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97 listings
  • New Listing
    $34,991
    great price
    $3,059 below market
    • 37,008 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 18 City / 24 Hwy MPG
    • Porsche Westwood (6 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    Heated Leather Seats, Sunroof, NAV, Rear Air, Power Liftgate, All Wheel Drive, Panoramic Roof, Turbo, AUDI GUARD PROTECTION KIT, S SPORT PACKAGE, BLAC...

    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 (18 City/24 Highway)

    Listing Information:

    VIN: WA1B4AFY0M2011732
    Stock: M2011732
    Certified Pre-Owned: No
    Listed since: 08-23-2025

  • Price Drop
    $41,598
    good price
    $1,239 below market
    • 14,835 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 24 Hwy MPG
    • Audi Brookline, A Herb Chambers Company (2 mi away)
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Brookline, MA / 2 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:

    21 Combined MPG (19 City/24 Highway)

    Listing Information:

    VIN: WA1B4AFY8N2136561
    Stock: AB5549
    Certified Pre-Owned: No
    Listed since: 05-31-2025

  • $54,995
    fair price
    $46 above market
    • 5,220 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 19 City / 24 Hwy MPG
    • Wellesley Volkswagen (8 mi away)
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Wellesley, MA / 8 miles away from Jamaica Plain, MA

    Highlights of this 2024 Audi SQ5 include: SPECIAL PURCHASE! AUDI COMPANY CAR, CLEAN CARFAX HISTORY, CARFAX 1-Owner, Excellent Condition, ONLY 4,997 Mi...

    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 (19 City/24 Highway)

    Listing Information:

    VIN: WA1B4AFY6R2096275
    Stock: 1915
    Certified Pre-Owned: No
    Listed since: 08-06-2025

  • Price Drop
    $40,998
    fair price
    $76 above market
    • 23,195 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 24 Hwy MPG
    • Audi Brookline, A Herb Chambers Company (2 mi away)
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Brookline, MA / 2 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:

    21 Combined MPG (19 City/24 Highway)

    Listing Information:

    VIN: WA1B4AFYXN2109507
    Stock: AB5553
    Certified Pre-Owned: No
    Listed since: 05-31-2025

  • Price Drop
    • 38,948 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 24 Hwy MPG
    • Mercedes-Benz of Lynnfield (16 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    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:

    21 Combined MPG (19 City/24 Highway)

    Listing Information:

    VIN: WA1B4AFY9K2033662
    Stock: F413518A
    Certified Pre-Owned: No
    Listed since: 08-04-2025

  • Price Drop
    $21,487
    fair price
    $755 above market
    • 110,839 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 24 Hwy MPG
    • BMW of Norwood (8 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Norwood, MA / 8 miles away from Jamaica Plain, MA

    Mythos Black metallic exterior and Black interior. Heated Leather Seats, NAV, Sunroof, All Wheel Drive, Panoramic Roof, Turbo, PRESTIGE PACKAGE, WARM ...

    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 (19 City/24 Highway)

    Listing Information:

    VIN: WA1C4AFY3K2048324
    Stock: K2048324
    Certified Pre-Owned: No
    Listed since: 08-19-2025

  • Price Drop
    $22,798
    fair price
    $666 above market
    • 83,709 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 19 City / 24 Hwy MPG
    • Audi Brookline, A Herb Chambers Company (2 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Brookline, MA / 2 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:

    21 Combined MPG (19 City/24 Highway)

    Listing Information:

    VIN: WA1A4AFY5J2102793
    Stock: AB5633
    Certified Pre-Owned: No
    Listed since: 08-22-2025

  • New Listing
    $33,998
    fair price
    $405 above market
    • 45,738 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 18 City / 24 Hwy MPG
    • Herb Chambers Porsche (12 mi away)
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Natick, MA / 12 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: WA1B4BFY1M2007890
    Stock: HR2772A
    Certified Pre-Owned: No
    Listed since: 08-26-2025

  • Price Drop
    • 10,519 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 24 Hwy MPG
    • Audi Brookline, A Herb Chambers Company (2 mi away)
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Brookline, MA / 2 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:

    21 Combined MPG (19 City/24 Highway)

    Listing Information:

    VIN: WA1B4AFY9P2031997
    Stock: 542704A
    Certified Pre-Owned: No
    Listed since: 08-15-2025

  • Price Drop
    • 122,350 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 24 Hwy MPG
    • Herb Chambers Toyota of Boston (4 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Boston, MA / 4 miles away from Jamaica Plain, MA

    INSPECTION COMPLETED. ** METICULOUSLY MAINTAINED!! ONE OWNER NO ACCIDENTS!! ** Every Herb Chambers pre-owned vehicle receives a complete multi-point i...

