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67 listings
  • New Listing
    $84,998
    great price
    $6,340 below market
    • 42,229 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 18 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 / 398 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:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS4RKL3RR189061
    Stock: 27501939
    Certified Pre-Owned: No

  • New Listing
    $60,998
    good price
    $11,955 below market
    • 45,484 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 14 City / 19 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from Richmond, VA*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Richmond, VA / 110 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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4JKL6NR317398
    Stock: 27532666
    Certified Pre-Owned: No

  • $90,998
    good price
    $4,197 below market
    • 6,103 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from FL to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Clearwater, FL / 821 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:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS4PKL7RR385671
    Stock: 27520153
    Certified Pre-Owned: No

  • $24,900
    great price
    $2,369 below market
    • 135,296 miles
    • 1 accident, 2 owners, personal use
    • 7 Seats, 14 City / 21 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sterling Heights, MI / 346 miles away from Winchester, VA

    Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Hands-Free Liftgate,Heated Seats,Heated Steering Wheel,Keyless Start,...

    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/21 Highway)

    Listing Information:

    VIN: 1GYS4HKJ0LR226910
    Stock: LR226910KL
    Certified Pre-Owned: No

  • New Listing
    Stock photo**
    $115,000
    good price
    $6,572 below market
    • 20,955 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 11 City / 16 Hwy MPG
    • Malloy Cadillac (2 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Winchester, VA / 2 miles away from Winchester, VA

    AWD, Active Noise Cancellation, Adaptive Cruise Control, Air Ride Adaptive Suspension, AKG Studio Reference 36-Speaker Audio System, Automatic Seat Be...

    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:

    13 Combined MPG (11 City/16 Highway)

    Listing Information:

    VIN: 1GYS4SK97PR180453
    Stock: 96147
    Certified Pre-Owned: No
    Listed since: 09-18-2025

  • Price Drop
    $71,499
    fair price
    $1,647 below market
    • 45,373 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 14 City / 18 Hwy MPG
    • Country Chevrolet (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Warrenton, VA / 37 miles away from Winchester, VA

    2023 Cadillac Escalade ESV Sport Mahogany Metallic AWD 6.2L V8 10-Speed Automatic AWD, Enhanced Automatic Emergency Braking, Enhanced Automatic Parkin...

    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:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS4PKLXPR125147
    Stock: P9222
    Certified Pre-Owned: No
    Listed since: 08-12-2025

  • Price Drop
    • 55,542 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 14 City / 18 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Old Bridge, NJ / 220 miles away from Winchester, VA

    CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Entertainment System,Hands-Free Liftgate,Heated Sea...

    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:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS4MKL0PR104791
    Stock: AHP9580
    Certified Pre-Owned: No

  • $85,998
    good price
    $2,842 below market
    • 18,479 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Jake Sweeney Express (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Cincinnati, OH / 337 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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4LKL8RR268643
    Stock: LP9376
    Certified Pre-Owned: No
    Listed since: 06-26-2025

  • Price Drop
    $28,970
    good price
    $2,969 below market
    • 105,281 miles
    • No accidents, 2 owners, rental vehicle
    • 7 Seats, 14 City / 23 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in New Port Richey, FL / 800 miles away from Winchester, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Hands-Free Liftgate,Heate...

    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: 1GYS3HKJ1LR143411
    Stock: LR143411A
    Certified Pre-Owned: No

  • Price Drop
    $95,500
    fair price
    $215 below market
    • 24,585 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Country Chevrolet (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Warrenton, VA / 37 miles away from Winchester, VA

    2024 Cadillac Escalade ESV Sport Platinum Black Raven AWD 6.2L V8 10-Speed Automatic AWD, Enhanced Automatic Emergency Braking, Enhanced Automatic Par...

