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223 listings
  • Price Drop
    $19,472
    great price
    $6,074 below market
    • 87,836 miles
    • No accidents, 3 owners, personal use
    • 5 Seats, 17 City / 23 Hwy MPG
    • Ingersoll Auto of Danbury (73 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Danbury, CT / 73 miles away from Pittsfield, MA

    Priced below KBB Fair Purchase Price! Clean CARFAX. Cayenne Platinum Edition, 3.6L V6, AWD, 14-Way Power Seats, Comfort Lighting Package (PP6), Electr...

    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: WP1AA2A29JKA04629
    Stock: EA04629
    Certified Pre-Owned: No
    Listed since: 05-16-2025

  • $86,995
    good price
    $6,470 below market
    • 8,217 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Porsche of Clifton Park (37 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Mechanicville, NY / 37 miles away from Pittsfield, MA

    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

  • $89,998
    good price
    $4,419 below market
    • 12,612 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 17 City / 23 Hwy MPG
    • Herb Chambers Porsche (98 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Natick, MA / 98 miles away from Pittsfield, 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: WP1AA2AY2RDA05495
    Stock: R2708A
    Certified Pre-Owned: Yes
    Listed since: 04-26-2025

  • $26,900
    good price
    $3,288 below market
    • 82,608 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 23 Hwy MPG
    • Land Rover Albany (36 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Albany, NY / 36 miles away from Pittsfield, MA

    Land Rover Albany is proud to present this Pre-Owned 2019 Porsche Cayenne SUV. This vehicle features:Black Metallic ExteriorBlack Leather Interior Uph...

    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: WP1AA2AY9KDA12305
    Stock: L1791A
    Certified Pre-Owned: No
    Listed since: 03-29-2025

  • $139,000
    fair price
    $2,187 below market
    • 2,906 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • BMW of Shrewsbury (81 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Shrewsbury, MA / 81 miles away from Pittsfield, MA

    BMW of Shrewsbury is Proud to Present this.. Chromite Black Metallic 2025 Porsche Cayenne GTS V8 8-Speed Automatic with Tiptronic AWD Clean CARFAX. CA...

    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: WP1AG2AY3SDA24304
    Stock: BN6729AA
    Certified Pre-Owned: No
    Listed since: 05-24-2025

  • $13,699
    fair price
    $237 below market
    • 95,722 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 5 Seats, 12 City / 17 Hwy MPG
    • Choice Motor Car (59 mi away)
    • AWD/4WD
    • Navigation
    • Leather Seats
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Plainville, CT / 59 miles away from Pittsfield, MA

    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

  • Price Drop
    $83,500
    good price
    $2,198 below market
    • 40,914 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 15 City / 19 Hwy MPG
    • New Country Lexus of Latham (33 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Latham, NY / 33 miles away from Pittsfield, MA

    **SUPER CLEAN** **GTS** **ASSISTANCE PACKAGE** **BOSE STEREO** **GTS INTERIOR** **LANE CHANGE ASSIST** **CARFAX One-Owner** **Clean CARFAX**. Carrara ...

    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: WP1AG2AY9PDA18451
    Stock: NX25757A
    Certified Pre-Owned: No
    Listed since: 07-14-2025

  • $48,995
    good price
    $2,060 below market
    • 47,800 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 19 City / 23 Hwy MPG
    • Porsche of Clifton Park (37 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Mechanicville, NY / 37 miles away from Pittsfield, MA

    Clean CARFAX. Certified. Moonlight Blue Metallic 2021 Porsche Cayenne AWD 8-Speed Automatic with Tiptronic 3.0L V6 Graphite Blue/Chalk w/Leather Seat ...

    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: WP1AA2AY0MDA05407
    Stock: 2214A
    Certified Pre-Owned: Yes
    Listed since: 06-27-2025

    • 45,275 miles
    • No accidents, 1 owner, personal use
    • 17 mi est. electric range
    • 5 Seats, 20 City / 22 Hwy MPG
    • Porsche of Clifton Park (37 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Mechanicville, NY / 37 miles away from Pittsfield, MA

    CARFAX One-Owner. Certified. Moonlight Blue Metallic 2022 Porsche Cayenne E-Hybrid AWD 8-Speed Automatic with Tiptronic Electric Motor Electric Motor,...

