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556 listings
  • $13,900
    great price
    $1,669 below market
    • 101,655 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 28 Hwy MPG
    • Maguire and Sons Auto Brokers Inc (6 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Virginia Beach, VA / 6 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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: WDC0G4KB4HF150195
    Stock: 25221
    Certified Pre-Owned: No
    Listed since: 07-07-2025

  • Price Drop
    $26,998
    good price
    $2,608 below market
    • 28,692 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 22 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NV to VA*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    • Blind Spot Monitorin...
    Close

    Located in Las Vegas, NV / 2,154 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: Yes

    Features and Specs:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: W1N0G8DB2MF997682
    Stock: 27262007
    Certified Pre-Owned: No

  • Price Drop
    $25,000
    great price
    $2,445 below market
    • 71,211 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 28 Hwy MPG
    • Rick Hendrick Chevrolet (9 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

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

    Black exterior and Black interior. Heated Seats, Back-Up Camera, Power Liftgate, Turbo, Alloy Wheels, Full-Time 4MATIC All-Wheel.KEY FEATURES INCLUDEF...

    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:

    23 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: W1N0G8EB5MV301840
    Stock: SA32444
    Certified Pre-Owned: No
    Listed since: 03-03-2025

  • New Listing
    $25,998
    good price
    $1,704 below market
    • 53,172 miles
    • No accidents, 2 owners, rental vehicle
    • 5 Seats, 22 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from AZ to VA*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    • Blind Spot Monitorin...
    Close

    Located in Tolleson, AZ / 2,038 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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: W1N0G8DB5NV397228
    Stock: 27329113
    Certified Pre-Owned: No

  • $19,071
    great price
    $2,584 below market
    • 63,325 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 28 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Portland, OR / 2,461 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,High Demand,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Turbo/Supercharged,Power Door Lo...

    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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: WDC0G4KB3JV045255
    Stock: JV045255T
    Certified Pre-Owned: No

  • New Listing
    $58,999
    good price
    $5,461 below market
    • 15,072 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 25 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Ann Arbor, MI / 556 miles away from Chesapeake, VA

    Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Heated Steering Wheel,Keyless Start,...

    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 (19 City/25 Highway)

    Listing Information:

    VIN: W1NKM8HB5RF161500
    Stock: RF161500A
    Certified Pre-Owned: No

  • Price Drop
    $39,995
    good price
    $3,944 below market
    • 15,895 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 20 City / 26 Hwy MPG
    • Auto Haus (34 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Yorktown, VA / 34 miles away from Chesapeake, VA

    Apple CarPlay /Android Auto , Augmented Video for Navigation, Burmester 3D Surround Sound System, DIGITAL LIGHT w/Projections, DISTRONIC PLUS w/Steeri...

    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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: W1NKM4HBXPU028037
    Stock: Y13721
    Certified Pre-Owned: No
    Listed since: 05-09-2025

  • Price Drop
    $25,778
    great price
    $3,662 below market
    • 37,765 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 22 City / 29 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    • Blind Spot Monitorin...
    Close

    Located in Sherman Oaks, CA / 2,363 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Remote Start,Turbo/Sup...

    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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: W1N0G8DB4NV397009
    Stock: NV397009T
    Certified Pre-Owned: No

  • $29,990
    good price
    $1,487 below market
    • 16,551 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 22 City / 29 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    • Blind Spot Monitorin...
    Close

    Located in Sacramento, CA / 2,453 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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: W1N0G8DB6MV321225
    Stock: 2003792154
    Certified Pre-Owned: No
    Listed since: 06-10-2025

  • $25,998
    fair price
    $932 below market
    • 59,624 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5 Seats, 21 City / 28 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from GA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Roswell, GA / 492 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:

    23 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: W1N0G8EBXMF965982
    Stock: 27257912
    Certified Pre-Owned: No

  • New Listing
    $55,990
    good price
    $3,962 below market
    • 21,593 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 16 City / 22 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Phoenix, AZ / 2,024 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:

    18 Combined MPG (16 City/22 Highway)

    Listing Information:

