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  • Price Drop
    $92,900
    great price
    $8,849 below market
    • 4,071 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Boston Motorsports Maserati (84 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Boston, MA / 84 miles away from Brattleboro, VT

    Boston Motorsports is proud to present this new model year 2025 Porsche Cayenne 3.0L V6 8-Speed Automatic Transmission with Tiptronic AWD optioned in ...

    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: WP1AA2AY4SDA01423
    Stock: MU2343
    Certified Pre-Owned: No
    Listed since: 07-08-2025

  • $82,995
    great price
    $8,714 below market
    • 11,099 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Porsche of Clifton Park (54 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Mechanicville, NY / 54 miles away from Brattleboro, VT

    CARFAX One-Owner. Clean CARFAX. Black 2024 Porsche Cayenne AWD 8-Speed Automatic with Tiptronic 3.0L V6 Black/Bordeaux Red w/Leather Seat Trim w/Two-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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: WP1AA2AY1RDA09862
    Stock: 2291A
    Certified Pre-Owned: Yes
    Listed since: 07-11-2025

  • Price Drop
    $102,900
    great price
    $10,063 below market
    • 12,745 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 15 City / 21 Hwy MPG
    • Boston Motorsports Maserati (84 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Boston, MA / 84 miles away from Brattleboro, VT

    Boston Motorsports is proud to present this beautifully spec'd 2024 Porsche Cayenne S 4.0L V8 8-Speed Automatic with Tiptronic Transmission AWD option...

    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/21 Highway)

    Listing Information:

    VIN: WP1AL2AY3RDA32537
    Stock: MU2315
    Certified Pre-Owned: No
    Listed since: 06-10-2025

  • $25,995
    great price
    $4,142 below market
    • 102,770 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 19 City / 23 Hwy MPG
    • Shamrock Motors (67 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in East Windsor, CT / 67 miles away from Brattleboro, VT

    *CARFAX CERTIFIED* *REAR ENTERTAINMENT DVD* *PANORAMIC SUNROOF* *PREMIUM PLUS PACKAGE* *$90,740.00 ORIGINAL WINDOW STICKER* We encourage you to shop 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:

    21 Combined MPG (19 City/23 Highway)

    Listing Information:

    VIN: WP1AA2AY5KDA01673
    Stock: SMA01673
    Certified Pre-Owned: No
    Listed since: 08-13-2025

  • Price Drop
    $132,987
    fair price
    $5,159 below market
    • 2,510 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 15 City / 22 Hwy MPG
    • Porsche Stratham (89 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Stratham, NH / 89 miles away from Brattleboro, VT

    PORSCHE CERTIFIED!! CAYENNE GTS! LIKE NEW IN AND OUT! AMAZING OPTIONS! ONE OWNER! Arctic Grey, Premium Package, Sport Chrono, Sport Design Pkg, Heads ...

    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/22 Highway)

    Listing Information:

    VIN: WP1AG2AY4SDA24957
    Stock: DP6911
    Certified Pre-Owned: Yes
    Listed since: 05-21-2025

  • $89,987
    fair price
    $1,999 below market
    • 7,107 miles
    • No accidents, personal use only
    • 5 Seats
    • Porsche Stratham (89 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Stratham, NH / 89 miles away from Brattleboro, VT

    PORSCHE CERTIFIED PRE-OWNED! LOW MILEAGE! Dolomite Silver Metallic 2025 Porsche Cayenne AWD 8-Speed Automatic with Tiptronic 3.0L V6AN Standard Interi...

    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: WP1AA2AY4SDA00255
    Stock: DP7027
    Certified Pre-Owned: Yes
    Listed since: 07-15-2025

  • Price Drop
    $82,998
    fair price
    $477 below market
    • 12,544 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Porsche Burlington (79 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Burlington, MA / 79 miles away from Brattleboro, VT

    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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: WP1AA2AY8RDA13181
    Stock: SA06109A
    Certified Pre-Owned: Yes
    Listed since: 07-16-2025

  • $67,448
    good price
    $4,466 below market
    • 15,727 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats, 18 City / 22 Hwy MPG
    • Jaguar Peabody (88 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Peabody, MA / 88 miles away from Brattleboro, VT

    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

  • Price Drop
    • 46,642 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 15 mi est. electric range
    • 5 Seats, 17 City / 20 Hwy MPG
    • Boston Motorsports Maserati (84 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Boston, MA / 84 miles away from Brattleboro, VT

    Boston Motorsports is proud to present this highly optioned 1-Owner 2021 Porsche Cayenne E-Hybrid Turbo S Electric Motor 8-Speed Automatic with Tiptro...

    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:

    18 Combined MPG (17 City/20 Highway)

    Listing Information:

    VIN: WP1AH2AY5MDA38110
    Stock: ML320X
    Certified Pre-Owned: No
    Listed since: 06-12-2025

  • Price Drop
    $96,998
    fair price
    $359 above market
    • 2,985 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Herb Chambers Porsche (76 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Natick, MA / 76 miles away from Brattleboro, VT

    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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: WP1AA2AYXSDA02821
    Stock: HR2782
    Certified Pre-Owned: Yes
    Listed since: 07-07-2025

  • Price Drop
    $82,998
    good price
    $3,284 below market
    • 41,588 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 15 City / 19 Hwy MPG
    • Porsche Burlington (79 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Burlington, MA / 79 miles away from Brattleboro, VT

    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:

    17 Combined MPG (15 City/19 Highway)

    Listing Information:

    VIN: WP1AG2AY9NDA38955
    Stock: P9087B
    Certified Pre-Owned: Yes
    Listed since: 05-30-2025

  • $26,995
    fair price
    $332 below market
    • 106,309 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 23 Hwy MPG
    • Shamrock Motors (67 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in East Windsor, CT / 67 miles away from Brattleboro, VT

    *CARFAX CERTIFIED ONE OWNER* *NAVIGATION* PANORAMIC SUNROOF* *PREMIUM PACKAGE $6600* *TRIPLE BLACK BEAUTY*We encourage you to shop around and compare ...

