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126 listings
  • $12,998
    good price
    $2,508 below market
    • 100,330 miles
    • 2 accidents, 2 owners, personal use only
    • 14 City / 21 Hwy MPG
    • Mercedes-Benz of Boston (6 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Somerville, MA / 6 miles away from Jamaica Plain, MA

    Capri Blue Metallic exterior and Cashmere/Savanna interior. Nav System, Moonroof, Heated/Cooled Leather Seats, Multi-CD Changer, iPod/MP3 Input, 4MATI...

    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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG8GB9BA397329
    Stock: M15755A
    Certified Pre-Owned: No
    Listed since: 08-21-2025

  • Price Drop
    $64,498
    fair price
    $568 below market
    • 30,634 miles
    • No accidents, 2 owners, personal use only
    • 21 City / 30 Hwy MPG
    • Herb Chambers Lexus of Hingham (14 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Hingham, MA / 14 miles away from Jamaica Plain, MA

    INSPECTION COMPLETED Every Herb Chambers pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who inspect the 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:

    24 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: W1K6G6DB3NA154830
    Stock: HP3118XX
    Certified Pre-Owned: No
    Listed since: 07-09-2025

  • Price Drop
    $65,300
    fair price
    $1,881 below market
    • 43,033 miles
    • No accidents, 1 owner, personal use only
    • 8cyl automatic
    • Autobahn USA (24 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Westborough, MA / 24 miles away from Jamaica Plain, MA

    Autobahn USA Westborough is proud to present this... designo Diamond White Metallic 2017 Mercedes-Benz S-Class S 63 AMG® 4MATIC® 5.5L V8 DOHC 32V Bi-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:

    17 Combined MPG (14 City/22 Highway)

    Listing Information:

    VIN: WDDXK7JB0HA031424
    Stock: DM5376X
    Certified Pre-Owned: No
    Listed since: 08-15-2025

  • Price Drop
    • 29,156 miles
    • No accidents, 1 owner, personal use only
    • Mercedes-Benz of Boston (6 mi away)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Somerville, MA / 6 miles away from Jamaica Plain, MA

    Black exterior and Black interior. Heated/Cooled Leather Seats, Nav System, Moonroof, Back-Up Camera, Power Liftgate, Panoramic Roof, Full-Time 4MATIC...

    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: W1K6G6KB2RA272182
    Stock: M313666A
    Certified Pre-Owned: Yes
    Listed since: 07-26-2025

  • $74,848
    fair price
    $701 above market
    • 31,183 miles
    • No accidents, 2 owners, personal use only
    • 16 City / 25 Hwy MPG
    • Jaguar Peabody (19 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Peabody, MA / 19 miles away from Jamaica Plain, MA

    McGovern Land Rover of Peabody is proud to present this gorgeous Nautical Blue 2022 Mercedes-Benz S-Class S 580 4MATIC® 4.0L V8 9-Speed AutomaticFea...

    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:

    19 Combined MPG (16 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB5NA070963
    Stock: P2037AA
    Certified Pre-Owned: No
    Listed since: 07-24-2025

  • $38,990
    fair price
    $983 above market
    • 73,439 miles
    • No accidents, 5 owners, personal use
    • 15 City / 23 Hwy MPG
    • Acton Auto Boutique (21 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Acton, MA / 21 miles away from Jamaica Plain, MA

    Recently re-acquired. Nicely spec-ed, desirable color, and am absolute beast. Designo Diamond White Paint, Warmth and Comfort Package, Night Vision, ...

    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:

    18 Combined MPG (15 City/23 Highway)

    Listing Information:

    VIN: WDDUG7JB4FA161496
    Stock: 161496
    Certified Pre-Owned: No
    Listed since: 07-25-2025

    • 5,775 miles
    • No accidents, personal use only
    • 17 City / 25 Hwy MPG
    • Mercedes-Benz of Lynnfield (16 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Lynnfield, MA / 16 miles away from Jamaica Plain, MA

    BUY WITH CONFIDENCE The Herb Chambers Companies generates over 3 billion dollars in sales each year with over 2,400 employees. Last year over 60,000 p...

    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:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB4SA318535
    Stock: 25318535
    Certified Pre-Owned: No
    Listed since: 05-30-2025

  • Price Drop
    • 5,735 miles
    • No accidents, 1 owner, personal use only
    • 17 City / 25 Hwy MPG
    • Mercedes-Benz of Lynnfield (16 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Lynnfield, MA / 16 miles away from Jamaica Plain, 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:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB6SA318391
    Stock: CVP15388
    Certified Pre-Owned: Yes
    Listed since: 07-22-2025

    • 17,010 miles
    • No accidents, 1 owner, personal use only
    • 18 City / 26 Hwy MPG
    • Mercedes-Benz of Sudbury (14 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sudbury, MA / 14 miles away from Jamaica Plain, MA

    We spent $1,177.92 getting this vehicle ready for you -- including a 165 point safety inspection, oil change, new wiper blades, and a full interior an...

