Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Leavenworth, KS
159 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 116,760
- Stock #:
- 9334
- VIN:
- 1GCPYCEL3MZ447628
New arrival
Sponsored by Jack Miller Auto Plaza LLC
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
116,760 mi
North Kansas City, MO
23 mi away
Fair Deal
$28,799
- 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:
- Havana Brown Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 27,104
- Stock #:
- U8199
- VIN:
- 1GCPYCEF1LZ172222
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,104 mi
Cameron, MO
46 mi away
Fair Deal
$36,347
- 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:
- Cypress Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 7,486
- Stock #:
- T566988A
- VIN:
- 3GCUKCED9SG337502
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,486 mi
Kansas City, KS
17 mi away
Good Deal
$44,169
- 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:
- Havana Brown Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 27,104
- Stock #:
- U8199
- VIN:
- 1GCPYCEF1LZ172222
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,104 mi
Cameron, MO
46 mi away
Fair Deal
$36,347
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 79,186
- Stock #:
- 19843A
- VIN:
- 3GCPDCED1NG663595
Price drop
-$1,750
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
79,186 mi
Home delivery from Harrisonville, MO
Price includes $105 shipping
Good Deal
$32,204
$30,454
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,833
- Stock #:
- T1228838B
- VIN:
- 1GCPYCEF9LZ347753
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,833 mi
Savannah, MO
40 mi away
Fair Deal
$32,783
- 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:
- 75,367
- Stock #:
- 24242
- VIN:
- 1GCPYCEF3MZ198984
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
75,367 mi
Blue Springs, MO
41 mi away
Good Deal
$30,964
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 25,471
- Stock #:
- A10119
- VIN:
- 3GCUKCED0SG277254
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,471 mi
Liberty, MO
26 mi away
Fair Deal
$43,150
- 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:
- Silver
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 64,044
- Stock #:
- 290751
- VIN:
- 1GCPYCEL5MZ290751
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
64,044 mi
Home delivery from Gallup, NM
Price includes $1,203 shipping
Fair Deal
$33,697
- 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:
- 42,114
- Stock #:
- MG311737
- VIN:
- 3GCPYCEF5MG311737
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,114 mi
Home delivery from Corsicana, TX
Price includes $768 shipping
Good Deal
$32,584
- 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:
- 90,190
- Stock #:
- T248838
- VIN:
- 3GCPYCEF2MG248838
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
90,190 mi
Home delivery from Shawnee, OK
Price includes $444 shipping
Fair Deal
$30,294
- 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 (Satin Steel Metallic)
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 46,099
- Stock #:
- 201273
- VIN:
- 1GCRYCEF4KZ409597
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
46,099 mi
Cameron, MO
45 mi away
Fair Deal
$30,866
- 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:
- 77,279
- Stock #:
- 426901
- VIN:
- 1GCPYCEF1KZ426901
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,279 mi
Home delivery from Plano, TX
Price includes $900 shipping
Fair Deal
$28,588
- 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:
- Silver
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Charcoal)
- Transmission:
- Automatic
- Mileage:
- 120,686
- Stock #:
- 2914
- VIN:
- 3GCPYCEF9KG144084
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
120,686 mi
Smithville, MO
18 mi away
Fair Deal
$24,298
- 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 $603 shipping
Fair Deal
$30,978
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 62,373
- Stock #:
- NG558202A
- VIN:
- 3GCPDCED1NG558202
Price drop
-$2,346
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,373 mi
Home delivery from Miami, OK
Price includes $258 shipping
Great Deal
$33,750
$31,404
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 80,650
- Stock #:
- T528465
- VIN:
- 3GCPDCED4NG528465
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,650 mi
Kansas City, KS
17 mi away
Fair Deal
$33,290
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 41,657
- Stock #:
- 20325
- VIN:
- 1GCPYCEF4MZ289181
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,657 mi
Home delivery from Mesa, AZ
Price includes $1,022 shipping
Fair Deal
$35,017
- 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:
- Cypress Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 7,486
- Stock #:
- T566988A
- VIN:
- 3GCUKCED9SG337502
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,486 mi
Kansas City, KS
17 mi away
Good Deal
$44,169
- 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:
- White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 131,355
- Stock #:
- 220742
- VIN:
- 3GCPYCEF7KG220742
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
131,355 mi
Home delivery from Lubbock, TX
Price includes $706 shipping
Fair Deal
$23,756
- 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:
- 46,960
- Stock #:
- D9193
- VIN:
- 3GCUDCED0PG363116
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,960 mi
Home delivery from Waukee, IA
Price includes $244 shipping
Great Deal
$36,808
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 63,297
- Stock #:
- 270102
- VIN:
- 1GCPYCEF8MZ270102
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,297 mi
Home delivery from Bend, OR
Price includes $2,776 shipping
Fair Deal
$32,739
- 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:
- 34,391
- Stock #:
- P8382A
- VIN:
- 3GCPYCEL0NG201234
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
34,391 mi
Blue Springs, MO
42 mi away
Fair Deal
$36,995
- 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:
- 144,105
- Stock #:
- G261716C
- VIN:
- 3GCPYCEF0KG126749
New arrival
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
144,105 mi
Kansas City, MO
27 mi away
Fair Deal
$22,100
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Leavenworth, KS?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,155.61. The average price has decreased by -4.2% since last year. The 159 for sale near Leavenworth, KS on CarGurus, range from $19,546 to $64,181 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Leavenworth, KS have no reported accidents or damage?
