Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Brookfield, WI
115 results
- 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
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,860
- Stock #:
- 50003A
- VIN:
- 3GCPKCEK1SG296827
Sponsored by Ray Chevrolet
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,860 mi
Fox Lake, IL
46 mi away
Good Deal
$41,338
- 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
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 50,597
- Stock #:
- 2351
- VIN:
- 1GCRYCEF8KZ262636
New arrival
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
50,597 mi
Milton, WI
46 mi away
Fair Deal
$32,388
- 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:
- 79,370
- Stock #:
- 04P2228
- VIN:
- 3GCPDCEK2RG225897
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
79,370 mi
Antioch, IL
41 mi away
Fair Deal
$35,413
- 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
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,860
- Stock #:
- 50003A
- VIN:
- 3GCPKCEK1SG296827
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,860 mi
Fox Lake, IL
46 mi away
Good Deal
$41,338
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 42,412
- Stock #:
- 26151XXA
- VIN:
- 3GCPYCEF1MG113236
Price drop
-$3,199
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,412 mi
Home delivery from Albion, MI
Price includes $179 shipping
Great Deal
$36,959
$33,760
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,560
- Stock #:
- P25761
- VIN:
- 3GCPKCEK0TG160125
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
3,560 mi
Home delivery from Scottsdale, AZ
Price includes $1,806 shipping
Fair Deal
$46,405
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 23,402
- Stock #:
- 28713506
- VIN:
- 3GCPDCEK7RG217665
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,402 mi
Store transfer to Waukesha, WI
Price includes $1,599 shipping
Fair Deal
$42,597
- 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:
- Mosaic Black Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 54,771
- Stock #:
- 5048
- VIN:
- 1GCPYCEL5NZ100710
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,771 mi
Home delivery from Seffner, FL
Price includes $1,144 shipping
Great Deal
$33,628
- Year:
- 2019
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 115,359
- Stock #:
- 26T378C
- VIN:
- 1GCRYCEH2KZ203485
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
115,359 mi
Home delivery from Sparta, MI
Price includes $244 shipping
Fair Deal
$23,019
- 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 $225 shipping
Great Deal
$29,625
- Year:
- 2019
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 67,825
- Stock #:
- G293416
- VIN:
- 3GCPYCEH5KG293416
Price drop
-$500
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
67,825 mi
Home delivery from West Palm Beach, FL
Price includes $1,828 shipping
Great Deal
$25,327
$24,826
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 69,122
- Stock #:
- 406-B598
- VIN:
- 1GCPYCEF5KZ375743
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
69,122 mi
Home delivery from Huntington, IN
Price includes $606 shipping
Fair Deal
$32,527
- 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:
- 87,305
- Stock #:
- 26T053A
- VIN:
- 3GCPYCEL6MG114923
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
87,305 mi
Home delivery from Oelwein, IA
Free home delivery
Fair Deal
$33,169
- 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:
- 106,626
- Stock #:
- 1RT5079A
- VIN:
- 1GCPYCEF0KZ380249
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
106,626 mi
Home delivery from Greensboro, NC
Price includes $917 shipping
Fair Deal
$28,361
- 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
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 50,597
- Stock #:
- 2351
- VIN:
- 1GCRYCEF8KZ262636
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
50,597 mi
Milton, WI
46 mi away
Fair Deal
$32,388
- 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:
- 53,768
- Stock #:
- PM174391
- VIN:
- 1GCPYCEL0NZ174391
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,768 mi
Home delivery from Pleasantville, NJ
Price includes $1,362 shipping
Good Deal
$36,352
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,135
- Stock #:
- 26168
- VIN:
- 1GCPYCEK8NZ134843
