Used Diesel Chevrolet Silverado 1500 Custom Trail Boss For Sale (33 results)
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(3)2025
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(16)2024
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(2)2023
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(12)2022
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(5)under $40,000
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(22)under $50,000
Mileage
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(31)0 - 50000
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(2)50000 - 100000
Make
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Chevrolet
Model
Trim
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(709)rst
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(473)ltz
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(389)lt
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(362)high country
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(162)lt trail boss
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(77)zr2
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(38)limited
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custom trail boss
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(5)lt trail boss crew cab short bed
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(4)1lt
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(4)1wt
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(4)zr2 bison edition
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(3)rst true north edition
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(2)lt lt1
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(2)silverado
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(1)all star edition
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(1)all-star edition
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(1)high country deluxe
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(1)lt with 1lt crew cab short bed
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(1)rst pickup 4d 5 3/4 ft
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(1)rst redline edition
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(1)silver
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(1)silverado diesel
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(1)work truck
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(31)automatic
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(14)Black
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(9)White
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(1)Blue
Body
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(4)
Pickup truck
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(2)
Crew cab
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(31)4wd
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(6)Florida
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(3)Arizona
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(3)Georgia
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(3)Missouri
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(2)Fort Pierce, FL
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(2)Henrietta, TX
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(2)Scottsdale, AZ
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(2)Tampa, FL
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(1)Chattanooga, TN
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(1)Cullman, AL
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(1)Kingston, PA
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(1)La Junta, CO
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(1)Lake Wales, FL
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(1)Las Vegas, NV
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(1)Minneapolis, MN
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(1)Morganton, NC
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(1)Mount Ayr, IA
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(1)Poplar Bluff, MO
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(1)Punta Gorda, FL
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(1)Waukegan, IL
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(1)Woods Cross, UT
Features
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(7)Bluetooth
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(6)Backup camera
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(5)Cruise control
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(4)AM/FM radio
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(4)Keyless entry
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(3)Air conditioning
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(3)Alloy wheels
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(3)Brake assist
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(3)Electronic stability control
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(3)Power windows
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(3)Remote keyless entry
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(3)Satellite radio
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(2)Android auto
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(2)Apple CarPlay
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(2)Automatic headlights
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(2)Heated mirrors
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(2)Power locks
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(2)Security system
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(2)Tachometer
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(2)Traction control
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(1)ABS brakes
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(1)AM/FM radio: SiriusXM
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(1)Apple CarPlay/Android auto
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(1)Auto high-beam headlights
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(1)Clean Carfax
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(1)Daytime running-lights
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(1)Delay-off headlights
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(1)Door locks power
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(1)Engine remote start
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(1)Power steering

2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss in sleek black features a powerful 3.0L I6 engine, 4WD, and a comfortable jet black interior. With only 7,024 miles, it’s equipped with modern technology and robust performance features
4d crew cab
Lake Wales, FL
7,024 mi.
Black

automatic
diesel
$49,999

2023 chevrolet silverado 1500 custom trail boss
Discover a like-new 2023 Chevrolet Silverado 1500 Custom Trail Boss with low mileage, featuring a powerful 3.0L engine, advanced technology like Apple CarPlay and Android Auto, and a remainder of factory warranty. Perfect for any adventure!
Crew cab
Kingston, PA
13,088 mi.
Black

automatic
diesel
$48,999

2024 chevrolet silverado 1500 custom trail boss
Experience the powerful 2024 Chevrolet Silverado 1500 Custom Trail Boss in Dark Ash Metallic. With only 4,986 miles, this Hendrick Certified truck features excellent fuel efficiency and a robust turbo-diesel engine, complete with advanced tech and comfort features
Duluth, GA
4,986 mi.
Dark ash metallic
automatic
diesel
$59,275

2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss in sleek black is a rugged beauty designed for adventure, equipped with a powerful diesel engine and four-wheel drive for unmatched performance
Mount Ayr, IA
8,702 mi.
Black
automatic
diesel
$50,900

2022 chevrolet silverado 1500 custom trail boss
Check out this 2022 Chevrolet Silverado 1500 Custom Trail Boss in sleek white. With low mileage of 47,900 and powered by diesel, enjoy the power of four-wheel drive and automatic transmission on your next adventure!
Gilbert, AZ
47,900 mi.
White
automatic
diesel
$40,998

2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss is equipped with a turbocharged diesel engine and just 5,636 miles. Enjoy four-wheel drive and a sleek Sterling Gray Metallic finish
Morganton, NC
5,636 mi.
Sterling gray metallic
automatic
diesel
$51,000

2025 chevrolet silverado 1500 custom trail boss
This 2025 Chevrolet Silverado 1500 Custom Trail Boss, in Slate Gray Metallic, is equipped with a powerful 3.0L diesel engine and a ten-speed automatic transmission. It offers 4WD capability and a comfortable interior with black cloth seating
Scottsdale, AZ
717 mi.
Slate gray metallic
automatic
diesel
$54,545