    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:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS4RKL4RR130486
    Stock: P9163
    Certified Pre-Owned: No
    Listed since: 08-13-2025

  • $43,999
    fair price
    $1,337 below market
    • 25,050 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 14 City / 23 Hwy MPG
    • Enterprise Car Sales (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Concord, CA / 2,349 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:

    17 Combined MPG (14 City/23 Highway)

    Listing Information:

    VIN: 1GYS3HKJ8LR170962
    Stock: 7SDM6H
    Certified Pre-Owned: No
    Listed since: 09-02-2025

  • Price Drop
    $69,888
    good price
    $1,158 below market
    • 32,899 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Van Nuys, CA / 2,239 miles away from Winchester, VA

    3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Heated Steering Wheel,Keyless Sta...

    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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS3NKL6PR106070
    Stock: PR106070T
    Certified Pre-Owned: No

  • Price Drop
    $63,499
    fair price
    $2,003 below market
    • 40,932 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 14 City / 19 Hwy MPG
    • Country Chevrolet (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Warrenton, VA / 37 miles away from Winchester, VA

    2022 Cadillac Escalade ESV Premium Galactic Gray Metallic 4WD 6.2L V8 10-Speed Automatic with Overdrive 4WD, Enhanced Automatic Emergency Braking, Enh...

    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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4KKL1NR276801
    Stock: P9189
    Certified Pre-Owned: No
    Listed since: 07-23-2025

  • New Listing
    • 48,296 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Wesley Chapel, FL / 792 miles away from Winchester, VA

    CarFax No Accidents Reported,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Entertainment System,Hands-...

    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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4MKL3MR354974
    Stock: C354974A
    Certified Pre-Owned: No

  • New Listing
    • 66,831 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Indianapolis, IN / 429 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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4MKL1NR137103
    Stock: 2004067175
    Certified Pre-Owned: No
    Listed since: 09-16-2025

  • $71,285
    fair price
    $281 below market
    • 38,947 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 14 City / 19 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Troy, MI / 351 miles away from Winchester, VA

    Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Heated Steering Wheel,K...

    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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4PKL4NR329830
    Stock: NR329830PL
    Certified Pre-Owned: Yes

  • Price Drop
    $53,990
    fair price
    $1,181 below market
    • 84,511 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Phoenix, AZ / 1,914 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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4KKL0NR194896
    Stock: 2003979995
    Certified Pre-Owned: No
    Listed since: 08-19-2025

  • Price Drop
    • 50,749 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Country Chevrolet (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Warrenton, VA / 37 miles away from Winchester, VA

    New Price! 2022 Cadillac Escalade ESV Premium Luxury Platinum Black Raven 4WD 6.2L V8 10-Speed Automatic with Overdrive 4WD, Enhanced Automatic Emerge...

    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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4MKL8NR248604
    Stock: P9199
    Certified Pre-Owned: No
    Listed since: 07-26-2025

  • Price Drop
    $83,499
    fair price
    $1,381 below market
    • 18,076 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Country Chevrolet (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Warrenton, VA / 37 miles away from Winchester, VA

    2024 Cadillac Escalade ESV Premium Argent Silver Metallic AWD 6.2L V8 10-Speed Automatic AWD, Enhanced Automatic Emergency Braking, Enhanced Automatic...

    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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4KKL7RR258891
    Stock: P9089
    Certified Pre-Owned: No
    Listed since: 07-01-2025

  • New Listing
    $74,597
    fair price
    $1,749 below market
    • 44,803 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Winchester Mitsubishi (4 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Winchester, VA / 4 miles away from Winchester, VA

    2023 Cadillac Escalade ESV AWD Black Raven 4D Sport UtilityFree oil changes for life, Free Virginia State inspections for life, Safety Inspected.

    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:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS4RKL9PR111879
    Stock: PR111879T
    Certified Pre-Owned: No
    Listed since: 08-30-2025

  • New Listing
    $35,990
    fair price
    $227 below market
    • 98,976 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 21 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Los Angeles, CA / 2,234 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: 1GYS4JKJ3LR187267
    Stock: 2003998977
    Certified Pre-Owned: No
    Listed since: 09-05-2025

Showing 1 - 21 out of 67 listings
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