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382 listings
  • New Listing
    $31,977
    fair price
    $899 above market
    • 131,056 miles
    • 8cyl automatic
    • Deacon Jones Chevrolet of La Grange (133 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in La Grange, NC / 133 miles away from Chesapeake, VA

    Recent Arrival! Crystal White Tricoat 2020 Cadillac Escalade Luxury 6.2L V8 10-Speed Automatic with Overdrive 4WD 4WD, Black Leather.When you're talki...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: 1GYS4BKJ3LR296253
    Stock: G350211A
    Certified Pre-Owned: No
    Listed since: 05-16-2025

    • 30,444 miles
    • Lemon reported, 1 owner, personal use
    • 8cyl automatic
    • Impex Chevrolet GMC (192 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Reidsville, NC / 192 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: Yes

    Free History Report: No

    Features and Specs:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4GKL5NR198715
    Stock: 2CT8715
    Certified Pre-Owned: No
    Listed since: 02-11-2025

  • New Listing
    $46,998
    fair price
    $627 below market
    • 48,364 miles
    • 1 accident, 1 owner, personal use
    • 8cyl automatic
    • CarMax (In-stock online)
    • Transfer available from TN to VA*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Knoxville, TN / 445 miles away from Chesapeake, 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: No

    Features and Specs:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: 1GYS4BKJ2LR116499
    Stock: 27143872
    Certified Pre-Owned: No

  • New Listing
    • 27,547 miles
    • No accidents, 1 owner, personal use only
    • 8cyl automatic
    • Country Chevrolet (162 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Warrenton, VA / 162 miles away from Chesapeake, VA

    2022 Cadillac Escalade Sport Platinum Black Raven 4WD 6.2L V8 10-Speed Automatic 4WD, Dark Auburn With Jet Black Accents Leather, 3rd row seats: split...

    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: 1GYS4GKL7NR309071
    Stock: P8901
    Certified Pre-Owned: No
    Listed since: 05-14-2025

  • Price Drop
    • 71,739 miles
    • No accidents, 2 owners, personal use only
    • 8cyl automatic
    • Rocky Mount Chrysler Dodge Jeep Ram FIAT (105 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Rocky Mount, NC / 105 miles away from Chesapeake, VA

    CARFAX One-Owner. Crystal White Tricoat 2022 Cadillac Escalade Sport Platinum 4WD 10-Speed Automatic 6.2L V8 4WD, Whisper Beige With Gideon Accents Le...

    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: 1GYS4GKL4NR194249
    Stock: P14709
    Certified Pre-Owned: No
    Listed since: 04-16-2025

    • 35,551 miles
    • No accidents, 2 owners, personal use
    • 8cyl automatic
    • Land Rover Alexandria (151 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Alexandria, VA / 151 miles away from Chesapeake, VA

    ** JUST TRADED * SPORT PLATINUM ** POWER RETRACTABLE SIDE STEPS ** CONSOLE REFRIGERATOR WITH FREEZER ** Clean CARFAX. Galactic Gray Metallic 2022 Cadi...

    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: 1GYS4GKL2NR321239
    Stock: 13762P
    Certified Pre-Owned: No
    Listed since: 03-02-2025

  • New Listing
    • 38,456 miles
    • No accidents, 1 owner, personal use only
    • 8cyl automatic
    • CarMax (In-stock online)
    • Transfer available from NY to VA*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Buffalo, NY / 455 miles away from Chesapeake, 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: 1GYS4CKJ8LR120997
    Stock: 26948427
    Certified Pre-Owned: No

  • New Listing
    • 47,070 miles
    • No accidents, 3 owners, personal use only
    • 8cyl automatic
    • CarMax (In-stock online)
    • Transfer available from AZ to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Tucson, AZ / 1,991 miles away from Chesapeake, 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: 1GYS3BEF5ER228565
    Stock: 27117327
    Certified Pre-Owned: No

  • $78,893
    great price
    $9,539 below market
    • 23,842 miles
    • No accidents, 2 owners, personal use only
    • 8cyl automatic
    • Brown & Wood GMC Buick (103 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Greenville, NC / 103 miles away from Chesapeake, VA

    CERTIFIED BY CARFAX - NO ACCIDENTS, REMAINDER OF FACTORY WARRANTY STILL APPLIES, SERVICE RECORDS AVAILABLE, NAVIGATION, REAR VIEW BACK-UP CAMERA, 3RD ...

