Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearBessie, OK
132 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 57,814
- Stock #:
- RG393568
- VIN:
- 3GCUDCED5RG393568
Sponsored by Confidence Chevrolet Buick GMC
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
57,814 mi
Oklahoma City, OK
89 mi away
Fair Deal
$40,093
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Dark Ash Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 45,724
- Stock #:
- RG359462
- VIN:
- 3GCUDCE82RG359462
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
45,724 mi
Oklahoma City, OK
86 mi away
Good Deal
$40,046
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 29,498
- Stock #:
- TN267649B
- VIN:
- 3GCUDCED2RG349768
Price drop
-$1,000
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,498 mi
Chickasha, OK
65 mi away
Good Deal
$42,564
$41,564
- 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:
- 60,400
- Stock #:
- RG139692
- VIN:
- 3GCUDCED8RG139692
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,400 mi
Guthrie, OK
94 mi away
Good Deal
$37,308
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,198
- Stock #:
- PBC099
- VIN:
- 3GCPKCEK0SG146532
Price drop
-$1,958
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,198 mi
Home delivery from Tulsa, OK
Price includes $274 shipping
Good Deal
$40,274
$38,316
- 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 $822 shipping
Good Deal
$33,316
- 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 $416 shipping
Great Deal
$32,232
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Blue
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 35,824
- Stock #:
- 163714
- VIN:
- 1GCPYCEL9NZ163714
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,824 mi
Home delivery from Frederick, CO
Price includes $466 shipping
Good Deal
$36,048
- 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
Price drop
-$701
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
90,190 mi
Home delivery from Shawnee, OK
Free home delivery
Good Deal
$30,551
$29,850
- 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:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 26,416
- Stock #:
- G299255P
- VIN:
- 3GCPDCEK6PG299255
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
26,416 mi
Norman, OK
86 mi away
Fair Deal
$39,594
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 16,059
- Stock #:
- RT13715A
- VIN:
- 3GCUKCED0SG106939
Price drop
-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,059 mi
Home delivery from Tulsa, OK
Price includes $435 shipping
Good Deal
$44,029
$43,029
- 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 $416 shipping
Good Deal
$28,104
- 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 $400 shipping
Good Deal
$30,776
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,369
- Stock #:
- RT14011A
- VIN:
- 3GCPKCEK3TG121030
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,369 mi
Home delivery from Tulsa, OK
Price includes $435 shipping
Great Deal
$42,784
- 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 $742 shipping
Good Deal
$34,737
- 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:
- 37,059
- Stock #:
- NG678163P
- VIN:
- 3GCPDCED3NG678163
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,059 mi
Home delivery from Ardmore, OK
Price includes $100 shipping
Fair Deal
$40,176
- 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 $268 shipping
Good Deal
$23,318
- 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 $2,638 shipping
Good Deal
$32,601
- 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:
- 113,237
- Stock #:
- T436924
- VIN:
- 1GCPYCEF4MZ436924
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
113,237 mi
Home delivery from Lamesa, TX
Price includes $254 shipping
Fair Deal
$27,839
- 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:
- 103,357
- Stock #:
- AG1219
- VIN:
- 3GCUDCED5RG212954
Price drop
-$7,915
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
103,357 mi
Purcell, OK
95 mi away
Great Deal
$38,713
$30,798
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 108,178
- Stock #:
- 3271B
- VIN:
- 1GCPYCEK2NZ229821
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
108,178 mi
Oklahoma City, OK
83 mi away
Fair Deal
$27,704
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 57,550
- Stock #:
- KZ370333T
- VIN:
- 1GCRYCEF4KZ370333
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
57,550 mi
Home delivery from Egg Harbor Township, NJ
Price includes $2,043 shipping
Good Deal
$30,281
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 13,957
- Stock #:
- 113812
- VIN:
- 3GCUDCED5RG113812
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
13,957 mi
Home delivery from Irving, TX
Price includes $422 shipping
Good Deal
$43,123
- 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:
- 60,400
- Stock #:
- RG139692
- VIN:
- 3GCUDCED8RG139692
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,400 mi
Guthrie, OK
94 mi away
Good Deal
$37,308
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Bessie, OK?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,175.04. The average price has decreased by -4.1% since last year. The 123 for sale near Bessie, OK on CarGurus, range from $19,767 to $65,024 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Bessie, OK have no reported accidents or damage?
101 out of 123 for sale near Bessie, OK 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 Bessie OKChevrolet Silverado 1500 RST in Bessie OKChevrolet Silverado 1500 LTZ in Bessie OKChevrolet Silverado 1500 LT Trail Boss in Bessie OKChevrolet Silverado 1500 LT1 in Bessie OKChevrolet Silverado 1500 Custom in Bessie OKChevrolet Silverado 1500 High Country in Bessie OKChevrolet Silverado 1500 Custom Trail Boss in Bessie OKChevrolet Silverado 1500 Work Truck in Bessie OK
Chevrolet Silverado 1500 in Lawton OKChevrolet Silverado 1500 in Oklahoma City OKChevrolet Silverado 1500 in Enid OKChevrolet Silverado 1500 in Wichita Falls TXChevrolet Silverado 1500 in Stillwater OKChevrolet Silverado 1500 in Ardmore OKChevrolet Silverado 1500 in Ponca City OKChevrolet Silverado 1500 in Amarillo TXChevrolet Silverado 1500 in Tulsa OK
Chevrolet Silverado 1500 in Bessie OKOld Chevy Trucks for Sale in Bessie OKClassic Muscle Cars for Sale in Bessie OKChevrolet Trucks For Sale in Bessie OKCheap Muscle Cars for Sale in Bessie OKWork Trucks for Sale in Bessie OKReliable Cars For Sale in Bessie OKAmerican Made Trucks For Sale in Bessie OKBest Pickup Trucks For Sale in Bessie OKBest Cars Under $5,000 For Sale in Bessie OK
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 BessieUsed SUVs / Crossovers for Sale with Low Mileage in BessieUsed Hatchbacks for Sale with Low Mileage in BessieUsed Convertibles for Sale with Low Mileage in BessieUsed Vans for Sale with Low Mileage in BessieUsed Minivans for Sale with Low Mileage in BessieUsed Pickup Trucks for Sale with Low Mileage in BessieUsed Coupes for Sale with Low Mileage in BessieUsed Wagons for Sale with Low Mileage in Bessie
