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 Trail Boss for Sale near Georgetown, MD

157 results
Georgetown, MD
2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

40,100 miles

$33,000

Good Deal
White Marsh, 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:
White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
40,100
Stock number:
KWMP220468
VIN:
3GCPDCEKXNG508834

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Double Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

116,678 miles

$24,264

Fair Deal
Glen Burnie, MD
41 mi away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Blue
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
116,678
Stock number:
256206A
VIN:
1GCRYCEF5KZ181741

Sponsored

2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

116,501 miles

$25,634

Fair Deal
Annapolis, MD
43 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Shadow Gray Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
116,501
Stock number:
LZ212488
VIN:
1GCPYCEFXLZ212488

Sponsored

2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

74,106 miles

$30,000

Good Deal
Fallston, MD
28 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
74,106
Stock number:
EP257006
VIN:
3GCPYCEF4LG257006

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

75,313 miles

$31,339

Fair Deal
Baltimore, MD
35 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Northsky Blue Metallic
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
75,313
Stock number:
C260243A
VIN:
1GCPYCEF8MZ212586

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

40,100 miles

$33,000

Good Deal
White Marsh, 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:
White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
40,100
Stock number:
KWMP220468
VIN:
3GCPDCEKXNG508834

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

32,182 miles

$39,000

Fair Deal
White Marsh, MD
30 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Gray
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
32,182
Stock number:
KWMP230536
VIN:
3GCUDCED2PG292887

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Maryland
  6. / Georgetown
  • Chevrolet Silverado 1500 LT in Georgetown MD

  • Chevrolet Silverado 1500 RST in Georgetown MD

  • Chevrolet Silverado 1500 LTZ in Georgetown MD

  • Chevrolet Silverado 1500 LT Trail Boss in Georgetown MD

  • Chevrolet Silverado 1500 LT1 in Georgetown MD

  • Chevrolet Silverado 1500 Custom in Georgetown MD

  • Chevrolet Silverado 1500 High Country in Georgetown MD

  • Chevrolet Silverado 1500 Custom Trail Boss in Georgetown MD

  • Chevrolet Silverado 1500 Work Truck in Georgetown MD

  • Chevrolet Silverado 1500 in Newark DE

  • Chevrolet Silverado 1500 in Dover DE

  • Chevrolet Silverado 1500 in Baltimore MD

  • Chevrolet Silverado 1500 in Lancaster PA

  • Chevrolet Silverado 1500 in Philadelphia PA

  • Chevrolet Silverado 1500 in Hanover PA

  • Chevrolet Silverado 1500 in Reading PA

  • Chevrolet Silverado 1500 in Washington DC

  • Chevrolet Silverado 1500 in Salisbury MD

  • Chevrolet Silverado 1500 in Georgetown MD

  • Old Chevy Trucks for Sale in Georgetown MD

  • Classic Muscle Cars for Sale in Georgetown MD

  • Chevrolet Trucks For Sale in Georgetown MD

  • Cheap Muscle Cars for Sale in Georgetown MD

  • Work Trucks for Sale in Georgetown MD

  • Reliable Cars For Sale in Georgetown MD

  • American Made Trucks For Sale in Georgetown MD

  • Best Pickup Trucks For Sale in Georgetown MD

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

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Georgetown 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 White Marsh Chevrolet

  • JBA Chevrolet

  • Nucar Chevrolet of New Castle

  • Chapman Chevrolet

  • Hertrich Chevrolet of Dover

  • AutoNation Chevrolet Timonium

  • Adams Chevrolet

  • Ciocca Chevrolet Of West Chester

  • 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

© 2026 CarGurus, Inc., All Rights Reserved.