Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearStreet, MD
149 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:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,141
- Stock #:
- Q245759
- VIN:
- 3GCPDCEK3RG265759
New arrival
Sponsored by Ciocca Chevrolet Of West Chester
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,141 mi
West Chester, PA
47 mi away
Fair Deal
$37,999
- 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
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 103,022
- Stock #:
- 61383A
- VIN:
- 1GCPYCEF9MZ382052
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
103,022 mi
Glen Burnie, MD
35 mi away
Fair Deal
$29,797
- 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:
- Cherry Red Tintcoat (gsk)
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black (h1t)
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 157,606
- Stock #:
- U6766
- VIN:
- 1GCPYCEF9MZ173359
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
157,606 mi
Glen Burnie, MD
35 mi away
Fair Deal
$23,198
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 56,969
- Stock #:
- 3927
- VIN:
- 1GCRYCEF9KZ249670
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
56,969 mi
Home delivery from Belford, NJ
Price includes $328 shipping
Fair Deal
$29,302
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,774
- Stock #:
- S19825A
- VIN:
- 3GCUDCED7RG267941
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,774 mi
Home delivery from Newton, NC
Price includes $578 shipping
Fair Deal
$41,577
$40,576
- 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:
- Mosaic Black Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 54,771
- Stock #:
- 5048
- VIN:
- 1GCPYCEL5NZ100710
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,771 mi
Home delivery from Seffner, FL
Price includes $918 shipping
Great Deal
$33,407
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 67,307
- Stock #:
- C260235B
- VIN:
- 3GCPDCED9NG628755
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
67,307 mi
Baltimore, MD
26 mi away
Good Deal
$35,615
- Year:
- 2021
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 39,202
- Stock #:
- B4976A
- VIN:
- 3GCPYCEH3MG250079
Price drop
-$1,000
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,202 mi
Home delivery from Culpeper, VA
Free home delivery
Fair Deal
$35,994
$34,994
- 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:
- Northsky Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 49,436
- Stock #:
- P6342A
- VIN:
- 1GCPYCEF0LZ169232
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,436 mi
Paradise, PA
29 mi away
Good Deal
$35,442
- 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:
- 51,065
- Stock #:
- 22696A
- VIN:
- 3GCPDCEK3PG106074
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,065 mi
Home delivery from Tampa, FL
Price includes $918 shipping
Good Deal
$36,897
- 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
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 47,860
- Stock #:
- P4361
- VIN:
- 3GCPYCEF7MG325378
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,860 mi
Jarrettsville, MD
6 mi away
Good Deal
$35,201
- 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:
- Silver Ice Metallic
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 81,862
- Stock #:
- BR01505
- VIN:
- 1GCPYCEH7LZ136357
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
81,862 mi
Randallstown, MD
30 mi away
Fair Deal
$29,549
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 52,986
- Stock #:
- E261108A
- VIN:
- 1GCPYCEL5NZ153407
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
52,986 mi
Elkton, MD
32 mi away
Good Deal
$37,655
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 96,632
- Stock #:
- A3564
- VIN:
- 1GCRYCEF8KZ258179
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
96,632 mi
Home delivery from Mentor, OH
Price includes $1,180 shipping
Fair Deal
$26,627
- 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:
- Cherry Red Tintcoat (gsk)
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black (h1t)
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 157,606
- Stock #:
- U6766
- VIN:
- 1GCPYCEF9MZ173359
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
157,606 mi
Glen Burnie, MD
35 mi away
Fair Deal
$23,198
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,775
- Stock #:
- 5019
- VIN:
- 1GCPYCEF0LZ168095
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,775 mi
Home delivery from Burton, MI
Price includes $442 shipping
Great Deal
$29,642
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 125,117
- Stock #:
- CU378338
- VIN:
- 1GCPYCEF0KZ378338
Price drop
