CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Chevrolet Silverado 1500 Custom for Sale near Chestertown, MD

223 results
Chestertown, MD
2021 Chevrolet Silverado 1500 Custom Crew Cab 4WD Hyundai of Dundalk

2021 Chevrolet Silverado 1500

Custom Crew Cab 4WD

84,480 miles

$24,500

Good Deal
Dundalk, MD
24 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Shadow Gray Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
84,480
Stock number:
H187469
VIN:
1GCPYBEKXMZ187469

Sponsored

2022 Chevrolet Silverado 1500 Custom Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

30,941 miles

$31,385

Good Deal
Hampstead, MD
50 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
30,941
Stock number:
CGD651776
VIN:
3GCPDBEKXNG651776

Sponsored

2022 Chevrolet Silverado 1500 Custom Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

39,248 miles

$33,497

Fair Deal
Newark, DE
37 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Red Hot
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
39,248
Stock number:
R1624
VIN:
1GCPDBEK1NZ568155

Sponsored

2021 Chevrolet Silverado 1500 Custom Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Crew Cab 4WD

84,480 miles

$24,500

Good Deal
Dundalk, MD
24 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Shadow Gray Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
84,480
Stock number:
H187469
VIN:
1GCPYBEKXMZ187469

2022 Chevrolet Silverado 1500 Custom Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

71,963 miles

$29,997

Fair Deal
Glen Burnie, MD
30 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
71,963
Stock number:
C1762NA
VIN:
3GCPDBEK3NG564396

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Crew Cab 4WD

20,623 miles

$36,200

Good Deal
Owings Mills, MD
40 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,623
Stock number:
7U371715
VIN:
3GCPDBEK6RG371715

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Crew Cab 4WD

115,881 miles

$19,999

Great Deal
Owings Mills, MD
40 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
Blue
Combined gas mileage:
17 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
Automatic
Mileage:
115,881
Stock number:
TLZ344682
VIN:
1GCPYBEH3LZ344682

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Crew Cab 4WD

5,690 miles

$37,461

Great Deal
Bowie, MD
39 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Riptide Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
5,690
Stock number:
M6774
VIN:
3GCPKBEK3SG158877

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Crew Cab 4WD

40,294 miles

$31,998

Fair Deal
Fallston, MD
27 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Sterling Gray Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
40,294
Stock number:
KP1538
VIN:
3GCPDBEK3PG230159

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom
  5. / Maryland
  6. / Chestertown

  • Chevrolet Silverado 1500 LT in Chestertown MD

  • Chevrolet Silverado 1500 RST in Chestertown MD

  • Chevrolet Silverado 1500 LTZ in Chestertown MD

  • Chevrolet Silverado 1500 LT Trail Boss in Chestertown MD

  • Chevrolet Silverado 1500 LT1 in Chestertown MD

  • Chevrolet Silverado 1500 Custom in Chestertown MD

  • Chevrolet Silverado 1500 High Country in Chestertown MD

  • Chevrolet Silverado 1500 Custom Trail Boss in Chestertown MD

  • Chevrolet Silverado 1500 Work Truck in Chestertown MD

  • Chevrolet Silverado 1500 in Baltimore MD

  • Chevrolet Silverado 1500 in Dover DE

  • Chevrolet Silverado 1500 in Newark DE

  • Chevrolet Silverado 1500 in Washington DC

  • Chevrolet Silverado 1500 in Lancaster PA

  • Chevrolet Silverado 1500 in Hanover PA

  • Chevrolet Silverado 1500 in Salisbury MD

  • Chevrolet Silverado 1500 in Philadelphia PA

  • Chevrolet Silverado 1500 in Reading PA

  • Chevrolet Silverado 1500 in Chestertown MD

  • Old Chevy Trucks for Sale in Chestertown MD

  • Classic Muscle Cars for Sale in Chestertown MD

  • Chevrolet Trucks For Sale in Chestertown MD

  • Cheap Muscle Cars for Sale in Chestertown MD

  • Work Trucks for Sale in Chestertown MD

  • Reliable Cars For Sale in Chestertown MD

  • American Made Trucks For Sale in Chestertown MD

  • Best Pickup Trucks For Sale in Chestertown MD

  • Best Cars Under $5,000 For Sale in Chestertown MD

  • 2019 Chevrolet Silverado 1500 Custom in Chestertown MD

  • 2018 Chevrolet Silverado 1500 Custom in Chestertown MD

  • 2017 Chevrolet Silverado 1500 Custom in Chestertown MD

  • 2016 Chevrolet Silverado 1500 Custom in Chestertown MD

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Koons Clarksville Chevrolet GMC

  • Koons White Marsh Chevrolet

  • JBA Chevrolet

  • Ourisman Chevrolet of Bowie

  • Nucar Chevrolet of New Castle

  • AutoNation Chevrolet Timonium

  • Adams Chevrolet

  • Hertrich Chevrolet of Dover

  • Willis Chevrolet

  • i.g. Burton Chevrolet of Milford

  • i.g. Burton Chevrolet of Seaford

  • Preston Chevrolet of Aberdeen

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2025 CarGurus, Inc., All Rights Reserved.