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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(74)automatic
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(1)Clive, IA
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
2022 Chevrolet Silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss is a powerful 4X4 pickup with a turbocharged engine, low mileage, and a wide range of features including Bluetooth, back-up camera, and lane departure warning
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Pickup truck
Dayton, OH
17,192 mi.
Pickup truck
gasoline
Dayton, OH
$39,988
2022 Chevrolet Silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss comes with a powerful 4X4 drive, a spacious interior with a fold-up rear seat, and advanced safety features including lane keep assist and enhanced automatic emergency braking
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Pickup truck
Grand Junction, CO
51,052 mi.
Pickup truck
gasoline
Grand Junction, CO
$37,995
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
2022 chevrolet silverado 1500 custom trail boss
Experience the power and versatility of the 2022 Chevrolet Silverado 1500 Custom Trail Boss, featuring a robust EcoTec3 5.3L V8 engine, remote start, and a suite of tech features including Bluetooth and a backup camera
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Pickup truck
15,155 mi.
White
Pickup truck
automatic
gasoline
$31,996
2022 Chevrolet Silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss boasts a rugged design with a Custom Convenience Package and a powerful 4X4 drivetrain, perfect for any adventure with just 15,397 miles on the clock
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Pickup truck
Kansas City, MO
15,397 mi.
Pickup truck
gasoline
Kansas City, MO
$44,000
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
2022 chevrolet silverado 1500 custom trail boss
Discover the 2022 Chevrolet Silverado 1500 Custom Trail Boss, a well-equipped pickup boasting features like a power driver's seat, remote start, and a suite of safety technologies, all while under a remarkable 5-year powertrain warranty
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Pickup truck
Grangeville, ID
35,257 mi.
White
Pickup truck
automatic
gasoline
Grangeville, ID
$38,995
2022 Chevrolet Silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss is a powerful 4X4 pickup with low mileage of just 30,048. Perfect for those who need a rugged vehicle with a stylish black interior
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Pickup truck
Dubuque, IA
30,048 mi.
Pickup truck
gasoline
Dubuque, IA
$40,458
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
2022 chevrolet silverado 1500 custom trail boss
This extra clean 2022 Chevrolet Silverado 1500 Custom Trail Boss features a turbocharged I4 engine, four-wheel drive, and a spacious cabin with six-seat capacity. Enjoy the convenience of remote start, lane keeping assist, and a rear view camera
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Pickup truck
Woodbridge, NJ
21,462 mi.
Tan
Pickup truck
automatic
gasoline
Woodbridge, NJ
$35,745
2022 Chevrolet Silverado 1500 custom trail boss
Take charge with this stylish 2022 Chevrolet Silverado 1500 Custom Trail Boss. It's equipped with robust features, perfect for both on and off-road adventures. With a mileage of 44,904 and a powerhouse 4X4 system, it offers both functionality and comfort
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Pickup truck
Charleston, WV
44,904 mi.
Pickup truck
gasoline
Charleston, WV
$38,026
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
2022 chevrolet silverado 1500 custom trail boss
Experience the rugged elegance of the 2022 Chevrolet Silverado 1500 Custom Trail Boss with its commanding presence, powerful turbo engine, and off-road capabilities, designed for both work and adventure
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Pickup truck
Portland, OR
27,240 mi.
White
Pickup truck
automatic
gasoline
Portland, OR
$38,988
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