    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 (19 City/24 Highway)

    Listing Information:

    VIN: WA1A4AFY4J2008338
    Stock: 2511368A
    Certified Pre-Owned: No
    Listed since: 08-17-2025

  • Price Drop
    $19,999
    good price
    $1,099 below market
    • 96,605 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 5 Seats, 19 City / 24 Hwy MPG
    • Drive Max (18 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    21 Combined MPG (19 City/24 Highway)

    Listing Information:

    VIN: WA1C4AFY2J2091275
    Stock: 11-8270
    Certified Pre-Owned: No

    • 63,790 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 18 City / 23 Hwy MPG
    • Subaru of Wakefield (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

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

    Looking for a used car at an affordable price? Check out this 2020! Arriving fully equipped with the latest luxury, powertrain and technological innov...

    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 (18 City/23 Highway)

    Listing Information:

    VIN: WA1B4AFY1L2018588
    Stock: 2671
    Certified Pre-Owned: No
    Listed since: 08-07-2025

  • Price Drop
    • 10,342 miles
    • 1 accident, 1 owner, personal use
    • 5 Seats, 19 City / 24 Hwy MPG
    • Audi Burlington (14 mi away)
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Burlington, MA / 14 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: 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 (19 City/24 Highway)

    Listing Information:

    VIN: WA1B4AFY3R2135517
    Stock: A9285
    Certified Pre-Owned: Yes
    Listed since: 06-03-2025

  • New Listing
    $17,995
    fair price
    $212 above market
    • 83,380 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 5 Seats, 17 City / 24 Hwy MPG
    • Prime Auto Sales (18 mi away)
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

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

    19 Combined MPG (17 City/24 Highway)

    Listing Information:

    VIN: WA1CCAFP8GA018100
    Stock: CVK-333
    Certified Pre-Owned: No

  • $13,995
    fair price
    $163 above market
    • 134,730 miles
    • 1 accident, 2 owners, personal use only
    • 5 Seats, 17 City / 24 Hwy MPG
    • Prime Auto Sales (18 mi away)
    • AWD/4WD
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

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

    19 Combined MPG (17 City/24 Highway)

    Listing Information:

    VIN: WA1CCAFP4GA041390
    Stock: CVK-589
    Certified Pre-Owned: No

  • $26,998
    great price
    $1,968 below market
    • 51,260 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 24 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from KS to MA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Merriam, KS / 1,252 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: No

    Features and Specs:

    21 Combined MPG (19 City/24 Highway)

    Listing Information:

    VIN: WA1A4AFY7K2080345
    Stock: 27403825
    Certified Pre-Owned: No

    • 44,562 miles
    • 1 accident, 2 owners, personal use only
    • 5 Seats, 18 City / 24 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in San Antonio, TX / 1,760 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: 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: WA1C4AFYXM2027456
    Stock: 2003738590
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • New Listing
    $28,590
    great price
    $2,540 below market
    • 49,767 miles
    • No accidents, 3 owners, personal use only
    • 5 Seats, 19 City / 24 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Buffalo, NY / 393 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:

    21 Combined MPG (19 City/24 Highway)

    Listing Information:

    VIN: WA1C4AFY1K2097926
    Stock: 2003791932
    Certified Pre-Owned: No
    Listed since: 06-07-2025

  • Price Drop
    $41,500
    good price
    $1,408 below market
    • 21,901 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 19 City / 24 Hwy MPG
    • Sarris Auto Sales (5 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Watertown, MA / 5 miles away from Jamaica Plain, MA

    Visit Sarris Auto Sales online at sarrisauto.com to see more pictures of this vehicle or call us at 6**-9**-3*** today to schedule your test driv...

    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 (19 City/24 Highway)

    Listing Information:

    VIN: WA1B4AFY0N2049060
    Stock: 3580
    Certified Pre-Owned: No
    Listed since: 02-22-2025

  • Price Drop
    • 62,255 miles
    • 1 accident, 2 owners, personal use
    • 5 Seats, 19 City / 24 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Verona, NJ / 190 miles away from Jamaica Plain, MA

    Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,Navigation System,Premium Soun...

    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: Yes

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    21 Combined MPG (19 City/24 Highway)

    Listing Information:

    VIN: WA1B4AFY3K2134499
    Stock: K2134499J
    Certified Pre-Owned: No

  • Price Drop
    $23,555
    good price
    $1,819 below market
    • 73,421 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 19 City / 24 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fontana, CA / 2,545 miles away from Jamaica Plain, MA

    High Demand,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Leather Seats,Navigation System,Premium Sound,Satellit...

    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 (19 City/24 Highway)

    Listing Information:

    VIN: WA1B4AFY1K2023224
    Stock: K2023224P
    Certified Pre-Owned: No

Showing 1 - 21 out of 97 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.