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  • Price Drop
    $79,866
    fair price
    $2,463 below market
    • 50,104 miles
    • No accidents, 1 owner, personal use only
    • 4 Seats, 15 City / 19 Hwy MPG
    • Autobahn USA (86 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Westborough, MA / 86 miles away from Pittsfield, MA

    Autobahn USA is proud to present this... Chalk 2022 Porsche Cayenne Coupe GTS 4.0L V8 8-Speed Automatic with Tiptronic AWD Clean CARFAX.Features Inc...

    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: WP1BG2AY5NDA56020
    Stock: DM5121X
    Certified Pre-Owned: No
    Listed since: 07-03-2025

  • New Listing
    Stock photo**
    $53,999
    good price
    $2,711 below market
    • 29,464 miles
    • No accidents, 1 owner, personal use only
    • 4 Seats, 19 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:

    20 Combined MPG (19 City/23 Highway)

    Listing Information:

    VIN: WP1BA2AY4MDA41413
    Stock: R2750
    Certified Pre-Owned: No
    Listed since: 07-13-2025

  • Stock photo**
    $87,995
    fair price
    $2,095 below market
    • 15,945 miles
    • No accidents, 1 owner, personal use only
    • 4 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

    Clean CARFAX. Certified. White 2024 Porsche Cayenne Coupe AWD 8-Speed Automatic with Tiptronic 3.0L V6 18-Way Adaptive Front Sport Seats w/Comfort Mem...

    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: WP1BA2AY6RDA54722
    Stock: 2147ASL
    Certified Pre-Owned: Yes
    Listed since: 06-30-2025

    • 34,286 miles
    • No accidents, 1 owner, personal use
    • 4 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: WP1BA2AY7NDA50088
    Stock: R2779
    Certified Pre-Owned: No
    Listed since: 07-07-2025

  • New Listing
    $46,998
    fair price
    $1,815 below market
    • 61,378 miles
    • No accidents, 2 owners, personal use only
    • 4 Seats, 19 City / 23 Hwy MPG
    • Herb Chambers BMW 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

    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 (19 City/23 Highway)

    Listing Information:

    VIN: WP1BA2AY6MDA40618
    Stock: B35102A
    Certified Pre-Owned: No
    Listed since: 07-10-2025

  • $71,998
    good price
    $2,552 below market
    • 58,151 miles
    • No accidents, 2 owners, personal use
    • 4 Seats, 15 City / 19 Hwy MPG
    • Herb Chambers Porsche (98 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • 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:

    17 Combined MPG (15 City/19 Highway)

    Listing Information:

    VIN: WP1BG2AY9MDA49277
    Stock: R2775
    Certified Pre-Owned: No
    Listed since: 07-07-2025

  • $99,998
    fair price
    $2,228 above market
    • 19,081 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 15 City / 19 Hwy MPG
    • Herb Chambers Porsche (98 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • 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:

    17 Combined MPG (15 City/19 Highway)

    Listing Information:

    VIN: WP1BG2AY5NDA56146
    Stock: R2772
    Certified Pre-Owned: Yes
    Listed since: 07-02-2025

  • Price Drop
    $71,900
    fair price
    $406 below market
    • 39,091 miles
    • No accidents, 2 owners, personal use
    • 4 Seats, 16 City / 21 Hwy MPG
    • Danbury Porsche (75 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Danbury, CT / 75 miles away from Pittsfield, MA

    Certified. 2022 Porsche Cayenne Coupe Moonlight Blue Metallic S 14-Way Power Seats w/Comfort Memory, Lane Change Assist (LCA), Rear Comfort Seats, Sur...

    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/21 Highway)

    Listing Information:

    VIN: WP1BB2AY8NDA52557
    Stock: NDA52557
    Certified Pre-Owned: Yes
    Listed since: 06-27-2025

    • 19,992 miles
    • No accidents, 1 owner, personal use
    • 4 Seats, 16 City / 21 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:

    18 Combined MPG (16 City/21 Highway)

    Listing Information:

    VIN: WP1BB2AY2NDA52280
    Stock: R2762
    Certified Pre-Owned: Yes
    Listed since: 06-27-2025

    • 25,744 miles
    • No accidents, 1 owner, personal use only
    • 4 Seats, 15 City / 20 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:

    17 Combined MPG (15 City/20 Highway)

    Listing Information:

    VIN: WP1BF2AY8PDA35409
    Stock: R2761
    Certified Pre-Owned: Yes
    Listed since: 06-25-2025

  • Price Drop
    • 73,757 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 4 Seats, 15 City / 19 Hwy MPG
    • Audi Shrewsbury (81 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

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

    Audi of Shrewsbury is proud to present this...2022 Porsche Cayenne Coupe GTS Chalk 4.0L V8 8-Speed Automatic with Tiptronic AWD Clean CARFAX.Feature...