    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/23 Highway)

    Listing Information:

    VIN: WP1AA2AY2KDA13103
    Stock: SMA13103
    Certified Pre-Owned: No
    Listed since: 07-11-2025

  • $65,998
    fair price
    $536 below market
    • 22,411 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 22 Hwy MPG
    • Audi Shrewsbury (63 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Shrewsbury, MA / 63 miles away from Brattleboro, VT

    Recent Arrival!Audi of Shrewsbury is proud to present this...2021 Porsche Cayenne S Red 2.9L V6 8-Speed Automatic with Tiptronic AWD Clean CARFAX.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 (18 City/22 Highway)

    Listing Information:

    VIN: WP1AB2AY1MDA27915
    Stock: AU3168
    Certified Pre-Owned: No
    Listed since: 08-13-2025

  • Price Drop
    • 27,344 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 17 mi est. electric range
    • 5 Seats, 20 City / 22 Hwy MPG
    • Porsche Burlington (79 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Burlington, MA / 79 miles away from Brattleboro, VT

    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: 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 (20 City/22 Highway)

    Listing Information:

    VIN: WP1AE2AY0NDA26327
    Stock: P9147
    Certified Pre-Owned: Yes
    Listed since: 05-30-2025

  • $13,699
    fair price
    $69 below market
    • 95,722 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 5 Seats, 12 City / 17 Hwy MPG
    • Choice Motor Car (84 mi away)
    • AWD/4WD
    • Navigation
    • Leather Seats
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Plainville, CT / 84 miles away from Brattleboro, VT

    Low low mileage Porsche Cayenne turbo with the NS1 factory upgrade to 500hp. This truck is beautiful and runs great. Super sleek styling and beautiful...

    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:

    14 Combined MPG (12 City/17 Highway)

    Listing Information:

    VIN: WP1AC29P05LA91797
    Stock: A91797
    Certified Pre-Owned: No
    Listed since: 07-15-2024

  • $30,997
    good price
    $1,493 below market
    • 98,050 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 18 City / 23 Hwy MPG
    • Prestige Motor Sales (87 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Malden, MA / 87 miles away from Brattleboro, VT

    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

  • Stock photo**
    $51,987
    good price
    $2,441 below market
    • 21,335 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 23 Hwy MPG
    • Porsche Stratham (89 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Stratham, NH / 89 miles away from Brattleboro, VT

    PREMIUM PACKAGE PLUS! ONE OWNER! Moonlight Blue Metallic 2021 Porsche Cayenne AWD 8-Speed Automatic with Tiptronic 3.0L V6QM Standard Interior in 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 (19 City/23 Highway)

    Listing Information:

    VIN: WP1AA2AYXMDA07004
    Stock: DP6901A
    Certified Pre-Owned: No
    Listed since: 08-06-2025

  • Price Drop
    $47,998
    fair price
    $1,181 above market
    • 68,533 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 17 City / 22 Hwy MPG
    • Herb Chambers INFINITI of Westborough (65 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Westborough, MA / 65 miles away from Brattleboro, VT

    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:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: WP1AA2AY8NDA06578
    Stock: H25002A
    Certified Pre-Owned: No
    Listed since: 07-17-2025

  • New Listing
    $83,998
    fair price
    $1,199 below market
    • 6,916 miles
    • 5 Seats, 17 City / 23 Hwy MPG
    • Herb Chambers Porsche (76 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Natick, MA / 76 miles away from Brattleboro, VT

    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 Unavailable.

    Features and Specs:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: WP1AA2AY6RDA13437
    Stock: HR2717
    Certified Pre-Owned: Yes
    Listed since: 05-30-2025

  • $19,995
    good price
    $1,515 below market
    • 89,325 miles
    • 2 accidents, 5 owners, rental vehicle
    • 5 Seats, 17 City / 23 Hwy MPG
    • A Better Way Wholesale Autos (95 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Naugatuck, CT / 95 miles away from Brattleboro, VT

    - Experience the thrill of driving with a robust 3.6L V6 engine delivering 300 horsepower and 295 lb-ft of torque. - Indulge in luxury with a sophist...

    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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: WP1AA2A23JKA02780
    Stock: A02780N
    Certified Pre-Owned: No

  • Price Drop
    $64,999
    fair price
    $1,144 below market
    • 34,408 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 22 Hwy MPG
    • Porsche of Wallingford (98 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Wallingford, CT / 98 miles away from Brattleboro, VT

    2022 Porsche Cayenne Platinum Edition Jet Black Metallic with Standard Interior in Black/Mojave BeigeThe *2022 Porsche Cayenne Platinum Edition* emb...

    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: WP1AA2AY0NDA06218
    Stock: W2840
    Certified Pre-Owned: Yes
    Listed since: 08-11-2025

Showing 1 - 21 out of 245 listings
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