Used Chevrolet Silverado 1500 Custom Trail Boss for SaleNationwide
2,190 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 63,593
- Stock #:
- 19534I
- VIN:
- 3GCUDCED8PG128687
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,593 mi
Red Wing, MN
Good Deal
$34,901
- 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:
- Automatic
- Mileage:
- 73,427
- Stock #:
- C329796A
- VIN:
- 3GCPYCEF9MG347950
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,427 mi
Louisville, NE
Good Deal
$32,093
- 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:
- 58,488
- Stock #:
- FP0492
- VIN:
- 3GCUDCED5RG142565
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,488 mi
Bossier City, LA
Great Deal
$38,795
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,985
- Stock #:
- F0140AE
- VIN:
- 1GCPYCEK5NZ128658
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,985 mi
Columbiana, OH
Good Deal
$31,907
- Year:
- 2026
- 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:
- 8,860
- Stock #:
- F26143A
- VIN:
- 3GCUKCED0TG157228
Price drop
-$1,000
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,860 mi
Elkins, WV
Good Deal
$47,575
$46,575
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 25,105
- Stock #:
- P670757
- VIN:
- 3GCPDCED3NG670757
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,105 mi
Klamath Falls, OR
Good Deal
$39,002
- 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:
- 42,598
- Stock #:
- F6866B
- VIN:
- 3GCPDCEK8NG518763
Price drop
-$1,000
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,598 mi
Indianola, IA
Good Deal
$35,008
$34,008
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 104,000
- Stock #:
- TFA28648A
- VIN:
- 3GCPDCEK2PG298636
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,000 mi
Northglenn, CO
Fair Deal
$30,389
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 66,718
- Stock #:
- HP439553
- VIN:
- 1GCPYCEL2MZ439553
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
66,718 mi
Gordon, TX
Good Deal
$32,925
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 161,179
- Stock #:
- C33598B
- VIN:
- 1GCRYCEF0KZ213706
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
161,179 mi
Saint Marys, WV
Fair Deal
$20,075
- 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:
- 103,271
- Stock #:
- A6993A
- VIN:
- 3GCPYCEL4MG316076
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
103,271 mi
Brattleboro, VT
Great Deal
$26,890
- 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:
- Dark Ash Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,405
- Stock #:
- N26269A
- VIN:
- 3GCPDCEK1RG417747
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,405 mi
Norwalk, OH
Good Deal
$36,409
- 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:
- 88,520
- Stock #:
- UL28018A
- VIN:
- 3GCPYCEL0NG113039
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
88,520 mi
Lees Summit, MO
Good Deal
$31,740
- 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:
- 21,735
- Stock #:
- 65526U
- VIN:
- 3GCPKCEK1SG165526
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
21,735 mi
Mcalester, OK
Good Deal
$41,830
- 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:
- 128,080
- Stock #:
- A1347
- VIN:
- 3GCPDCED3NG521460
Price drop
-$1,592
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
128,080 mi
Chattanooga, TN
Good Deal
$29,394
$27,802
- 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:
- 63,090
- Stock #:
- SI1924A
- VIN:
- 1GCPYCEK6NZ109889
Price drop
-$1,000
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,090 mi
Brooklyn, CT
Good Deal
$32,787
$31,787
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 35,007
- Stock #:
- 260571A
- VIN:
- 3GCPDCEK3RG234513
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,007 mi
Lebanon, OH
Good Deal
$37,539
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,487
- Stock #:
- 26799A
- VIN:
- 3GCPKCEK3SG312753
Price drop
-$2,012
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,487 mi
Thompsontown, PA
Good Deal
$42,849
$40,837
- 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:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 136,864
- Stock #:
- 2329A
- VIN:
- 3GCPYCEF6KG132698
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
136,864 mi
Spearfish, SD
Good Deal
$23,121
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,449
- Stock #:
- 123346
- VIN:
- 3GCPDCED8NG672391
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,449 mi
Woods Cross, UT
Great Deal
$32,999
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,206
- Stock #:
- P010376
- VIN:
- 3GCPDCEK5RG292882
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,206 mi
Zumbrota, MN
Good Deal
$38,245
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Sand Dune Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 54,240
- Stock #:
- C16139
- VIN:
- 3GCUDCET0NG535858
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,240 mi
Dayton, OH
Fair Deal
$36,693
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 45,099
- Stock #:
- TJ397322G
- VIN:
- 1GCPYCEL4MZ445919
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
45,099 mi
Savannah, MO
Good Deal
$36,181
- 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:
- Havana Brown Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 27,104
- Stock #:
- U8199
- VIN:
- 1GCPYCEF1LZ172222
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,104 mi
Cameron, MO
Good Deal
$34,964
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,540.59. The average price has decreased by -1.8% since last year. The 2191 for sale on CarGurus range from $13,220 to $62,490 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles have no reported accidents or damage?
