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198 listings
  • $86,998
    fair price
    $1,086 above market
    • 41,588 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 15 City / 19 Hwy MPG
    • Porsche Burlington (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Burlington, MA / 18 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:

    17 Combined MPG (15 City/19 Highway)

    Listing Information:

    VIN: WP1AG2AY9NDA38955
    Stock: P9087B
    Certified Pre-Owned: Yes
    Listed since: 05-10-2025

  • Price Drop
    $33,995
    fair price
    $707 above market
    • 98,050 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 18 City / 23 Hwy MPG
    • Prestige Motor Sales (13 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Malden, MA / 13 miles away from Milton, MA

    The 2019 Porsche Cayenne S delivers an extraordinary blend of luxury, performance, and cutting-edge technology, making it a standout in the world of h...

    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: WP1AB2AY5KDA62096
    Stock: A62096
    Certified Pre-Owned: No

    • 5,370 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Porsche Burlington (18 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Burlington, MA / 18 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: WP1AA2AY5SDA00152
    Stock: PL9029
    Certified Pre-Owned: Yes
    Listed since: 06-06-2025

  • $72,698
    fair price
    $247 above market
    • 15,727 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats, 18 City / 22 Hwy MPG
    • Jaguar Peabody (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Peabody, MA / 21 miles away from Milton, MA

    McGovern Land Rover of Peabody is proud to present this... Gray 2021 Porsche Cayenne S AWD 2.9L V6 8-Speed Automatic with Tiptronic CARFAX One-Owner....

    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 (18 City/22 Highway)

    Listing Information:

    VIN: WP1AB2AY7MDA29166
    Stock: P1975AA
    Certified Pre-Owned: No
    Listed since: 06-23-2025

    • 19,637 miles
    • 1 accident, 2 owners, personal use
    • 5 Seats, 17 City / 22 Hwy MPG
    • Herb Chambers Porsche (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Natick, MA / 15 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: 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/22 Highway)

    Listing Information:

    VIN: WP1AA2AY0NDA06428
    Stock: R2777
    Certified Pre-Owned: Yes
    Listed since: 07-07-2025

  • Stock photo**
    $49,991
    fair price
    $156 above market
    • 46,134 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 23 Hwy MPG
    • Porsche Westwood (6 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    Jet Black Metallic exterior and Black interior. Leather, Nav System, Aluminum Wheels, All Wheel Drive, Power Liftgate, Back-Up Camera, Serviced here, ...

    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 (19 City/23 Highway)

    Listing Information:

    VIN: WP1AA2AY7MDA01757
    Stock: MDA01757
    Certified Pre-Owned: Yes
    Listed since: 07-10-2025

    • 18,049 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 16 City / 23 Hwy MPG
    • Jaguar Boston (8 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Boston, MA / 8 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:

    19 Combined MPG (16 City/23 Highway)

    Listing Information:

    VIN: WP1AD2A23JLA80302
    Stock: B514564A
    Certified Pre-Owned: No
    Listed since: 06-23-2025

    • 4,565 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Herb Chambers Porsche (15 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Natick, MA / 15 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: WP1AA2AY4SDA02054
    Stock: R2784
    Certified Pre-Owned: Yes
    Listed since: 07-07-2025

    • 2,979 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Herb Chambers Porsche (15 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Natick, MA / 15 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: WP1AA2AYXSDA02821
    Stock: R2782
    Certified Pre-Owned: Yes
    Listed since: 07-07-2025

    • 8,231 miles
    • No accidents, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Herb Chambers Porsche (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Natick, MA / 15 miles away from Milton, 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: WP1AA2AY4RDA00038
    Stock: R00038
    Certified Pre-Owned: No
    Listed since: 09-27-2024

    • 6,140 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Porsche Burlington (18 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Burlington, MA / 18 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: WP1AA2AYXSDA02365
    Stock: PL9033
    Certified Pre-Owned: Yes
    Listed since: 07-01-2025

