Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearWebster, IA
128 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 57,694
- Stock #:
- V26173
- VIN:
- 1GCPYCEF2LZ104799
Sponsored by Dale Howard Auto Center of Waverly
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
57,694 mi
Waverly, IA
89 mi away
Good Deal
$32,180
- 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
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
24,733 mi
Fort Madison, IA
71 mi away
Great Deal
$41,680
- 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:
- 8,465
- Stock #:
- K63288A
- VIN:
- 1GCPYCEL7NZ224929
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,465 mi
Waukee, IA
87 mi away
Great Deal
$38,471
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 55,063
- Stock #:
- Y7269
- VIN:
- 1GCPYCEF3KZ428293
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,063 mi
Fort Madison, IA
71 mi away
Good Deal
$31,128
- 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
71 mi away
Great Deal
$41,680
- 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 $1,131 shipping
Great Deal
$36,110
- 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
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 57,694
- Stock #:
- V26173
- VIN:
- 1GCPYCEF2LZ104799
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
57,694 mi
Waverly, IA
89 mi away
Good Deal
$32,180
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 27,202
- Stock #:
- 28560378
- VIN:
- 3GCUDCED1RG319063
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,202 mi
Store transfer to Urbandale, IA
Price includes $799 shipping
Good Deal
$43,797
$42,797
- 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:
- 8,465
- Stock #:
- K63288A
- VIN:
- 1GCPYCEL7NZ224929
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,465 mi
Waukee, IA
87 mi away
Great Deal
$38,471
- 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:
- Red Hot
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 97,294
- Stock #:
- CT315C
- VIN:
- 1GCPYCEF3LZ126276
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,294 mi
Dyersville, IA
89 mi away
Fair Deal
$27,995
- 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:
- 18,177
- Stock #:
- 331707D
- VIN:
- 3GCPKCEK5SG114322
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,177 mi
Home delivery from Winnsboro, LA
Price includes $644 shipping
Fair Deal
$42,846
- 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 $751 shipping
Fair Deal
$32,356
- 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:
- Automatic
- Mileage:
- 68,312
- Stock #:
- Z206955
- VIN:
- 1GCRYCEF6LZ206955
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
68,312 mi
Home delivery from Houston, TX
Price includes $1,251 shipping
Fair Deal
$30,474
- 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
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,598 mi
Indianola, IA
72 mi away
Fair Deal
$37,008
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 51,023
- Stock #:
- SU2056
- VIN:
- 3GCUKCED0SG180328
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,023 mi
Home delivery from Little Rock, AR
Price includes $932 shipping
Fair Deal
$42,056
- 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 $449 shipping
Great Deal
$29,449
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 159,427
- Stock #:
- 251396B
- VIN:
- 3GCPYCEF4KG263967
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
159,427 mi
Ames, IA
83 mi away
Fair Deal
$21,950
- 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:
- 110,081
- Stock #:
- 935390B
- VIN:
- 1GCPYCEF5KZ366976
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
110,081 mi
Maquoketa, IA
88 mi away
Good Deal
$25,346
- 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:
- 62,769
- Stock #:
- 6628725A
- VIN:
- 3GCUDCED8RG264868
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,769 mi
Home delivery from Lexington, TN
Price includes $1,122 shipping
Fair Deal
$40,870
- Year:
- 2026
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,635
- Stock #:
- C261274A
- VIN:
- 3GCPKCEK0TG190001
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
3,635 mi
Cedar Rapids, IA
47 mi away
Fair Deal
$45,711
- 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:
- 17,652
- Stock #:
- 44518
- VIN:
- 3GCUKCED4SG222077
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
17,652 mi
Home delivery from Lubbock, TX
Price includes $2,304 shipping
Fair Deal
$46,585
- 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:
- Brown (Beige)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 82,379
- Stock #:
- 31330A
- VIN:
- 3GCPDCEK4NG670300
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
82,379 mi
Oskaloosa, IA
28 mi away
Fair Deal
$32,218
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 131,023
- Stock #:
- PS8293B
- VIN:
- 1GCPYCEF9KZ336637
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
131,023 mi
Pleasant Hill, IA
68 mi away
Fair Deal
$24,876
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 55,063
- Stock #:
- Y7269
- VIN:
- 1GCPYCEF3KZ428293
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,063 mi
Fort Madison, IA
71 mi away
Good Deal
$31,128
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Webster, IA?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,046.75. The average price has decreased by -0.4% since last year. The 116 for sale near Webster, IA on CarGurus, range from $22,569 to $63,369 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Webster, IA have no reported accidents or damage?
103 out of 116 for sale near Webster, IA 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 Webster IAChevrolet Silverado 1500 RST in Webster IAChevrolet Silverado 1500 LTZ in Webster IAChevrolet Silverado 1500 LT Trail Boss in Webster IAChevrolet Silverado 1500 LT1 in Webster IAChevrolet Silverado 1500 Custom in Webster IAChevrolet Silverado 1500 High Country in Webster IAChevrolet Silverado 1500 Custom Trail Boss in Webster IAChevrolet Silverado 1500 Work Truck in Webster IA
Chevrolet Silverado 1500 in Cedar Rapids IAChevrolet Silverado 1500 in Waterloo IAChevrolet Silverado 1500 in Des Moines IAChevrolet Silverado 1500 in Davenport IAChevrolet Silverado 1500 in Ames IAChevrolet Silverado 1500 in Clinton IAChevrolet Silverado 1500 in Dubuque IAChevrolet Silverado 1500 in Quincy ILChevrolet Silverado 1500 in Peoria IL
Chevrolet Silverado 1500 in Webster IAOld Chevy Trucks for Sale in Webster IAClassic Muscle Cars for Sale in Webster IAChevrolet Trucks For Sale in Webster IACheap Muscle Cars for Sale in Webster IAWork Trucks for Sale in Webster IAReliable Cars For Sale in Webster IAAmerican Made Trucks For Sale in Webster IABest Pickup Trucks For Sale in Webster IABest Cars Under $5,000 For Sale in Webster IA
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 WebsterUsed SUVs / Crossovers for Sale with Low Mileage in WebsterUsed Hatchbacks for Sale with Low Mileage in WebsterUsed Convertibles for Sale with Low Mileage in WebsterUsed Vans for Sale with Low Mileage in WebsterUsed Minivans for Sale with Low Mileage in WebsterUsed Pickup Trucks for Sale with Low Mileage in WebsterUsed Coupes for Sale with Low Mileage in WebsterUsed Wagons for Sale with Low Mileage in Webster
