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267 listings
  • New Listing
    $29,998
    good price
    $2,156 below market
    • 16,133 miles
    • 1 accident, 1 owner, corporate fleet vehicle
    • 5 Seats, 21 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NM to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Santa Fe, NM / 1,544 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: 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: Yes

    Features and Specs:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 1GYKNBR48PZ127400
    Stock: 26717536
    Certified Pre-Owned: No

  • $32,187
    fair price
    $998 below market
    • 26,989 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 21 City / 27 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Plymouth, MI / 356 miles away from Winchester, VA

    Rare Find,Apple CarPlay,Back-Up Camera,Bluetooth,Heated Seats,Keyless Start,Lane Keeping Assist,Premium Sound,Remote Start,Satellite Radio,Turbo/Super...

    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: 1GYKNBR41RZ716923
    Stock: RZ716923A
    Certified Pre-Owned: Yes

  • New Listing
    $34,998
    good price
    $1,803 below market
    • 25,743 miles
    • 5 Seats, 21 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Bristol, TN / 286 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: 1GYKNDR42NZ161177
    Stock: 27690166
    Certified Pre-Owned: No

  • New Listing
    $21,877
    fair price
    $95 below market
    • 53,203 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • Front Royal Buick GMC (14 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Front Royal, VA / 14 miles away from Winchester, VA

    - INTEGRATED COLOR TOUCHSCREEN GPS NAVIGATION SYSTEM, - PANORAMIC SKYVIEW SUNROOF/MOONROOF WITH INTERIOR SHADE COVER, - INTEGRATED MOBILE APP'S DOWNLO...

    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: 1GYKNCRS2KZ282604
    Stock: V25178A
    Certified Pre-Owned: No
    Listed since: 07-18-2025

  • New Listing
    $26,998
    fair price
    $244 below market
    • 34,017 miles
    • No accidents, 1 owner, personal use
    • 5 Seats
    • CarMax (In-stock online)
    • Transfer available from FL to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Jacksonville, FL / 640 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: 1GYKNDRS4LZ186268
    Stock: 27608044
    Certified Pre-Owned: No

  • New Listing
    $24,990
    fair price
    $658 below market
    • 71,247 miles
    • No accidents, 2 owners, personal use
    • 5 Seats
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Columbus, OH / 265 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:

    Listing Information:

    VIN: 1GYKNDRS3LZ153097
    Stock: 2003858672
    Certified Pre-Owned: No
    Listed since: 07-09-2025

    • 33,169 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats
    • CarMax (In-stock online)
    • Transfer available from TX to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Houston, TX / 1,182 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: 1GYKNCRS0MZ151786
    Stock: 27551845
    Certified Pre-Owned: No

  • $29,998
    fair price
    $647 below market
    • 41,751 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Knoxville, TN / 399 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:

    20 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1GYKNGRS9LZ162906
    Stock: 27546959
    Certified Pre-Owned: No

  • Price Drop
    $27,990
    good price
    $1,250 below market
    • 53,030 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 21 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Kansas City, MO / 879 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: 1GYKNDR40MZ140827
    Stock: 2003847404
    Certified Pre-Owned: No
    Listed since: 07-01-2025

  • Price Drop
    $23,298
    good price
    $2,308 below market
    • 60,650 miles
    • No accidents, 2 owners, personal use
    • 5 Seats
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Tampa, FL / 806 miles away from Winchester, VA

    CarFax No Accidents Reported,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Hands-Free Liftgate,Heated Seats,Heated Steering Wheel,Keyless ...

    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: 1GYKNCRS6MZ165949
    Stock: MZ165949P
    Certified Pre-Owned: No

  • New Listing
    $32,990
    fair price
    $15 above 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 Portland, OR / 2,285 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

  • New Listing
    $22,998
    fair price
    $120 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

  • New Listing
    $14,500
    good price
    $1,255 below market
    • 96,885 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats, 19 City / 27 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Garden City, MI / 348 miles away from Winchester, VA

    Rare Find,Apple CarPlay,Back-Up Camera,Keyless Start,Premium Sound,Remote Start,Satellite Radio,WiFi Hotspot,V6 Cylinder Engine,Power Door Locks,Satel...

    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:

    22 Combined MPG (19 City/27 Highway)

    Listing Information:

    VIN: 1GYKNARS9HZ268972
    Stock: HZ268972P
    Certified Pre-Owned: No

  • Price Drop
    $28,573
    fair price
    $254 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

  • New Listing
    • 50,115 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats, 21 City / 28 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to VA*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Katy, TX / 1,190 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: 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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 1GYKNCRS5LZ125098
    Stock: 27600299
    Certified Pre-Owned: No

  • Price Drop
    $30,909
    good price
    $2,257 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
    $93 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
    $32,575
    fair price
    $413 above market
    • 33,260 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 27 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Urbandale, IA / 836 miles away from Winchester, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Hands-Free Liftgate,Heated Seats,Heate...

    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: 1GYKNDRSXMZ173137
    Stock: MZ173137MP
    Certified Pre-Owned: No

  • New Listing
    • 2,648 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Roseville, CA / 2,294 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:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 1GYKNDR4XRZ744585
    Stock: 27717520
    Certified Pre-Owned: No

  • New Listing
    $24,799
    fair price
    $329 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

    • 8,323 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from MO to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Saint Peters, MO / 669 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:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 1GYKNDR46NZ125170
    Stock: 27588565
    Certified Pre-Owned: No

Showing 22 - 42 out of 267 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.