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293 listings
  • New Listing
    $29,998
    fair price
    $590 below market
    • 47,671 miles
    • No accidents, 2 owners, personal use
    • 5 Seats
    • CarMax (In-stock online)
    • Transfer available from OH to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Columbus, OH / 261 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: 1GYKNDRS7MZ115938
    Stock: 27668360
    Certified Pre-Owned: No

  • $32,590
    fair price
    $25 above market
    • 43,336 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 Los Angeles, CA / 2,235 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: 1GYKNDRS6PZ147414
    Stock: 2003165783
    Certified Pre-Owned: No
    Listed since: 10-03-2024

  • New Listing
    $29,898
    fair price
    $987 above market
    • 47,888 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats
    • Enterprise Car Sales (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Marietta, GA / 505 miles away from Winchester, VA

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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:

    Listing Information:

    VIN: 1GYKNCRS8PZ145934
    Stock: 7VM234
    Certified Pre-Owned: No
    Listed since: 05-06-2025

    • 58,845 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats, 22 City / 29 Hwy MPG
    • Enterprise Car Sales (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fort Worth, TX / 1,151 miles away from Winchester, VA

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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 (22 City/29 Highway)

    Listing Information:

    VIN: 1GYKNCRS1PZ162431
    Stock: 7V9M8Y
    Certified Pre-Owned: No
    Listed since: 06-25-2025

  • New Listing
    $31,990
    fair price
    $47 below market
    • 46,605 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
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Cleveland, OH / 247 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: 1GYKNDRS7NZ165515
    Stock: 2003880393
    Certified Pre-Owned: No
    Listed since: 07-23-2025

  • New Listing
    • 9,498 miles
    • 5 Seats, 21 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from Woodbridge, VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Woodbridge, VA / 58 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: 1GYKNDR44RZ743724
    Stock: 27570645
    Certified Pre-Owned: No

  • New Listing
    $28,990
    fair price
    $835 above market
    • 41,040 miles
    • 5 Seats, 21 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Indianapolis, IN / 430 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 Unavailable.

    Features and Specs:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 1GYKNBR48NZ173354
    Stock: 2003884953
    Certified Pre-Owned: No
    Listed since: 07-19-2025

  • $30,998
    fair price
    $949 above market
    • 13,714 miles
    • 1 accident, 2 owners, personal use only
    • 5 Seats, 22 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from Richmond, VA*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Richmond, VA / 109 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: 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:

    24 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 1GYKNAR47NZ132238
    Stock: 27569735
    Certified Pre-Owned: No

    • 43,397 miles
    • No accidents, 2 owners, rental vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Cleveland, OH / 247 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:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1GYKNDRS4KZ102979
    Stock: 2003811800
    Certified Pre-Owned: No
    Listed since: 06-18-2025

  • $29,906
    fair price
    $892 below market
    • 47,854 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats, 22 City / 29 Hwy MPG
    • Enterprise Car Sales (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Cape Coral, FL / 892 miles away from Winchester, VA

    Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...

    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 (22 City/29 Highway)

    Listing Information:

    VIN: 1GYKNCRS2PZ162387
    Stock: 7V1M5Y
    Certified Pre-Owned: No
    Listed since: 05-07-2025

    • 52,730 miles
    • No accidents, 1 owner, 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: 1GYKNDRS0LZ142848
    Stock: 2003822329
    Certified Pre-Owned: No
    Listed since: 06-18-2025

  • Price Drop
    • 96,043 miles
    • 2 accidents, 3 owners, corporate fleet vehicle
    • 5 Seats, 19 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Phoenix, AZ / 1,915 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: 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:

    22 Combined MPG (19 City/27 Highway)

    Listing Information:

    VIN: 1GYKNARS3HZ153591
    Stock: 2003496051
    Certified Pre-Owned: No
    Listed since: 03-15-2025

  • Price Drop
    • 22,943 miles
    • 2 accidents, 1 owner, personal use only
    • 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 Indianapolis, IN / 430 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: 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:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1GYKNDRSXJZ247720
    Stock: 2003849564
    Certified Pre-Owned: No
    Listed since: 07-07-2025

  • $15,995
    fair price
    $81 below market
    • 112,537 miles
    • 1 accident, 2 owners, personal use only
    • 5 Seats, 19 City / 27 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    CarFax No Accidents Reported,Rare Find,Apple CarPlay,Automatic Parking,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Heated Steering Whe...

    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: 1GYKNCRS9HZ133521
    Stock: DHZ133521
    Certified Pre-Owned: No

  • Price Drop
    • 38,535 miles
    • Frame damage reported, 2 owners, corporate fleet vehicle
    • 5 Seats
    • Alpha Motor Sports (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fredericksburg, VA / 71 miles away from Winchester, VA

    ** OVER 30,000 VEHICLES SOLD, TWO LOCATION TO SERVE YOU, 400+ VEHICLES IN STOCK, visit www.AlphaMS.com to view our inventory, BEST PRICES IN TOWN **NA...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1GYKNFRS3MZ135034
    Stock: S135034
    Certified Pre-Owned: No

  • $22,990
    fair price
    $539 above market
    • 33,490 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 5 Seats, 19 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    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: 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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1GYKNARS5JZ197226
    Stock: 2003841221
    Certified Pre-Owned: No
    Listed since: 07-02-2025

  • New Listing
    $17,998
    fair price
    $697 above market
    • 76,554 miles
    • 5 Seats, 19 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from WA to VA*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Puyallup, WA / 2,260 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:

    22 Combined MPG (19 City/27 Highway)

    Listing Information:

    VIN: 1GYKNARS2HZ120050
    Stock: 27455095
    Certified Pre-Owned: No

  • New Listing
    $18,990
    fair price
    $634 above market
    • 103,165 miles
    • 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 Cleveland, OH / 247 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 Unavailable.

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1GYKNDRS2KZ289154
    Stock: 2003865924
    Certified Pre-Owned: No
    Listed since: 07-25-2025

  • New Listing
    $18,998
    fair price
    $34 below market
    • 67,172 miles
    • 5 Seats, 19 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from FL to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Fort Myers, FL / 894 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:

    22 Combined MPG (19 City/27 Highway)

    Listing Information:

    VIN: 1GYKNBRS6HZ223641
    Stock: 27605884
    Certified Pre-Owned: No

    • 811 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • Jake Sweeney Express (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Cincinnati, OH / 338 miles away from Winchester, VA

    Have you ever wondered where to buy a Certified used car? Look no further! Jake Sweeney is here to Help. If you are in need of a new or used vehicle, ...

    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: 1GYKNDRS2SZ114841
    Stock: LP9174
    Certified Pre-Owned: No
    Listed since: 04-01-2025

  • New Listing
    • 57,932 miles
    • 5 Seats, 19 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TN to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    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 Unavailable.

    Features and Specs:

    22 Combined MPG (19 City/27 Highway)

    Listing Information:

    VIN: 1GYKNBRS9HZ300597
    Stock: 26641181
    Certified Pre-Owned: No

Showing 127 - 147 out of 293 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.