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272 listings
  • Price Drop
    $23,998
    fair price
    $212 below market
    • 50,222 miles
    • No accidents, 3 owners, personal use
    • 5 Seats, 19 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Palmdale, CA / 2,214 miles away from Winchester, VA

    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: Yes

    Features and Specs:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1GYKNERS0KZ104105
    Stock: 27561433
    Certified Pre-Owned: No

  • New Listing
    $22,998
    fair price
    $339 above market
    • 50,106 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Murrieta, CA / 2,190 miles away from Winchester, VA

    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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1GYKNCRS5KZ113628
    Stock: 27572291
    Certified Pre-Owned: No

  • New Listing
    $22,998
    fair price
    $89 below market
    • 65,518 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Ontario, CA / 2,196 miles away from Winchester, VA

    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: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1GYKNFRS0KZ214626
    Stock: 27593718
    Certified Pre-Owned: No

  • Price Drop
    $20,998
    fair price
    $350 above market
    • 118,757 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 18 City / 26 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Hamilton, NJ / 202 miles away from Winchester, VA

    Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Hands-Free Liftgate,Heated Seats,Heated Steering Wheel,Keyless Start,Lane Keeping ...

    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 (18 City/26 Highway)

    Listing Information:

    VIN: 1GYKNGRS6MZ179227
    Stock: MZ179227U
    Certified Pre-Owned: No

  • New Listing
    $23,998
    fair price
    $452 above market
    • 51,032 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from AZ to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Gilbert, AZ / 1,905 miles away from Winchester, VA

    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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1GYKNCRS5KZ179550
    Stock: 27357489
    Certified Pre-Owned: No

  • Price Drop
    $30,909
    good price
    $2,250 below market
    • 32,172 miles
    • No accidents, 1 owner, personal use
    • 5 Seats
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Troy, MI / 352 miles away from Winchester, VA

    Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Hands-Free Liftgate,Heated Seats,Heated Steering Wheel,Keyless Start,Lane Keeping Assist,Lea...

    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: 1GYKNDRS9NZ131902
    Stock: NZ131902TA
    Certified Pre-Owned: Yes

  • $29,998
    fair price
    $43 below market
    • 43,208 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5 Seats, 21 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from DE to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Newark, DE / 134 miles away from Winchester, VA

    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: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 1GYKNDR47MZ113818
    Stock: 27379637
    Certified Pre-Owned: No

  • Price Drop
    $24,799
    fair price
    $399 below market
    • 48,036 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 22 City / 29 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Wexford, PA / 143 miles away from Winchester, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Apple CarPlay,Back-Up Camera,Bluetooth,Heated Seats,Keyless Start,Lane Keeping Assist,Premium So...

    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:

    24 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 1GYKNAR49MZ150268
    Stock: V150268P
    Certified Pre-Owned: No

  • $26,998
    fair price
    $504 above market
    • 56,896 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 22 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NC to VA*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Charlotte, NC / 311 miles away from Winchester, VA

    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: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    24 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 1GYKNCR43MZ206961
    Stock: 27604754
    Certified Pre-Owned: No

    • 5,423 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 18 City / 26 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Houston, TX / 1,189 miles away from Winchester, VA

    Low Mileage,Rare Find,Apple CarPlay,Automatic Parking,Back-Up Camera,Blind Spot Monitor,Bluetooth,Hands-Free Liftgate,Heads-Up Display,Heated Seats,He...

