Used Chevrolet Silverado 1500 Custom Trail Boss Pickup Truck For Sale (165 results)
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(1,580)lt
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(685)rst
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(645)ltz
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(435)custom
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(388)lt trail boss
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custom trail boss
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Features
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(118)Bluetooth
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(113)Cruise control
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(109)Air conditioning
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(108)AM/FM radio
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(107)Power windows
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(91)Power locks
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(69)Tachometer
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(55)Electronic stability control
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(54)Backup camera
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(46)Passenger airbag
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(38)Aluminum wheels
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(34)Keyless entry
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(32)MP3 player
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(29)Remote keyless entry
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(25)Alloy wheels
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(25)Heated mirrors
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(24)Daytime running-lights
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(23)ABS brakes
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(23)Remote start
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(22)Security system
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(21)Door locks power
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(21)Driver airbag
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(21)Engine remote start
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(19)Satellite radio
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(15)Heated door mirrors
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(15)Traction control
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(14)Privacy Glass
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(11)Floor mats
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(11)Tire-pressure monitor
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(10)Apple CarPlay/Android auto
2024 Chevrolet Silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss boasts a robust 4X4 drive, a powerful 8-cylinder engine, and advanced safety features like lane keeping assist and multiple airbags. Enjoy modern amenities including heated mirrors, Bluetooth, and a back-up camera while traveling in style
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Pickup truck
California, MD
10,010 mi.
Pickup truck
gasoline
California, MD
$52,000
2023 Chevrolet Silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss in Sterling Gray Metallic comes with the Custom Convenience Package and is equipped with modern features like the Chevrolet Infotainment 3 system and a powerful 10-speed transmission
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Pickup truck
Metter, GA
2,566 mi.
Sterling gray metallic
Pickup truck
gasoline
Metter, GA
$51,499
2024 Chevrolet Silverado 1500 custom trail boss
Discover the power and capability of the 2024 Chevrolet Silverado 1500 Custom Trail Boss. Featuring advanced technology and off-road capability, this 4X4 is designed for adventure with just 3,569 miles on it
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Pickup truck
Monroe, NC
3,569 mi.
Pickup truck
automatic
gasoline
Monroe, NC
$50,288
2023 Chevrolet Silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss is a rugged and capable pickup, featuring 4WD, advanced safety systems, and a premium sound system. With only 20,796 miles, it’s ready for your next adventure
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Pickup truck
Tallassee, AL
20,796 mi.
White
Pickup truck
gasoline
Tallassee, AL
2024 Chevrolet Silverado 1500 custom trail boss
Experience the rugged power of the 2024 Chevrolet Silverado 1500 Custom Trail Boss, featuring 4X4 capability, advanced safety features, and a stylish Sterling Gray Metallic exterior. Perfect for tough terrains and daily drives alike
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Pickup truck
Estero, FL
8,223 mi.
Sterling gray metallic
Pickup truck
automatic
gasoline
Estero, FL
$47,688
2023 Chevrolet Silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss combines rugged capability with modern comfort, featuring a powerful 4X4 drivetrain, an advanced audio system, and a host of driver-assist technologies to enhance your driving experience
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Pickup truck
Prosser, WA
44,136 mi.
Sterling gray metallic
Pickup truck
gasoline
Prosser, WA
$37,888
2024 chevrolet silverado 1500 custom trail boss
This stunning 2024 Chevrolet Silverado 1500 Custom Trail Boss features a Lakeshore Blue Metallic exterior and a powerful V8 engine. It offers safety with Lane Departure Warning and convenience with Bluetooth connectivity
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Pickup truck
Manning, SC
5,183 mi.
Blue
Pickup truck
automatic
gasoline
Manning, SC
$57,845
2024 Chevrolet Silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss is equipped with the Custom Convenience Package and Trailering Package. It features a powerful Bose audio system, Bluetooth connectivity, and a striking Dark Ash Metallic exterior
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Pickup truck
Phoenix, AZ
6,131 mi.
Dark ash metallic
Pickup truck
gasoline
Phoenix, AZ
$42,988
2023 Chevrolet Silverado 1500 custom trail boss
Check out this 2023 Chevrolet Silverado 1500 Custom Trail Boss in Harvest Gold! With just over 21,000 miles, it's equipped with advanced safety features and convenience packages for a smooth driving experience
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Pickup truck
Angleton, TX
21,117 mi.