    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: 1GYS4DKL3PR203637
    Stock: 25180A
    Certified Pre-Owned: No
    Listed since: 02-03-2025

  • New Listing
    • 44,398 miles
    • No accidents, 3 owners, personal use only
    • 8cyl automatic
    • Malloy Ford (199 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Winchester, VA / 199 miles away from Chesapeake, VA

    Clean CARFAX. 2020 Cadillac Escalade PLATINUM 4X4 6.2L V8 10-Speed Automatic with OverdriveREAR DVD PLAYER!!!!!LEATHER HEATED AND COOLED SEATINGREAR V...

    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: 1GYS4DKJ1LR107238
    Stock: P3925A
    Certified Pre-Owned: No
    Listed since: 04-30-2025

  • Price Drop
    • 75,608 miles
    • No accidents, 2 owners, personal use
    • 8cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Columbus, OH / 430 miles away from Chesapeake, 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: 1GYS4BKJ1LR130149
    Stock: 2003662516
    Certified Pre-Owned: No
    Listed since: 04-26-2025

  • New Listing
    • 82,678 miles
    • No accidents, 1 owner, personal use only
    • 8cyl automatic
    • Charles Boyd Chevrolet GMC (126 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Henderson, NC / 126 miles away from Chesapeake, VA

    Thank You for shopping at Charles Boyd Chevrolet Cadillac GMC! 4WD, Parchment With Jet Black Accents Leather. Black Raven 2022 Cadillac Escalade Premi...

    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: 1GYS4CKL4NR157629
    Stock: K62-25A
    Certified Pre-Owned: No
    Listed since: 04-30-2025

  • New Listing
    • 35,786 miles
    • 1 accident, 2 owners, personal use
    • 8cyl automatic
    • CarMax (In-stock online)
    • Transfer available from DE to VA*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Newark, DE / 206 miles away from Chesapeake, 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: No

    Features and Specs:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: 1GYS4BKJ3LR285673
    Stock: 27363341
    Certified Pre-Owned: No

  • $78,786
    great price
    $7,431 below market
    • 16,756 miles
    • No accidents, 1 owner, rental vehicle
    • 8cyl automatic
    • Royal Auto Club (169 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sterling, VA / 169 miles away from Chesapeake, VA

    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:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS4EKL9PR481447
    Stock: SAI3039
    Certified Pre-Owned: No

  • New Listing
    • 51,415 miles
    • 1 accident, 1 owner, personal use only
    • 8cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Philadelphia, PA / 236 miles away from Chesapeake, 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: 1GYS4CKJ5LR255998
    Stock: 2003692782
    Certified Pre-Owned: No
    Listed since: 05-13-2025

    • 75,813 miles
    • 2 accidents, 3 owners, corporate fleet vehicle
    • 8cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Columbus, OH / 430 miles away from Chesapeake, 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:

    17 Combined MPG (14 City/23 Highway)

    Listing Information:

    VIN: 1GYS3BKJ1LR264081
    Stock: 2003692780
    Certified Pre-Owned: No
    Listed since: 05-12-2025

  • Price Drop
    • 78,421 miles
    • 1 accident, 1 owner, personal use only
    • 8cyl automatic
    • Dulles Kia (179 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Leesburg, VA / 179 miles away from Chesapeake, VA

    2022 Cadillac Escalade Sport | Rear Entertainment | Onyx Package | 12 Spoke Wheels Crystal White Tricoat 6.2L V8 4WD4WD, Black Leather, 16.9" Diagon...