    • 8,034 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Porsche Burlington (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Burlington, MA / 18 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: WP1AA2AY6RDA13552
    Stock: PL9040
    Certified Pre-Owned: No
    Listed since: 07-15-2025

    • 56,498 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats, 19 City / 23 Hwy MPG
    • Jaguar Boston (8 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Boston, MA / 8 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: 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/23 Highway)

    Listing Information:

    VIN: WP1AA2AY2KDA16017
    Stock: B312663A
    Certified Pre-Owned: No
    Listed since: 06-14-2025

    • 22,912 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 16 City / 22 Hwy MPG
    • Boston Motorsports Maserati (9 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Boston, MA / 9 miles away from Milton, MA

    Boston Motorsports is proud to present this beautiful 1-Owner 2022 Porsche Cayenne S Platinum Edition 2.9L V6 8-Speed Automatic with Tiptronic Transmi...

    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 (16 City/22 Highway)

    Listing Information:

    VIN: WP1AB2AY0NDA31956
    Stock: MU2337
    Certified Pre-Owned: No
    Listed since: 06-26-2025

    • 31,316 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 17 City / 22 Hwy MPG
    • Porsche Westwood (6 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    Mahogany Metallic exterior and Truffle Brown interior. Leather, Nav System, Aluminum Wheels, All Wheel Drive, Power Liftgate, Back-Up Camera, Serviced...

    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 (17 City/22 Highway)

    Listing Information:

    VIN: WP1AA2AY6PDA09062
    Stock: PDA09062
    Certified Pre-Owned: Yes
    Listed since: 07-10-2025

    • 34,856 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 17 City / 22 Hwy MPG
    • Herb Chambers Porsche (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Natick, MA / 15 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:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: WP1AA2AY4NDA04620
    Stock: R2778
    Certified Pre-Owned: Yes
    Listed since: 07-07-2025

    • 19,407 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats, 16 City / 23 Hwy MPG
    • Herb Chambers Porsche (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Natick, MA / 15 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: 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 (16 City/23 Highway)

    Listing Information:

    VIN: WP1AA2A26BLA06107
    Stock: S07916A
    Certified Pre-Owned: No
    Listed since: 06-28-2025

    • 3,216 miles
    • No accidents, personal use only
    • 5 Seats, 15 City / 21 Hwy MPG
    • Herb Chambers Porsche (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Natick, MA / 15 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: Title information not provided

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    17 Combined MPG (15 City/21 Highway)

    Listing Information:

    VIN: WP1AL2AYXRDA34401
    Stock: R34401
    Certified Pre-Owned: Yes
    Listed since: 04-03-2025

    • 46,173 miles
    • No accidents, 1 owner, personal use
    • 17 mi est. electric range
    • 5 Seats, 20 City / 22 Hwy MPG
    • Porsche Burlington (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Burlington, MA / 18 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:

    21 Combined MPG (20 City/22 Highway)

    Listing Information:

    VIN: WP1AE2AYXPDA12339
    Stock: P9140
    Certified Pre-Owned: Yes
    Listed since: 05-03-2025

  • Price Drop
    • 134,970 miles
    • 2 accidents, 2 owners, personal use
    • 5 Seats, 19 City / 24 Hwy MPG
    • Prestige Motor Sales (13 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Power Driver Seat
    Close

    Located in Malden, MA / 13 miles away from Milton, MA

    The 2016 Porsche Cayenne exemplifies the perfect fusion of performance, luxury, and everyday utility in the midsize SUV segment. With Porsche's legend...

    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: WP1AA2A25GKA37796
    Stock: A37796
    Certified Pre-Owned: No

    • 42,674 miles
    • 1 accident, 1 owner, personal use
    • 5 Seats, 15 City / 19 Hwy MPG
    • Herb Chambers Porsche (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Natick, MA / 15 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: 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 (15 City/19 Highway)

    Listing Information:

    VIN: WP1AG2AY2NDA38442
    Stock: R2751
    Certified Pre-Owned: Yes
    Listed since: 06-02-2025

Showing 22 - 42 out of 198 listings
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