Skip to main content
Skip to Filters
267 listings
  • $26,998
    fair price
    $362 below market
    • 76,864 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 26 Hwy MPG
    • 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:

    21 Combined MPG (18 City/26 Highway)

    Listing Information:

    VIN: 1GYKNGRSXMZ224668
    Stock: LP9387
    Certified Pre-Owned: No
    Listed since: 06-30-2025

  • New Listing
    $28,990
    good price
    $1,411 below market
    • 55,665 miles
    • 2 accidents, 1 owner, rental 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: 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:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 1GYKNDRSXPZ144192
    Stock: 2003862580
    Certified Pre-Owned: No
    Listed since: 07-18-2025

  • $26,998
    fair price
    $464 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

  • New Listing
    $29,998
    fair price
    $606 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 / 271 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

    • 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
    • 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

  • $30,998
    fair price
    $844 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

  • New Listing
    $44,590
    fair price
    $646 above market
    • 10,881 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 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 Unavailable.

    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

  • 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

    • 77,293 miles
    • Frame damage reported, 2 owners, corporate fleet vehicle
    • 5 Seats, 19 City / 26 Hwy MPG
    • Timeless Motorcars (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Stafford, VA / 63 miles away from Winchester, VA

    Timeless Motorcars we Thrive on our Customer Service and the capability to Provide cars to the community at a Fair Price. When you buy from Timeless M...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1GYKNERS2JZ196879
    Stock: 196879
    Certified Pre-Owned: No

  • $15,995
    fair price
    $91 above 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

  • New Listing
    • 48,180 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    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: 1GYKNBRS1KZ150346
    Stock: 2003832368
    Certified Pre-Owned: No
    Listed since: 06-18-2025

  • Price Drop
    $29,590
    fair price
    $1,158 below market
    • 46,599 miles
    • 1 accident, 1 owner, personal use only
    • 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 Cincinnati, OH / 341 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:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 1GYKNDR40NZ170735
    Stock: 2003813304
    Certified Pre-Owned: No
    Listed since: 06-19-2025

  • New Listing
    $29,990
    fair price
    $866 above market
    • 23,303 miles
    • 5 Seats
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Atlanta, GA / 510 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:

    Listing Information:

    VIN: 1GYKNCRS3LZ203474
    Stock: 2003814115
    Certified Pre-Owned: No
    Listed since: 06-25-2025

  • Price Drop
    $22,990
    fair price
    $554 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

  • Price Drop
    $27,590
    fair price
    $661 above market
    • 42,691 miles
    • 2 accidents, 2 owners, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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: 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:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1GYKNGRS3KZ220832
    Stock: 2003770575
    Certified Pre-Owned: No
    Listed since: 06-04-2025

    • 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

    • 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
    $29,998
    fair price
    $765 above market
    • 26,988 miles
    • 5 Seats
    • CarMax (In-stock online)
    • Transfer available from NC to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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 Unavailable.

    Features and Specs:

    Listing Information:

    VIN: 1GYKNCRS7LZ218947
    Stock: 27549505
    Certified Pre-Owned: No

  • New Listing
    $26,998
    fair price
    $380 above market
    • 30,879 miles
    • 1 accident, 2 owners, personal use
    • 5 Seats, 19 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from AL to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Dothan, AL / 686 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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1GYKNERS5KZ225504
    Stock: 27300680
    Certified Pre-Owned: No

Showing 106 - 126 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.

Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius25 miles
Search radius

Make & Model

Year

New / Used

Price & Payments

Price Rating

Body Type

Trim

Mileage

Accidents & History

Engine & Drivetrain

Exterior Color

Interior Color

Total Seating

Edmunds Review

Features

Options & Packages

MPG

Listing Details


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