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387 listings
  • New Listing
    $68,590
    fair price
    $258 above market
    • 28,241 miles
    • 7 Seats, 14 City / 19 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Atlanta, GA / 506 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 Unavailable.

    Features and Specs:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4CKL3MR181726
    Stock: 2003673045
    Certified Pre-Owned: No
    Listed since: 04-23-2025

  • Price Drop
    Stock photo**
    $80,181
    fair price
    $197 below market
    • 33,908 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Cadillac of Fayetteville (191 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fayetteville, NC / 191 miles away from Chesapeake, VA

    Black Raven 2023 Cadillac Escalade SportINCLUDES WARRANTY, AWD, Jet Black w/Full Semi-Aniline Leather Seat Trim, Air Ride Adaptive Suspension, AKG S...

    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: 1GYS4FKL3PR329704
    Stock: 2744A
    Certified Pre-Owned: No
    Listed since: 05-14-2025

  • New Listing
    $58,595
    good price
    $1,597 below market
    • 66,608 miles
    • 7 Seats, 15 City / 20 Hwy MPG
    • Daxs Deals (190 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Fayetteville, NC / 190 miles away from Chesapeake, VA

    Thank you for viewing our 2021 CADILLAC ESCALADE Sport for sale in Fayetteville, NC. If you have any specific questions please contact us. We will b...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    17 Combined MPG (15 City/20 Highway)

    Listing Information:

    VIN: 1GYS3FKL7MR257971
    Stock: 257971
    Certified Pre-Owned: No
    Listed since: 05-12-2025

  • New Listing
    • 56,952 miles
    • 7 Seats, 15 City / 21 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NV to VA*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Las Vegas, NV / 2,152 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 Unavailable.

    Features and Specs:

    17 Combined MPG (15 City/21 Highway)

    Listing Information:

    VIN: 1GYS4NKJ0FR698172
    Stock: 27262658
    Certified Pre-Owned: No

  • New Listing
    $61,990
    fair price
    $994 above market
    • 47,661 miles
    • No accidents, 4 owners, personal use
    • 7 Seats, 15 City / 20 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Cleveland, OH / 440 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 (15 City/20 Highway)

    Listing Information:

    VIN: 1GYS3BKL1MR428741
    Stock: 2003676144
    Certified Pre-Owned: No
    Listed since: 05-02-2025

    • 27,332 miles
    • Lemon reported, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Impex Chevrolet GMC (192 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    LOADED ESCALADE SPORT, Onyx Package, Touring Package, Brady Interior, Power Assist Steps, 3 Year Onstar.

    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: 1GYS3FKL0PR123100
    Stock: 2CT3100
    Certified Pre-Owned: No
    Listed since: 12-10-2024

  • Price Drop
    • 92,805 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 14 City / 19 Hwy MPG
    • Smart Ford (150 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in South Boston, VA / 150 miles away from Chesapeake, VA

    Crystal White Tricoat 2021 Cadillac Escalade Premium Luxury 4WD 6.2L V8 4WD, Parchment w/Jet Black Accents w/Leather Seating Surfaces w/Mini-Chevron P...

    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: 1GYS4BKL8MR219381
    Stock: 219381
    Certified Pre-Owned: No
    Listed since: 04-04-2025

  • New Listing
    • 68,563 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 Cincinnati, OH / 480 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:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4DKL5MR325623
    Stock: 2003740201
    Certified Pre-Owned: No
    Listed since: 05-19-2025

  • New Listing
    Stock photo**
    $19,765
    fair price
    $545 below market
    • 136,603 miles
    • 1 accident, 4 owners, personal use
    • 7 Seats, 15 City / 21 Hwy MPG
    • Sell Your Car Today (NC) (191 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fayetteville, NC / 191 miles away from Chesapeake, VA

    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 (15 City/21 Highway)

    Listing Information:

    VIN: 1GYS4MKJXFR564926
    Stock: FR564926
    Certified Pre-Owned: No
    Listed since: 05-17-2025

    • 11,058 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Hyman Bros. Automobiles West Broad (95 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Richmond, VA / 95 miles away from Chesapeake, VA

    Hyman Bros. accepts all trade-in's, If you have a Carmax Appraisal (We Will Beat It) We offer competitive financing in all states, If you are pre-appr...

    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: 1GYS4BKL2PR191873
    Stock: H9511
    Certified Pre-Owned: No
    Listed since: 02-27-2025

  • New Listing
    Stock photo**
    $77,921
    fair price
    $328 above market
    • 34,082 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Crossroads INFINITI of Raleigh (143 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Raleigh, NC / 143 miles away from Chesapeake, VA

    CARFAX One-Owner. 2023 Cadillac EscaladeClean Carfax, One Owner, AWD, Whisper Beige With Jet Black Accents Leather, Adaptive Cruise Control, Air Ride ...

    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: 1GYS4FKL1PR249253
    Stock: T49253
    Certified Pre-Owned: No
    Listed since: 05-17-2025

    • 26,712 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Country Chevrolet (162 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    2023 Cadillac Escalade Sport Platinum Argent Silver Metallic AWD 6.2L V8 10-Speed Automatic AWD, Whisper Beige With Gideon Accents Leather, 3rd row se...