1865 out of 2191 for sale 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.
CarGurus Editorial Team
Best Truck Lease Deals in August 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.
CarGurus Editorial Team
Car Deals with 0% APR in August 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 in Atlanta GAChevrolet Silverado 1500 in Chicago ILChevrolet Silverado 1500 in Dallas TXChevrolet Silverado 1500 in Houston TXChevrolet Silverado 1500 in Los Angeles CAChevrolet Silverado 1500 in Miami FLChevrolet Silverado 1500 in New York NYChevrolet Silverado 1500 in Philadelphia PAChevrolet Silverado 1500 in Washington DC
Chevrolet Silverado 1500 Custom Trail Boss in AlabamaChevrolet Silverado 1500 Custom Trail Boss in AlaskaChevrolet Silverado 1500 Custom Trail Boss in ArizonaChevrolet Silverado 1500 Custom Trail Boss in ArkansasChevrolet Silverado 1500 Custom Trail Boss in CaliforniaChevrolet Silverado 1500 Custom Trail Boss in ColoradoChevrolet Silverado 1500 Custom Trail Boss in ConnecticutChevrolet Silverado 1500 Custom Trail Boss in DelawareChevrolet Silverado 1500 Custom Trail Boss in District of ColumbiaChevrolet Silverado 1500 Custom Trail Boss in FloridaChevrolet Silverado 1500 Custom Trail Boss in GeorgiaChevrolet Silverado 1500 Custom Trail Boss in HawaiiChevrolet Silverado 1500 Custom Trail Boss in IdahoChevrolet Silverado 1500 Custom Trail Boss in IllinoisChevrolet Silverado 1500 Custom Trail Boss in IndianaChevrolet Silverado 1500 Custom Trail Boss in IowaChevrolet Silverado 1500 Custom Trail Boss in KansasChevrolet Silverado 1500 Custom Trail Boss in KentuckyChevrolet Silverado 1500 Custom Trail Boss in LouisianaChevrolet Silverado 1500 Custom Trail Boss in MaineChevrolet Silverado 1500 Custom Trail Boss in MarylandChevrolet Silverado 1500 Custom Trail Boss in MassachusettsChevrolet Silverado 1500 Custom Trail Boss in MichiganChevrolet Silverado 1500 Custom Trail Boss in MinnesotaChevrolet Silverado 1500 Custom Trail Boss in MississippiChevrolet Silverado 1500 Custom Trail Boss in MissouriChevrolet Silverado 1500 Custom Trail Boss in MontanaChevrolet Silverado 1500 Custom Trail Boss in NebraskaChevrolet Silverado 1500 Custom Trail Boss in NevadaChevrolet Silverado 1500 Custom Trail Boss in New HampshireChevrolet Silverado 1500 Custom Trail Boss in New JerseyChevrolet Silverado 1500 Custom Trail Boss in New MexicoChevrolet Silverado 1500 Custom Trail Boss in New YorkChevrolet Silverado 1500 Custom Trail Boss in North CarolinaChevrolet Silverado 1500 Custom Trail Boss in North DakotaChevrolet Silverado 1500 Custom Trail Boss in OhioChevrolet Silverado 1500 Custom Trail Boss in OklahomaChevrolet Silverado 1500 Custom Trail Boss in OregonChevrolet Silverado 1500 Custom Trail Boss in PennsylvaniaChevrolet Silverado 1500 Custom Trail Boss in Puerto RicoChevrolet Silverado 1500 Custom Trail Boss in Rhode IslandChevrolet Silverado 1500 Custom Trail Boss in South CarolinaChevrolet Silverado 1500 Custom Trail Boss in South DakotaChevrolet Silverado 1500 Custom Trail Boss in TennesseeChevrolet Silverado 1500 Custom Trail Boss in TexasChevrolet Silverado 1500 Custom Trail Boss in UtahChevrolet Silverado 1500 Custom Trail Boss in VermontChevrolet Silverado 1500 Custom Trail Boss in VirginiaChevrolet Silverado 1500 Custom Trail Boss in WashingtonChevrolet Silverado 1500 Custom Trail Boss in West VirginiaChevrolet Silverado 1500 Custom Trail Boss in WisconsinChevrolet Silverado 1500 Custom Trail Boss in Wyoming
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 MileageUsed SUVs / Crossovers for Sale with Low MileageUsed Hatchbacks for Sale with Low MileageUsed Convertibles for Sale with Low MileageUsed Vans for Sale with Low MileageUsed Minivans for Sale with Low MileageUsed Pickup Trucks for Sale with Low MileageUsed Coupes for Sale with Low MileageUsed Wagons for Sale with Low Mileage
