Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearDeerbrook, WI
108 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,506 mi
Home delivery from Brodheadsville, PA
Price includes $1,514 shipping
Fair Deal
$45,669
- 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
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,824 mi
Antigo, WI
9 mi away
Fair Deal
$45,194
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Red
- Fuel type:
- Diesel
- Interior color:
- Black
- Mileage:
- 110,590
- Stock #:
- 301317
- VIN:
- 3GCUDCE84PG301317
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
110,590 mi
Home delivery from Euless, TX
Price includes $1,438 shipping
Great Deal
$29,656
- 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:
- Blue
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 22,873
- Stock #:
- 402210
- VIN:
- 3GCPDCEK4RG402210
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,873 mi
Home delivery from Orlando, FL
Price includes $1,234 shipping
Fair Deal
$43,621
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,703
- Stock #:
- 9217
- VIN:
- 3GCPKCEK9SG334188
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
5,703 mi
Home delivery from Excelsior Springs, MO
Price includes $606 shipping
Great Deal
$41,506
- 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:
- 30,429
- Stock #:
- E11309
- VIN:
- 1GCPYCEF8MZ246107
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,429 mi
Wausau, WI
33 mi away
Fair Deal
$37,306
- 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 $444 shipping
Great Deal
$31,399
- 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:
- 48,518
- Stock #:
- 5153
- VIN:
- 3GCUDCED9PG302640
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,518 mi
Home delivery from Seffner, FL
Price includes $1,316 shipping
Great Deal
$35,808
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 86,910
- Stock #:
- 10187
- VIN:
- 1GCRYCEF8LZ308628
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
86,910 mi
Home delivery from Yakima, WA
Price includes $2,236 shipping
Fair Deal
$28,940
- 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:
- Red
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 56,851
- Stock #:
- MX4953
- VIN:
- 1GCPYCEF3KZ269369
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
56,851 mi
Home delivery from Michigan Center, MI
Price includes $580 shipping
Good Deal
$30,674
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 77,562
- Stock #:
- 26DC0634A
- VIN:
- 3GCPYCEL1MG483205
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,562 mi
Home delivery from Lewisville, TX
Price includes $1,416 shipping
Fair Deal
$34,254
- 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 $318 shipping
Great Deal
$29,218
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 104,108
- Stock #:
- 332395C01
- VIN:
- 1GCPYCEF2KZ332395
Price drop
-$1,000
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,108 mi
Home delivery from Linden , NJ
Price includes $1,230 shipping
Great Deal
$26,029
$25,029
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray (SATIN STEEL METALLIC)
- Interior color:
- JET BLACK
- Transmission:
- Automatic
- Mileage:
- 122,318
- Stock #:
- TM26170C
- VIN:
- 3GCPYCEF8KG301247
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
122,318 mi
Appleton, WI
78 mi away
Fair Deal
$24,397
- 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:
- 104,500
- Stock #:
- 184422C01
- VIN:
- 1GCPYCEF3LZ184422
Price drop
-$1,000
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,500 mi
Home delivery from Linden , NJ
Price includes $1,230 shipping
Great Deal
$25,029
$24,029
- 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:
- 33,293
- Stock #:
- MX4598
- VIN:
- 1GCPYCEF4MZ232253
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,293 mi
Home delivery from Michigan Center, MI
Price includes $580 shipping
Good Deal
$35,620
- 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:
- 70,388
- Stock #:
- 313046
- VIN:
- 3GCUDCED8PG313046
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,388 mi
Home delivery from Euless, TX
Price includes $1,726 shipping
Good Deal
$35,998
- 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 $3,183 shipping
Good Deal
$45,314
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,609
- Stock #:
- 19575B
- VIN:
- 3GCPKCEK4SG354574
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,609 mi
Home delivery from Marietta, GA
Price includes $1,234 shipping
Good Deal
$44,022
- 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:
- Red Hot
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 23,397
- Stock #:
- 303090
- VIN:
- 3GCPDCEK0PG303090
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,397 mi
Home delivery from Dallas, TX
Price includes $1,431 shipping
Fair Deal
$39,426
- 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 $1,017 shipping
Good Deal
$31,812
- 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:
- GRY
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 62,918
- Stock #:
- 11258
- VIN:
- 3GCPDCED1NG673222
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Price includes $812 shipping
Good Deal
$36,660
- 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:
- Summit White
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 109,835
- Stock #:
- TU029A
- VIN:
- 1GCPYCEF1MZ210193
Price drop
-$630
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
109,835 mi
Home delivery from Mount Pleasant, MI
Free home delivery
Good Deal
$27,075
$26,445
- 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:
- Red Hot
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,319
- Stock #:
- 260883A
- VIN:
- 3GCPKCEK1TG191626
Price drop
-$1,000
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,319 mi
Home delivery from Canfield, OH
Price includes $776 shipping
Good Deal
$44,174
$43,174
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Deerbrook, WI?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,823.85. The average price has decreased by -0.6% since last year. The 105 for sale near Deerbrook, WI on CarGurus, range from $21,659 to $67,381 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Deerbrook, WI have no reported accidents or damage?
91 out of 105 for sale near Deerbrook, 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 23 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 LT in Deerbrook WIChevrolet Silverado 1500 RST in Deerbrook WIChevrolet Silverado 1500 LTZ in Deerbrook WIChevrolet Silverado 1500 LT Trail Boss in Deerbrook WIChevrolet Silverado 1500 LT1 in Deerbrook WIChevrolet Silverado 1500 Custom in Deerbrook WIChevrolet Silverado 1500 High Country in Deerbrook WIChevrolet Silverado 1500 Custom Trail Boss in Deerbrook WIChevrolet Silverado 1500 Work Truck in Deerbrook WI
Chevrolet Silverado 1500 in Marshfield WIChevrolet Silverado 1500 in Green Bay WIChevrolet Silverado 1500 in Appleton WIChevrolet Silverado 1500 in Fond du Lac WIChevrolet Silverado 1500 in Eau Claire WIChevrolet Silverado 1500 in La Crosse WIChevrolet Silverado 1500 in Madison WIChevrolet Silverado 1500 in Milwaukee WIChevrolet Silverado 1500 in Janesville WI
Chevrolet Silverado 1500 in Deerbrook WIOld Chevy Trucks for Sale in Deerbrook WIClassic Muscle Cars for Sale in Deerbrook WIChevrolet Trucks For Sale in Deerbrook WICheap Muscle Cars for Sale in Deerbrook WIWork Trucks for Sale in Deerbrook WIReliable Cars For Sale in Deerbrook WIAmerican Made Trucks For Sale in Deerbrook WIBest Pickup Trucks For Sale in Deerbrook WIBest Cars Under $5,000 For Sale in Deerbrook 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 DeerbrookUsed SUVs / Crossovers for Sale with Low Mileage in DeerbrookUsed Hatchbacks for Sale with Low Mileage in DeerbrookUsed Convertibles for Sale with Low Mileage in DeerbrookUsed Vans for Sale with Low Mileage in DeerbrookUsed Minivans for Sale with Low Mileage in DeerbrookUsed Pickup Trucks for Sale with Low Mileage in DeerbrookUsed Coupes for Sale with Low Mileage in DeerbrookUsed Wagons for Sale with Low Mileage in Deerbrook