    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: 1GYS4GKL6PR154371
    Stock: P8873
    Certified Pre-Owned: No
    Listed since: 05-14-2025

  • Stock photo**
    • 66,186 miles
    • Insurance loss reported, 3 owners, personal use
    • 8 Seats, 15 City / 21 Hwy MPG
    • Sauls Motor Co, Inc (145 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Smithfield, NC / 145 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: No

    Free History Report: No

    Features and Specs:

    17 Combined MPG (15 City/21 Highway)

    Listing Information:

    VIN: 1GYS4MKJ1FR560392
    Stock: 205107
    Certified Pre-Owned: No
    Listed since: 04-07-2025

  • New Listing
    $58,990
    fair price
    $49 above market
    • 77,529 miles
    • 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 / 579 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 Unavailable.

    Features and Specs:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4CKL8MR210301
    Stock: 2003664856
    Certified Pre-Owned: No
    Listed since: 05-09-2025

    • 135,410 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 15 City / 21 Hwy MPG
    • Old Town Motors (158 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Hyattsville, MD / 158 miles away from Chesapeake, VA

    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 (15 City/21 Highway)

    Listing Information:

    VIN: 1GYS4MKJ9FR516995
    Stock: O6995
    Certified Pre-Owned: No
    Listed since: 08-09-2024

    • 172,096 miles
    • Frame damage reported, 3 owners, corporate fleet vehicle
    • 7 Seats, 13 City / 18 Hwy MPG
    • Kargar Motors (156 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Manassas, VA / 156 miles away from Chesapeake, VA

    BUYING A CAR HAS NEVER BEEN THIS EASY.We specialize in 100% GUARANTEED APPROVAL. BAD CREDIT, NO CREDIT, BANKRUPTCY, REPO, FORECLOSURE...NO PROBLEM. NO...

    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:

    15 Combined MPG (13 City/18 Highway)

    Listing Information:

    VIN: 1GYS4DEF4DR220027
    Stock: KMM12131
    Certified Pre-Owned: No

  • Price Drop
    • 38,185 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Cadillac of Fayetteville (191 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fayetteville, NC / 191 miles away from Chesapeake, VA

    Crystal White Tricoat 2023 Cadillac Escalade SportINCLUDES WARRANTY, AWD, Brandy With Very Dark Atmosphere Accents Leather, Adaptive Cruise Control,...

    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: 1GYS4FKL1PR227902
    Stock: 2746A
    Certified Pre-Owned: No
    Listed since: 04-01-2025

    • 60,546 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats
    • John Hiester Chevrolet of Lillington (170 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Lillington, NC / 170 miles away from Chesapeake, VA

    ACCIDENT FREE CARFAX, BALANCE OF FACTORY WARRANTY, 4WD/AWD, FAST AND EASY FINANCING, ***SAVE MORE WHEN YOU TRADE WITH HIESTER CHEVROLET OF LILLINGTON!...

    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: 1GYS4BKT3MR442489
    Stock: 12370U
    Certified Pre-Owned: No
    Listed since: 03-24-2025

  • Price Drop
    • 11,532 miles
    • Frame damage reported, 1 owner, rental vehicle
    • 7 Seats, 14 City / 18 Hwy MPG
    • 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: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS4EKL7PR354230
    Stock: SAI3026
    Certified Pre-Owned: No

    • 112,339 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 7 Seats, 15 City / 21 Hwy MPG
    • Rick Hendrick Cadillac (9 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Norfolk, VA / 9 miles away from Chesapeake, VA

    This vehicle is available for transfer from another Hendrick Automotive Group dealership. All vehicles may not be physically located at this dealershi...

    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 (15 City/21 Highway)

    Listing Information:

    VIN: 1GYS4CKJ0FR197643
    Stock: SA32356
    Certified Pre-Owned: No
    Listed since: 12-10-2024

  • Price Drop
    • 79,627 miles
    • No accidents, 4 owners, rental vehicle
    • 7 Seats, 15 City / 21 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Oklahoma City, OK / 1,189 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: 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 (15 City/21 Highway)

    Listing Information:

    VIN: 1GYS4MKJ8FR527986
    Stock: 2003695549
    Certified Pre-Owned: No
    Listed since: 05-08-2025

Showing 232 - 252 out of 387 listings

Consumer Reviews for the Cadillac Escalade

Read recent reviews for the Cadillac Escalade
Overall Consumer Rating
3.2 out of 5 stars48 Reviews
Write a vehicle reviewSee all 48 reviews
  • 5 star
    (38%)
  • 4 star
    (13%)
  • 3 star
    (13%)
  • 2 star
    (4%)
  • 1 star
    (33%)
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 2021 Cadillac Escalade in Chesapeake, VA Values

Estimated values
2021 Cadillac Escalade Premium Luxury 4dr SUV 4WD (6.2L 8cyl 10A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$44,487$46,995$49,507
Clean$43,792$46,249$48,708
Average$42,634$45,005$47,377
Rough$41,128$43,388$45,646

The average list price of a used 2021 Cadillac Escalade in Chesapeake, Virginia is $53,145. The average mileage on a used Cadillac Escalade 2021 for sale in Chesapeake, Virginia is 65,904. Based on the average mileage of 65,904 for used 2021 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 2021 in Chesapeake, Virginia to be $42,634.

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