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382 listings
- $59,987good price$3,698 below market
- 61,334 miles
- No accidents, 2 owners, personal use only
- 8cyl automatic
- Hendrick Buick GMC (160 mi away)
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Located in Cary, NC / 160 miles away from Chesapeake, VA
Hendrick Certified, Clean. PRICED TO MOVE $5,400 below J.D. Power Retail! Third Row Seat, DVD Entertainment System, Heated Leather Seats, Navigation, ...
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: 1GYS4CKL6MR267516
Stock: S40126A
Certified Pre-Owned: No
Listed since: 03-08-2025 - $84,550fair price$2,676 below market
- 15,921 miles
- No accidents, 1 owner, personal use only
- 8cyl automatic
- Impex Chevrolet GMC (192 mi away)
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Located in Reidsville, NC / 192 miles away from Chesapeake, VA
CARFAX One-Owner.2023 Cadillac Escalade Sport AWD AWD 10-Speed Automatic Mahogany Metallic 6.2L V8Escalade Sport AWD, 6.2L V8, 10-Speed Automatic, AWD...
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: 1GYS4FKL3PR360659
Stock: 2CT0659
Certified Pre-Owned: No
Listed since: 04-29-2025 - $80,750good price$3,568 below market
- 24,763 miles
- No accidents, 1 owner, personal use only
- 8cyl automatic
- Mercedes-Benz of Annapolis (155 mi away)
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Located in Annapolis, MD / 155 miles away from Chesapeake, VA
JUST ARRIVED. PENDING INSPECTION. Crystal White Tricoat 2023 Cadillac Escalade Premium Luxury Platinum 10-Speed Automatic 6.2L V8 AWD 4D Sport Utility...
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: 1GYS4DKL7PR286960
Stock: QU286960
Certified Pre-Owned: No
Listed since: 05-09-2025 - $89,890good price$2,265 below market
- 12,025 miles
- No accidents, 1 owner, personal use only
- 8cyl automatic
- Impex Chevrolet GMC (192 mi away)
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Located in Reidsville, NC / 192 miles away from Chesapeake, VA
2023 Cadillac Escalade Premium Luxury Platinum AWD AWD 10-Speed Automatic Crystal White Tricoat 6.2L V8Escalade Premium Luxury Platinum AWD, 6.2L V8, ...
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: 1GYS4DKL6PR296332
Stock: 2CT6332
Certified Pre-Owned: No
Listed since: 04-21-2025 - Price Drop$64,592good price$3,067 below market
- 35,017 miles
- No accidents, 2 owners, personal use
- 8cyl automatic
- Driveway (In-stock online)
- Home delivery*
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Located in Minneapolis, MN / 1,058 miles away from Chesapeake, VA
CarFax No Accidents Reported,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Heat...
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: 1GYS4CKL9MR321276
Stock: MR321276A
Certified Pre-Owned: No - $90,000fair price$1,913 below market
- 16,094 miles
- No accidents, personal use only
- 8cyl automatic
- Karen Radley Volkswagen (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
2023 Cadillac Escalade Sport Platinum 6.2L V8 10-Speed Automatic AWD Black RavenOdometer is 11974 miles below market average!Escalade Sport Platinum, ...
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: 1GYS4GKLXPR405229
Stock: DP7141
Certified Pre-Owned: No
Listed since: 05-01-2025 - New Listing$73,590good price$2,617 below market
- 19,970 miles
- No accidents, 2 owners, personal use
- 8cyl automatic
- Driveway (151 mi away)
- Home delivery*
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Located in Springfield, VA / 151 miles away from Chesapeake, VA
CarFax No Accidents Reported,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Entertainment System,Hands-Free Liftg...
