Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Perryville, MD
175 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:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 84,509
- Stock #:
- BC0904A
- VIN:
- 1GCPYCEHXMZ386323
Sponsored by Ourisman Chrysler Dodge Jeep Ram Fiat of Baltimore
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,509 mi
Baltimore, MD
30 mi away
Good Deal
$28,800
- 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:
- Blue
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 113,256
- Stock #:
- 121643
- VIN:
- 1GCPYCEF1LZ121643
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
113,256 mi
Townsend, DE
24 mi away
Good Deal
$25,232
- 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:
- 37,110
- Stock #:
- C261509A
- VIN:
- 3GCUDCED0RG305056
New arrival
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,110 mi
New Castle, DE
26 mi away
Good Deal
$41,254
- Year:
- 2019
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 98,057
- Stock #:
- P4519A
- VIN:
- 1GCPYCEH4KZ400553
Price drop
-$1,562
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
98,057 mi
Jarrettsville, MD
22 mi away
Great Deal
$25,545
$23,983
- 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:
- Blue
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 113,256
- Stock #:
- 121643
- VIN:
- 1GCPYCEF1LZ121643
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
113,256 mi
Townsend, DE
24 mi away
Good Deal
$25,232
- 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
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,297 mi
Home delivery from Bend, OR
Price includes $4,632 shipping
Fair Deal
$34,595
- 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:
- Blue Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 33,288
- Stock #:
- E266452A
- VIN:
- 3GCPYCEF1MG119277
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,288 mi
Elkton, MD
15 mi away
Fair Deal
$36,796
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,020
- Stock #:
- 93822
- VIN:
- 3GCPKCEK2SG193822
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,020 mi
Home delivery from Nashville, TN
Price includes $1,111 shipping
Fair Deal
$37,091
- 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:
- Gray
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 99,700
- Stock #:
- KBFPMZ374480
- VIN:
- 1GCPYCEF1MZ374480
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,700 mi
Baltimore, MD
40 mi away
Good Deal
$28,800
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 84,509
- Stock #:
- BC0904A
- VIN:
- 1GCPYCEHXMZ386323
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,509 mi
Baltimore, MD
30 mi away
Good Deal
$28,800
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 63,448
- Stock #:
- 3652DFX
- VIN:
- 1GCPYCEF5LZ374769
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,448 mi
Home delivery from Du Bois, PA
Price includes $266 shipping
Good Deal
$31,106
- 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 $1,162 shipping
Fair Deal
$31,647
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 46,820
- Stock #:
- 16017
- VIN:
- 3GCPKCEKXSG328917
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,820 mi
Home delivery from Smithfield, NC
Price includes $614 shipping
Fair Deal
$38,713
- 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:
- 77,602
- Stock #:
- G6557A
- VIN:
- 1GCPYCEFXMZ171183
Price drop
-$1,295
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,602 mi
Bel Air, MD
17 mi away
Fair Deal
$32,799
$31,504
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 47,730
- Stock #:
- G6498A
- VIN:
- 3GCPDCED3NG536055
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,730 mi
Bel Air, MD
17 mi away
Fair Deal
$36,706
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 25,462
- Stock #:
- 5092PB
- VIN:
- 3GCPKCEK2SG164692
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,462 mi
New Holland, PA
39 mi away
Good Deal
$40,485
- 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:
- Automatic
- Mileage:
- 33,586
- Stock #:
- G1288
- VIN:
- 1GCPYCEF1LZ379791
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,586 mi
Home delivery from Butler, PA
Price includes $900 shipping
Fair Deal
$36,390
- 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:
- Cypress Gray