    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/26 Highway)

    Listing Information:

    VIN: W1K6G7GBXRA281694
    Stock: M72800A
    Certified Pre-Owned: Yes
    Listed since: 08-03-2025

  • Price Drop
    • 9,159 miles
    • No accidents, 2 owners, personal use
    • 20 City / 28 Hwy MPG
    • Mercedes-Benz of Lynnfield (16 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Lynnfield, MA / 16 miles away from Jamaica Plain, MA

    INSPECTION COMPLETED Every Herb Chambers pre-owned vehicle receives a complete multi-point inspection by factory trained technicians who inspect the 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:

    23 Combined MPG (20 City/28 Highway)

    Listing Information:

    VIN: W1K6G6DB3PA179570
    Stock: F337635A
    Certified Pre-Owned: Yes
    Listed since: 08-19-2025

  • Price Drop
    • 34,840 miles
    • No accidents, 1 owner, personal use
    • 16 City / 25 Hwy MPG
    • Mercedes-Benz of Boston (6 mi away)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Somerville, MA / 6 miles away from Jamaica Plain, MA

    MANUFAKTUR Cashmere White Magno exterior and Sienna Brown/Black interior. NAV, Heated/Cooled Leather Seats, Sunroof, Back-Up Camera, Power Liftgate, F...

    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:

    19 Combined MPG (16 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB2NA151211
    Stock: M15789
    Certified Pre-Owned: Yes
    Listed since: 07-31-2025

  • New Listing
    Photos not available
    • 72,948 miles
    • No accidents, 2 owners, personal use only
    • 15 City / 24 Hwy MPG
    • Mercedes-Benz of Boston (6 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Somerville, MA / 6 miles away from Jamaica Plain, MA

    Black exterior and Black interior. Nav System, Moonroof, Heated/Cooled Leather Seats, Satellite Radio, Premium Sound System, Aluminum Wheels, Turbo Ch...

    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:

    18 Combined MPG (15 City/24 Highway)

    Listing Information:

    VIN: WDDNG9EB3CA437091
    Stock: M331216A
    Certified Pre-Owned: No
    Listed since: 08-26-2025

    • 170,120 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 14 City / 20 Hwy MPG
    • Smart Buy Malden (11 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Malden, MA / 11 miles away from Jamaica Plain, MA

    With absolute credit approval, most will drive with as little as $500 down. Check us Out! Smart Buy USA is located at 495 Broadway Rt99 in Malden 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: No

    Features and Specs:

    16 Combined MPG (14 City/20 Highway)

    Listing Information:

    VIN: WDDNG86X18A162624
    Stock: M162624
    Certified Pre-Owned: No
    Listed since: 06-14-2025

  • Price Drop
    • 48,820 miles
    • No accidents, 1 owner, personal use
    • 21 City / 30 Hwy MPG
    • Autobahn USA (24 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Westborough, MA / 24 miles away from Jamaica Plain, MA

    Autobahn USA Westborough is proud to present this... Black 2022 Mercedes-Benz S-Class S 500 4MATIC® 3.0L V6 Turbocharged 9-Speed Automatic 4MATIC® CAR...

    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/30 Highway)

    Listing Information:

    VIN: W1K6G6DB7NA074009
    Stock: AB7144
    Certified Pre-Owned: No
    Listed since: 08-18-2025

  • $27,399
    fair price
    $696 above market
    • 82,163 miles
    • No accidents, 4 owners, personal use only
    • 16 City / 26 Hwy MPG
    • Drive Max (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in West Bridgewater, MA / 18 miles away from Jamaica Plain, 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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB4GA259329
    Stock: 11-7226
    Certified Pre-Owned: No

  • New Listing
    Photos not available
    • 92,427 miles
    • 15 City / 23 Hwy MPG
    • Herb Connolly Chevrolet (14 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Framingham, MA / 14 miles away from Jamaica Plain, MA

    NA

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    18 Combined MPG (15 City/23 Highway)

    Listing Information:

    VIN: WDDUG7JB9FA128476
    Stock: F8364
    Certified Pre-Owned: No
    Listed since: 08-30-2025

    • 119,568 miles
    • No accidents, 4 owners, personal use only
    • 14 City / 21 Hwy MPG
    • EZ Auto Care (15 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Wakefield, MA / 15 miles away from Jamaica Plain, 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG8GB8AA312205
    Stock: 12205
    Certified Pre-Owned: No

  • New Listing
    $74,995
    great price
    $6,272 below market
    • 18,980 miles
    • No accidents, 1 owner, personal use only
    • 8cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sterling, VA / 401 miles away from Jamaica Plain, MA

    Low Mileage,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Keyless Start,Lane Keeping Assist,...

    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:

    20 Combined MPG (17 City/26 Highway)

    Listing Information:

    VIN: W1KXJ8GB2LA050209
    Stock: LA050209R
    Certified Pre-Owned: No

  • Price Drop
    $26,999
    great price
    $4,809 below market
    • 100,105 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Bloomfield, NJ / 189 miles away from Jamaica Plain, MA

    CarFax No Accidents Reported,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Lea...

    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 (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB8KA458147
    Stock: BBP10062
    Certified Pre-Owned: No

  • New Listing
    $70,990
    good price
    $3,312 below market
    • 20,176 miles
    • No accidents, 2 owners, personal use
    • 20 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Birmingham, AL / 1,045 miles away from Jamaica Plain, 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:

    23 Combined MPG (20 City/28 Highway)

    Listing Information:

    VIN: W1K6G6DB1PA217555
    Stock: 2004011717
    Certified Pre-Owned: No
    Listed since: 08-25-2025

  • Price Drop
    $79,998
    good price
    $7,588 below market
    • 32,135 miles
    • No accidents, 1 owner, personal use only
    • 16 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NC to MA*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Raleigh, NC / 595 miles away from Jamaica Plain, 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:

    19 Combined MPG (16 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB2PA177388
    Stock: 27124090
    Certified Pre-Owned: No

Showing 1 - 21 out of 126 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.