    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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4EKL9NR122984
    Stock: P3885
    Certified Pre-Owned: No
    Listed since: 03-19-2025

  • $61,000
    great price
    $6,129 below market
    • 55,269 miles
    • No accidents, 1 owner, personal use only
    • 8cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Farmington Hills, MI / 550 miles away from Chesapeake, 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: 1GYS4EKL0MR201247
    Stock: MR201247P
    Certified Pre-Owned: No

  • Price Drop
    $58,250
    great price
    $5,271 below market
    • 97,838 miles
    • No accidents, 2 owners, personal use only
    • 8cyl automatic
    • Walkers Auto (187 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Reidsville, NC / 187 miles away from Chesapeake, VA

    Wow What an amazing Spec! Sport Escalade 4x4 6.2L Engine Crystal White tricoat with brandy Brown Interior!!! Highly wanted color combo with blacked ou...

    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: 1GYS4FKL8MR246104
    Stock: CC6104
    Certified Pre-Owned: No
    Listed since: 03-06-2025

  • Price Drop
    $53,995
    great price
    $4,501 below market
    • 82,826 miles
    • No accidents, 1 owner, personal use only
    • 8cyl automatic
    • Jim Coleman Cadillac (166 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Bethesda, MD / 166 miles away from Chesapeake, VA

    1 OWNER CLEAN CARFAX, WELL MAINTAINED, PRISTINE CONDITION. PLATINUM. BLINDSPOT, BLUETOOTH, NAVIGATION, HEAD UP DISPLAY, PANORAMIC SUNROOF, FRONT 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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4DKL6MR172783
    Stock: 24133A
    Certified Pre-Owned: No
    Listed since: 10-26-2023

  • New Listing
    $83,789
    good price
    $6,632 below market
    • 15,771 miles
    • No accidents, 2 owners, personal use only
    • 8cyl automatic
    • Land Rover Cape Fear (195 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Wilmington, NC / 195 miles away from Chesapeake, VA

    Crystal White Tricoat 2023 Cadillac Escalade Sport AWD 10-Speed Automatic 6.2L V8 AWD, Brandy With Very Dark Atmosphere Accents Leather, 16.9" Diagona...

    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: 1GYS4FKL8PR105523
    Stock: SA475324A
    Certified Pre-Owned: No
    Listed since: 05-17-2025

Showing 211 - 231 out of 382 listings

Consumer Reviews for the Cadillac Escalade

Read recent reviews for the Cadillac Escalade
Overall Consumer Rating
3.2 out of 5 stars44 Reviews
Write a vehicle reviewSee all 44 reviews
  • 5 star
    (36%)
  • 4 star
    (14%)
  • 3 star
    (14%)
  • 2 star
    (2%)
  • 1 star
    (34%)
3 out of 5 stars

3rd Time Escalade Owner

April, 07/22/2016
2016 Cadillac Escalade Platinum 4dr SUV 4WD (6.2L 8cyl 8A)
This is our third Escalade to own. I couldn't be more disappointed in the quality of the car this time. They really cut corners in the interior and it shows from parts coming unglued to the interior leather peeling. On the outside of the car the Crome trim on the door popped off and all four doors trim work between the doors had to be replaced. My car had less than 8k miles and they … replaced the transmission. For a vehicle costing almost 100k very disappointed Cadillac. This will be our last.
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Used 2020 Cadillac Escalade in Chesapeake, VA Values

Estimated values
2020 Cadillac Escalade Luxury 4dr SUV 4WD (6.2L 8cyl 10A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$40,111$43,332$46,429
Clean$39,381$42,539$45,575
Average$38,165$41,217$44,151
Rough$36,583$39,499$42,299

The average list price of a used 2020 Cadillac Escalade in Chesapeake, Virginia is $58,609. The average mileage on a used Cadillac Escalade 2020 for sale in Chesapeake, Virginia is 55,555. Based on the average mileage of 55,555 for used 2020 Cadillac Escalade for sale in Chesapeake, VA and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Cadillac Escalade 2020 in Chesapeake, Virginia to be $38,165.

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