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,135 mi
Home delivery from Shawnee, KS
Price includes $672 shipping
Good Deal
$30,109
- 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:
- Cajun Red Tintcoat Gpj
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H1t
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 122,179
- Stock #:
- KZ358984
- VIN:
- 1GCRYCEF7KZ358984
Price drop
-$493
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
122,179 mi
Home delivery from Howell, MI
Price includes $430 shipping
Good Deal
$22,167
$21,674
- 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
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 100,334
- Stock #:
- 42380
- VIN:
- 1GCPYCEF8MZ317516
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
100,334 mi
Home delivery from Springfield, IL
Price includes $241 shipping
Fair Deal
$30,114
- 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 $1,288 shipping
Good Deal
$30,284
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 59,654
- Stock #:
- 26F55B
- VIN:
- 3GCUDCE87PG294329
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,654 mi
Lake Mills, WI
40 mi away
Fair Deal
$38,174
- 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:
- Blue
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,367
- Stock #:
- 70073451
- VIN:
- 3GCUDCED4RG168347
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,367 mi
Store transfer to Waukesha, WI
Price includes $1,299 shipping
Fair Deal
$44,297
- 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 Gba
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H0u
- Transmission:
- Automatic
- Mileage:
- 14,857
- Stock #:
- GMT281B1
- VIN:
- 3GCPKCEK7SG176837
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,857 mi
Home delivery from Nitro, WV
Price includes $1,000 shipping
Fair Deal
$45,317
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 74,770
- Stock #:
- PT0150
- VIN:
- 1GCRYCEF5KZ198247
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
74,770 mi
Home delivery from Wausau, WI
Price includes $152 shipping
Good Deal
$27,301
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Brookfield, WI?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,251.34. The average price has decreased by -1.5% since last year. The 107 for sale near Brookfield, WI on CarGurus, range from $18,835 to $65,792 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Brookfield, WI have no reported accidents or damage?
107 out of 107 for sale near Brookfield, 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.
Chevrolet Silverado 1500 LT in Brookfield WIChevrolet Silverado 1500 RST in Brookfield WIChevrolet Silverado 1500 LTZ in Brookfield WIChevrolet Silverado 1500 LT Trail Boss in Brookfield WIChevrolet Silverado 1500 LT1 in Brookfield WIChevrolet Silverado 1500 Custom in Brookfield WIChevrolet Silverado 1500 High Country in Brookfield WIChevrolet Silverado 1500 Custom Trail Boss in Brookfield WIChevrolet Silverado 1500 Work Truck in Brookfield WI
Chevrolet Silverado 1500 in Milwaukee WIChevrolet Silverado 1500 in Kenosha WIChevrolet Silverado 1500 in Fond du Lac WIChevrolet Silverado 1500 in Janesville WIChevrolet Silverado 1500 in Madison WIChevrolet Silverado 1500 in Palatine ILChevrolet Silverado 1500 in Rockford ILChevrolet Silverado 1500 in Appleton WIChevrolet Silverado 1500 in Chicago IL
Chevrolet Silverado 1500 in Brookfield WIOld Chevy Trucks for Sale in Brookfield WIClassic Muscle Cars for Sale in Brookfield WIChevrolet Trucks For Sale in Brookfield WICheap Muscle Cars for Sale in Brookfield WIWork Trucks for Sale in Brookfield WIReliable Cars For Sale in Brookfield WIAmerican Made Trucks For Sale in Brookfield WIBest Pickup Trucks For Sale in Brookfield WIBest Cars Under $5,000 For Sale in Brookfield 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 BrookfieldUsed SUVs / Crossovers for Sale with Low Mileage in BrookfieldUsed Hatchbacks for Sale with Low Mileage in BrookfieldUsed Convertibles for Sale with Low Mileage in BrookfieldUsed Vans for Sale with Low Mileage in BrookfieldUsed Minivans for Sale with Low Mileage in BrookfieldUsed Pickup Trucks for Sale with Low Mileage in BrookfieldUsed Coupes for Sale with Low Mileage in BrookfieldUsed Wagons for Sale with Low Mileage in Brookfield