    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:

    17 Combined MPG (15 City/19 Highway)

    Listing Information:

    VIN: WP1BG2AY3NDA56226
    Stock: DM5204X
    Certified Pre-Owned: No
    Listed since: 06-23-2025

  • Stock photo**
    • 22,717 miles
    • No accidents, 2 owners, personal use
    • 4 Seats, 16 City / 21 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:

    18 Combined MPG (16 City/21 Highway)

    Listing Information:

    VIN: WP1BB2AY9NDA52700
    Stock: R2780
    Certified Pre-Owned: No
    Listed since: 07-07-2025

  • New Listing
    $95,998
    great price
    $5,916 below market
    • 12,165 miles
    • 1 accident, 1 owner, personal use only
    • 4 Seats, 15 City / 19 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CO to MA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Littleton, CO / 1,655 miles away from Pittsfield, 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: 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: WP1BG2AY2PDA32700
    Stock: 26943286
    Certified Pre-Owned: No

  • $109,995
    great price
    $11,943 below market
    • 10,565 miles
    • No accidents, 1 owner, personal use only
    • 4 Seats, 15 City / 21 Hwy MPG
    • Bernardi Volvo Cars Natick (98 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    SERVICE WORK - Service work completed on this vehicle has a TOTAL VALUE of $789.54 and includes: - Complete 300 Point Inspection by factory trained te...

    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: WP1BL2AY4RDA62649
    Stock: AS250141A
    Certified Pre-Owned: No
    Listed since: 07-01-2025

  • Price Drop
    $78,998
    good price
    $4,627 below market
    • 22,721 miles
    • No accidents, 1 owner, personal use only
    • 4 Seats, 17 City / 23 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from GA to MA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Norcross, GA / 834 miles away from Pittsfield, 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: WP1BA2AYXRDA49247
    Stock: 27300600
    Certified Pre-Owned: No

  • Price Drop
    $80,995
    good price
    $3,819 below market
    • 44,956 miles
    • No accidents, 1 owner, personal use only
    • 4 Seats, 15 City / 19 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Mission Viejo, CA / 2,461 miles away from Pittsfield, MA

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Leather Seats,Navigation System,Satellite Ra...

    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: WP1BG2AYXNDA56000
    Stock: P11948A
    Certified Pre-Owned: No

  • New Listing
    $77,990
    good price
    $2,917 below market
    • 22,144 miles
    • No accidents, 1 owner, personal use
    • 4 Seats, 16 City / 21 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chicago, IL / 772 miles away from Pittsfield, 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:

    18 Combined MPG (16 City/21 Highway)

    Listing Information:

    VIN: WP1BB2AY9NDA52163
    Stock: 2003803434
    Certified Pre-Owned: No
    Listed since: 06-07-2025

  • New Listing
    $68,990
    good price
    $4,448 below market
    • 24,198 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 22 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Phoenix, AZ / 2,179 miles away from Pittsfield, 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:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: WP1BA2AY7PDA26294
    Stock: 2003596844
    Certified Pre-Owned: No
    Listed since: 03-25-2025

  • New Listing
    $64,500
    good price
    $2,273 below market
    • 37,832 miles
    • No accidents, 2 owners, personal use
    • 4 Seats, 17 City / 22 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Farmington Hills, MI / 517 miles away from Pittsfield, MA

    Rare Find,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Leather Seats,Navigation System,Satellite Radio,Sunroof / Moonroof,Turbo/S...

    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: WP1BA2AY1PDA26257
    Stock: PDA26257P
    Certified Pre-Owned: No

  • Price Drop
    $76,590
    good price
    $3,465 below market
    • 29,024 miles
    • No accidents, 1 owner, personal use only
    • 4 Seats, 15 City / 19 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Richmond, VA / 404 miles away from Pittsfield, 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:

    17 Combined MPG (15 City/19 Highway)

    Listing Information:

    VIN: WP1BG2AY3MDA49341
    Stock: 2003841579
    Certified Pre-Owned: No
    Listed since: 06-24-2025

  • $103,212
    good price
    $2,684 below market
    • 11,766 miles
    • No accidents, personal use only
    • 4 Seats, 15 City / 21 Hwy MPG
    • Porsche of Nashua (92 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Nashua, NH / 92 miles away from Pittsfield, MA

    Call 6**-5**-1*** for immediate information on this vehicle Porsche Nashua is New England's #1 Porsche Volume CPO Dealer! *Rare Find*, Bluetooth , Bl...

    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: WP1BL2AY0RDA62759
    Stock: PC24407
    Certified Pre-Owned: Yes
    Listed since: 12-13-2024

Showing 1 - 21 out of 44 listings
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