    VIN: W1N0G8JB5LF811197
    Stock: 2003828216
    Certified Pre-Owned: No
    Listed since: 07-22-2025

  • Price Drop
    $41,990
    great price
    $4,455 below market
    • 12,271 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats, 23 City / 31 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Portland, OR / 2,455 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:

    26 Combined MPG (23 City/31 Highway)

    Listing Information:

    VIN: W1NKM4HB2RF222942
    Stock: 2003637451
    Certified Pre-Owned: No
    Listed since: 04-12-2025

  • New Listing
    $23,998
    great price
    $3,982 below market
    • 41,362 miles
    • 2 accidents, 1 owner, personal use
    • 5 Seats, 22 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    • Blind Spot Monitorin...
    Close

    Located in Torrance, CA / 2,364 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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: W1N0G8DB7MF938112
    Stock: 27093390
    Certified Pre-Owned: No

  • New Listing
    $40,999
    good price
    $2,721 below market
    • 18,665 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats, 23 City / 31 Hwy MPG
    • Enterprise Car Sales (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Baton Rouge, LA / 958 miles away from Chesapeake, 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:

    26 Combined MPG (23 City/31 Highway)

    Listing Information:

    VIN: W1NKM4HBXRF209596
    Stock: 8FQX91
    Certified Pre-Owned: No
    Listed since: 06-20-2025

    • 17,775 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 25 City / 32 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in San Antonio, TX / 1,380 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:

    28 Combined MPG (25 City/32 Highway)

    Listing Information:

    VIN: W1NKM4GB6RF203649
    Stock: 2003902298
    Certified Pre-Owned: No
    Listed since: 07-19-2025

  • New Listing
    • 15,761 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 22 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to VA*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    • Blind Spot Monitorin...
    Close

    Located in Amarillo, TX / 1,438 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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: W1N0G8DB9NV367830
    Stock: 27646365
    Certified Pre-Owned: No

  • Price Drop
    • 16,587 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 22 City / 29 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    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

    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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: W1N0G8DB0NG106610
    Stock: 2003817566
    Certified Pre-Owned: No
    Listed since: 06-12-2025

  • $46,590
    great price
    $4,534 below market
    • 2,127 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 25 City / 32 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Sacramento, CA / 2,453 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:

    28 Combined MPG (25 City/32 Highway)

    Listing Information:

    VIN: W1NKM4GB8RF176048
    Stock: 2003792155
    Certified Pre-Owned: No
    Listed since: 07-09-2025

  • New Listing
    $44,491
    good price
    $2,148 below market
    • 11,812 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 23 City / 31 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Urbandale, IA / 994 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,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:

    26 Combined MPG (23 City/31 Highway)

    Listing Information:

    VIN: W1NKM4HB2RF161236
    Stock: RF161236NT
    Certified Pre-Owned: No

  • New Listing
    $27,990
    good price
    $1,784 below market
    • 27,368 miles
    • No accidents, 3 owners, personal use
    • 5 Seats, 22 City / 29 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    • Blind Spot Monitorin...
    Close

    Located in Phoenix, AZ / 2,024 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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: W1N0G8DB7MV265943
    Stock: 2003681159
    Certified Pre-Owned: No
    Listed since: 05-14-2025

  • Price Drop
    $49,936
    good price
    $3,990 below market
    • 8,435 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 25 City / 32 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Los Angeles, CA / 2,356 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Ke...

    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:

    28 Combined MPG (25 City/32 Highway)

    Listing Information:

    VIN: W1NKM4GB8SF252079
    Stock: 20817SL
    Certified Pre-Owned: No

Showing 22 - 42 out of 556 listings

Buying a Mercedes-Benz GLC-Class in Chesapeake Virginia

The Mercedes-Benz GLC-Class stands out as a prime choice for navigating the charming streets and scenic waterfront of Chesapeake, VA. Its elegant design not only enhances its luxury appeal, but it also beautifully complements the historic architecture and lush landscapes found throughout the area. With a perfect balance of comfort and performance, this SUV is well-suited for daily commutes, weekend adventures, or trips to local attractions like the Great Dismal Swamp or the Chesapeake Arboretum, providing a smooth ride without compromising on style.

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