Used Chevrolet Silverado 1500 Custom Trail Boss Crew Cab For Sale (191 results)
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(1)2025
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(12)under $30,000
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(136)under $40,000
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(185)under $50,000
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Chevrolet
Model
Trim
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(2,392)lt
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(1,198)ltz
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(639)rst
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(561)high country
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(367)lt trail boss
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(335)custom
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custom trail boss
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(190)1lt
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(92)ls
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(53)work truck
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(42)lt1
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(29)lt lt2
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(28)notdoor
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(24)limited
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(24)lt 4x4
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(24)rst 4x4 crew cab
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(21)lt lt1
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(17)custom crew cab short bed
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(14)lt 4x4 lt
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(14)lt w/1lt
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(10)z71
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(9)w/t
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(8)lt 2lt
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(8)lt crew cab
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(8)lt z71
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(8)rst crew cab short bed
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(7)ls crew cab
Transmission type
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(186)automatic
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(40)Black
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(35)White
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(14)Blue
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(14)Red
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(7)Silver
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(4)Gray
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(1)Brown
Drive
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(182)4wd
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(184)gasoline
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(2)diesel
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(15)Ohio
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(11)California
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(8)Woodbridge, NJ
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(5)Saint Charles, IL
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(4)Buffalo, NY
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(4)Defiance, OH
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(4)Fontana, CA
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(3)Arlington, TX
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(3)Birmingham, AL
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(3)Jonesboro, GA
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(3)Omaha, NE
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(3)Ozark, MO
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(3)White Marsh, MD
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(2)Columbus, OH
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(2)Framingham, MA
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(2)Grand Blanc, MI
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(2)Grapevine, TX
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(2)Lake Wales, FL
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(2)Lexington, NC
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(2)Little Falls, NJ
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(2)Madera, CA
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(2)Royal Oak, MI
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(2)Saint Marys, PA
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(2)Turlock, CA
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(2)Valdese, NC
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(1)Abbeville, LA
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(1)Aberdeen, SD
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(1)Albuquerque, NM
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(1)Altoona, PA
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(1)Antioch, TN
Features
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(70)Bluetooth
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(66)Cruise control
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(60)Backup camera
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(51)Power windows
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(49)Power locks
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(48)AM/FM radio
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(48)Air conditioning
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(48)Remote start
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(32)Alloy wheels
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(25)Tachometer
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(24)Aluminum wheels
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(16)Keyless entry
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(15)MP3 player
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(14)Apple CarPlay/Android auto
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(13)Clean Carfax
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(13)Electronic stability control
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(11)Remote keyless entry
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(11)Running boards
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(9)Android auto
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(9)Apple CarPlay
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(9)Brake assist
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(8)Door locks power
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(7)ABS brakes
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(6)Compass
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(6)Power mirrors
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(5)Spacious interior
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(5)Traction control
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(4)Advanced safety features
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(4)Fully automatic headlights
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(4)Heated door mirrors
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
Discover the powerful 2024 Chevrolet Silverado 1500 Crew Cab in Summit White! This Custom Trail Boss edition features a robust EcoTec3 5.3L V8 engine paired with a smooth 10-speed automatic transmission, perfect for your off-roading adventures
Crew cab
Scottsboro, AL
White
automatic
gasoline
$57,410
2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss in Red Hot is a powerful pickup with a 2.7L Turbocharged engine, 310 hp, and 4WD, offering a comfortable ride with its black cloth interior and only 5376 miles
Crew cab
Jonesboro, AR
5,376 mi.
Red
automatic
gasoline
$49,995
2023 Chevrolet Silverado 1500 custom trail boss
Explore the well-maintained 2023 Chevrolet Silverado 1500 Custom Trail Boss, featuring a dark essentials package, 10-way power driver's seat, and advanced safety technologies for a confident drive
Crew cab
Jonesboro, GA
automatic
gasoline
$43,000
2023 chevrolet silverado 1500 custom trail boss
This stunning 2023 Chevrolet Silverado 1500 Custom Trail Boss in Summit White comes equipped with a powerful EcoTec3 5.3L V8 engine and boasts a lifetime powertrain warranty. Enjoy features like a backup camera, Bluetooth, and advanced safety systems
Crew cab
Lexington, NC
32,620 mi.
White
automatic
gasoline
$42,500
2023 chevrolet silverado 1500 custom trail boss
Introducing the 2023 Chevrolet Silverado 1500 Custom Trail Boss, featuring a powerful 5.3L V8 engine, 4WD, and an impressive Z71 off-road suspension. With a stunning Sand Dune Metallic finish, this vehicle combines rugged capability with modern tech
Crew cab
Marlton, NJ
19,525 mi.
Sand dune metallic
automatic
gasoline
$47,899
2023 chevrolet silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss is a clean, one-owner truck finished in Sterling Gray Metallic. It features a powerful EcoTec3 5.3L V8 paired with a 10-Speed Automatic transmission, delivering both reliability and performance
Crew cab
Royal Oak, MI
28,821 mi.
