwood (7 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Norwood, MA / 7 miles away from Milton, 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 Unavailable.

    Features and Specs:

    22 Combined MPG (19 City/27 Highway)

    Listing Information:

    VIN: 1C4PJMDX6KD251014
    Stock: 27523983
    Certified Pre-Owned: No

  • New Listing
    • 101,580 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 5 Seats, 21 City / 28 Hwy MPG
    • CarMax Danvers (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Danvers, MA / 22 miles away from Milton, 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: 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: 1C4PJMDS9FW674653
    Stock: 27170805
    Certified Pre-Owned: No

    • 13,727 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 21 City / 29 Hwy MPG
    • Grava Chrysler Jeep Dodge Ram (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Medford, MA / 12 miles away from Milton, MA

    Certified Pre-OwnedCertified Pre-OwnedCertified Pre-OwnedCertified Pre-OwnedCertified Pre-OwnedCertified Pre-OwnedCertified Pre-OwnedCertified Pre-Own...

    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: 1C4PJMMB1PD104854
    Stock: J3C011A
    Certified Pre-Owned: Yes
    Listed since: 02-24-2023

    • 115,718 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 22 City / 31 Hwy MPG
    • McGovern Chrysler Jeep Dodge Ram (10 mi away)
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Trip Computer
    • Rear Bench Seats
    Close

    Located in Newton, MA / 10 miles away from Milton, 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:

    25 Combined MPG (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLAB7EW143299
    Stock: JN7435B
    Certified Pre-Owned: No
    Listed since: 05-29-2025

    • 75,374 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 21 City / 28 Hwy MPG
    • Ira Mazda (6 mi away)
    • AWD/4WD
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Trip Computer
    Close

    Located in Westwood, MA / 6 miles away from Milton, MA

    True Blue Pearlcoat exterior and Black interior. Heated Seats, Bluetooth®, iPod/MP3 Input, 4x4, ENGINE: 2.4L I4 MULTIAIR, TRANSMISSION: 9-SPEED 948TE ...

    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: 1C4PJMCB4EW270045
    Stock: EW270045
    Certified Pre-Owned: No
    Listed since: 05-26-2025

    • 110,234 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 21 City / 29 Hwy MPG
    • Herb Chambers Toyota of Boston (8 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Boston, MA / 8 miles away from Milton, MA

    INSPECTION COMPLETED. ** EXCELLENT CONDITION LOADED VEHICLE AT GREAT PRICE !! ** Every Herb Chambers Certified pre-owned vehicle receives a complete m...

    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: 1C4PJMLB0KD293586
    Stock: 2526104A
    Certified Pre-Owned: No
    Listed since: 05-19-2025

    • 116,685 miles
    • No accidents, 4 owners, personal use only
    • 5 Seats
    • Speed Motors of Tewksbury (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Tewksbury, MA / 24 miles away from Milton, MA

    Visit Speed Motors online at speedmotorsma.com to see more pictures of this vehicle or call us at 857-318-3572 today to schedule your test drive.

    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: 1C4PJMCS6FW523304
    Stock: 000022
    Certified Pre-Owned: No

  • New Listing
    • 7,623 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 27 Hwy MPG
    • Herb Chambers Chrysler Jeep Dodge Ram of Danvers (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Danvers, MA / 22 miles away from Milton, 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 (19 City/27 Highway)

    Listing Information:

    VIN: 1C4PJMDX7MD181641
    Stock: D25358A
    Certified Pre-Owned: Yes
    Listed since: 06-04-2025

    • 123,558 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 5 Seats, 21 City / 28 Hwy MPG
    • Auto Factory Automotive (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Peabody, MA / 20 miles away from Milton, MA

    Buckle up for a wild ride in this 2017 Jeep Cherokee! This sleek and stylish white beauty is ready to take you on all of life's adventures with its re...

    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: 1C4PJMDS7HW664917
    Stock: 664917
    Certified Pre-Owned: No

    • 105,914 miles
    • No accidents, 3 owners, personal use
    • 5 Seats, 21 City / 28 Hwy MPG
    • Auto Factory Automotive (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Power Driver Seat
    Close

    Located in Peabody, MA / 20 miles away from Milton, MA

    Buckle up for adventure in this sleek and stylish 2014 Jeep Cherokee! With its rugged 4-wheel drive capability, navigating through rough terrains is 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/28 Highway)

    Listing Information:

    VIN: 1C4PJMDS7EW184730
    Stock: 184730
    Certified Pre-Owned: No

    • 103,331 miles
    • No accidents, 3 owners, personal use
    • 5 Seats, 21 City / 28 Hwy MPG
    • Auto Factory Automotive (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Peabody, MA / 20 miles away from Milton, MA

    Buckle up and get ready for a wild ride in this sleek and stylish 2016 Jeep Cherokee! This white beauty is the perfect combination of adventure and co...

    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: 1C4PJMDS9GW285710
    Stock: 285710
    Certified Pre-Owned: No

    • 98,493 miles
    • No accidents, 3 owners, personal use
    • 5 Seats, 19 City / 27 Hwy MPG
    • Auto Factory Automotive (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Peabody, MA / 20 miles away from Milton, MA

    Take a ride in this sleek GRAY 2019 Jeep Cherokee and experience the perfect blend of style and functionality. This versatile vehicle is ready to take...

    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: 1C4PJMDXXKD417969
    Stock: 417969
    Certified Pre-Owned: No

    • 103,353 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 21 City / 28 Hwy MPG
    • Auto Factory Automotive (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Peabody, MA / 20 miles away from Milton, MA

    Jump in and buckle up for a wild ride with this sleek GRAY 2016 Jeep Cherokee! Equipped with Bluetooth connectivity, you can blast your favorite tunes...

    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: 1C4PJMDSXGW206075
    Stock: 206075
    Certified Pre-Owned: No

  • New Listing
    Stock photo**
    • 84,782 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 19 City / 27 Hwy MPG
    • Auto Factory Automotive (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Peabody, MA / 20 miles away from Milton, MA

    Introducing a sleek and stylish 2019 Jeep Cherokee in an eye-catching black color that demands attention on the road. This versatile SUV is ready to t...

    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: 1C4PJMDN2KD163866
    Stock: 163866
    Certified Pre-Owned: No

Showing 43 - 63 out of 1,166 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.