    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 (18 City/26 Highway)

    Listing Information:

    VIN: 1GYKNGRS6RZ730490
    Stock: RZ730490A
    Certified Pre-Owned: No

  • New Listing
    $27,998
    fair price
    $629 above market
    • 47,350 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats
    • CarMax (In-stock online)
    • Transfer available from TN to VA*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Madison, TN / 506 miles away from Winchester, VA

    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:

    Listing Information:

    VIN: 1GYKNCRSXMZ144229
    Stock: 27412718
    Certified Pre-Owned: No

  • New Listing
    $43,998
    fair price
    $694 above market
    • 8,688 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 22 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from FL to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Orlando, FL / 761 miles away from Winchester, VA

    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:

    24 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 1GYKNCR47RZ746675
    Stock: 27606396
    Certified Pre-Owned: No

  • Price Drop
    $28,573
    fair price
    $162 above market
    • 43,999 miles
    • No accidents, 3 owners, personal use
    • 5 Seats, 22 City / 29 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Los Angeles, CA / 2,240 miles away from Winchester, VA

    Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Hands-Free Liftgate,Heated Seats,Heated Steering Wheel,Keyless Start,Lane Keeping ...

    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:

    24 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 1GYKNCR46NZ133327
    Stock: NZ133327P
    Certified Pre-Owned: No

    • 10,657 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Charlotte, NC / 309 miles away from Winchester, VA

    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:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 1GYKNDR46PZ153859
    Stock: 2003850048
    Certified Pre-Owned: No
    Listed since: 06-27-2025

  • New Listing
    • 10,881 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Birmingham, AL / 619 miles away from Winchester, VA

    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:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1GYKNGRS9PZ101075
    Stock: 2003876503
    Certified Pre-Owned: No
    Listed since: 07-23-2025

  • $29,998
    fair price
    $341 above market
    • 54,700 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats
    • CarMax (In-stock online)
    • Transfer available from SC to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Greenville, SC / 379 miles away from Winchester, VA

    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: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    Listing Information:

    VIN: 1GYKNDRS4PZ141546
    Stock: 26949915
    Certified Pre-Owned: No

  • New Listing
    $28,998
    good price
    $1,579 below market
    • 57,584 miles
    • 5 Seats, 21 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from GA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Stockbridge, GA / 517 miles away from Winchester, VA

    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 Unavailable.

    Features and Specs:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 1GYKNDRS9NZ106806
    Stock: 27688188
    Certified Pre-Owned: No

  • New Listing
    • 30,212 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 19 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Dallas, TX / 1,128 miles away from Winchester, VA

    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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1GYKNCRS0KZ195445
    Stock: 2003783761
    Certified Pre-Owned: No
    Listed since: 06-21-2025

  • Price Drop
    $29,777
    good price
    $2,359 below market
    • 44,936 miles
    • No accidents, 1 owner, personal use
    • 5 Seats
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Troy, MI / 352 miles away from Winchester, VA

    Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Hands-Free Liftgate,Heated Seats,Heated Steering Wheel,Keyless Start,Lane Keeping Assist,Lea...

    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: 1GYKNDRS6NZ129637
    Stock: NZ129637PA
    Certified Pre-Owned: Yes

  • New Listing
    $32,990
    fair price
    $73 below market
    • 40,429 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 21 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sacramento, CA / 2,308 miles away from Winchester, VA

    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: 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:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 1GYKNDR48PZ123455
    Stock: 2003813470
    Certified Pre-Owned: No
    Listed since: 07-15-2025

  • Price Drop
    $33,316
    good price
    $1,677 below market
    • 16,166 miles
    • No accidents, 1 owner, personal use
    • 5 Seats
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Troy, MI / 352 miles away from Winchester, VA

    Low Mileage,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Hands-Free Liftgate,Heated Seats,Heated Steering Wheel,Keyless Start,Lane Keepin...

    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: 1GYKNDRS6NZ180331
    Stock: NZ180331TA
    Certified Pre-Owned: Yes

Showing 43 - 63 out of 272 listings

Buying a Cadillac XT5 in Winchester Virginia

The Cadillac XT5 stands out as a fitting choice for navigating the scenic routes and charming landscapes around Winchester, VA. Its above-average cargo capacity and generous passenger space make it an excellent option for weekend getaways, whether you're heading to the historic Old Town or exploring the nearby Shenandoah Valley. Families or groups will appreciate the XT5’s roomy interior, providing ample legroom and headroom while allowing everyone to enjoy the views during road trips.

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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.