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 30,594
- Stock #:
- F60084H1
- VIN:
- 3GCUKCED4SG211452
Price drop
-$1,010
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,594 mi
Home delivery from Doylestown, PA
Price includes $250 shipping
Good Deal
$41,780
$40,770
- 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
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 151,890
- Stock #:
- 292559
- VIN:
- 1GCRYCEH8LZ292559
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
151,890 mi
Lititz, PA
44 mi away
Fair Deal
$18,883
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 19,896
- Stock #:
- 800269A
- VIN:
- 3GCUKCE82SG143350
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,896 mi
Home delivery from Summersville, WV
Price includes $410 shipping
Good Deal
$43,306
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 9,244
- Stock #:
- RG334135
- VIN:
- 3GCUDCED9RG334135
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
9,244 mi
Lancaster, PA
38 mi away
Great Deal
$42,225
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,285
- Stock #:
- U155743A
- VIN:
- 3GCUDCED6PG155743
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,285 mi
Manchester, PA
49 mi away
Good Deal
$40,489
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,000
- Stock #:
- 3015749X
- VIN:
- 3GCPDCEK1NG607137
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,000 mi
Home delivery from Raleigh, NC
Price includes $738 shipping
Fair Deal
$36,038
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 25,462
- Stock #:
- 5092PB
- VIN:
- 3GCPKCEK2SG164692
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,462 mi
New Holland, PA
39 mi away
Good Deal
$40,485
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Perryville, MD?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,338.48. The average price has decreased by -3.1% since last year. The 175 for sale near Perryville, MD on CarGurus, range from $18,883 to $65,725 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Perryville, MD have no reported accidents or damage?
175 out of 175 for sale near Perryville, 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
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.
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
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 Perryville MDChevrolet Silverado 1500 RST in Perryville MDChevrolet Silverado 1500 LTZ in Perryville MDChevrolet Silverado 1500 LT Trail Boss in Perryville MDChevrolet Silverado 1500 LT1 in Perryville MDChevrolet Silverado 1500 Custom in Perryville MDChevrolet Silverado 1500 High Country in Perryville MDChevrolet Silverado 1500 Custom Trail Boss in Perryville MDChevrolet Silverado 1500 Work Truck in Perryville MD
Chevrolet Silverado 1500 in Newark DEChevrolet Silverado 1500 in Baltimore MDChevrolet Silverado 1500 in Lancaster PAChevrolet Silverado 1500 in Dover DEChevrolet Silverado 1500 in Hanover PAChevrolet Silverado 1500 in Reading PAChevrolet Silverado 1500 in Philadelphia PAChevrolet Silverado 1500 in Harrisburg PAChevrolet Silverado 1500 in Washington DC
Chevrolet Silverado 1500 in Perryville MDOld Chevy Trucks for Sale in Perryville MDClassic Muscle Cars for Sale in Perryville MDChevrolet Trucks For Sale in Perryville MDCheap Muscle Cars for Sale in Perryville MDWork Trucks for Sale in Perryville MDReliable Cars For Sale in Perryville MDAmerican Made Trucks For Sale in Perryville MDBest Pickup Trucks For Sale in Perryville MDBest Cars Under $5,000 For Sale in Perryville 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 PerryvilleUsed SUVs / Crossovers for Sale with Low Mileage in PerryvilleUsed Hatchbacks for Sale with Low Mileage in PerryvilleUsed Convertibles for Sale with Low Mileage in PerryvilleUsed Vans for Sale with Low Mileage in PerryvilleUsed Minivans for Sale with Low Mileage in PerryvilleUsed Pickup Trucks for Sale with Low Mileage in PerryvilleUsed Coupes for Sale with Low Mileage in PerryvilleUsed Wagons for Sale with Low Mileage in Perryville
Koons White Marsh ChevroletJBA ChevroletNucar Chevrolet of New CastleChapman ChevroletAutoNation Chevrolet TimoniumWinner ChevroletJohn Sauder Chevrolet of New HollandAdams ChevroletVideon Chevrolet of PhoenixvilleWillis ChevroletCiocca Chevrolet Of West Chesteri.g. Burton Chevrolet Buick GMC of Elkton