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: 1GYS4BKL5PR302187
Stock: 24845P
Certified Pre-Owned: No 
Photos not available$66,998good price$3,341 below market- 27,468 miles
- No accidents, 1 owner, personal use only
- 8cyl automatic
- Jake Sweeney Express (In-stock online)
- Home delivery*
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Located in Cincinnati, OH / 482 miles away from Chesapeake, 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: 1GYS4BKL1MR277283
Stock: LP9210
Certified Pre-Owned: No
Listed since: 04-19-2025- Price Drop$91,350fair price$1,117 below market
- 31,315 miles
- No accidents, 1 owner, personal use only
- 8cyl automatic
- Cadillac of Fayetteville (191 mi away)
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Located in Fayetteville, NC / 191 miles away from Chesapeake, VA
Crystal White Tricoat 2023 Cadillac Escalade Sport PlatinumINCLUDES WARRANTY, AWD, Jet Black Leather, 2-Speed Active Transfer Case, Adaptive Cruise ...
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: 1GYS4GKL8PR270977
Stock: A12687A
Certified Pre-Owned: No
Listed since: 04-01-2025 - Price Drop$85,100fair price$1,734 below market
- 28,915 miles
- No accidents, 1 owner, personal use
- 8cyl automatic
- Cadillac of Fayetteville (191 mi away)
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Located in Fayetteville, NC / 191 miles away from Chesapeake, VA
Black 2023 Cadillac Escalade Premium Luxury PlatinumINCLUDES WARRANTY, REMAINDER OF FACTORY WARRANTY, CLEAN VEHICLE HISTORY, LEATHER, PANO/EXTENDED ...
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: 1GYS4DKL2PR274585
Stock: A12665
Certified Pre-Owned: No
Listed since: 10-22-2024 - $78,033fair price$1,170 below market
- 36,165 miles
- No accidents, 1 owner, personal use
- 8cyl automatic
- Jake Sweeney Express (In-stock online)
- Home delivery*
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Located in Cincinnati, OH / 482 miles away from Chesapeake, VA
Jake Sweeney Is the only Chrysler Dodge Jeep Ram dealer in the Cincinnati metro area to offer a complementary Lifetime Mechanical Protection with a $0...
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: 1GYS4GKL3MR347704
Stock: C38351
Certified Pre-Owned: No
Listed since: 04-01-2025 - Price Drop$58,590fair price$1,665 below market
- 70,543 miles
- No accidents, 1 owner, personal use only
- 8cyl automatic
- Carvana (In-stock online)
- Home delivery*
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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
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: 1GYS4CKL8MR226790
Stock: 2003665026
Certified Pre-Owned: No
Listed since: 05-12-2025 - $65,989fair price$1,145 below market
- 45,188 miles
- No accidents, 1 owner, personal use only
- 8cyl automatic
- Leith Lincoln (143 mi away)
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Located in Raleigh, NC / 143 miles away from Chesapeake, VA
Black Raven 2021 Cadillac Escalade Premium Luxury 4WD 10-Speed Automatic with Overdrive 6.2L V8 4WD, Black Leather, Air Ionizer, AKG Studio 19-Speaker...
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: 1GYS4BKL0MR371140
Stock: L505698A1
Certified Pre-Owned: No
Listed since: 05-02-2025 - New Listing$69,998fair price$1,391 below market
- 53,359 miles
- No accidents, 1 owner, personal use
- 8cyl automatic
- CarMax (In-stock online)
- Transfer available from MN to VA*
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Located in Brooklyn Park, MN / 1,062 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/19 Highway)
Listing Information:
VIN: 1GYS4FKL7MR359395
Stock: 26882331
Certified Pre-Owned: No - New Listing$127,331fair price$1,650 below market
- 21,221 miles
- No accidents, 1 owner, personal use only
- 8cyl automatic
- John Hiester Chrysler Dodge Jeep Ram of Sanford (185 mi away)
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Located in Sanford, NC / 185 miles away from Chesapeake, VA
CLEAN CARFAX, ONE OWNER, BALANCE OF FACTORY WARRANTY, AWD, AWD, Dark Auburn With Jet Black Accents Leather, Active Noise Cancellation, Adaptive Cruise...
