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354 listings
  • Price Drop
    Stock photo**
    $66,988
    fair price
    $2,686 below market
    • 60,598 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 12 City / 19 Hwy MPG
    • Mercedes-Benz of Asheville (353 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fletcher, NC / 353 miles away from Winchester, VA

    You won't want to miss this excellent value! Performance, ride, and head-turning good looks! The engine breathes better thanks to a turbocharger, impr...

    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:

    15 Combined MPG (12 City/19 Highway)

    Listing Information:

    VIN: SJAAC2ZV1HC014085
    Stock: M1695A
    Certified Pre-Owned: No
    Listed since: 07-24-2025

  • $74,500
    good price
    $9,166 below market
    • 36,144 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 5 Seats, 12 City / 19 Hwy MPG
    • TLC Motors (362 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Moore, SC / 362 miles away from Winchester, VA

    **No Hassle Price**, **All-Wheel Drive**, **Bluetooth Equipped**, **Backup Camera**, **Apple Car Play/Android Auto**, **Blind Spot Monitor**, **Heated...

    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:

    15 Combined MPG (12 City/19 Highway)

    Listing Information:

    VIN: SJAAC2ZV3JC017527
    Stock: EM7527
    Certified Pre-Owned: No
    Listed since: 06-23-2025

    • 23,257 miles
    • No accidents, 3 owners, personal use
    • 5 Seats, 14 City / 23 Hwy MPG
    • Hyundai of Newport (396 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Middletown, RI / 396 miles away from Winchester, VA

    This vehicle won't be on the lot long! It just arrived on our lot this past week! Turbocharger technology provides forced air induction, enhancing per...

    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 (14 City/23 Highway)

    Listing Information:

    VIN: SJAAM2ZVXLC029125
    Stock: PH3120
    Certified Pre-Owned: No
    Listed since: 04-12-2025

    • 13,601 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 15 City / 24 Hwy MPG
    • Hyundai of Newport (396 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Middletown, RI / 396 miles away from Winchester, VA

    This Bentley won't be on the lot long! Settle in and experience the rush! A turbocharger is also included as an economical means of increasing perform...

    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/24 Highway)

    Listing Information:

    VIN: SJAAM2ZV9NC011055
    Stock: PH3095
    Certified Pre-Owned: No
    Listed since: 12-10-2024

  • Price Drop
    • 46,100 miles
    • 1 accident, 4 owners, corporate fleet vehicle
    • 5 Seats, 12 City / 19 Hwy MPG
    • Atlantis Auto City (413 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Framingham, MA / 413 miles away from Winchester, VA

    4th of July Special! Be the one to drive one of only 75 Bentayga First Editions sent to USA and 508 worldwide. The Bentley Bentayga is a luxury SUV bu...

    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:

    15 Combined MPG (12 City/19 Highway)

    Listing Information:

    VIN: SJAAC2ZV6HC012591
    Stock: 03982
    Certified Pre-Owned: No
    Listed since: 02-22-2025

  • $75,000
    fair price
    $3,265 below market
    • 56,190 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 12 City / 19 Hwy MPG
    • Tom Gray Auto Sales (414 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Louisville, KY / 414 miles away from Winchester, VA

    Buckle up and get ready to experience luxury on wheels with this sleek Gray 2018 Bentley Bentayga! With a powerful Twin-Turbocharged 6.0L W12 engine u...

    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:

    15 Combined MPG (12 City/19 Highway)

    Listing Information:

    VIN: SJAAC2ZV3JC017852
    Stock: 3398
    Certified Pre-Owned: No

  • New Listing
    • 63,890 miles
    • 5 Seats, 12 City / 19 Hwy MPG
    • Bentley Boston (417 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Wayland, MA / 417 miles away from Winchester, VA

    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:

    15 Combined MPG (12 City/19 Highway)

    Listing Information:

    VIN: SJAAC2ZV0HC015910
    Stock: N26934B
    Certified Pre-Owned: No
    Listed since: 07-13-2025

  • New Listing
    $147,998
    fair price
    $3,275 above market
    • 22,263 miles
    • 5 Seats, 15 City / 24 Hwy MPG
    • Bentley Boston (417 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Wayland, MA / 417 miles away from Winchester, VA