145 out of 159 for sale near Leavenworth, KS 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/MPGe.
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
Relevant articles
Drew Johnson
The Cheapest New Trucks on Sale in 2026
Is there such a thing as a cheap new truck any more? Absolutely! Here's our expert guide to the top 10 cheapest new trucks on sale.
CarGurus Editorial Team
Best Cars for New Parents
Discover the best family cars for first-time parents in 2025, accounting for door access, car seat compatibility, and other real-world considerations new parents will want to keep in mind.
CarGurus Editorial Team
The Best Gas Mileage Trucks of 2026
No one wants to cover unnecessary fuel expenses, particularly when operating a business. Here are the top 9 pickup trucks in the US market with the best fuel efficiency.
Chevrolet Silverado 1500 LT in Leavenworth KSChevrolet Silverado 1500 RST in Leavenworth KSChevrolet Silverado 1500 LTZ in Leavenworth KSChevrolet Silverado 1500 LT Trail Boss in Leavenworth KSChevrolet Silverado 1500 LT1 in Leavenworth KSChevrolet Silverado 1500 Custom in Leavenworth KSChevrolet Silverado 1500 High Country in Leavenworth KSChevrolet Silverado 1500 Custom Trail Boss in Leavenworth KSChevrolet Silverado 1500 Work Truck in Leavenworth KS
Chevrolet Silverado 1500 in Kansas City MOChevrolet Silverado 1500 in Saint Joseph MOChevrolet Silverado 1500 in Topeka KSChevrolet Silverado 1500 in Manhattan KSChevrolet Silverado 1500 in Lincoln NEChevrolet Silverado 1500 in Columbia MOChevrolet Silverado 1500 in Omaha NEChevrolet Silverado 1500 in Jefferson City MOChevrolet Silverado 1500 in Joplin MO
Chevrolet Silverado 1500 in Leavenworth KSOld Chevy Trucks for Sale in Leavenworth KSClassic Muscle Cars for Sale in Leavenworth KSChevrolet Trucks For Sale in Leavenworth KSCheap Muscle Cars for Sale in Leavenworth KSWork Trucks for Sale in Leavenworth KSReliable Cars For Sale in Leavenworth KSAmerican Made Trucks For Sale in Leavenworth KSBest Pickup Trucks For Sale in Leavenworth KSBest Cars Under $5,000 For Sale in Leavenworth KS
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 LeavenworthUsed SUVs / Crossovers for Sale with Low Mileage in LeavenworthUsed Hatchbacks for Sale with Low Mileage in LeavenworthUsed Convertibles for Sale with Low Mileage in LeavenworthUsed Vans for Sale with Low Mileage in LeavenworthUsed Minivans for Sale with Low Mileage in LeavenworthUsed Pickup Trucks for Sale with Low Mileage in LeavenworthUsed Coupes for Sale with Low Mileage in LeavenworthUsed Wagons for Sale with Low Mileage in Leavenworth
Gentry Chevrolet of SmithvilleMcCarthy Chevrolet Lee's SummitMolle ChevroletHendrick Chevrolet Shawnee MissionRoberts Robinson Chevrolet GMCRoberts ChevroletVictory ChevroletRandy Curnow Chevrolet Buick GMCHenry Martens Chevrolet Buick GMCVan Chevrolet Cadillac of Kansas CityTown & Country MotorsDale Willey Automotive
