Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearStoddard, WI
120 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:
- 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
Sponsored by Victory Ford
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,294 mi
Dyersville, IA
83 mi away
Fair Deal
$27,995
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 9,296
- Stock #:
- Q12057
- VIN:
- 3GCUDCED8RG199987
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
9,296 mi
Dubuque, IA
85 mi away
Fair Deal
$44,965
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 19,917
- Stock #:
- T260603A
- VIN:
- 3GCUDCED8RG106353
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,917 mi
Dubuque, IA
85 mi away
Good Deal
$43,356
- 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 $1,243 shipping
Great Deal
$35,732
- 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
93 mi away
Good Deal
$32,180
- 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
83 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 $798 shipping
Good Deal
$43,000
- 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
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,769 mi
Home delivery from Lexington, TN
Price includes $1,432 shipping
Fair Deal
$41,180
- 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
85 mi away
Good Deal
$39,845
- 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:
- 41,920
- Stock #:
- Q11973
- VIN:
- 3GCUDCED7PG127837
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,920 mi
Dubuque, IA
85 mi away
Good Deal
$39,180
- 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 $1,737 shipping
Fair Deal
$32,135
- 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 $1,494 shipping
Fair Deal
$30,717
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 157,898
- VIN:
- 1GCRYCEF4KZ345075
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
157,898 mi
Portage, WI
87 mi away
Good Deal
$19,264
- 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 $896 shipping
Fair Deal
$32,500
- 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
Home delivery from Waukee, IA
Price includes $298 shipping
Good Deal
$38,770
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 15,837
- Stock #:
- U6025
- VIN:
- 3GCUKCED6SG362213
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,837 mi
New Hampton, IA
71 mi away
Good Deal
$45,614
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 44,984
- Stock #:
- NX10368
- VIN:
- 3GCUDCED5PG329981
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,984 mi
Eau Claire, WI
78 mi away
Good Deal
$39,391
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 19,917
- Stock #:
- T260603A
- VIN:
- 3GCUDCED8RG106353
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,917 mi
Dubuque, IA
85 mi away
Good Deal
$43,356
- 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:
- 31,660
- Stock #:
- 26EQ0622A
- VIN:
- 3GCPDCEK9RG188203
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,660 mi
Home delivery from Lewisville, TX
Price includes $1,202 shipping
Fair Deal
$39,944
- 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 $380 shipping
Great Deal
$29,380
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Red Hot
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,453
- Stock #:
- ZC26344
- VIN:
- 1GCPYCEK2NZ120128
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,453 mi
Home delivery from Hicksville, OH
Price includes $459 shipping
Great Deal
$32,044
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 90,870
- Stock #:
- P3980A
- VIN:
- 1GCPYCEF4MZ257606
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
90,870 mi
Chippewa Falls, WI
84 mi away
Good Deal
$30,368
- 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 $936 shipping
Good Deal
$35,922
- 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:
- 41,920
- Stock #:
- Q11973
- VIN:
- 3GCUDCED7PG127837
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,920 mi
Dubuque, IA
85 mi away
Good Deal
$39,180
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Stoddard, WI?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,027.43. The average price has decreased by -0.4% since last year. The 103 for sale near Stoddard, WI on CarGurus, range from $22,533 to $63,667 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Stoddard, WI have no reported accidents or damage?
87 out of 103 for sale near Stoddard, WI 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 Stoddard WIChevrolet Silverado 1500 RST in Stoddard WIChevrolet Silverado 1500 LTZ in Stoddard WIChevrolet Silverado 1500 LT Trail Boss in Stoddard WIChevrolet Silverado 1500 LT1 in Stoddard WIChevrolet Silverado 1500 Custom in Stoddard WIChevrolet Silverado 1500 High Country in Stoddard WIChevrolet Silverado 1500 Custom Trail Boss in Stoddard WIChevrolet Silverado 1500 Work Truck in Stoddard WI
Chevrolet Silverado 1500 in La Crosse WIChevrolet Silverado 1500 in Rochester MNChevrolet Silverado 1500 in Eau Claire WIChevrolet Silverado 1500 in Dubuque IAChevrolet Silverado 1500 in Marshfield WIChevrolet Silverado 1500 in Waterloo IAChevrolet Silverado 1500 in Madison WIChevrolet Silverado 1500 in Cedar Rapids IAChevrolet Silverado 1500 in Janesville WI
Chevrolet Silverado 1500 in Stoddard WIOld Chevy Trucks for Sale in Stoddard WIClassic Muscle Cars for Sale in Stoddard WIChevrolet Trucks For Sale in Stoddard WICheap Muscle Cars for Sale in Stoddard WIWork Trucks for Sale in Stoddard WIReliable Cars For Sale in Stoddard WIAmerican Made Trucks For Sale in Stoddard WIBest Pickup Trucks For Sale in Stoddard WIBest Cars Under $5,000 For Sale in Stoddard WI
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 StoddardUsed SUVs / Crossovers for Sale with Low Mileage in StoddardUsed Hatchbacks for Sale with Low Mileage in StoddardUsed Convertibles for Sale with Low Mileage in StoddardUsed Vans for Sale with Low Mileage in StoddardUsed Minivans for Sale with Low Mileage in StoddardUsed Pickup Trucks for Sale with Low Mileage in StoddardUsed Coupes for Sale with Low Mileage in StoddardUsed Wagons for Sale with Low Mileage in Stoddard