-$1,727
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
125,117 mi
Home delivery from Middletown, CT
Price includes $468 shipping
Fair Deal
$26,687
$24,960
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 53,768
- Stock #:
- PM174391
- VIN:
- 1GCPYCEL0NZ174391
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,768 mi
Home delivery from Pleasantville, NJ
Price includes $154 shipping
Great Deal
$34,604
- Year:
- 2025
- 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:
- Automatic
- Mileage:
- 24,703
- Stock #:
- DT546A
- VIN:
- 3GCUKCED9SG221121
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
24,703 mi
Home delivery from White Hall, WV
Price includes $300 shipping
Good Deal
$44,375
- 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:
- Cypress Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,640
- Stock #:
- T2443A
- VIN:
- 3GCPKCEK1SG189857
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
34,640 mi
Home delivery from Charlottesville, VA
Price includes $249 shipping
Fair Deal
$41,392
- 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:
- GRY
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 62,918
- Stock #:
- 11258
- VIN:
- 3GCPDCED1NG673222
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Free home delivery
Good Deal
$35,848
- 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
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,903 mi
Home delivery from Gorham, NH
Price includes $417 shipping
Good Deal
$37,106
- 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
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 131,681
- Stock #:
- L2448
- VIN:
- 3GCPYCEF8MG248164
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
131,681 mi
Lebanon, PA
49 mi away
Fair Deal
$27,405
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 52,986
- Stock #:
- E261108A
- VIN:
- 1GCPYCEL5NZ153407
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
52,986 mi
Elkton, MD
32 mi away
Good Deal
$37,655
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Street, MD?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,066.14. The average price has decreased by -1.1% since last year. The 150 for sale near Street, MD on CarGurus, range from $22,457 to $66,094 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Street, MD have no reported accidents or damage?
150 out of 150 for sale near Street, 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 (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
Relevant articles
Jill Ciminillo
2027 Chevrolet Silverado 1500 Pricing, Specs, and Release Date
The 2027 Chevrolet Silverado 1500 is all-new, entering its fifth generation with new tech, a ground-up redesign, and two new V8 engines.
CarGurus Editorial Team
The Best Pickup Trucks of 2026, Ranked
Pickup truck competition is fierce and change is in the air. Electric trucks and compact pickups are hitting the market, providing new choices for both small businesses and weekend adventurers. But which truck suits your needs best?
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 Street MDChevrolet Silverado 1500 RST in Street MDChevrolet Silverado 1500 LTZ in Street MDChevrolet Silverado 1500 LT Trail Boss in Street MDChevrolet Silverado 1500 LT1 in Street MDChevrolet Silverado 1500 Custom in Street MDChevrolet Silverado 1500 High Country in Street MDChevrolet Silverado 1500 Custom Trail Boss in Street MDChevrolet Silverado 1500 Work Truck in Street MD
Chevrolet Silverado 1500 in Lancaster PAChevrolet Silverado 1500 in Baltimore MDChevrolet Silverado 1500 in Newark DEChevrolet Silverado 1500 in Hanover PAChevrolet Silverado 1500 in Harrisburg PAChevrolet Silverado 1500 in Reading PAChevrolet Silverado 1500 in Dover DEChevrolet Silverado 1500 in Washington DCChevrolet Silverado 1500 in Philadelphia PA
Chevrolet Silverado 1500 in Street MDOld Chevy Trucks for Sale in Street MDClassic Muscle Cars for Sale in Street MDChevrolet Trucks For Sale in Street MDCheap Muscle Cars for Sale in Street MDWork Trucks for Sale in Street MDReliable Cars For Sale in Street MDAmerican Made Trucks For Sale in Street MDBest Pickup Trucks For Sale in Street MDBest Cars Under $5,000 For Sale in Street 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 StreetUsed SUVs / Crossovers for Sale with Low Mileage in StreetUsed Hatchbacks for Sale with Low Mileage in StreetUsed Convertibles for Sale with Low Mileage in StreetUsed Vans for Sale with Low Mileage in StreetUsed Minivans for Sale with Low Mileage in StreetUsed Pickup Trucks for Sale with Low Mileage in StreetUsed Coupes for Sale with Low Mileage in StreetUsed Wagons for Sale with Low Mileage in Street