    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:

    18 Combined MPG (15 City/24 Highway)

    Listing Information:

    VIN: SJAAM2ZV5NC014745
    Stock: N30380A
    Certified Pre-Owned: No
    Listed since: 07-13-2025

  • New Listing
    $112,798
    good price
    $9,716 below market
    • 29,805 miles
    • 5 Seats, 15 City / 24 Hwy MPG
    • Bentley Boston (417 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Wayland, MA / 417 miles away from Winchester, VA

    Lease to Purchase from $2,125* INSPECTION COMPLETED Every Herb Chambers Certified pre-owned vehicles receives a complete multi-point inspection by fac...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    18 Combined MPG (15 City/24 Highway)

    Listing Information:

    VIN: SJAAM2ZV8MC036933
    Stock: NB2057
    Certified Pre-Owned: Yes
    Listed since: 06-01-2024

  • Price Drop
    $89,850
    good price
    $7,696 below market
    • 20,467 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 14 City / 23 Hwy MPG
    • Fishers Imports (422 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fishers, IN / 422 miles away from Winchester, VA

    Just wow... this is unbelievable unit.. Equipped just perfectly with Extended range Solid & Metallic $6155 upgrade, Centenary Specification $1850, Pia...

    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 (14 City/23 Highway)

    Listing Information:

    VIN: SJAAM2ZV0LC029134
    Stock: I9134
    Certified Pre-Owned: No
    Listed since: 03-14-2025

  • $121,900
    good price
    $13,530 below market
    • 30,661 miles
    • No accidents, 3 owners, personal use only
    • 5 Seats, 15 City / 24 Hwy MPG
    • Gerardos Cars (426 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Roslindale, MA / 426 miles away from Winchester, VA

    Visit Gerardo's Foreign Cars online at Gerardoscars.com to see more pictures of this vehicle or call us at 617-327-8371 today to schedule your test d...

    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/24 Highway)

    Listing Information:

    VIN: SJAAM2ZV6MC032766
    Stock: 2766
    Certified Pre-Owned: No

  • $159,995
    fair price
    $6,736 below market
    • 27,468 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5 Seats, 12 City / 18 Hwy MPG
    • Gerardos Cars (426 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Roslindale, MA / 426 miles away from Winchester, VA

    Visit Gerardo's Foreign Cars online at Gerardoscars.com to see more pictures of this vehicle or call us at 617-327-8371 today to schedule your test d...

    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/18 Highway)

    Listing Information:

    VIN: SJAAR2ZV1MC036287
    Stock: 36287
    Certified Pre-Owned: No

    • 98,183 miles
    • No accidents, 3 owners, personal use
    • 5 Seats, 12 City / 19 Hwy MPG
    • Gerardos Cars (426 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Roslindale, MA / 426 miles away from Winchester, VA

    2017 Bentley Bentayga Highly Optioned !!! Moroccan Blue With Black Interior !!! Clean Carfax History Report With Excellent Service History !!! Retai...

    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:

    15 Combined MPG (12 City/19 Highway)

    Listing Information:

    VIN: SJAAC2ZV3HC012581
    Stock: 12581
    Certified Pre-Owned: No

  • $86,990
    good price
    $9,836 below market
    • 33,382 miles
    • No accidents, 3 owners, personal use
    • 5 Seats, 14 City / 23 Hwy MPG
    • Bentley Indianapolis (427 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Indianapolis, IN / 427 miles away from Winchester, VA

    Options are subject to customer verification prior to purchase*Factory MSRP: $228,365-Naim For Bentley-Centenary Specification -Bentayga Design Series...

    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 (14 City/23 Highway)

    Listing Information:

    VIN: SJAAM2ZV7LC029194
    Stock: LC029194
    Certified Pre-Owned: Yes
    Listed since: 04-17-2025

  • $186,690
    great price
    $30,151 below market
    • 9,953 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 12 City / 19 Hwy MPG
    • Bentley Indianapolis (427 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Indianapolis, IN / 427 miles away from Winchester, VA

    Options are subject to customer verification prior to purchase*Factory MSRP: $301,170-Deep Pile Overmats to Front and Rear -Heated Indented Steering W...

