Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearWindom, MN
106 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,836
- Stock #:
- P146209
- VIN:
- 3GCUDCED3RG146209
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,836 mi
Rock Rapids, IA
57 mi away
Fair Deal
$38,295
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 85,954
- Stock #:
- 6616
- VIN:
- 1GCRYCEF1KZ248416
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
85,954 mi
Tea, SD
84 mi away
Good Deal
$26,434
- 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 $1,365 shipping
Good Deal
$35,854
- 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
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,133 mi
Humboldt, IA
94 mi away
Good Deal
$34,080
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 90,306
- Stock #:
- 29916A
- VIN:
- 1GCPYCEF9LZ162716
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
90,306 mi
Marshall, MN
48 mi away
Fair Deal
$29,097
- 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 $832 shipping
Fair Deal
$43,034
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 21,370
- Stock #:
- 261152A
- VIN:
- 3GCUKCED6SG221111
Price drop
-$1,090
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
21,370 mi
Home delivery from Glenwood, MN
Price includes $176 shipping
Good Deal
$45,016
$43,926
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 85,954
- Stock #:
- 6616
- VIN:
- 1GCRYCEF1KZ248416
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
85,954 mi
Tea, SD
84 mi away
Good Deal
$26,434
- 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:
- White
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 142,190
- Stock #:
- A6054A
- VIN:
- 3GCPYCEF6MG288677
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
142,190 mi
Brookings, SD
82 mi away
Good Deal
$23,129
- 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 $1,472 shipping
Fair Deal
$30,694
- 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 $2,322 shipping
Fair Deal
$32,720
- 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 $255 shipping
Good Deal
$38,726
- 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:
- Silver Ice Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 38,626
- Stock #:
- 29805
- VIN:
- 1GCPYCEF0MZ375765
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,626 mi
Marshall, MN
48 mi away
Good Deal
$34,849
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 13,706
- Stock #:
- TG302482A
- VIN:
- 3GCUKCE8XTG138866
Price drop
-$1,000
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
13,706 mi
Home delivery from Savannah, MO
Free home delivery
Great Deal
$45,096
$44,096
- 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 $579 shipping
Great Deal
$29,579
- 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 $1,069 shipping
Fair Deal
$36,917
- 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 $698 shipping
Great Deal
$32,282
- 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 $2,421 shipping
Fair Deal
$46,702
- 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:
- 11,308
- Stock #:
- FBC0125A
- VIN:
- 3GCPKCEKXSG347497
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,308 mi
Home delivery from Ft Benton, MT
Price includes $992 shipping
Fair Deal
$43,988
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 59,609
- Stock #:
- W167457
- VIN:
- 1GCPYCEF3LZ167457
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,609 mi
Home delivery from West Valley City, UT
Price includes $885 shipping
Fair Deal
$32,512
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,836
- Stock #:
- P146209
- VIN:
- 3GCUDCED3RG146209
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,836 mi
Rock Rapids, IA
57 mi away
Fair Deal
$38,295
- 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 $398 shipping
Fair Deal
$44,411
- 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 $1,136 shipping
Fair Deal
$39,878
- 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 $1,614 shipping
Fair Deal
$45,213
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Windom, MN?
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 98 for sale near Windom, MN on CarGurus, range from $22,157 to $63,593 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Windom, MN have no reported accidents or damage?
86 out of 98 for sale near Windom, MN 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 Windom MNChevrolet Silverado 1500 RST in Windom MNChevrolet Silverado 1500 LTZ in Windom MNChevrolet Silverado 1500 LT Trail Boss in Windom MNChevrolet Silverado 1500 LT1 in Windom MNChevrolet Silverado 1500 Custom in Windom MNChevrolet Silverado 1500 High Country in Windom MNChevrolet Silverado 1500 Custom Trail Boss in Windom MNChevrolet Silverado 1500 Work Truck in Windom MN
Chevrolet Silverado 1500 in Mankato MNChevrolet Silverado 1500 in Cross State SDChevrolet Silverado 1500 in Sioux Falls SDChevrolet Silverado 1500 in Young America MNChevrolet Silverado 1500 in Sioux City IAChevrolet Silverado 1500 in Monticello MNChevrolet Silverado 1500 in Minneapolis MNChevrolet Silverado 1500 in Saint Cloud MNChevrolet Silverado 1500 in Rochester MN
Chevrolet Silverado 1500 in Windom MNOld Chevy Trucks for Sale in Windom MNClassic Muscle Cars for Sale in Windom MNChevrolet Trucks For Sale in Windom MNCheap Muscle Cars for Sale in Windom MNWork Trucks for Sale in Windom MNReliable Cars For Sale in Windom MNAmerican Made Trucks For Sale in Windom MNBest Pickup Trucks For Sale in Windom MNBest Cars Under $5,000 For Sale in Windom MN
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 WindomUsed SUVs / Crossovers for Sale with Low Mileage in WindomUsed Hatchbacks for Sale with Low Mileage in WindomUsed Convertibles for Sale with Low Mileage in WindomUsed Vans for Sale with Low Mileage in WindomUsed Minivans for Sale with Low Mileage in WindomUsed Pickup Trucks for Sale with Low Mileage in WindomUsed Coupes for Sale with Low Mileage in WindomUsed Wagons for Sale with Low Mileage in Windom
