Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Prince Frederick, MD
163 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
Sponsored by AP Fairfax
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,494 mi
Fairfax, VA
43 mi away
Good Deal
$28,990
- 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
45 mi away
Fair Deal
$23,198
- 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:
- Lakeshore Blue
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 34,727
- Stock #:
- T627569
- VIN:
- 3GCUDCED4RG219779
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
34,727 mi
Marlow Heights, MD
27 mi away
Fair Deal
$42,300
- 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 $838 shipping
Great Deal
$34,327
- 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:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 21,670
- Stock #:
- F22566B
- VIN:
- 3GCUKCED2SG203429
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
21,670 mi
Home delivery from Parkersburg, WV
Price includes $408 shipping
Fair Deal
$45,950
- 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 $976 shipping
Good Deal
$36,765
- 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:
- 53,803
- Stock #:
- PM174391
- VIN:
- 1GCPYCEL0NZ174391
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,803 mi
Home delivery from Pleasantville, NJ
Price includes $254 shipping
Good Deal
$35,489
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 71,130
- Stock #:
- 260940BB
- VIN:
- 1GCPYCEF8LZ353107
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,130 mi
Home delivery from East Liverpool, OH
Price includes $780 shipping
Good Deal
$30,678
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 66,188
- Stock #:
- 666192T
- VIN:
- 3GCPDCEK7NG666192
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
66,188 mi
Home delivery from Pleasantville, NJ
Price includes $254 shipping
Good Deal
$32,239
- 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 $395 shipping
Fair Deal
$30,068
- 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
43 mi away
Good Deal
$28,990
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 69,041
- Stock #:
- K26986A
- VIN:
- 1GCRYCEF8KZ326786
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
69,041 mi
Home delivery from Ashland, KY
Price includes $981 shipping
Fair Deal
$30,265
- 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 $480 shipping
Good Deal
$29,480
- 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:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 117,795
- Stock #:
- C20535
- VIN:
- 3GCPDCED3NG520535
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
117,795 mi
Home delivery from Athens, TN
Price includes $738 shipping
Fair Deal
$28,726
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 104,500
- Stock #:
- 184422C01
- VIN:
- 1GCPYCEF3LZ184422
Price drop
-$1,000
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,500 mi
Home delivery from Linden , NJ
Price includes $288 shipping
Great Deal
$25,087
$24,087
- 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
45 mi away
Fair Deal
$23,198
- 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:
- Blue
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,877
- Stock #:
- A31960
- VIN:
- 1GCPYCEH0MZ273934
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,877 mi
Home delivery from Florence, KY
Price includes $870 shipping
Good Deal
$35,657
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 63,185
- Stock #:
- A1077
- VIN:
- 3GCPDCEK7PG128692
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,185 mi
Home delivery from Franklin, VA
Price includes $195 shipping
Fair Deal
$36,189
- 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:
- Summit White
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 30,724
- Stock #:
- 307401B
- VIN:
- 1GCPYCEF2MZ347210
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,724 mi
Home delivery from Kernersville, NC
Price includes $506 shipping
Fair Deal
$39,006
- 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:
- Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 86,004
- Stock #:
- OP109838
- VIN:
- 3GCPYCEF0LG109838
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
86,004 mi
Home delivery from Avenel, NJ
Price includes $189 shipping
Good Deal
$28,079
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 85,119
- Stock #:
- 181899
- VIN:
- 3GCPYCEF6LG181899
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,119 mi
Home delivery from South Boston, VA
Price includes $182 shipping
Fair Deal
$29,974
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 58,187
- Stock #:
- 105228
- VIN:
- 1GCPYCEL2MZ436815
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,187 mi
Home delivery from Knoxville, TN
Price includes $882 shipping
Fair Deal
$37,770
- 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:
- Lakeshore Blue
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 34,727
- Stock #:
- T627569
- VIN:
- 3GCUDCED4RG219779
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
34,727 mi
Marlow Heights, MD
27 mi away
Fair Deal
$42,300
- 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 Gba
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H0u
- Transmission:
- Automatic
- Mileage:
- 14,857
- Stock #:
- GMT281B1
- VIN:
- 3GCPKCEK7SG176837
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,857 mi
Home delivery from Nitro, WV
Price includes $700 shipping
Fair Deal
$45,017
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Prince Frederick, MD?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,956.69. The average price has decreased by -0.6% since last year. The 165 for sale near Prince Frederick, MD on CarGurus, range from $22,726 to $65,281 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Prince Frederick, MD have no reported accidents or damage?
152 out of 165 for sale near Prince Frederick, 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
Craig Fitzgerald
The Best Trucks Under $25,000 in 2026
New trucks cost more than ever, but the prices of used ones finally seem to be cooling. You still can't find the latest and fanciest full-sizes for budget prices, but fortunately, there are plenty of good trucks under $25,000 these days. Here, we've assembled a list of the best.
Craig Fitzgerald
The Best Cars to Tow Behind an RV in 2026
Not many new models can be towed behind an RV. We’ve identified several that are recommended for flat-towing according to their owner’s manual, and a few used models that have fewer technological or engineering restrictions.
CarGurus Editorial Team
Car Deals with 0% APR in July 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
Chevrolet Silverado 1500 LT in Prince Frederick MDChevrolet Silverado 1500 RST in Prince Frederick MDChevrolet Silverado 1500 LTZ in Prince Frederick MDChevrolet Silverado 1500 LT Trail Boss in Prince Frederick MDChevrolet Silverado 1500 LT1 in Prince Frederick MDChevrolet Silverado 1500 Custom in Prince Frederick MDChevrolet Silverado 1500 High Country in Prince Frederick MDChevrolet Silverado 1500 Custom Trail Boss in Prince Frederick MDChevrolet Silverado 1500 Work Truck in Prince Frederick MD
Chevrolet Silverado 1500 in Washington DCChevrolet Silverado 1500 in Manassas VAChevrolet Silverado 1500 in Baltimore MDChevrolet Silverado 1500 in Fredericksburg VAChevrolet Silverado 1500 in Salisbury MDChevrolet Silverado 1500 in Dover DEChevrolet Silverado 1500 in Richmond VAChevrolet Silverado 1500 in Williamsburg VAChevrolet Silverado 1500 in Hanover PA
Chevrolet Silverado 1500 in Prince Frederick MDOld Chevy Trucks for Sale in Prince Frederick MDClassic Muscle Cars for Sale in Prince Frederick MDChevrolet Trucks For Sale in Prince Frederick MDCheap Muscle Cars for Sale in Prince Frederick MDWork Trucks for Sale in Prince Frederick MDReliable Cars For Sale in Prince Frederick MDAmerican Made Trucks For Sale in Prince Frederick MDBest Pickup Trucks For Sale in Prince Frederick MDBest Cars Under $5,000 For Sale in Prince Frederick 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 Prince FrederickUsed SUVs / Crossovers for Sale with Low Mileage in Prince FrederickUsed Hatchbacks for Sale with Low Mileage in Prince FrederickUsed Convertibles for Sale with Low Mileage in Prince FrederickUsed Vans for Sale with Low Mileage in Prince FrederickUsed Minivans for Sale with Low Mileage in Prince FrederickUsed Pickup Trucks for Sale with Low Mileage in Prince FrederickUsed Coupes for Sale with Low Mileage in Prince FrederickUsed Wagons for Sale with Low Mileage in Prince Frederick