    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: WP1AE2AY6NDA26235
    Stock: P1685
    Certified Pre-Owned: Yes
    Listed since: 06-16-2025

  • $39,495
    fair price
    $1,687 below market
    • 44,884 miles
    • No accidents, 3 owners, personal use
    • 5 Seats, 19 City / 23 Hwy MPG
    • Greentree Toyota (72 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Danbury, CT / 72 miles away from Pittsfield, MA

    2020 Porsche Cayenne Base AWDLeather.Cayenne AWD AWD Black 3.0L V6 8-Speed Automatic with Tiptronic 4D Sport Utility Odometer is 8076 miles below 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:

    20 Combined MPG (19 City/23 Highway)

    Listing Information:

    VIN: WP1AA2AY7LDA03300
    Stock: U22576
    Certified Pre-Owned: No
    Listed since: 06-23-2025

  • New Listing
    $20,995
    good price
    $1,476 below market
    • 89,325 miles
    • 2 accidents, 5 owners, rental vehicle
    • 5 Seats, 17 City / 23 Hwy MPG
    • A Better Way Wholesale Autos (66 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Naugatuck, CT / 66 miles away from Pittsfield, MA

    - 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

  • $75,988
    fair price
    $1,194 above market
    • 22,040 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Mercedes-Benz of Sudbury (95 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sudbury, MA / 95 miles away from Pittsfield, MA

    We spent $1,406.79 getting this vehicle ready for you - including a 165 point safety inspection, two tires, wiper blades, and a full interior and exte...

    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: WP1AA2AY7RDA02298
    Stock: M72692A
    Certified Pre-Owned: No
    Listed since: 06-26-2025

  • Price Drop
    • 16,848 miles
    • No accidents, 1 owner, personal use
    • 5 Seats
    • Mercedes-Benz of Shrewsbury (81 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Shrewsbury, MA / 81 miles away from Pittsfield, MA

    CARFAX One-Owner. Clean CARFAX. Chalk 2024 Porsche Cayenne E-Hybrid AWD 8-Speed Automatic with Tiptronic 3.0L V6 Plug-In Hybrid Turbocharged Blind spo...

    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: WP1AE2AY3RDA29552
    Stock: MT5194A
    Certified Pre-Owned: No
    Listed since: 06-05-2025

  • $27,682
    fair price
    $407 above market
    • 106,309 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 23 Hwy MPG
    • Shamrock Motors (52 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in East Windsor, CT / 52 miles away from Pittsfield, MA

    *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: 07-14-2025

    • 4,565 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Herb Chambers Porsche (98 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Natick, MA / 98 miles away from Pittsfield, 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 (98 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Natick, MA / 98 miles away from Pittsfield, 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 (98 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Natick, MA / 98 miles away from Pittsfield, 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

    • 19,637 miles
    • 1 accident, 2 owners, personal use
    • 5 Seats, 17 City / 22 Hwy MPG
    • Herb Chambers Porsche (98 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Natick, MA / 98 miles away from Pittsfield, 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

  • New Listing
    • 49,721 miles
    • 1 accident, 2 owners, personal use only
    • 15 mi est. electric range
    • 5 Seats, 17 City / 20 Hwy MPG
    • Acton Auto Boutique (94 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Acton, MA / 94 miles away from Pittsfield, MA

    Absolutely clean and routinely serviced Cayenne Turbo S E-Hybrid is ready to be enjoyed by the next owner. Draped in Chalk over Black Leather, this ve...

    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:

    18 Combined MPG (17 City/20 Highway)

    Listing Information:

    VIN: WP1AH2AY1MDA38153
    Stock: A38153
    Certified Pre-Owned: No
    Listed since: 07-17-2025

  • New Listing
    • 86,132 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Nutmeg Auto Wholesalers (58 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in East Hartford, CT / 58 miles away from Pittsfield, MA

    Our 2014 Porsche Cayenne AWD is presented in stunning Carrara White Metallic. Powered by a 3.6 Liter V6 producing 300hp coupled to an 8 Speed Automati...

    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/23 Highway)

    Listing Information:

    VIN: WP1AA2A27ELA93018
    Stock: A93018
    Certified Pre-Owned: No
    Listed since: 07-15-2025

    • 34,856 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 17 City / 22 Hwy MPG
    • Herb Chambers Porsche (98 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Natick, MA / 98 miles away from Pittsfield, 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

Showing 1 - 21 out of 223 listings
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