2024 chevrolet silverado 1500 custom trail boss
This striking 2024 Chevrolet Silverado 1500 Custom Trail Boss offers a powerful 3.0L I6 engine and smooth 10-speed automatic transmission, all within an eye-catching black exterior and comfortable jet black interior
Scottsdale, AZ
3,297 mi.
Black
automatic
diesel
$48,365

2024 Chevrolet Silverado 1500 custom trail boss
Discover the powerful 2024 Chevrolet Silverado 1500 Custom Trail Boss with a Turbocharged Diesel engine and impressive features such as 20" high gloss black wheels and a spacious front split-bench seat for ultimate comfort
Dothan, AL
White
automatic
diesel

2022 chevrolet silverado 1500 custom trail boss
Experience the rugged power of the 2022 Chevrolet Silverado 1500 Custom Trail Boss featuring a robust diesel engine, 4WD capability, and a range of modern conveniences. With low mileage and impressive features, it's ready for any adventure
Tampa, FL
30,599 mi.
Black
automatic
diesel
$36,484

2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss, in striking Summit White, features a powerful Turbocharged Diesel I6 engine and impressive off-road capabilities. Enjoy 27 highway MPG and 21 city MPG with advanced technology and rugged design
Las Vegas, NV
12,813 mi.
White
automatic
diesel
$52,519

2025 Chevrolet Silverado 1500 custom trail boss
Experience the power and versatility of the 2025 Chevrolet Silverado 1500 Custom Trail Boss, featuring a rugged design with a Slate Gray Metallic exterior and a Jet Black interior
Pickup truck
Woods Cross, UT
5 mi.
Slate gray metallic

diesel
$56,630

2022 chevrolet silverado 1500 custom trail boss
This striking black 2022 Chevrolet Silverado 1500 Custom Trail Boss features a powerful 3.0L I6 engine and is equipped with a 10-Speed Automatic transmission and four-wheel drive. Enjoy amenities like an All-Weather Floor Liner and Midnight Edition enhancements
Minneapolis, MN
51,413 mi.
Black
automatic
diesel
$36,700

2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss in Dark Ash Metallic offers a clean Jet Black interior, along with 4WD and numerous features for a superior driving experience!
Punta Gorda, FL
65,985 mi.
Dark ash metallic
automatic
diesel
$37,949

2022 chevrolet silverado 1500 custom trail boss
Discover the rugged elegance of this 2022 Chevrolet Silverado 1500 Custom Trail Boss. With a powerful diesel engine and 10-speed automatic transmission, this crew cab boasts features like alloy wheels, Apple CarPlay, and advanced safety systems
Crew cab
Waukegan, IL
27,444 mi.
White

automatic
diesel
$41,185

2025 Chevrolet Silverado 1500 custom trail boss
This 2025 Chevrolet Silverado 1500 Custom Trail Boss boasts a powerful 3.0L I6 engine, 4WD, advanced safety features, and a comfortable interior with modern tech like Apple CarPlay/Android Auto, making it ideal for adventures and daily commutes alike
4d crew cab
Franklin, TN
Sterling gray metallic

automatic
diesel
$57,840

2024 chevrolet silverado 1500 custom trail boss
Discover the robust 2024 Chevrolet Silverado 1500 Custom Trail Boss, featuring a durable diesel engine, stunning Summit White exterior, and a comfortable black interior. Experience outstanding customer service at Four Stars Auto Ranch in Henrietta, TX!
Henrietta, TX
1,420 mi.
White
automatic
diesel
$50,755

2023 chevrolet silverado 1500 custom trail boss
Experience the sturdiness and dependability of this one-owner, clean CARFAX 2023 Chevrolet Silverado 1500 Custom Trail Boss with low mileage and a 6-month powertrain warranty!
Chattanooga, TN
33,225 mi.
Black
automatic
diesel
$43,303

2022 chevrolet silverado 1500 custom trail boss
Experience the rugged power of the 2022 Chevrolet Silverado 1500 Custom Trail Boss. With a durable Summit White exterior and spacious Jet Black interior, this diesel-powered truck is ready for any adventure with its 10-speed automatic transmission and four-wheel drive
Elk Grove Village, IL
40,236 mi.
White
automatic
diesel
$39,977

2024 chevrolet silverado 1500 custom trail boss
Experience the rugged performance of the 2024 Chevrolet Silverado 1500 Custom Trail Boss in striking black. This powerful truck features a 3.0L diesel I6 engine, advanced amenities, and is barely broken in with just 2943 miles
4d crew cab
Fort Pierce, FL
2,943 mi.
Black

automatic
diesel
$48,999
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