Harvest gold / bronze
Pickup truck
gasoline
Angleton, TX
$45,991
2023 Chevrolet Silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss is a rugged pickup with low mileage. It features a powerful 4X4 drive, advanced technology like Chevrolet Infotainment 3, and a stylish Dark Ash Metallic exterior
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Pickup truck
Sumner, WA
6,478 mi.
Dark ash metallic
Pickup truck
gasoline
Sumner, WA
$51,999
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
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Pickup truck
Woods Cross, UT
5 mi.
Slate gray metallic
Pickup truck
diesel
Woods Cross, UT
$56,630
2023 Chevrolet Silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss combines rugged performance with tech-savvy features. It's equipped with a powerful suspension, premium audio system, and convenient driver assist options, making it the ultimate pickup for both work and leisure
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Pickup truck
Prosper, TX
15,783 mi.
Dark ash metallic
Pickup truck
gasoline
Prosper, TX
$39,995
2024 chevrolet silverado 1500 custom trail boss
Experience the rugged elegance of this 2024 Chevrolet Silverado 1500 Custom Trail Boss. With its powerful 5.3L V8 engine and superb off-road capabilities, it's perfect for both work and play
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Pickup truck
Mc Connellsburg, PA
16,311 mi.
Sterling gray metallic
Pickup truck
automatic
gasoline
Mc Connellsburg, PA
$49,495
2025 Chevrolet Silverado 1500 custom trail boss
Experience the powerful 2025 Chevrolet Silverado 1500 Custom Trail Boss, featuring 4X4 capability, advanced infotainment, and rugged styling with a spray-on bedliner and enhanced recovery features
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Pickup truck
Woods Cross, UT
5 mi.
White
Pickup truck
gasoline
Woods Cross, UT
$55,470
2024 Chevrolet Silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss combines rugged capability with refined comfort, featuring a powerful V8 engine and advanced safety technologies for a reliable driving experience
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Pickup truck
Dayton, OH
4,972 mi.
Pickup truck
automatic
gasoline
Dayton, OH
$53,988
2024 Chevrolet Silverado 1500 custom trail boss
Discover the 2024 Chevrolet Silverado 1500 Custom Trail Boss, featuring an impressive 4X4 drivetrain and a striking Summit White exterior. With low mileage and a host of advanced options, it's ready to hit the road
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Pickup truck
New Smyrna Beach, FL
6,407 mi.
Summit white
Pickup truck
gasoline
New Smyrna Beach, FL
$47,978
2024 Chevrolet Silverado 1500 custom trail boss
Experience the rugged efficiency of the 2024 Chevrolet Silverado 1500 Custom Trail Boss, equipped with a turbocharged engine and advanced safety features, perfect for both work and play
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Pickup truck
Springfield, MO
5,891 mi.
Pickup truck
automatic
gasoline
Springfield, MO
$44,996
2023 Chevrolet Silverado 1500 custom trail boss
Discover the 2023 Chevrolet Silverado 1500 Custom Trail Boss, a capable and stylish pickup featuring 4X4 drive and cutting-edge tech, perfect for both work and adventure
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Pickup truck
Columbia, MS
19,223 mi.
Dark ash metallic
Pickup truck
gasoline
Columbia, MS
$42,778
2025 Chevrolet Silverado 1500 custom trail boss
This 2025 Chevrolet Silverado 1500 Custom Trail Boss is nearly brand new with only 5 miles on the odometer. It's equipped with a powerful 4X4 drive and an 8-speed transmission, finished in a sleek Slate Gray Metallic
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Pickup truck
Logan, UT
5 mi.
Slate gray metallic
Pickup truck
gasoline
Logan, UT
$51,720
2023 Chevrolet Silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss in Sterling Gray Metallic is equipped for adventure with a 4X4 drive system, spacious interior, and premium audio features for a superior driving experience
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Pickup truck
Vacaville, CA
10,410 mi.
Sterling gray metallic
Pickup truck
gasoline
Vacaville, CA
$43,726
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