Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearSharpsburg, MD
222 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 24,835
- Stock #:
- 9520A
- VIN:
- 3GCUDCED8RG130894
Sponsored by Keller Bros Ford Lititz
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
24,835 mi
Lititz, PA
92 mi away
Fair Deal
$43,923
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,130
- Stock #:
- F1415
- VIN:
- 3GCPKCEKXSG137370
New arrival
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
17,130 mi
Fort Washington, MD
64 mi away
Fair Deal
$40,924
- 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:
- 53,221
- Stock #:
- PV23322Z
- VIN:
- 1GCRYCEF4LZ280665
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
53,221 mi
Dillsburg, PA
62 mi away
Good Deal
$29,490
- Year:
- 2024
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 39,915
- Stock #:
- 26S907A
- VIN:
- 3GCUDCED4RG111954
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,915 mi
Hollidaysburg, PA
76 mi away
Great Deal
$37,487
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 94,237
- Stock #:
- D260832A
- VIN:
- 1GCPYCEF1MZ333864
Price drop
-$1,775
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
94,237 mi
Thurmont, MD
22 mi away
Good Deal
$28,564
$27,589
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 63,297
- Stock #:
- 270102
- VIN:
- 1GCPYCEF8MZ270102
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,297 mi
Home delivery from Bend, OR
Price includes $4,470 shipping
Fair Deal
$34,433
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,193
- Stock #:
- U17690
- VIN:
- 1GCPYCEK2NZ131081
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,193 mi
Waynesboro, PA
24 mi away
Good Deal
$29,905
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 86,801
- Stock #:
- 261450A
- VIN:
- 1GCPYCEF8KZ341053
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
86,801 mi
Gaithersburg, MD
36 mi away
Fair Deal
$27,795
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Silver Ice Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,903
- Stock #:
- 610597T
- VIN:
- 3GCPDCED4NG610597
Price drop
-$1,000
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,903 mi
Home delivery from Gorham, NH
Price includes $952 shipping
Great Deal
$33,841
$32,841
- 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:
- 57,387
- Stock #:
- S5272A
- VIN:
- 3GCPYCEF7MG114956
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
57,387 mi
Somerset, PA
81 mi away
Fair Deal
$34,078
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 62,045
- Stock #:
- U17658
- VIN:
- 3GCUDCED3RG132424
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,045 mi
Waynesboro, PA
24 mi away
Good Deal
$36,121
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- SAND DUNE METALLIC
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,341
- Stock #:
- DN680533
- VIN:
- 3GCPDCED9NG680533
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
98,341 mi
Home delivery from Houston, TX
Price includes $1,087 shipping
Fair Deal
$31,462
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 66,806
- Stock #:
- U17592
- VIN:
- 3GCPYCEK9NG165776
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
66,806 mi
Waynesboro, PA
24 mi away
Fair Deal
$30,768
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 73,508
- Stock #:
- 21316A
- VIN:
- 3GCPYCEF0KG264307
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,508 mi
Lewistown, PA
80 mi away
Good Deal
$27,988
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,130
- Stock #:
- F1415
- VIN:
- 3GCPKCEKXSG137370
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
17,130 mi
Fort Washington, MD
64 mi away
Fair Deal
$40,924
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,114
- Stock #:
- PSG153019
- VIN:
- 3GCPKCEK1SG153019
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,114 mi
Chantilly, VA
41 mi away
Great Deal
$34,953
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Fuel type:
- Gasoline
- Mileage:
- 97,494
- Stock #:
- AP001168
- VIN:
- 1GCPYCEL9MZ130212
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,494 mi
Fairfax, VA
48 mi away
Fair Deal
$29,985
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 80,624
- Stock #:
- Y1652
- VIN:
- 1GCPYCEFXKZ170998
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,624 mi
Home delivery from Kernersville, NC
Price includes $526 shipping
Fair Deal
$30,410
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 94,496
- Stock #:
- 374077
- VIN:
- 1GCPYCEF9LZ374077
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
94,496 mi
Mechanicsburg, PA
69 mi away
Good Deal
$27,780
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,634
- Stock #:
- 313187A
- VIN:
- 3GCPDCEKXPG313187
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,634 mi
Manassas, VA
48 mi away
Fair Deal
$38,829
- 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:
- Blue
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 26,198
- Stock #:
- 5315HB
- VIN:
- 3GCUDCED7PG179694
Price drop
-$2,661
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
26,198 mi
Ephrata, PA
95 mi away
Good Deal
$42,920
$40,259
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,665
- Stock #:
- M72A
- VIN:
- 3GCPKCEK5SG328596
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,665 mi
Millersburg, PA
87 mi away
Great Deal
$38,814
- Year:
- 2026
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,083
- Stock #:
- H31370A
- VIN:
- 3GCPKCEK4TG170382
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
13,083 mi
Woodbridge, VA
63 mi away
Good Deal
$43,395
- 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:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 209,323
- Stock #:
- 6778
- VIN:
- 3GCPYCEF3MG164396
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
209,323 mi
Front Royal, VA
43 mi away
Great Deal
$18,154
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Sharpsburg, MD?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $25,981.00. The average price has decreased by -5.2% since last year. The 175 for sale near Sharpsburg, MD on CarGurus, range from $17,986 to $63,057 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Sharpsburg, MD have no reported accidents or damage?