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: 1GYS4HK91PR100244
Stock: S3305
Certified Pre-Owned: No
Listed since: 05-15-2025 - $14,300fair price$531 below market
- 128,297 miles
- 3 accidents, 3 owners, corporate fleet vehicle
- 8cyl automatic
- ZaZa Moto (138 mi away)
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Located in Stafford, VA / 138 miles away from Chesapeake, VA
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:
16 Combined MPG (14 City/18 Highway)
Listing Information:
VIN: 1GYS3AEF2DR128965
Stock: SM2962
Certified Pre-Owned: No
Listed since: 03-03-2025 - New Listing$63,998fair price$493 below market
- 56,562 miles
- No accidents, 2 owners, corporate fleet vehicle
- 8cyl automatic
- CarMax (In-stock online)
- Transfer available from OK to VA*
Close
Located in Oklahoma City, OK / 1,186 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: 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/19 Highway)
Listing Information:
VIN: 1GYS4BKL4MR297575
Stock: 26830577
Certified Pre-Owned: No - $67,999fair price$675 below market
- 17,754 miles
- 1 accident, 1 owner, personal use
- 8cyl automatic
- Sanford Honda (185 mi away)
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Located in Sanford, NC / 185 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/20 Highway)
Listing Information:
VIN: 1GYS3CKL5MR489967
Stock: B2172
Certified Pre-Owned: No
Listed since: 04-20-2025 - 9,277 miles
- Lemon reported, 1 owner, personal use
- 8cyl automatic
- Impex Chevrolet GMC (192 mi away)
Close
Located in Reidsville, NC / 192 miles away from Chesapeake, VA
CARFAX One-Owner.2023 Cadillac Escalade Premium Luxury AWD AWD 10-Speed Automatic Galactic Gray Metallic 6.2L V8Escalade Premium Luxury AWD, 6.2L V8, ...
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/18 Highway)
Listing Information:
VIN: 1GYS4BKL8PR161941
Stock: 2CT61941
Certified Pre-Owned: No
Listed since: 01-17-2025- $74,000fair price$789 above market
- 27,800 miles
- No accidents, 1 owner, personal use only
- 8cyl automatic
- Mercedes-Benz of Fredericksburg (130 mi away)
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Located in Fredericksburg, VA / 130 miles away from Chesapeake, VA
This 2023 Black Raven Cadillac Escalade Premium Luxury AWD is well equipped and includes these features and benefits: Recent Arrival! CARFAX One-Owner...
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: 1GYS4BKL2PR127476
Stock: 157611M
Certified Pre-Owned: No
Listed since: 05-09-2025 - $62,990good price$2,371 below market
- 86,807 miles
- 2 accidents, 1 owner, personal use only
- 8cyl automatic
- Van 2 Auto Sales (193 mi away)
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Located in Siler City, NC / 193 miles away from Chesapeake, VA
2021 Cadillac Escalade Sport Platinum Super Cruise**Night Vision**AKG Sound**Rear Entertainment Too many options to list! Financing Available! Rea...
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: 1GYS4GKL4MR411023
Stock: 411023
Certified Pre-Owned: No
Listed since: 12-30-2024
Showing 232 - 252 out of 382 listings
Consumer Reviews for the Cadillac Escalade
Read recent reviews for the Cadillac Escalade
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.
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
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $54,868 | $58,033 | $61,204 |
| Clean | $54,011 | $57,112 | $60,217 |
| Average | $52,582 | $55,576 | $58,571 |
| Rough | $50,726 | $53,580 | $56,431 |
The average list price of a used 2021 Cadillac Escalade in Chesapeake, Virginia is $73,477. The average mileage on a used Cadillac Escalade 2021 for sale in Chesapeake, Virginia is 39,324. Based on the average mileage of 39,324 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 $52,582.
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