Used Chevrolet Silverado 1500 Custom Trail Boss For Sale (1,698 results)
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(30)under $25,000
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(1,551)under $50,000
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(1,088)0 - 50000
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(493)50000 - 100000
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Make
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(15,335)lt
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(7,305)ltz
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(5,960)rst
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(4,129)custom
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(3,609)lt trail boss
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(2,796)high country
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(2,277)1lt
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custom trail boss
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(1,228)work truck
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(1,201)2lt
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(52)extended cab
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(48)1lz
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(46)lt w/1lt
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(45)base
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(43)work truck 1wt
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(41)ls extended cab
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(33)lt 4x4
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(1,486)automatic
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(425)Black
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(341)White
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(143)Red
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(122)Blue
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(104)Silver
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(40)Gray
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(5)Brown
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(26)Huntsville, AL
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(4)Bellflower, CA
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(4)Benton, AR
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(4)Buford, GA
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(4)Cambridge, OH
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(4)Fontana, CA
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Features
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(423)Bluetooth
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(359)Backup camera
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(296)Cruise control
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(263)Air conditioning
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(234)Power windows
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(226)AM/FM radio
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(198)Alloy wheels
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(198)Power locks
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(178)Remote start
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(153)Clean Carfax
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(152)Electronic stability control
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(140)Remote keyless entry
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(132)Keyless entry
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(118)Tachometer
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(114)Aluminum wheels
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(90)Apple CarPlay/Android auto
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(86)ABS brakes
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(82)Satellite radio
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(80)Door locks power
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(71)Apple CarPlay
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(64)Android auto
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(63)Heated door mirrors
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(62)Passenger airbag
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(59)Heated mirrors
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(59)MP3 player
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(55)Running boards
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(53)Brake assist
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(50)Compass
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(45)Traction control
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(40)Privacy Glass
2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss features low mileage with a black exterior and black interior. Enjoy modern conveniences like a backup camera, Bluetooth, and a powerful 10-Speed automatic transmission for an exceptional driving experience
Claxton, GA
7,681 mi.
Black
automatic
gasoline
Claxton, GA
$49,995
2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss is a one-owner, 4WD crew cab with a beautiful Northsky Blue Metallic finish. It features a powerful EcoTec3 5.3L V8 engine, a soft tonneau cover, and a host of modern amenities for comfort and convenience
Grand Blanc, MI
45,212 mi.
Blue
automatic
gasoline
Grand Blanc, MI
$36,755
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
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4d crew cab
Lake Wales, FL
7,024 mi.
Black
4d crew cab
automatic
diesel
Lake Wales, FL
$49,999
2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss is a low mileage, one-owner vehicle with a clean history. It features a rear-view camera and remote start, making it perfect for all your adventures
Glenwood, MN
34,286 mi.
Shadow gray metallic
automatic
gasoline
Glenwood, MN
$35,400
2022 chevrolet silverado 1500 custom trail boss
Experience the rugged sophistication of this 2022 Chevrolet Silverado 1500 Custom Trail Boss, featuring a powerful V8 engine, stunning Glacier Blue Metallic exterior, and a well-equipped interior with modern tech like Apple CarPlay
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Crew cab
Marlborough, MA
37,013 mi.
Blue
Crew cab
automatic
gasoline
Marlborough, MA
$37,500
2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss is a powerful truck featuring a 310hp 2.7L I4 Turbocharged engine and 4WD capabilities, perfect for all terrains. It's dressed in a sleek black exterior with Jet Black interior
Honolulu, HI
528 mi.
Black
automatic
gasoline
Honolulu, HI
$51,995
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
Experience rugged capability with this 2022 Chevrolet Silverado 1500 Custom Trail Boss, featuring four-wheel drive and a sleek black exterior. Ideal for both work and play with only 26,858 miles
De Witt, IA
26,858 mi.
Black
automatic
gasoline
De Witt, IA
$40,723
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!
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Crew cab
Kingston, PA
13,088 mi.
Black
Crew cab
automatic
diesel
Kingston, PA
$48,999
2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss in Glacier Blue Metallic features a powerful 8-speed automatic transmission and a rugged four-wheel drive system. With just 27,499 miles, it's loaded with technology and comfort options
Gaylord, MI
27,499 mi.
Blue
automatic
gasoline
Gaylord, MI
$38,995
2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss is an extra clean crew cab with a powerful turbocharged engine and many features including all power options, a rear view camera, and a tow package
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Crew cab
Woodbridge, NJ
14,168 mi.
Silver
Crew cab
automatic
gasoline
Woodbridge, NJ
$35,995
2023 chevrolet silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss with only 2566 miles is practically new! It features a powerful 10-speed automatic transmission, four-wheel drive, and a striking Sterling Gray Metallic exterior
Metter, GA
2,566 mi.
Sterling gray metallic
automatic
gasoline
Metter, GA
$50,920
2023 chevrolet silverado 1500 custom trail boss in medford, oregon
This 2023 Chevrolet Silverado 1500 Custom Trail Boss offers a robust design and is perfect for off-road adventures, delivering a strong performance with an impressive highway fuel efficiency of 18 mpg
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Truck
Medford, OR
Truck
gasoline
Medford, OR
$45,998
2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss in sleek black features a powerful performance with low mileage of just 1740 miles, making it a strong choice for tough terrains
Saint Louis, MO
1,740 mi.
Black
Saint Louis, MO
$47,000
2022 chevrolet silverado 1500 4wd crew cab short bed custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss features a powerful 10-speed automatic transmission and 4WD, offering excellent performance and versatility for all your trucking needs
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Truck
Fargo, ND
20,732 mi.
Black
Truck
automatic
n/a
Fargo, ND
$40,671
2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss in Dark Ash Metallic is practically new with only 200 miles. Ready for any tough terrain while offering a bold, stylish look
Farmerville
200 mi.
Black
Farmerville
$49,295
2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss in Summit White boasts a powerful 5.3L V8 engine and a smooth 10-speed automatic transmission, perfect for any adventure with its 4WD capability
Queen Creek, AZ
8,323 mi.
White
automatic
gasoline
Queen Creek, AZ
$49,645
2022 chevrolet silverado 1500 custom trail boss
This stunning 2022 Chevrolet Silverado 1500 Custom Trail Boss features a Summit White exterior and sleek Jet Black interior, loaded with modern tech and just 21k miles!
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Crew cab
Framingham, MA
20,947 mi.
White
Crew cab
automatic
gasoline
Framingham, MA
$38,000
2022 chevrolet silverado 1500 custom trail boss
Experience the adventurous spirit of the 2022 Chevrolet Silverado 1500 Custom Trail Boss. With only 19k miles, it offers robust features like remote start, a backup camera, and advanced connectivity options to keep you equipped for any journey
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4door crew cab
Framingham, MA
19,696 mi.
Black
4door crew cab
automatic
gasoline
Framingham, MA
$38,000
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
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