155 out of 175 for sale near Sharpsburg, MD have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 Custom Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 Custom Trail Boss gets between 15 and 24 MPG/MPGe.
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
Relevant articles
Drew Johnson
The Cheapest New Trucks on Sale in 2026
Is there such a thing as a cheap new truck any more? Absolutely! Here's our expert guide to the top 10 cheapest new trucks on sale.
CarGurus Editorial Team
Best Cars for New Parents
Discover the best family cars for first-time parents in 2025, accounting for door access, car seat compatibility, and other real-world considerations new parents will want to keep in mind.
CarGurus Editorial Team
The Best Gas Mileage Trucks of 2026
No one wants to cover unnecessary fuel expenses, particularly when operating a business. Here are the top 9 pickup trucks in the US market with the best fuel efficiency.
Chevrolet Silverado 1500 LT in Sharpsburg MDChevrolet Silverado 1500 RST in Sharpsburg MDChevrolet Silverado 1500 LTZ in Sharpsburg MDChevrolet Silverado 1500 LT Trail Boss in Sharpsburg MDChevrolet Silverado 1500 LT1 in Sharpsburg MDChevrolet Silverado 1500 Custom in Sharpsburg MDChevrolet Silverado 1500 High Country in Sharpsburg MDChevrolet Silverado 1500 Custom Trail Boss in Sharpsburg MDChevrolet Silverado 1500 Work Truck in Sharpsburg MD
Chevrolet Silverado 1500 in Hagerstown MDChevrolet Silverado 1500 in Winchester VAChevrolet Silverado 1500 in Hanover PAChevrolet Silverado 1500 in Manassas VAChevrolet Silverado 1500 in Washington DCChevrolet Silverado 1500 in Cumberland MDChevrolet Silverado 1500 in Baltimore MDChevrolet Silverado 1500 in Harrisburg PAChevrolet Silverado 1500 in Altoona PA
Chevrolet Silverado 1500 in Sharpsburg MDOld Chevy Trucks for Sale in Sharpsburg MDClassic Muscle Cars for Sale in Sharpsburg MDChevrolet Trucks For Sale in Sharpsburg MDCheap Muscle Cars for Sale in Sharpsburg MDWork Trucks for Sale in Sharpsburg MDReliable Cars For Sale in Sharpsburg MDAmerican Made Trucks For Sale in Sharpsburg MDBest Pickup Trucks For Sale in Sharpsburg MDBest Cars Under $5,000 For Sale in Sharpsburg MD
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in SharpsburgUsed SUVs / Crossovers for Sale with Low Mileage in SharpsburgUsed Hatchbacks for Sale with Low Mileage in SharpsburgUsed Convertibles for Sale with Low Mileage in SharpsburgUsed Vans for Sale with Low Mileage in SharpsburgUsed Minivans for Sale with Low Mileage in SharpsburgUsed Pickup Trucks for Sale with Low Mileage in SharpsburgUsed Coupes for Sale with Low Mileage in SharpsburgUsed Wagons for Sale with Low Mileage in Sharpsburg
