Used Chevrolet Silverado 1500 Custom Trail Boss for SaleNationwide
2,121 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:
- 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:
- 104,691
- Stock #:
- D15093A
- VIN:
- 3GCPYCEF5MG131500
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,691 mi
Madison, OH
Fair Deal
$28,377
- 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:
- 6,824
- Stock #:
- T292A
- VIN:
- 3GCUDCED7RG351757
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,824 mi
Antigo, WI
Fair Deal
$45,194
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 59,133
- Stock #:
- A385276
- VIN:
- 3GCPYCEL5MG385276
Price drop
-$1,250
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,133 mi
Humboldt, IA
Great Deal
$34,080
$32,830
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 40,249
- Stock #:
- COF260754A
- VIN:
- 3GCPDCEK5PG312349
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,249 mi
Fort Pierce, FL
Good Deal
$36,692
- 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:
- 85,695
- Stock #:
- 260075A
- VIN:
- 3GCPDCEK3NG524812
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,695 mi
Stephenville, TX
Great Deal
$25,947
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,389
- Stock #:
- NZ134843
- VIN:
- 1GCPYCEK8NZ134843
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,389 mi
Tulsa, OK
Good Deal
$30,543
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,064
- Stock #:
- RG314970AP
- VIN:
- 3GCPDCEK4RG314970
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,064 mi
Las Cruces, NM
Great Deal
$41,285
- 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
Great Deal
$30,420
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8,506
- Stock #:
- P1822
- VIN:
- 3GCPKCEK0SG333141
Price drop
-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,506 mi
Brodheadsville, PA
Good Deal
$44,488
$43,488
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,963
- Stock #:
- XH17211
- VIN:
- 1GCPYCEK9NZ176566
Price drop
-$1,052
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,963 mi
Duluth, GA
Good Deal
$35,748
$34,696
- 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, CLOTH SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 67,433
- Stock #:
- 26162A
- VIN:
- 3GCPDCED4NG532676
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
67,433 mi
Marlinton, WV
Great Deal
$34,475
- 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:
- 44,172
- Stock #:
- L61904A
- VIN:
- 1GCPYCEF1LZ144047
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,172 mi
Lansing, IL
Fair Deal
$33,415
- 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:
- 33,873
- Stock #:
- P7102
- VIN:
- 3GCPDCEK8RG167374
Price drop
-$1,001
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,873 mi
Santa Rosa, CA
Good Deal
$39,078
$38,077
- 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:
- Glacier Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,052
- Stock #:
- Y26356A
- VIN:
- 3GCPDCEK9RG203492
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,052 mi
Colorado Springs, CO
Fair Deal
$40,994
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 49,927
- Stock #:
- 235486T
- VIN:
- 3GCUDCED7PG235486
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,927 mi
Orlando, FL
Great Deal
$37,998
- 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:
- 154,125
- Stock #:
- F2558197M
- VIN:
- 1GCRYCEF6KZ295103
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
154,125 mi
Watertown, CT
Fair Deal
$19,299
- 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:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,235
- Stock #:
- C263223A
- VIN:
- 3GCUKCED9SG292772
Price drop
-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,235 mi
Tampa, FL
Good Deal
$45,288
$44,288
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 73,310
- Stock #:
- T266298A
- VIN:
- 3GCPYCEF0KG161310
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,310 mi
Rochester, NY
Fair Deal
$27,964
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Dark Ash Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 19,633
- Stock #:
- W249925L
- VIN:
- 3GCUDCE89RG110382
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,633 mi
Watertown, NY
Great Deal
$39,719
- 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:
- 20,013
- Stock #:
- P010376
- VIN:
- 3GCPDCEK5RG292882
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,013 mi
Zumbrota, MN
Good Deal
$39,145
- 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:
- 24,733
- Stock #:
- 52418A
- VIN:
- 3GCUDCED2RG191738
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
24,733 mi
Fort Madison, IA
Great Deal
$41,179
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 46,365
- Stock #:
- P1208
- VIN:
- 1GCPYCEF9MZ293789
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,365 mi
Middlesboro, KY
Good Deal
$35,599
- 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
- Transmission:
- Automatic
- Mileage:
- 114,150
- Stock #:
- 35232A
- VIN:
- 3GCPYCEK9NG173070
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
114,150 mi
Tahlequah, OK
Good Deal
$26,900
- 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:
- 9,961
- Stock #:
- BT0138A
- VIN:
- 3GCPKCEK3SG149098
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
9,961 mi
Stillwater, OK
Fair Deal
$42,648
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,838.96. The average price has decreased by -0.7% since last year. The 2121 for sale on CarGurus range from $14,500 to $64,689 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles have no reported accidents or damage?
1787 out of 2121 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 (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
Relevant articles
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.
CarGurus Editorial Team
Best Car Deals in August 2026
In the market for a new or used car this year? Whether you’re looking to buy or lease, we’ve collated a list of the best car deals available this month.
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