    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:

    14 Combined MPG (12 City/19 Highway)

    Listing Information:

    VIN: SJAAR2ZV7PC019448
    Stock: PC019448
    Certified Pre-Owned: Yes
    Listed since: 03-03-2025

  • Photos not available
    • 3,271 miles
    • No accidents, personal use only
    • Bentley Indianapolis (427 mi away)
    • Sunroof/Moonroof
    • Backup Camera
    • Apple CarPlay
    • Adaptive Cruise Cont...
    • Bluetooth
    Close

    Located in Indianapolis, IN / 427 miles away from Winchester, VA

    Options are subject to customer verification prior to purchase*Factory MSRP: $299,385-Self Leveling Wheel Badge by Mulliner-Leather Specification-Uppe...

    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: SJAAT2ZV6SC029043
    Stock: SC029043
    Certified Pre-Owned: No
    Listed since: 07-17-2025

  • $175,990
    fair price
    $4,716 below market
    • 4,514 miles
    • No accidents, personal use only
    • 5 Seats, 14 City / 21 Hwy MPG
    • Bentley Indianapolis (427 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Indianapolis, IN / 427 miles away from Winchester, VA

    Options are subject to customer verification prior to purchase*Factory MSRP: $313,395-Fixed Tow Bar-Self Leveling Wheel Badge by Mulliner -Deep Pile O...

    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 (14 City/21 Highway)

    Listing Information:

    VIN: SJAAT2ZVXPC019770
    Stock: PC019770
    Certified Pre-Owned: Yes
    Listed since: 05-19-2025

    • 11,563 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 12 City / 19 Hwy MPG
    • Bentley Indianapolis (427 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Indianapolis, IN / 427 miles away from Winchester, VA

    Options are subject to customer verification prior to purchase*Factory MSRP: $324,570-Deep Pile Overmats to Front and Rear -Self Leveling Wheel Badge ...

    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/19 Highway)

    Listing Information:

    VIN: SJAAR2ZV7PC019966
    Stock: PC019966
    Certified Pre-Owned: Yes
    Listed since: 06-17-2025

    • 26,000 miles
    • No accidents, 5 owners, personal use
    • 18 mi est. electric range
    • 5 Seats, 17 City / 21 Hwy MPG
    • Bentley Indianapolis (427 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Indianapolis, IN / 427 miles away from Winchester, VA

    Options are subject to customer verification prior to purchase*Factory MSRP: $218,800-Deep Pile Overmats to Front and Rear -Heated Duo Tone Hide Steer...

    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/21 Highway)

    Listing Information:

    VIN: SJAAJ2ZVXMC036148
    Stock: MC036148
    Certified Pre-Owned: No
    Listed since: 05-30-2025

  • $82,995
    good price
    $6,011 below market
    • 37,594 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 5 Seats, 14 City / 23 Hwy MPG
    • Boston Foreign Motor (428 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Allston, MA / 428 miles away from Winchester, VA

    CLEAN CARFAX ... 2019 BENTLEY BENTAYGA V8 AWD ... WHITE ON HOTSPUR LEATHER LEATHER SEAT TRIM ... LAODED WITH 8" TOUCH SCREEN INFOTAINMENT NAV SYSTEM ....

    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 (14 City/23 Highway)

    Listing Information:

    VIN: SJAAM2ZVXKC025932
    Stock: 7135A
    Certified Pre-Owned: No
    Listed since: 06-15-2025

  • Price Drop
    $87,500
    great price
    $17,076 below market
    • 36,980 miles
    • 1 accident, 2 owners, personal use
    • 5 Seats, 14 City / 23 Hwy MPG
    • Unlimited Motors Westfield (429 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Westfield, IN / 429 miles away from Winchester, VA

    Navigation, Back Up Camera, Bluetooth, Panoramic Roof, Heated Seats, Winch, Touch Screen, Blind Spot, Bentayga Mulliner, 4D Sport Utility, W12, 8-Spee...

    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 (14 City/23 Highway)

    Listing Information:

    VIN: SJAAM4ZV7KC026385
    Stock: STK026385
    Certified Pre-Owned: No
    Listed since: 06-27-2025

Showing 85 - 105 out of 354 listings
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** This image is a stock photo and may not reflect the model year or color of, and/or equipment offered on, the advertised vehicle.