Sterling gray metallic
automatic
gasoline
$45,532
2023 chevrolet silverado 1500 custom trail boss
This certified 2023 Chevrolet Silverado 1500 Custom Trail Boss, equipped with a powerful EcoTec3 5.3L V8 engine, offers a blend of rugged capability and modern technology
Crew cab
Demotte, IN
16,423 mi.
Silver
automatic
gasoline
$45,450
2023 chevrolet silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss in Summit White boasts a powerful 2.7L Turbo engine and is equipped with advanced features, making it a perfect choice for both work and play
Crew cab
Evansville, IN
5,218 mi.
White
automatic
gasoline
$40,995
2024 Chevrolet Silverado 1500 custom trail boss
Experience the rugged elegance of the 2024 Chevrolet Silverado 1500 Custom Trail Boss in Sterling Gray Metallic. This 4D Crew Cab features a powerful 3.0L I6 engine and is equipped with a smooth 10-Speed Automatic transmission, perfect for any adventure!
Crew cab
Brewton, AL
Gray
automatic
gasoline
$59,465
2024 chevrolet silverado 1500 custom trail boss
Step into the rugged elegance of the 2024 Chevrolet Silverado 1500 Custom Trail Boss. With its powerful 5.3L V8 engine and four-wheel drive capabilities, this crew cab offers versatility and style. Features include a spray-on bedliner, all-weather floor liners, and striking black accents
Crew cab
Saukville, WI
5,849 mi.
Black
automatic
gasoline
$49,999
2023 chevrolet silverado 1500 custom trail boss
Experience the power and style of the 2023 Chevrolet Silverado 1500 Custom Trail Boss. This accident-free, one-owner truck boasts a Summit White exterior and is equipped for adventure with a Trailer Tow Package and four-wheel drive, making it perfect for any terrain
Crew cab
Zumbrota, MN
22,725 mi.
White
automatic
gasoline
$43,990
2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss is a rugged crew cab with a powerful 355 HP V8 engine and off-road capabilities. It boasts a stylish Sterling Gray exterior, advanced safety features, and a spacious interior with a clean Carfax
Crew cab
Tampa, FL
12,867 mi.
Sterling gray metallic
automatic
gasoline
$49,629
2024 chevrolet silverado 1500 custom trail boss 4x4 crew cab 5.75 ft. box 147.4 in. wb in indian springs, alabama
Experience the rugged capability of the 2024 Chevrolet Silverado 1500 Custom Trail Boss, featuring a robust 4x4 drive and a spacious Crew Cab, perfect for tackling any terrain with style and comfort
Crew cab
$48,995
2024 chevrolet silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss in Summit White is equipped with a powerful EcoTec3 5.3L V8 engine and features like a 10-speed automatic transmission, advanced safety options, and premium interior finishes
Crew cab
Buffalo, NY
7,421 mi.
White
automatic
gasoline
$52,107
2024 chevrolet silverado 1500 custom trail boss
Experience the rugged capabilities of the 2024 Chevrolet Silverado 1500 Custom Trail Boss with its advanced 10-speed automatic transmission and EcoTec3 5.3L V8 engine. Perfect for both work and play!
Crew cab
Lake Wales, FL
31,110 mi.
Black
automatic
gasoline
$44,999
2023 chevrolet silverado 1500 custom trail boss
This well-maintained 2023 Chevrolet Silverado 1500 Custom Trail Boss features a powerful 2.7L Turbo engine, 10-way power driver seat, and a range of safety assists for a confident drive
Crew cab
Jonesboro, GA
24,520 mi.
Black
automatic
gasoline
$43,000
2023 chevrolet silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss in Dark Ash Metallic offers a robust 5.3L Ecotec engine with 4WD, a comfortable Crew Cab, and advanced features like remote start and 20-inch wheels. It's in excellent condition with good tires, ready for adventure!
Crew cab
Sullivan, MO
25,016 mi.
Dark ash metallic
automatic
gasoline
$42,495
2024 chevrolet silverado 1500 custom trail boss
This one-owner 2024 Chevrolet Silverado 1500 Custom Trail Boss comes with only 9963 miles, is fully serviced, and includes the balance of factory warranties. Featuring a Sterling Gray Metallic exterior, it’s ready for any adventure
Crew cab
Johnstown, OH
9,963 mi.
Sterling gray metallic
automatic
gasoline
$49,988
2023 chevrolet silverado 1500 custom trail boss 4x4 crew cab 5.75 ft. box 147.4 in. wb in peoria, illinois
Get ready to conquer any terrain with this 2023 Chevrolet Silverado 1500 Custom Trail Boss. It's ready to take on both work and play with its robust design and powerful capabilities
Crew cab
Peoria, IL
gasoline
$45,988
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